<?xml version="1.0" encoding="UTF-8"?>

<!--XBRL Document Created with the Workiva Platform-->
<!--Copyright 2026 Workiva-->
<!--r:019c7c4f-ead1-74f1-81e1-51b696c63f20,g:b38b5fac-6bed-4165-8253-5f530369140a-->
<link:linkbase xmlns:link="http://www.xbrl.org/2003/linkbase" xmlns:xlink="http://www.w3.org/1999/xlink" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" xsi:schemaLocation="http://www.xbrl.org/2003/linkbase http://www.xbrl.org/2003/xbrl-linkbase-2003-12-31.xsd">
  <link:arcroleRef arcroleURI="https://xbrl.org/2023/arcrole/summation-item" xlink:type="simple" xlink:href="https://www.xbrl.org/2023/calculation-1.1.xsd#summation-item"/>
  <link:roleRef roleURI="http://www.rapid7.com/role/CondensedConsolidatedBalanceSheetsUnaudited" xlink:type="simple" xlink:href="rp-20260331.xsd#CondensedConsolidatedBalanceSheetsUnaudited"/>
  <link:calculationLink xlink:role="http://www.rapid7.com/role/CondensedConsolidatedBalanceSheetsUnaudited" xlink:type="extended">
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_LiabilitiesAndStockholdersEquity_019c7c4f-ecf7-7fc4-a800-1653e5bae3de" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_LiabilitiesAndStockholdersEquity"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_Liabilities_019c7c4f-ecf7-7c61-a79b-17894758e95e" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_Liabilities"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_LiabilitiesAndStockholdersEquity_019c7c4f-ecf7-7fc4-a800-1653e5bae3de" xlink:to="loc_us-gaap_Liabilities_019c7c4f-ecf7-7c61-a79b-17894758e95e" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_StockholdersEquity_019c7c4f-ecf7-7098-9d09-e7c82578a494" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_StockholdersEquity"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_LiabilitiesAndStockholdersEquity_019c7c4f-ecf7-7fc4-a800-1653e5bae3de" xlink:to="loc_us-gaap_StockholdersEquity_019c7c4f-ecf7-7098-9d09-e7c82578a494" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_Assets_019c7c4f-ecf7-7456-80ea-665da90c1d6c" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_Assets"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_AssetsCurrent_019c7c4f-ecf7-79f2-af33-85944e0735fa" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AssetsCurrent"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_Assets_019c7c4f-ecf7-7456-80ea-665da90c1d6c" xlink:to="loc_us-gaap_AssetsCurrent_019c7c4f-ecf7-79f2-af33-85944e0735fa" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_LongTermInvestments_019c7c4f-ecf7-7b33-8ac0-624532ed28a4" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_LongTermInvestments"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_Assets_019c7c4f-ecf7-7456-80ea-665da90c1d6c" xlink:to="loc_us-gaap_LongTermInvestments_019c7c4f-ecf7-7b33-8ac0-624532ed28a4" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_PropertyPlantAndEquipmentNet_019c7c4f-ecf7-74c3-a796-aa8ac8d35e0e" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PropertyPlantAndEquipmentNet"/>
    <link:calculationArc order="3" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_Assets_019c7c4f-ecf7-7456-80ea-665da90c1d6c" xlink:to="loc_us-gaap_PropertyPlantAndEquipmentNet_019c7c4f-ecf7-74c3-a796-aa8ac8d35e0e" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OperatingLeaseRightOfUseAsset_019c7c4f-ecf7-7fb0-a275-62fdfb14bacc" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OperatingLeaseRightOfUseAsset"/>
    <link:calculationArc order="4" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_Assets_019c7c4f-ecf7-7456-80ea-665da90c1d6c" xlink:to="loc_us-gaap_OperatingLeaseRightOfUseAsset_019c7c4f-ecf7-7fb0-a275-62fdfb14bacc" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_DeferredCosts_019c7c4f-ecf7-7c9f-9eeb-a666edb7a331" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_DeferredCosts"/>
    <link:calculationArc order="5" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_Assets_019c7c4f-ecf7-7456-80ea-665da90c1d6c" xlink:to="loc_us-gaap_DeferredCosts_019c7c4f-ecf7-7c9f-9eeb-a666edb7a331" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_Goodwill_019c7c4f-ecf7-74af-bcc6-5b0ee46edc54" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_Goodwill"/>
    <link:calculationArc order="6" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_Assets_019c7c4f-ecf7-7456-80ea-665da90c1d6c" xlink:to="loc_us-gaap_Goodwill_019c7c4f-ecf7-74af-bcc6-5b0ee46edc54" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_IntangibleAssetsNetExcludingGoodwill_019c7c4f-ecf7-74a2-9463-5604921bac38" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IntangibleAssetsNetExcludingGoodwill"/>
    <link:calculationArc order="7" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_Assets_019c7c4f-ecf7-7456-80ea-665da90c1d6c" xlink:to="loc_us-gaap_IntangibleAssetsNetExcludingGoodwill_019c7c4f-ecf7-74a2-9463-5604921bac38" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OtherAssetsNoncurrent_019c7c4f-ecf7-715d-a5cd-1685222d84e5" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherAssetsNoncurrent"/>
    <link:calculationArc order="8" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_Assets_019c7c4f-ecf7-7456-80ea-665da90c1d6c" xlink:to="loc_us-gaap_OtherAssetsNoncurrent_019c7c4f-ecf7-715d-a5cd-1685222d84e5" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_Liabilities_019c7c4f-ecf7-758e-8483-7967ee573bbc" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_Liabilities"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_LiabilitiesCurrent_019c7c4f-ecf7-7950-b6f1-c068afe8767c" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_LiabilitiesCurrent"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_Liabilities_019c7c4f-ecf7-758e-8483-7967ee573bbc" xlink:to="loc_us-gaap_LiabilitiesCurrent_019c7c4f-ecf7-7950-b6f1-c068afe8767c" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ConvertibleDebtNoncurrent_019c7c4f-ecf7-7851-8d58-23b04f64332a" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ConvertibleDebtNoncurrent"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_Liabilities_019c7c4f-ecf7-758e-8483-7967ee573bbc" xlink:to="loc_us-gaap_ConvertibleDebtNoncurrent_019c7c4f-ecf7-7851-8d58-23b04f64332a" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OperatingLeaseLiabilityNoncurrent_019c7c4f-ecf7-7071-ae21-c590d9ca2683" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OperatingLeaseLiabilityNoncurrent"/>
    <link:calculationArc order="3" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_Liabilities_019c7c4f-ecf7-758e-8483-7967ee573bbc" xlink:to="loc_us-gaap_OperatingLeaseLiabilityNoncurrent_019c7c4f-ecf7-7071-ae21-c590d9ca2683" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ContractWithCustomerLiabilityNoncurrent_019c7c4f-ecf7-7c70-a135-57a19d3ffb3d" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ContractWithCustomerLiabilityNoncurrent"/>
    <link:calculationArc order="4" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_Liabilities_019c7c4f-ecf7-758e-8483-7967ee573bbc" xlink:to="loc_us-gaap_ContractWithCustomerLiabilityNoncurrent_019c7c4f-ecf7-7c70-a135-57a19d3ffb3d" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OtherLiabilitiesNoncurrent_019c7c4f-ecf7-733a-9ce7-cdf4c6cd1f5a" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherLiabilitiesNoncurrent"/>
    <link:calculationArc order="5" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_Liabilities_019c7c4f-ecf7-758e-8483-7967ee573bbc" xlink:to="loc_us-gaap_OtherLiabilitiesNoncurrent_019c7c4f-ecf7-733a-9ce7-cdf4c6cd1f5a" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_LiabilitiesCurrent_019c7c4f-ecf7-7ec3-92f7-cad4fc998e65" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_LiabilitiesCurrent"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_AccountsPayableCurrent_019c7c4f-ecf7-7e40-b412-9228d416154b" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AccountsPayableCurrent"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_LiabilitiesCurrent_019c7c4f-ecf7-7ec3-92f7-cad4fc998e65" xlink:to="loc_us-gaap_AccountsPayableCurrent_019c7c4f-ecf7-7e40-b412-9228d416154b" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_AccruedLiabilitiesCurrent_019c7c4f-ecf7-765e-8af7-44eaf1f32714" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AccruedLiabilitiesCurrent"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_LiabilitiesCurrent_019c7c4f-ecf7-7ec3-92f7-cad4fc998e65" xlink:to="loc_us-gaap_AccruedLiabilitiesCurrent_019c7c4f-ecf7-765e-8af7-44eaf1f32714" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ConvertibleDebtCurrent_019c7c4f-ecf7-75d6-b5ed-37f74cd42f7a" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ConvertibleDebtCurrent"/>
