When you use Private Endpoint for Web App, the requested URL must match the name of your Web App. By default mywebappname.azurewebsites.net. By default, without Private Endpoint, the public name of your web app is a canonical name to the cluster. For example, the name resolution will be: DNS Name Type Value mywebapp.azurewebsites.net CNAME clustername.azurewebsites.windows.net clustername.azurewebsites.windows.net CNAME cloudservicename.cloudapp.net cloudservicename.cloudapp.net A 40.122.110.154 When you deploy a Private Endpoint, we update the DNS entry to point to the canonical name mywebapp.privatelink.azurewebsites.net. For example, the name resolution will be: DNS Name Type Value Remark mywebapp.azurewebsites.net CNAME mywebapp.privatelink.azurewebsites.net mywebapp.privatelink.azurewebsites.net CNAME clustername.azurewebsites.windows.net clustername.azurewebsites.windows.net CNAME cloudservicename.cloudapp.net cloudservicename.cloudapp.net A 40.122.110.154 https://docs.microsoft.com/en-us/azure/app-service/networking/private-endpoint