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Tutorial: Create a private endpoint DNS infrastructure with Azure Private Resolver for an on-premises workload

When an Azure Private Endpoint is created, it uses Azure Private DNS Zones for name resolution by default. For on-premises workloads to access the endpoint, a forwarder to a virtual machine in Azure hosting DNS or on-premises DNS records for the private endpoint were required. Azure Private Resolver alleviates the need to deploy a VM in Azure for DNS or manage the private endpoint DNS records on an on-premises DNS server.

Diagram of Azure resources created in tutorial.

In this tutorial, you learn how to:

  • Create an Azure Virtual Network for the cloud network and a simulated on-premises network with virtual network peering.
  • Create a Azure Web App to simulate a cloud resource.
  • Create an Azure Private Endpoint for the web app in the Azure Virtual Network.
  • Create an Azure Private Resolver in the cloud network.
  • Create an Azure Virtual Machine in the simulated on-premises network to test the DNS resolution to the web app.

Note

An Azure Virtual Network with peering is used to simulate an on-premises network for the purposes of this tutorial. In a production scenario, an Express Route or site to site VPN is required to connect to the Azure Virtual Network to access the private endpoint.

The simulated network is configured with the Azure Private Resolver as the virtual network's DNS server. In a production scenario, the on-premises resources will use a local DNS server for name resolution. A conditional forwarder to the Azure Private Resolver is used on the on-premises DNS server to resolve the private endpoint DNS records. For more information about the configuration of conditional forwarders for your DNS server, see your provider's documentation.

Prerequisites

Sign in to Azure

Sign in to the Azure portal with your Azure account.

Overview

A virtual network for the Azure Web App and simulated on-premises network is used for the resources in the tutorial. You create two virtual networks and peer them to simulate an Express Route or VPN connection between on-premises and Azure. An Azure Bastion host is deployed in the simulated on-premises network to connect to the test virtual machine. The test virtual machine is used to test the private endpoint connection to the web app and DNS resolution.

The following resources are used in this tutorial to simulate an on-premises and cloud network infrastructure:

Resource Name Description
Simulated on-premises virtual network vnet-1 The virtual network that simulates an on-premises network.
Cloud virtual network vnet-2 The virtual network where the Azure Web App is deployed.
Bastion host bastion Bastion host used to connect to the virtual machine in the simulated on-premises network.
Test virtual machine vm-1 Virtual machine used to test the private endpoint connection to the web app and DNS resolution.
Virtual network peer vnet-1-to-vnet-2 Virtual network peer between the simulated on-premises network and cloud virtual network.
Virtual network peer vnet-2-to-vnet-1 Virtual network peer between the cloud virtual network and simulated on-premises network.

Create a virtual network and an Azure Bastion host

The following procedure creates a virtual network with a resource subnet, an Azure Bastion subnet, and a Bastion host:

  1. In the portal, search for and select Virtual networks.

  2. On the Virtual networks page, select + Create.

  3. On the Basics tab of Create virtual network, enter, or select the following information:

    Setting Value
    Project details
    Subscription Select your subscription.
    Resource group Select Create new.
    Enter test-rg for the name.
    Select OK.
    Instance details
    Name Enter vnet-1.
    Region Select East US 2.

    Screenshot of the Basics tab for creating a virtual network in the Azure portal.

  4. Select Next to proceed to the Security tab.

  5. In the Azure Bastion section, select Enable Azure Bastion.

    Bastion uses your browser to connect to VMs in your virtual network over Secure Shell (SSH) or Remote Desktop Protocol (RDP) by using their private IP addresses. The VMs don't need public IP addresses, client software, or special configuration. For more information, see What is Azure Bastion?.

    Note

    Hourly pricing starts from the moment that Bastion is deployed, regardless of outbound data usage. For more information, see Pricing and SKUs. If you're deploying Bastion as part of a tutorial or test, we recommend that you delete this resource after you finish using it.

  6. In Azure Bastion, enter or select the following information:

    Setting Value
    Azure Bastion host name Enter bastion.
    Azure Bastion public IP address Select Create a public IP address.
    Enter public-ip-bastion in Name.
    Select OK.

    Screenshot of options for enabling an Azure Bastion host as part of creating a virtual network in the Azure portal.

  7. Select Next to proceed to the IP Addresses tab.

  8. In the address space box in Subnets, select the default subnet.

  9. In Edit subnet, enter or select the following information:

    Setting Value
    Subnet purpose Leave the default of Default.
    Name Enter subnet-1.
    IPv4
    IPv4 address range Leave the default of 10.0.0.0/16.
    Starting address Leave the default of 10.0.0.0.
    Size Leave the default of /24 (256 addresses).