    <link:calculationArc order="3" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_LiabilitiesCurrent_019c7c4f-ecf7-7ec3-92f7-cad4fc998e65" xlink:to="loc_us-gaap_ConvertibleDebtCurrent_019c7c4f-ecf7-75d6-b5ed-37f74cd42f7a" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OperatingLeaseLiabilityCurrent_019c7c4f-ecf7-776c-970d-1f7651c7d8cb" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OperatingLeaseLiabilityCurrent"/>
    <link:calculationArc order="4" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_LiabilitiesCurrent_019c7c4f-ecf7-7ec3-92f7-cad4fc998e65" xlink:to="loc_us-gaap_OperatingLeaseLiabilityCurrent_019c7c4f-ecf7-776c-970d-1f7651c7d8cb" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ContractWithCustomerLiabilityCurrent_019c7c4f-ecf7-7f3c-aa03-45055e45bba9" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ContractWithCustomerLiabilityCurrent"/>
    <link:calculationArc order="5" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_LiabilitiesCurrent_019c7c4f-ecf7-7ec3-92f7-cad4fc998e65" xlink:to="loc_us-gaap_ContractWithCustomerLiabilityCurrent_019c7c4f-ecf7-7f3c-aa03-45055e45bba9" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_AssetsCurrent_019c7c4f-ecf7-7fe7-9556-12c490a3b2da" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AssetsCurrent"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_CashAndCashEquivalentsAtCarryingValue_019c7c4f-ecf7-7fab-9bb0-4c33fd4cb8c5" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_CashAndCashEquivalentsAtCarryingValue"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_AssetsCurrent_019c7c4f-ecf7-7fe7-9556-12c490a3b2da" xlink:to="loc_us-gaap_CashAndCashEquivalentsAtCarryingValue_019c7c4f-ecf7-7fab-9bb0-4c33fd4cb8c5" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ShortTermInvestments_019c7c4f-ecf7-7dc3-8d2d-701a74808907" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ShortTermInvestments"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_AssetsCurrent_019c7c4f-ecf7-7fe7-9556-12c490a3b2da" xlink:to="loc_us-gaap_ShortTermInvestments_019c7c4f-ecf7-7dc3-8d2d-701a74808907" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_AccountsReceivableNet_019c7c4f-ecf7-7d42-816d-88da8ffbaaa7" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AccountsReceivableNet"/>
    <link:calculationArc order="3" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_AssetsCurrent_019c7c4f-ecf7-7fe7-9556-12c490a3b2da" xlink:to="loc_us-gaap_AccountsReceivableNet_019c7c4f-ecf7-7d42-816d-88da8ffbaaa7" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_DeferredCostsCurrent_019c7c4f-ecf7-7ee0-9e33-468b99ef59ba" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_DeferredCostsCurrent"/>
    <link:calculationArc order="4" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_AssetsCurrent_019c7c4f-ecf7-7fe7-9556-12c490a3b2da" xlink:to="loc_us-gaap_DeferredCostsCurrent_019c7c4f-ecf7-7ee0-9e33-468b99ef59ba" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_PrepaidExpenseAndOtherAssetsCurrent_019c7c4f-ecf7-73a4-8d96-aae2d24a6806" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PrepaidExpenseAndOtherAssetsCurrent"/>
    <link:calculationArc order="5" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_AssetsCurrent_019c7c4f-ecf7-7fe7-9556-12c490a3b2da" xlink:to="loc_us-gaap_PrepaidExpenseAndOtherAssetsCurrent_019c7c4f-ecf7-73a4-8d96-aae2d24a6806" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_StockholdersEquity_019c7c4f-ecf7-7e61-96d3-0ea28f2db4d0" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_StockholdersEquity"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_PreferredStockValue_019c7c4f-ecf7-707e-808c-4e3716d69628" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PreferredStockValue"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_StockholdersEquity_019c7c4f-ecf7-7e61-96d3-0ea28f2db4d0" xlink:to="loc_us-gaap_PreferredStockValue_019c7c4f-ecf7-707e-808c-4e3716d69628" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_CommonStockValue_019c7c4f-ecf7-7058-be85-18a01f130b43" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_CommonStockValue"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_StockholdersEquity_019c7c4f-ecf7-7e61-96d3-0ea28f2db4d0" xlink:to="loc_us-gaap_CommonStockValue_019c7c4f-ecf7-7058-be85-18a01f130b43" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_TreasuryStockCommonValue_019c7c4f-ecf7-7e11-bb8c-ab10ffe2bb25" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_TreasuryStockCommonValue"/>
    <link:calculationArc order="3" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_StockholdersEquity_019c7c4f-ecf7-7e61-96d3-0ea28f2db4d0" xlink:to="loc_us-gaap_TreasuryStockCommonValue_019c7c4f-ecf7-7e11-bb8c-ab10ffe2bb25" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_AdditionalPaidInCapital_019c7c4f-ecf7-72d2-bad2-d3b6ac8c18a1" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AdditionalPaidInCapital"/>
    <link:calculationArc order="4" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_StockholdersEquity_019c7c4f-ecf7-7e61-96d3-0ea28f2db4d0" xlink:to="loc_us-gaap_AdditionalPaidInCapital_019c7c4f-ecf7-72d2-bad2-d3b6ac8c18a1" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_AccumulatedOtherComprehensiveIncomeLossNetOfTax_019c7c4f-ecf7-7623-97bd-6e8fe44b41a9" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AccumulatedOtherComprehensiveIncomeLossNetOfTax"/>
    <link:calculationArc order="5" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_StockholdersEquity_019c7c4f-ecf7-7e61-96d3-0ea28f2db4d0" xlink:to="loc_us-gaap_AccumulatedOtherComprehensiveIncomeLossNetOfTax_019c7c4f-ecf7-7623-97bd-6e8fe44b41a9" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_RetainedEarningsAccumulatedDeficit_019c7c4f-ecf7-7266-bce2-78ef25f0e282" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_RetainedEarningsAccumulatedDeficit"/>
    <link:calculationArc order="6" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_StockholdersEquity_019c7c4f-ecf7-7e61-96d3-0ea28f2db4d0" xlink:to="loc_us-gaap_RetainedEarningsAccumulatedDeficit_019c7c4f-ecf7-7266-bce2-78ef25f0e282" xlink:type="arc"/>
  </link:calculationLink>
  <link:roleRef roleURI="http://www.rapid7.com/role/CondensedConsolidatedStatementsofOperationsUnaudited" xlink:type="simple" xlink:href="rp-20260331.xsd#CondensedConsolidatedStatementsofOperationsUnaudited"/>
  <link:calculationLink xlink:role="http://www.rapid7.com/role/CondensedConsolidatedStatementsofOperationsUnaudited" xlink:type="extended">
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OperatingExpenses_019c7c4f-ecf7-78f3-85ba-ee9509a4cb78" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OperatingExpenses"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ResearchAndDevelopmentExpense_019c7c4f-ecf7-78f0-b58d-995a849bbdd9" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ResearchAndDevelopmentExpense"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_OperatingExpenses_019c7c4f-ecf7-78f3-85ba-ee9509a4cb78" xlink:to="loc_us-gaap_ResearchAndDevelopmentExpense_019c7c4f-ecf7-78f0-b58d-995a849bbdd9" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_SellingAndMarketingExpense_019c7c4f-ecf7-7b06-ba13-21bb045f82d1" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_SellingAndMarketingExpense"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_OperatingExpenses_019c7c4f-ecf7-78f3-85ba-ee9509a4cb78" xlink:to="loc_us-gaap_SellingAndMarketingExpense_019c7c4f-ecf7-7b06-ba13-21bb045f82d1" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_GeneralAndAdministrativeExpense_019c7c4f-ecf7-72bb-a87a-d16df69f07be" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_GeneralAndAdministrativeExpense"/>
    <link:calculationArc order="3" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_OperatingExpenses_019c7c4f-ecf7-78f3-85ba-ee9509a4cb78" xlink:to="loc_us-gaap_GeneralAndAdministrativeExpense_019c7c4f-ecf7-72bb-a87a-d16df69f07be" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesExtraordinaryItemsNoncontrollingInterest_019c7c4f-ecf7-7f6d-bf0e-ebbe5028f91b" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesExtraordinaryItemsNoncontrollingInterest"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OperatingIncomeLoss_019c7c4f-ecf7-7002-9f88-a6f38345ee2c" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OperatingIncomeLoss"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesExtraordinaryItemsNoncontrollingInterest_019c7c4f-ecf7-7f6d-bf0e-ebbe5028f91b" xlink:to="loc_us-gaap_OperatingIncomeLoss_019c7c4f-ecf7-7002-9f88-a6f38345ee2c" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_InvestmentIncomeInterest_019c7c4f-ecf7-773d-ba31-e3474531f921" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_InvestmentIncomeInterest"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesExtraordinaryItemsNoncontrollingInterest_019c7c4f-ecf7-7f6d-bf0e-ebbe5028f91b" xlink:to="loc_us-gaap_InvestmentIncomeInterest_019c7c4f-ecf7-773d-ba31-e3474531f921" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_InterestExpenseNonoperating_019c7c4f-ecf7-7e50-bb13-e39ef0331675" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_InterestExpenseNonoperating"/>
    <link:calculationArc order="3" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesExtraordinaryItemsNoncontrollingInterest_019c7c4f-ecf7-7f6d-bf0e-ebbe5028f91b" xlink:to="loc_us-gaap_InterestExpenseNonoperating_019c7c4f-ecf7-7e50-bb13-e39ef0331675" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OtherNonoperatingIncomeExpense_019c7c4f-ecf7-734c-b46a-448fd336b10b" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherNonoperatingIncomeExpense"/>
    <link:calculationArc order="4" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesExtraordinaryItemsNoncontrollingInterest_019c7c4f-ecf7-7f6d-bf0e-ebbe5028f91b" xlink:to="loc_us-gaap_OtherNonoperatingIncomeExpense_019c7c4f-ecf7-734c-b46a-448fd336b10b" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_NetIncomeLoss_019c7c4f-ecf7-7ab9-ae3a-e4101a2ee180" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_NetIncomeLoss"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesExtraordinaryItemsNoncontrollingInterest_019c7c4f-ecf7-7b02-b380-7e9d3cec81e4" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesExtraordinaryItemsNoncontrollingInterest"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_NetIncomeLoss_019c7c4f-ecf7-7ab9-ae3a-e4101a2ee180" xlink:to="loc_us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesExtraordinaryItemsNoncontrollingInterest_019c7c4f-ecf7-7b02-b380-7e9d3cec81e4" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_IncomeTaxExpenseBenefit_019c7c4f-ecf7-705a-a1f9-1d817edcd237" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IncomeTaxExpenseBenefit"/>
    <link:calculationArc order="2" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_NetIncomeLoss_019c7c4f-ecf7-7ab9-ae3a-e4101a2ee180" xlink:to="loc_us-gaap_IncomeTaxExpenseBenefit_019c7c4f-ecf7-705a-a1f9-1d817edcd237" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OperatingIncomeLoss_019c7c4f-ecf7-7e11-bfd8-7737a0305e3d" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OperatingIncomeLoss"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_GrossProfit_019c7c4f-ecf7-772f-b031-15b6a6c368b0" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_GrossProfit"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_OperatingIncomeLoss_019c7c4f-ecf7-7e11-bfd8-7737a0305e3d" xlink:to="loc_us-gaap_GrossProfit_019c7c4f-ecf7-772f-b031-15b6a6c368b0" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OperatingExpenses_019c7c4f-ecf7-72ad-9484-6ad080b2b047" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OperatingExpenses"/>
    <link:calculationArc order="2" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_OperatingIncomeLoss_019c7c4f-ecf7-7e11-bfd8-7737a0305e3d" xlink:to="loc_us-gaap_OperatingExpenses_019c7c4f-ecf7-72ad-9484-6ad080b2b047" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_GrossProfit_019c7c4f-ecf7-7f74-b128-b874cff0c17c" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_GrossProfit"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_RevenueFromContractWithCustomerExcludingAssessedTax_019c7c4f-ecf7-75ba-9769-aa14c7c356fd" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_RevenueFromContractWithCustomerExcludingAssessedTax"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_GrossProfit_019c7c4f-ecf7-7f74-b128-b874cff0c17c" xlink:to="loc_us-gaap_RevenueFromContractWithCustomerExcludingAssessedTax_019c7c4f-ecf7-75ba-9769-aa14c7c356fd" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_CostOfGoodsAndServicesSold_019c7c4f-ecf7-74f7-b1fd-bec08bce870b" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_CostOfGoodsAndServicesSold"/>
    <link:calculationArc order="2" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_GrossProfit_019c7c4f-ecf7-7f74-b128-b874cff0c17c" xlink:to="loc_us-gaap_CostOfGoodsAndServicesSold_019c7c4f-ecf7-74f7-b1fd-bec08bce870b" xlink:type="arc"/>
  </link:calculationLink>
  <link:roleRef roleURI="http://www.rapid7.com/role/CondensedConsolidatedStatementsofComprehensiveLossIncomeUnaudited" xlink:type="simple" xlink:href="rp-20260331.xsd#CondensedConsolidatedStatementsofComprehensiveLossIncomeUnaudited"/>
  <link:calculationLink xlink:role="http://www.rapid7.com/role/CondensedConsolidatedStatementsofComprehensiveLossIncomeUnaudited" xlink:type="extended">
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OtherComprehensiveIncomeLossNetOfTaxPortionAttributableToParent_019c7c4f-ecf7-7ecc-b26f-765bbf994e2a" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherComprehensiveIncomeLossNetOfTaxPortionAttributableToParent"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OtherComprehensiveIncomeUnrealizedHoldingGainLossOnSecuritiesArisingDuringPeriodNetOfTax_019c7c4f-ecf7-77cb-b09a-1dce0d727a50" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherComprehensiveIncomeUnrealizedHoldingGainLossOnSecuritiesArisingDuringPeriodNetOfTax"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_OtherComprehensiveIncomeLossNetOfTaxPortionAttributableToParent_019c7c4f-ecf7-7ecc-b26f-765bbf994e2a" xlink:to="loc_us-gaap_OtherComprehensiveIncomeUnrealizedHoldingGainLossOnSecuritiesArisingDuringPeriodNetOfTax_019c7c4f-ecf7-77cb-b09a-1dce0d727a50" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OtherComprehensiveIncomeLossCashFlowHedgeGainLossAfterReclassificationAndTax_019c7c4f-ecf7-72d6-bf34-980f5b79129f" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherComprehensiveIncomeLossCashFlowHedgeGainLossAfterReclassificationAndTax"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_OtherComprehensiveIncomeLossNetOfTaxPortionAttributableToParent_019c7c4f-ecf7-7ecc-b26f-765bbf994e2a" xlink:to="loc_us-gaap_OtherComprehensiveIncomeLossCashFlowHedgeGainLossAfterReclassificationAndTax_019c7c4f-ecf7-72d6-bf34-980f5b79129f" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OtherComprehensiveIncomeLossCashFlowHedgeGainLossAfterReclassificationAndTax_019c7c4f-ecf7-746e-ad4c-6d933c216855" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherComprehensiveIncomeLossCashFlowHedgeGainLossAfterReclassificationAndTax"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OtherComprehensiveIncomeLossCashFlowHedgeGainLossBeforeReclassificationAfterTax_019c7c4f-ecf7-78b3-b2e0-58dfbd64caf9" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherComprehensiveIncomeLossCashFlowHedgeGainLossBeforeReclassificationAfterTax"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_OtherComprehensiveIncomeLossCashFlowHedgeGainLossAfterReclassificationAndTax_019c7c4f-ecf7-746e-ad4c-6d933c216855" xlink:to="loc_us-gaap_OtherComprehensiveIncomeLossCashFlowHedgeGainLossBeforeReclassificationAfterTax_019c7c4f-ecf7-78b3-b2e0-58dfbd64caf9" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OtherComprehensiveIncomeLossCashFlowHedgeGainLossReclassificationAfterTax_019c7c4f-ecf7-766b-bbec-62bc9182e300" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherComprehensiveIncomeLossCashFlowHedgeGainLossReclassificationAfterTax"/>
    <link:calculationArc order="2" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_OtherComprehensiveIncomeLossCashFlowHedgeGainLossAfterReclassificationAndTax_019c7c4f-ecf7-746e-ad4c-6d933c216855" xlink:to="loc_us-gaap_OtherComprehensiveIncomeLossCashFlowHedgeGainLossReclassificationAfterTax_019c7c4f-ecf7-766b-bbec-62bc9182e300" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ComprehensiveIncomeNetOfTax_019c7c4f-ecf7-7548-bda9-0a65114e436a" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ComprehensiveIncomeNetOfTax"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_NetIncomeLoss_019c7c4f-ecf7-784d-b9d7-c06446a3795b" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_NetIncomeLoss"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_ComprehensiveIncomeNetOfTax_019c7c4f-ecf7-7548-bda9-0a65114e436a" xlink:to="loc_us-gaap_NetIncomeLoss_019c7c4f-ecf7-784d-b9d7-c06446a3795b" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OtherComprehensiveIncomeLossNetOfTaxPortionAttributableToParent_019c7c4f-ecf7-701c-ab5e-0df71551accb" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherComprehensiveIncomeLossNetOfTaxPortionAttributableToParent"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_ComprehensiveIncomeNetOfTax_019c7c4f-ecf7-7548-bda9-0a65114e436a" xlink:to="loc_us-gaap_OtherComprehensiveIncomeLossNetOfTaxPortionAttributableToParent_019c7c4f-ecf7-701c-ab5e-0df71551accb" xlink:type="arc"/>
  </link:calculationLink>
  <link:roleRef roleURI="http://www.rapid7.com/role/CondensedConsolidatedStatementsofCashFlowsUnaudited" xlink:type="simple" xlink:href="rp-20260331.xsd#CondensedConsolidatedStatementsofCashFlowsUnaudited"/>
  <link:calculationLink xlink:role="http://www.rapid7.com/role/CondensedConsolidatedStatementsofCashFlowsUnaudited" xlink:type="extended">
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_019c7c4f-edba-783e-9d2b-7a4e28fc7589" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_NetCashProvidedByUsedInOperatingActivities"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_NetIncomeLoss_019c7c4f-edba-72fc-9ea5-3bb7b86e480e" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_NetIncomeLoss"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_019c7c4f-edba-783e-9d2b-7a4e28fc7589" xlink:to="loc_us-gaap_NetIncomeLoss_019c7c4f-edba-72fc-9ea5-3bb7b86e480e" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_DepreciationDepletionAndAmortization_019c7c4f-edba-70e8-bb0d-e76cb6cfec71" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_DepreciationDepletionAndAmortization"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_019c7c4f-edba-783e-9d2b-7a4e28fc7589" xlink:to="loc_us-gaap_DepreciationDepletionAndAmortization_019c7c4f-edba-70e8-bb0d-e76cb6cfec71" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_AmortizationOfFinancingCostsAndDiscounts_019c7c4f-edba-7303-91f9-951ee72caf13" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AmortizationOfFinancingCostsAndDiscounts"/>
    <link:calculationArc order="3" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_019c7c4f-edba-783e-9d2b-7a4e28fc7589" xlink:to="loc_us-gaap_AmortizationOfFinancingCostsAndDiscounts_019c7c4f-edba-7303-91f9-951ee72caf13" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ShareBasedCompensation_019c7c4f-edba-78a9-aed8-268aac69f8db" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ShareBasedCompensation"/>
    <link:calculationArc order="4" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_019c7c4f-edba-783e-9d2b-7a4e28fc7589" xlink:to="loc_us-gaap_ShareBasedCompensation_019c7c4f-edba-78a9-aed8-268aac69f8db" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_DeferredIncomeTaxesAndTaxCredits_019c7c4f-edba-7c6a-b028-8103de668595" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_DeferredIncomeTaxesAndTaxCredits"/>
    <link:calculationArc order="5" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_019c7c4f-edba-783e-9d2b-7a4e28fc7589" xlink:to="loc_us-gaap_DeferredIncomeTaxesAndTaxCredits_019c7c4f-edba-7c6a-b028-8103de668595" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OtherNoncashIncomeExpense_019c7c4f-edba-7234-b40a-6057f01d685e" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherNoncashIncomeExpense"/>
    <link:calculationArc order="6" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_019c7c4f-edba-783e-9d2b-7a4e28fc7589" xlink:to="loc_us-gaap_OtherNoncashIncomeExpense_019c7c4f-edba-7234-b40a-6057f01d685e" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_IncreaseDecreaseInAccountsReceivable_019c7c4f-edba-7b2b-af4b-4b1c3fd6ac70" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IncreaseDecreaseInAccountsReceivable"/>
    <link:calculationArc order="7" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_019c7c4f-edba-783e-9d2b-7a4e28fc7589" xlink:to="loc_us-gaap_IncreaseDecreaseInAccountsReceivable_019c7c4f-edba-7b2b-af4b-4b1c3fd6ac70" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_IncreaseDecreaseInDeferredCharges_019c7c4f-edba-7e34-b2ea-159440b2d7d2" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IncreaseDecreaseInDeferredCharges"/>
    <link:calculationArc order="8" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_019c7c4f-edba-783e-9d2b-7a4e28fc7589" xlink:to="loc_us-gaap_IncreaseDecreaseInDeferredCharges_019c7c4f-edba-7e34-b2ea-159440b2d7d2" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_IncreaseDecreaseInPrepaidDeferredExpenseAndOtherAssets_019c7c4f-edba-7c6e-8190-cdd7d3e63b78" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IncreaseDecreaseInPrepaidDeferredExpenseAndOtherAssets"/>
    <link:calculationArc order="9" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_019c7c4f-edba-783e-9d2b-7a4e28fc7589" xlink:to="loc_us-gaap_IncreaseDecreaseInPrepaidDeferredExpenseAndOtherAssets_019c7c4f-edba-7c6e-8190-cdd7d3e63b78" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_IncreaseDecreaseInAccountsPayable_019c7c4f-edba-7341-bd7e-a73237dd33b8" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IncreaseDecreaseInAccountsPayable"/>
    <link:calculationArc order="10" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_019c7c4f-edba-783e-9d2b-7a4e28fc7589" xlink:to="loc_us-gaap_IncreaseDecreaseInAccountsPayable_019c7c4f-edba-7341-bd7e-a73237dd33b8" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_IncreaseDecreaseInAccruedLiabilities_019c7c4f-edba-76c9-afe9-200f8261e7ec" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IncreaseDecreaseInAccruedLiabilities"/>
    <link:calculationArc order="11" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_019c7c4f-edba-783e-9d2b-7a4e28fc7589" xlink:to="loc_us-gaap_IncreaseDecreaseInAccruedLiabilities_019c7c4f-edba-76c9-afe9-200f8261e7ec" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_IncreaseDecreaseInContractWithCustomerLiability_019c7c4f-edba-77b7-8e79-0bc35f3ce177" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IncreaseDecreaseInContractWithCustomerLiability"/>
    <link:calculationArc order="12" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_019c7c4f-edba-783e-9d2b-7a4e28fc7589" xlink:to="loc_us-gaap_IncreaseDecreaseInContractWithCustomerLiability_019c7c4f-edba-77b7-8e79-0bc35f3ce177" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_IncreaseDecreaseInOtherOperatingLiabilities_019c7c4f-edba-79b4-b990-364a5cc4c103" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IncreaseDecreaseInOtherOperatingLiabilities"/>
    <link:calculationArc order="13" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_019c7c4f-edba-783e-9d2b-7a4e28fc7589" xlink:to="loc_us-gaap_IncreaseDecreaseInOtherOperatingLiabilities_019c7c4f-edba-79b4-b990-364a5cc4c103" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_NetCashProvidedByUsedInInvestingActivities_019c7c4f-edba-7060-8b49-3bbee1cc3d42" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_NetCashProvidedByUsedInInvestingActivities"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_PaymentsToAcquirePropertyPlantAndEquipment_019c7c4f-edba-78d7-a255-163b7f6c1ab5" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PaymentsToAcquirePropertyPlantAndEquipment"/>
    <link:calculationArc order="1" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInInvestingActivities_019c7c4f-edba-7060-8b49-3bbee1cc3d42" xlink:to="loc_us-gaap_PaymentsToAcquirePropertyPlantAndEquipment_019c7c4f-edba-78d7-a255-163b7f6c1ab5" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_PaymentsToDevelopSoftware_019c7c4f-edba-7616-9ae4-06d1ce74d3d6" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PaymentsToDevelopSoftware"/>
    <link:calculationArc order="2" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInInvestingActivities_019c7c4f-edba-7060-8b49-3bbee1cc3d42" xlink:to="loc_us-gaap_PaymentsToDevelopSoftware_019c7c4f-edba-7616-9ae4-06d1ce74d3d6" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_PaymentsToAcquireInvestments_019c7c4f-edba-7a4d-8602-b60622fe83d3" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PaymentsToAcquireInvestments"/>
    <link:calculationArc order="3" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInInvestingActivities_019c7c4f-edba-7060-8b49-3bbee1cc3d42" xlink:to="loc_us-gaap_PaymentsToAcquireInvestments_019c7c4f-edba-7a4d-8602-b60622fe83d3" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ProceedsFromSaleMaturityAndCollectionsOfInvestments_019c7c4f-edba-7b34-89ca-7842c05ded55" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ProceedsFromSaleMaturityAndCollectionsOfInvestments"/>
    <link:calculationArc order="4" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInInvestingActivities_019c7c4f-edba-7060-8b49-3bbee1cc3d42" xlink:to="loc_us-gaap_ProceedsFromSaleMaturityAndCollectionsOfInvestments_019c7c4f-edba-7b34-89ca-7842c05ded55" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_PaymentsForProceedsFromOtherInvestingActivities_019c7c4f-edba-726e-8a4e-73ef0da4159a" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PaymentsForProceedsFromOtherInvestingActivities"/>
    <link:calculationArc order="5" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInInvestingActivities_019c7c4f-edba-7060-8b49-3bbee1cc3d42" xlink:to="loc_us-gaap_PaymentsForProceedsFromOtherInvestingActivities_019c7c4f-edba-726e-8a4e-73ef0da4159a" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_PaymentsToAcquireBusinessesNetOfCashAcquired_019c7c4f-edba-7649-83cc-f45fec48b23f" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PaymentsToAcquireBusinessesNetOfCashAcquired"/>
    <link:calculationArc order="6" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInInvestingActivities_019c7c4f-edba-7060-8b49-3bbee1cc3d42" xlink:to="loc_us-gaap_PaymentsToAcquireBusinessesNetOfCashAcquired_019c7c4f-edba-7649-83cc-f45fec48b23f" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_CashCashEquivalentsRestrictedCashAndRestrictedCashEquivalentsPeriodIncreaseDecreaseIncludingExchangeRateEffect_019c7c4f-edba-7646-bba5-39acd234e06f" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_CashCashEquivalentsRestrictedCashAndRestrictedCashEquivalentsPeriodIncreaseDecreaseIncludingExchangeRateEffect"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_019c7c4f-edba-7c41-9baf-ad00b58cdf21" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_NetCashProvidedByUsedInOperatingActivities"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_CashCashEquivalentsRestrictedCashAndRestrictedCashEquivalentsPeriodIncreaseDecreaseIncludingExchangeRateEffect_019c7c4f-edba-7646-bba5-39acd234e06f" xlink:to="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_019c7c4f-edba-7c41-9baf-ad00b58cdf21" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_NetCashProvidedByUsedInInvestingActivities_019c7c4f-edba-72c5-a47e-7d850e0347b7" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_NetCashProvidedByUsedInInvestingActivities"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_CashCashEquivalentsRestrictedCashAndRestrictedCashEquivalentsPeriodIncreaseDecreaseIncludingExchangeRateEffect_019c7c4f-edba-7646-bba5-39acd234e06f" xlink:to="loc_us-gaap_NetCashProvidedByUsedInInvestingActivities_019c7c4f-edba-72c5-a47e-7d850e0347b7" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_NetCashProvidedByUsedInFinancingActivities_019c7c4f-edba-78b7-bc11-eab5daad85aa" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_NetCashProvidedByUsedInFinancingActivities"/>
    <link:calculationArc order="3" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_CashCashEquivalentsRestrictedCashAndRestrictedCashEquivalentsPeriodIncreaseDecreaseIncludingExchangeRateEffect_019c7c4f-edba-7646-bba5-39acd234e06f" xlink:to="loc_us-gaap_NetCashProvidedByUsedInFinancingActivities_019c7c4f-edba-78b7-bc11-eab5daad85aa" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_EffectOfExchangeRateOnCashCashEquivalentsRestrictedCashAndRestrictedCashEquivalents_019c7c4f-edba-7703-8857-a14556a72023" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_EffectOfExchangeRateOnCashCashEquivalentsRestrictedCashAndRestrictedCashEquivalents"/>
    <link:calculationArc order="4" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_CashCashEquivalentsRestrictedCashAndRestrictedCashEquivalentsPeriodIncreaseDecreaseIncludingExchangeRateEffect_019c7c4f-edba-7646-bba5-39acd234e06f" xlink:to="loc_us-gaap_EffectOfExchangeRateOnCashCashEquivalentsRestrictedCashAndRestrictedCashEquivalents_019c7c4f-edba-7703-8857-a14556a72023" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_NetCashProvidedByUsedInFinancingActivities_019c7c4f-edba-73b1-a535-192f6b116169" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_NetCashProvidedByUsedInFinancingActivities"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_PaymentsRelatedToTaxWithholdingForShareBasedCompensation_019c7c4f-edba-7fb6-9850-f2cb5a49911c" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PaymentsRelatedToTaxWithholdingForShareBasedCompensation"/>
    <link:calculationArc order="1" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInFinancingActivities_019c7c4f-edba-73b1-a535-192f6b116169" xlink:to="loc_us-gaap_PaymentsRelatedToTaxWithholdingForShareBasedCompensation_019c7c4f-edba-7fb6-9850-f2cb5a49911c" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_rp_ProceedsFromIssuanceOfEmployeeStockPurchasePlan_019c7c4f-edba-7722-9f6e-9cdbcd4a473a" xlink:href="rp-20260331.xsd#rp_ProceedsFromIssuanceOfEmployeeStockPurchasePlan"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInFinancingActivities_019c7c4f-edba-73b1-a535-192f6b116169" xlink:to="loc_rp_ProceedsFromIssuanceOfEmployeeStockPurchasePlan_019c7c4f-edba-7722-9f6e-9cdbcd4a473a" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ProceedsFromStockOptionsExercised_019c7c4f-edba-7320-88f4-b54d71c3fa2f" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ProceedsFromStockOptionsExercised"/>
    <link:calculationArc order="3" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInFinancingActivities_019c7c4f-edba-73b1-a535-192f6b116169" xlink:to="loc_us-gaap_ProceedsFromStockOptionsExercised_019c7c4f-edba-7320-88f4-b54d71c3fa2f" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_CashCashEquivalentsRestrictedCashAndRestrictedCashEquivalents_019c7c4f-edba-7a14-a50a-37152ce477a7" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_CashCashEquivalentsRestrictedCashAndRestrictedCashEquivalents"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_CashAndCashEquivalentsAtCarryingValue_019c7c4f-edba-79c6-9cf5-38ea1ddc9e18" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_CashAndCashEquivalentsAtCarryingValue"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_CashCashEquivalentsRestrictedCashAndRestrictedCashEquivalents_019c7c4f-edba-7a14-a50a-37152ce477a7" xlink:to="loc_us-gaap_CashAndCashEquivalentsAtCarryingValue_019c7c4f-edba-79c6-9cf5-38ea1ddc9e18" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_RestrictedCashAndCashEquivalents_019c7c4f-edba-71fb-9f43-1b40c8dfd645" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_RestrictedCashAndCashEquivalents"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_CashCashEquivalentsRestrictedCashAndRestrictedCashEquivalents_019c7c4f-edba-7a14-a50a-37152ce477a7" xlink:to="loc_us-gaap_RestrictedCashAndCashEquivalents_019c7c4f-edba-71fb-9f43-1b40c8dfd645" xlink:type="arc"/>
  </link:calculationLink>
  <link:roleRef roleURI="http://www.rapid7.com/role/BusinessCombinationsSummaryofPreliminaryAllocationofPurchasePricetotheEstimatedFairValueoftheAssetsAcquiredandLiabilitiesDetails" xlink:type="simple" xlink:href="rp-20260331.xsd#BusinessCombinationsSummaryofPreliminaryAllocationofPurchasePricetotheEstimatedFairValueoftheAssetsAcquiredandLiabilitiesDetails"/>
  <link:calculationLink xlink:role="http://www.rapid7.com/role/BusinessCombinationsSummaryofPreliminaryAllocationofPurchasePricetotheEstimatedFairValueoftheAssetsAcquiredandLiabilitiesDetails" xlink:type="extended">
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_BusinessCombinationConsiderationTransferred1_019d2959-553c-7782-b695-f08c655f83f3" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_BusinessCombinationConsiderationTransferred1"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_PaymentsToAcquireBusinessesGross_019d2959-553c-751d-95b8-785d53518c69" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PaymentsToAcquireBusinessesGross"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_BusinessCombinationConsiderationTransferred1_019d2959-553c-7782-b695-f08c655f83f3" xlink:to="loc_us-gaap_PaymentsToAcquireBusinessesGross_019d2959-553c-751d-95b8-785d53518c69" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_rp_BusinessCombinationDeferredCashPayments_019d2959-553c-7965-9b8a-6b0605b8f576" xlink:href="rp-20260331.xsd#rp_BusinessCombinationDeferredCashPayments"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_BusinessCombinationConsiderationTransferred1_019d2959-553c-7782-b695-f08c655f83f3" xlink:to="loc_rp_BusinessCombinationDeferredCashPayments_019d2959-553c-7965-9b8a-6b0605b8f576" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedNet_019d295a-9463-798b-956e-0f5198a62ca5" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedNet"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedCashAndEquivalents_019d295a-9463-7da6-b75d-80a0be420890" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedCashAndEquivalents"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedNet_019d295a-9463-798b-956e-0f5198a62ca5" xlink:to="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedCashAndEquivalents_019d295a-9463-7da6-b75d-80a0be420890" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedCurrentAssetsReceivables_019d295a-9463-796f-a908-0299d3304758" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedCurrentAssetsReceivables"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedNet_019d295a-9463-798b-956e-0f5198a62ca5" xlink:to="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedCurrentAssetsReceivables_019d295a-9463-796f-a908-0299d3304758" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedCurrentAssetsPrepaidExpenseAndOtherAssets_019d295a-9463-71da-8ee5-e952ee1d955c" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedCurrentAssetsPrepaidExpenseAndOtherAssets"/>
    <link:calculationArc order="3" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedNet_019d295a-9463-798b-956e-0f5198a62ca5" xlink:to="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedCurrentAssetsPrepaidExpenseAndOtherAssets_019d295a-9463-71da-8ee5-e952ee1d955c" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedPropertyPlantAndEquipment_019d295a-9463-77ed-8390-bcd97ad218ca" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedPropertyPlantAndEquipment"/>
    <link:calculationArc order="4" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedNet_019d295a-9463-798b-956e-0f5198a62ca5" xlink:to="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedPropertyPlantAndEquipment_019d295a-9463-77ed-8390-bcd97ad218ca" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedCurrentLiabilitiesAccountsPayable_019d295a-9463-76e2-a89d-25d18c2413ae" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedCurrentLiabilitiesAccountsPayable"/>
    <link:calculationArc order="5" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedNet_019d295a-9463-798b-956e-0f5198a62ca5" xlink:to="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedCurrentLiabilitiesAccountsPayable_019d295a-9463-76e2-a89d-25d18c2413ae" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedCurrentLiabilitiesDeferredRevenue_019d295a-9463-748b-b939-d809fb17cbcc" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedCurrentLiabilitiesDeferredRevenue"/>
    <link:calculationArc order="6" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedNet_019d295a-9463-798b-956e-0f5198a62ca5" xlink:to="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedCurrentLiabilitiesDeferredRevenue_019d295a-9463-748b-b939-d809fb17cbcc" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedNoncurrentLiabilitiesLongTermDebt_019d295a-9463-7f5c-96a1-361854de1144" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedNoncurrentLiabilitiesLongTermDebt"/>
    <link:calculationArc order="7" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedNet_019d295a-9463-798b-956e-0f5198a62ca5" xlink:to="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedNoncurrentLiabilitiesLongTermDebt_019d295a-9463-7f5c-96a1-361854de1144" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedIntangibleAssetsOtherThanGoodwill_019d295a-9463-7a74-a9e6-c36b48f6eae9" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedIntangibleAssetsOtherThanGoodwill"/>
    <link:calculationArc order="8" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedNet_019d295a-9463-798b-956e-0f5198a62ca5" xlink:to="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedIntangibleAssetsOtherThanGoodwill_019d295a-9463-7a74-a9e6-c36b48f6eae9" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredGoodwillAndLiabilitiesAssumedNet_019d295a-d2db-7a9b-ace2-01ca401f90f4" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredGoodwillAndLiabilitiesAssumedNet"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedNet_019d295a-d2db-7374-acdf-fbc3ac3f6422" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedNet"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredGoodwillAndLiabilitiesAssumedNet_019d295a-d2db-7a9b-ace2-01ca401f90f4" xlink:to="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredAndLiabilitiesAssumedNet_019d295a-d2db-7374-acdf-fbc3ac3f6422" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_Goodwill_019d295a-d2db-7f80-8d70-2824ae33db88" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_Goodwill"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_BusinessCombinationRecognizedIdentifiableAssetsAcquiredGoodwillAndLiabilitiesAssumedNet_019d295a-d2db-7a9b-ace2-01ca401f90f4" xlink:to="loc_us-gaap_Goodwill_019d295a-d2db-7f80-8d70-2824ae33db88" xlink:type="arc"/>
  </link:calculationLink>
  <link:roleRef roleURI="http://www.rapid7.com/role/InvestmentsSummaryofInvestmentsClassifiedasAvailableforSaleDetails" xlink:type="simple" xlink:href="rp-20260331.xsd#InvestmentsSummaryofInvestmentsClassifiedasAvailableforSaleDetails"/>
  <link:calculationLink xlink:role="http://www.rapid7.com/role/InvestmentsSummaryofInvestmentsClassifiedasAvailableforSaleDetails" xlink:type="extended">
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_AvailableForSaleDebtSecuritiesAmortizedCostBasis_019c7c4f-edba-7fbf-975b-b7459f5b59da" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AvailableForSaleDebtSecuritiesAmortizedCostBasis"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_AvailableForSaleSecuritiesDebtSecurities_019c7c4f-edba-7f82-9f9d-4d4b73b3844f" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AvailableForSaleSecuritiesDebtSecurities"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_AvailableForSaleDebtSecuritiesAmortizedCostBasis_019c7c4f-edba-7fbf-975b-b7459f5b59da" xlink:to="loc_us-gaap_AvailableForSaleSecuritiesDebtSecurities_019c7c4f-edba-7f82-9f9d-4d4b73b3844f" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_AvailableForSaleDebtSecuritiesAccumulatedGrossUnrealizedLossBeforeTax_019c7c4f-edba-799b-9f8c-30e4e7eed3d7" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AvailableForSaleDebtSecuritiesAccumulatedGrossUnrealizedLossBeforeTax"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_AvailableForSaleDebtSecuritiesAmortizedCostBasis_019c7c4f-edba-7fbf-975b-b7459f5b59da" xlink:to="loc_us-gaap_AvailableForSaleDebtSecuritiesAccumulatedGrossUnrealizedLossBeforeTax_019c7c4f-edba-799b-9f8c-30e4e7eed3d7" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_AvailableForSaleDebtSecuritiesAccumulatedGrossUnrealizedGainBeforeTax_019c7c4f-edba-7d4f-8e06-43565f98f33b" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AvailableForSaleDebtSecuritiesAccumulatedGrossUnrealizedGainBeforeTax"/>
    <link:calculationArc order="3" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_AvailableForSaleDebtSecuritiesAmortizedCostBasis_019c7c4f-edba-7fbf-975b-b7459f5b59da" xlink:to="loc_us-gaap_AvailableForSaleDebtSecuritiesAccumulatedGrossUnrealizedGainBeforeTax_019c7c4f-edba-7d4f-8e06-43565f98f33b" xlink:type="arc"/>
  </link:calculationLink>
  <link:roleRef roleURI="http://www.rapid7.com/role/FairValueMeasurementsSummaryofFinancialAssetsandLiabilitiesMeasuredandRecordedatFairValueonRecurringBasisDetails" xlink:type="simple" xlink:href="rp-20260331.xsd#FairValueMeasurementsSummaryofFinancialAssetsandLiabilitiesMeasuredandRecordedatFairValueonRecurringBasisDetails"/>
  <link:calculationLink xlink:role="http://www.rapid7.com/role/FairValueMeasurementsSummaryofFinancialAssetsandLiabilitiesMeasuredandRecordedatFairValueonRecurringBasisDetails" xlink:type="extended">
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_AssetsFairValueDisclosure_019c7c4f-edba-7ae8-93c1-6c7d82c6f859" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AssetsFairValueDisclosure"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_AvailableForSaleSecuritiesDebtSecurities_019c7c4f-edba-7c44-aa27-15e4e4e89c74" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AvailableForSaleSecuritiesDebtSecurities"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_AssetsFairValueDisclosure_019c7c4f-edba-7ae8-93c1-6c7d82c6f859" xlink:to="loc_us-gaap_AvailableForSaleSecuritiesDebtSecurities_019c7c4f-edba-7c44-aa27-15e4e4e89c74" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ForeignCurrencyContractAssetFairValueDisclosure_019c7c4f-edba-7501-93a5-cee7c8d6c8f2" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ForeignCurrencyContractAssetFairValueDisclosure"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_AssetsFairValueDisclosure_019c7c4f-edba-7ae8-93c1-6c7d82c6f859" xlink:to="loc_us-gaap_ForeignCurrencyContractAssetFairValueDisclosure_019c7c4f-edba-7501-93a5-cee7c8d6c8f2" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_LiabilitiesFairValueDisclosure_019c7c4f-edba-717d-ba28-7790be15aacc" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_LiabilitiesFairValueDisclosure"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_BusinessCombinationContingentConsiderationLiability_019c7c4f-edba-7a9f-9cb5-326999f426d7" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_BusinessCombinationContingentConsiderationLiability"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_LiabilitiesFairValueDisclosure_019c7c4f-edba-717d-ba28-7790be15aacc" xlink:to="loc_us-gaap_BusinessCombinationContingentConsiderationLiability_019c7c4f-edba-7a9f-9cb5-326999f426d7" xlink:type="arc"/>
  </link:calculationLink>
  <link:roleRef roleURI="http://www.rapid7.com/role/PropertyandEquipmentSummaryofPropertyandEquipmentDetails" xlink:type="simple" xlink:href="rp-20260331.xsd#PropertyandEquipmentSummaryofPropertyandEquipmentDetails"/>
  <link:calculationLink xlink:role="http://www.rapid7.com/role/PropertyandEquipmentSummaryofPropertyandEquipmentDetails" xlink:type="extended">
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_PropertyPlantAndEquipmentNet_019c7c4f-edba-7871-9539-19d182bde963" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PropertyPlantAndEquipmentNet"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_PropertyPlantAndEquipmentGross_019c7c4f-edba-7da8-9ede-a4a9c581fd92" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PropertyPlantAndEquipmentGross"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_PropertyPlantAndEquipmentNet_019c7c4f-edba-7871-9539-19d182bde963" xlink:to="loc_us-gaap_PropertyPlantAndEquipmentGross_019c7c4f-edba-7da8-9ede-a4a9c581fd92" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_AccumulatedDepreciationDepletionAndAmortizationPropertyPlantAndEquipment_019c7c4f-edba-7b4f-99c3-c1677546a3b1" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AccumulatedDepreciationDepletionAndAmortizationPropertyPlantAndEquipment"/>
    <link:calculationArc order="2" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_PropertyPlantAndEquipmentNet_019c7c4f-edba-7871-9539-19d182bde963" xlink:to="loc_us-gaap_AccumulatedDepreciationDepletionAndAmortizationPropertyPlantAndEquipment_019c7c4f-edba-7b4f-99c3-c1677546a3b1" xlink:type="arc"/>
  </link:calculationLink>
  <link:roleRef roleURI="http://www.rapid7.com/role/GoodwillandIntangiblesSummaryofIdentifiableIntangibleAssetsDetails" xlink:type="simple" xlink:href="rp-20260331.xsd#GoodwillandIntangiblesSummaryofIdentifiableIntangibleAssetsDetails"/>
  <link:calculationLink xlink:role="http://www.rapid7.com/role/GoodwillandIntangiblesSummaryofIdentifiableIntangibleAssetsDetails" xlink:type="extended">
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_IntangibleAssetsNetExcludingGoodwill_019c7c4f-edba-763a-83c3-92ec477364d3" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IntangibleAssetsNetExcludingGoodwill"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_IntangibleAssetsGrossExcludingGoodwill_019c7c4f-edba-7cd0-b21a-7d4e4abbe109" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IntangibleAssetsGrossExcludingGoodwill"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_IntangibleAssetsNetExcludingGoodwill_019c7c4f-edba-763a-83c3-92ec477364d3" xlink:to="loc_us-gaap_IntangibleAssetsGrossExcludingGoodwill_019c7c4f-edba-7cd0-b21a-7d4e4abbe109" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_FiniteLivedIntangibleAssetsAccumulatedAmortization_019c7c4f-edba-7ebd-b7e6-13d8ee48e272" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_FiniteLivedIntangibleAssetsAccumulatedAmortization"/>
    <link:calculationArc order="2" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_IntangibleAssetsNetExcludingGoodwill_019c7c4f-edba-763a-83c3-92ec477364d3" xlink:to="loc_us-gaap_FiniteLivedIntangibleAssetsAccumulatedAmortization_019c7c4f-edba-7ebd-b7e6-13d8ee48e272" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_FiniteLivedIntangibleAssetsNet_019c7c4f-edba-7ccc-b1ee-52694e01c6f8" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_FiniteLivedIntangibleAssetsNet"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_FiniteLivedIntangibleAssetsGross_019c7c4f-edba-7508-a638-ced85f280210" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_FiniteLivedIntangibleAssetsGross"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_FiniteLivedIntangibleAssetsNet_019c7c4f-edba-7ccc-b1ee-52694e01c6f8" xlink:to="loc_us-gaap_FiniteLivedIntangibleAssetsGross_019c7c4f-edba-7508-a638-ced85f280210" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_FiniteLivedIntangibleAssetsAccumulatedAmortization_019c7c4f-edba-7306-b6c6-36f8bb8b9d7b" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_FiniteLivedIntangibleAssetsAccumulatedAmortization"/>
    <link:calculationArc order="2" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_FiniteLivedIntangibleAssetsNet_019c7c4f-edba-7ccc-b1ee-52694e01c6f8" xlink:to="loc_us-gaap_FiniteLivedIntangibleAssetsAccumulatedAmortization_019c7c4f-edba-7306-b6c6-36f8bb8b9d7b" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_rp_AcquiredFiniteLivedIntangibleAssetsNet_019c7c4f-edba-7a05-b744-d809b222a4e3" xlink:href="rp-20260331.xsd#rp_AcquiredFiniteLivedIntangibleAssetsNet"/>
    <link:loc xlink:type="locator" xlink:label="loc_rp_AcquiredFiniteLivedIntangibleAssetsGross_019c7c4f-edba-7d9b-9989-55721f8e025a" xlink:href="rp-20260331.xsd#rp_AcquiredFiniteLivedIntangibleAssetsGross"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_rp_AcquiredFiniteLivedIntangibleAssetsNet_019c7c4f-edba-7a05-b744-d809b222a4e3" xlink:to="loc_rp_AcquiredFiniteLivedIntangibleAssetsGross_019c7c4f-edba-7d9b-9989-55721f8e025a" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_rp_AcquiredFiniteLivedIntangibleAssetsAccumulatedAmortization_019c7c4f-edba-7628-9223-69f256a727f7" xlink:href="rp-20260331.xsd#rp_AcquiredFiniteLivedIntangibleAssetsAccumulatedAmortization"/>
    <link:calculationArc order="2" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_rp_AcquiredFiniteLivedIntangibleAssetsNet_019c7c4f-edba-7a05-b744-d809b222a4e3" xlink:to="loc_rp_AcquiredFiniteLivedIntangibleAssetsAccumulatedAmortization_019c7c4f-edba-7628-9223-69f256a727f7" xlink:type="arc"/>
  </link:calculationLink>
  <link:roleRef roleURI="http://www.rapid7.com/role/GoodwillandIntangiblesSummaryofIdentifiableIntangibleAssetsDetails_1" xlink:type="simple" xlink:href="rp-20260331.xsd#GoodwillandIntangiblesSummaryofIdentifiableIntangibleAssetsDetails_1"/>
  <link:calculationLink xlink:role="http://www.rapid7.com/role/GoodwillandIntangiblesSummaryofIdentifiableIntangibleAssetsDetails_1" xlink:type="extended">
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_IntangibleAssetsNetExcludingGoodwill_019c7c4f-edba-75ad-8795-1249de59f1c7" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IntangibleAssetsNetExcludingGoodwill"/>
    <link:loc xlink:type="locator" xlink:label="loc_rp_AcquiredFiniteLivedIntangibleAssetsNet_019c7c4f-edba-7d24-bc07-0f63f350d65f" xlink:href="rp-20260331.xsd#rp_AcquiredFiniteLivedIntangibleAssetsNet"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_IntangibleAssetsNetExcludingGoodwill_019c7c4f-edba-75ad-8795-1249de59f1c7" xlink:to="loc_rp_AcquiredFiniteLivedIntangibleAssetsNet_019c7c4f-edba-7d24-bc07-0f63f350d65f" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_FiniteLivedIntangibleAssetsNet_019c7c4f-edba-742a-befb-df0ce781d482" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_FiniteLivedIntangibleAssetsNet"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_IntangibleAssetsNetExcludingGoodwill_019c7c4f-edba-75ad-8795-1249de59f1c7" xlink:to="loc_us-gaap_FiniteLivedIntangibleAssetsNet_019c7c4f-edba-742a-befb-df0ce781d482" xlink:type="arc"/>
  </link:calculationLink>
  <link:roleRef roleURI="http://www.rapid7.com/role/GoodwillandIntangiblesSummaryofEstimatedAmortizationExpenseDetails" xlink:type="simple" xlink:href="rp-20260331.xsd#GoodwillandIntangiblesSummaryofEstimatedAmortizationExpenseDetails"/>
  <link:calculationLink xlink:role="http://www.rapid7.com/role/GoodwillandIntangiblesSummaryofEstimatedAmortizationExpenseDetails" xlink:type="extended">
    <link:loc xlink:type="locator" xlink:label="loc_rp_FiniteLivedIntangibleAssetsIncludingCompletedCapitalizedInternalUseSoftwareCostsNet_019c7c4f-edba-725f-a123-bc999bc3cd87" xlink:href="rp-20260331.xsd#rp_FiniteLivedIntangibleAssetsIncludingCompletedCapitalizedInternalUseSoftwareCostsNet"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_FiniteLivedIntangibleAssetsAmortizationExpenseRemainderOfFiscalYear_019c7c4f-edba-792a-9745-420646e8e927" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_FiniteLivedIntangibleAssetsAmortizationExpenseRemainderOfFiscalYear"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_rp_FiniteLivedIntangibleAssetsIncludingCompletedCapitalizedInternalUseSoftwareCostsNet_019c7c4f-edba-725f-a123-bc999bc3cd87" xlink:to="loc_us-gaap_FiniteLivedIntangibleAssetsAmortizationExpenseRemainderOfFiscalYear_019c7c4f-edba-792a-9745-420646e8e927" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_FiniteLivedIntangibleAssetsAmortizationExpenseNextTwelveMonths_019c7c4f-edba-72b2-bed9-9eb566e42887" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_FiniteLivedIntangibleAssetsAmortizationExpenseNextTwelveMonths"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_rp_FiniteLivedIntangibleAssetsIncludingCompletedCapitalizedInternalUseSoftwareCostsNet_019c7c4f-edba-725f-a123-bc999bc3cd87" xlink:to="loc_us-gaap_FiniteLivedIntangibleAssetsAmortizationExpenseNextTwelveMonths_019c7c4f-edba-72b2-bed9-9eb566e42887" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_FiniteLivedIntangibleAssetsAmortizationExpenseYearTwo_019c7c4f-edba-73b4-88c0-ab968acb3a84" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_FiniteLivedIntangibleAssetsAmortizationExpenseYearTwo"/>
    <link:calculationArc order="3" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_rp_FiniteLivedIntangibleAssetsIncludingCompletedCapitalizedInternalUseSoftwareCostsNet_019c7c4f-edba-725f-a123-bc999bc3cd87" xlink:to="loc_us-gaap_FiniteLivedIntangibleAssetsAmortizationExpenseYearTwo_019c7c4f-edba-73b4-88c0-ab968acb3a84" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_FiniteLivedIntangibleAssetsAmortizationExpenseYearThree_019c7c4f-edba-7955-87df-b1ad931bc991" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_FiniteLivedIntangibleAssetsAmortizationExpenseYearThree"/>
    <link:calculationArc order="4" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_rp_FiniteLivedIntangibleAssetsIncludingCompletedCapitalizedInternalUseSoftwareCostsNet_019c7c4f-edba-725f-a123-bc999bc3cd87" xlink:to="loc_us-gaap_FiniteLivedIntangibleAssetsAmortizationExpenseYearThree_019c7c4f-edba-7955-87df-b1ad931bc991" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_FiniteLivedIntangibleAssetsAmortizationExpenseYearFour_019c7c4f-edba-7678-b1d2-bdf7933b4463" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_FiniteLivedIntangibleAssetsAmortizationExpenseYearFour"/>
    <link:calculationArc order="5" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_rp_FiniteLivedIntangibleAssetsIncludingCompletedCapitalizedInternalUseSoftwareCostsNet_019c7c4f-edba-725f-a123-bc999bc3cd87" xlink:to="loc_us-gaap_FiniteLivedIntangibleAssetsAmortizationExpenseYearFour_019c7c4f-edba-7678-b1d2-bdf7933b4463" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_FiniteLivedIntangibleAssetsAmortizationExpenseAfterYearFive_019c7c4f-edba-78ef-934f-ca137fc82b16" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_FiniteLivedIntangibleAssetsAmortizationExpenseAfterYearFive"/>
    <link:calculationArc order="6" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_rp_FiniteLivedIntangibleAssetsIncludingCompletedCapitalizedInternalUseSoftwareCostsNet_019c7c4f-edba-725f-a123-bc999bc3cd87" xlink:to="loc_us-gaap_FiniteLivedIntangibleAssetsAmortizationExpenseAfterYearFive_019c7c4f-edba-78ef-934f-ca137fc82b16" xlink:type="arc"/>
  </link:calculationLink>
  <link:roleRef roleURI="http://www.rapid7.com/role/DebtSummaryofLiabilityandEquityComponentsofConvertibleDebtDetails" xlink:type="simple" xlink:href="rp-20260331.xsd#DebtSummaryofLiabilityandEquityComponentsofConvertibleDebtDetails"/>
  <link:calculationLink xlink:role="http://www.rapid7.com/role/DebtSummaryofLiabilityandEquityComponentsofConvertibleDebtDetails" xlink:type="extended">
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_LongTermDebt_019c7c4f-edba-7f6e-96c3-4b32dc04a04c" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_LongTermDebt"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_DebtInstrumentCarryingAmount_019c7c4f-edba-7f78-b6a3-61a7f81f5995" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_DebtInstrumentCarryingAmount"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_LongTermDebt_019c7c4f-edba-7f6e-96c3-4b32dc04a04c" xlink:to="loc_us-gaap_DebtInstrumentCarryingAmount_019c7c4f-edba-7f78-b6a3-61a7f81f5995" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_UnamortizedDebtIssuanceExpense_019c7c4f-edba-74bc-847a-e29eced339db" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_UnamortizedDebtIssuanceExpense"/>
    <link:calculationArc order="2" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_LongTermDebt_019c7c4f-edba-7f6e-96c3-4b32dc04a04c" xlink:to="loc_us-gaap_UnamortizedDebtIssuanceExpense_019c7c4f-edba-74bc-847a-e29eced339db" xlink:type="arc"/>
  </link:calculationLink>
  <link:roleRef roleURI="http://www.rapid7.com/role/DebtSummaryofInterestExpenseDetails" xlink:type="simple" xlink:href="rp-20260331.xsd#DebtSummaryofInterestExpenseDetails"/>
  <link:calculationLink xlink:role="http://www.rapid7.com/role/DebtSummaryofInterestExpenseDetails" xlink:type="extended">
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_InterestExpenseDebt_019db46f-85e0-79ef-8628-3159310acb2e" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_InterestExpenseDebt"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_InterestExpenseDebtExcludingAmortization_019db46f-85e0-7c5d-97e6-71f051d07e2d" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_InterestExpenseDebtExcludingAmortization"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_InterestExpenseDebt_019db46f-85e0-79ef-8628-3159310acb2e" xlink:to="loc_us-gaap_InterestExpenseDebtExcludingAmortization_019db46f-85e0-7c5d-97e6-71f051d07e2d" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_AmortizationOfFinancingCosts_019db46f-85e0-7f6d-b525-c960ffe24927" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AmortizationOfFinancingCosts"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_InterestExpenseDebt_019db46f-85e0-79ef-8628-3159310acb2e" xlink:to="loc_us-gaap_AmortizationOfFinancingCosts_019db46f-85e0-7f6d-b525-c960ffe24927" xlink:type="arc"/>
  </link:calculationLink>
  <link:roleRef roleURI="http://www.rapid7.com/role/SegmentInformationandInformationaboutGeographicAreasSummaryofReconciliationofConsolidatedNonGAAPIncomefromOperationstoGAAPIncomeLossfromOperationsDetails" xlink:type="simple" xlink:href="rp-20260331.xsd#SegmentInformationandInformationaboutGeographicAreasSummaryofReconciliationofConsolidatedNonGAAPIncomefromOperationstoGAAPIncomeLossfromOperationsDetails"/>
  <link:calculationLink xlink:role="http://www.rapid7.com/role/SegmentInformationandInformationaboutGeographicAreasSummaryofReconciliationofConsolidatedNonGAAPIncomefromOperationstoGAAPIncomeLossfromOperationsDetails" xlink:type="extended">
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OperatingIncomeLoss_019c7c4f-ee73-7868-b43b-7a86746aa463" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OperatingIncomeLoss"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_RevenueFromContractWithCustomerExcludingAssessedTax_019c7c4f-ee73-7ed9-b891-4381e75b6a36" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_RevenueFromContractWithCustomerExcludingAssessedTax"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_OperatingIncomeLoss_019c7c4f-ee73-7868-b43b-7a86746aa463" xlink:to="loc_us-gaap_RevenueFromContractWithCustomerExcludingAssessedTax_019c7c4f-ee73-7ed9-b891-4381e75b6a36" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_rp_CostOfGoodsAndServicesSoldNonGAAP_019c7c4f-ee73-7084-b70b-7fab69eb480f" xlink:href="rp-20260331.xsd#rp_CostOfGoodsAndServicesSoldNonGAAP"/>
    <link:calculationArc order="2" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_OperatingIncomeLoss_019c7c4f-ee73-7868-b43b-7a86746aa463" xlink:to="loc_rp_CostOfGoodsAndServicesSoldNonGAAP_019c7c4f-ee73-7084-b70b-7fab69eb480f" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_rp_ResearchAndDevelopmentExpenseNonGAAP_019c7c4f-ee73-7e33-8f9d-2ebf66be23b5" xlink:href="rp-20260331.xsd#rp_ResearchAndDevelopmentExpenseNonGAAP"/>
    <link:calculationArc order="3" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_OperatingIncomeLoss_019c7c4f-ee73-7868-b43b-7a86746aa463" xlink:to="loc_rp_ResearchAndDevelopmentExpenseNonGAAP_019c7c4f-ee73-7e33-8f9d-2ebf66be23b5" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_rp_SellingAndMarketingExpenseNonGAAP_019c7c4f-ee73-7650-83fa-d5d2cba5a0ee" xlink:href="rp-20260331.xsd#rp_SellingAndMarketingExpenseNonGAAP"/>
    <link:calculationArc order="4" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_OperatingIncomeLoss_019c7c4f-ee73-7868-b43b-7a86746aa463" xlink:to="loc_rp_SellingAndMarketingExpenseNonGAAP_019c7c4f-ee73-7650-83fa-d5d2cba5a0ee" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_rp_GeneralAndAdministrativeExpenseNonGAAP_019c7c4f-ee73-7b5b-bc92-e4701e9d4122" xlink:href="rp-20260331.xsd#rp_GeneralAndAdministrativeExpenseNonGAAP"/>
    <link:calculationArc order="5" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_OperatingIncomeLoss_019c7c4f-ee73-7868-b43b-7a86746aa463" xlink:to="loc_rp_GeneralAndAdministrativeExpenseNonGAAP_019c7c4f-ee73-7b5b-bc92-e4701e9d4122" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_SegmentReportingOtherItemAmount_019c7c4f-ee73-7975-a707-ba57b78449f2" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_SegmentReportingOtherItemAmount"/>
    <link:calculationArc order="6" weight="-1.0" xlink:arcrole="https://xbrl.org/2023/arcrole/summation-item" xlink:from="loc_us-gaap_OperatingIncomeLoss_019c7c4f-ee73-7868-b43b-7a86746aa463" xlink:to="loc_us-gaap_SegmentReportingOtherItemAmount_019c7c4f-ee73-7975-a707-ba57b78449f2" xlink:type="arc"/>
  </link:calculationLink>
</link:linkbase>