    Screenshot of configuration details for a subnet.

  10. Select Save.

  11. Select Review + create at the bottom of the window. When validation passes, select Create.

It takes a few minutes for the Bastion host deployment to complete. The Bastion host is used later in the tutorial to connect to the "on-premises" virtual machine to test the private endpoint. You can proceed to the next steps when the virtual network is created.

Create cloud virtual network

Repeat the previous steps to create a cloud virtual network for the Azure Web App private endpoint. Replace the values with the following values for the cloud virtual network:

Note

The Azure Bastion deployment section can be skipped for the cloud virtual network. The Bastion host is only required for the simulated on-premises network.

Setting Value
Name vnet-2
Location East US 2
Address space 10.1.0.0/16
Subnet name subnet-1
Subnet address range 10.1.0.0/24

Create virtual network peer

Use the following steps to create a two way network peer between vnet1 and vnet2.

  1. In the search box at the top of the portal, enter Virtual network. Select Virtual networks in the search results.

  2. Select vnet-1.

  3. In Settings select Peerings.

  4. Select + Add.

  5. Enter or select the following information in Add peering:

    Setting Value
    Remote virtual network summary
    Peering link name Enter vnet-2-to-vnet-1.
    Virtual network deployment model Leave the default of Resource Manager.
    Subscription Select your subscription.
    Virtual network Select vnet-2.
    Remote virtual network peering settings
    Allow 'vnet-2' to access 'vnet-1' Leave the default of selected.
    Allow 'vnet-2' to receive forwarded traffic from 'vnet-1' Select the checkbox.
    Allow gateway or route server in 'vnet-2' to forward traffic to 'vnet-1' Leave the default of cleared.
    Enable 'vnet-2' to use 'vnet-1's' remote gateway or route server Leave the default of cleared.
    Local virtual network peering summary
    Peering link name Enter vnet-1-to-vnet-2.
    Local virtual network peering settings
    Allow 'vnet-1' to access 'vnet-2' Leave the default of selected.
    Allow 'vnet-1' to receive forwarded traffic from 'vnet-2' Select the checkbox.
    Allow gateway or route server in 'vnet-1' to forward traffic to 'vnet-2' Leave the default of cleared.
    Enable 'vnet-1' to use 'vnet-2's' remote gateway or route server Leave the default of cleared.

    Screenshot of Add peering in the Azure portal.

  6. Select Add.

Create web app

  1. In the search box at the top of the portal, enter App Service. Select App Services in the search results.

  2. Select + Create.

  3. Enter or select the following information in the Basics tab of Create Web App.

    Setting Value
    Project details
    Subscription Select your subscription.
    Resource Group Select test-rg.
    Instance details
    Name Enter a unique name for the web app. The name webapp8675 is used for the examples in this tutorial.
    Publish Select Code.
    Runtime stack Select .NET 6 (LTS).
    Operating System Select Windows.
    Region Select East US 2.
    Pricing plans
    Windows Plan (West US 2) Leave the default name.
    Pricing plan Select Change size.
  4. In Spec Picker, select Production for the workload.

  5. In Recommended pricing tiers, select P1V2.

  6. Select Apply.

  7. Select Next: Deployment.

  8. Select Next: Networking.

  9. Change 'Enable public access' to false.

  10. Select Review + create.

  11. Select Create.

Create private endpoint

An Azure private endpoint creates a network interface for a supported Azure service in your virtual network. The private endpoint enables the Azure service to be accessed from a private connection in your Azure Virtual Network or on-premises network.

You create a private endpoint for the web app you created previously.

  1. In the search box at the top of the portal, enter Private endpoint. Select Private endpoints in the search results.

  2. Select + Create.

  3. Enter or select the following information in the Basics tab of Create a private endpoint:

    Setting Value
    Project details
    Subscription Select your subscription
    Resource group Select test-rg.
    Instance details
    Name Enter private-endpoint.
    Network Interface Name Leave the default name.
    Region Select East US 2.
  4. Select Next: Resource.

  5. Enter or select the following information in the Resource tab:

    Setting Value
    Connection method Select Connect to an Azure resource in my directory.
    Subscription Select your subscription.
    Resource type Select Microsoft.Web/sites.
    Resource Select your webapp. The name webapp8675 is used for the examples in this tutorial.
    Target subresource Select sites.
  6. Select Next: Virtual Network.

  7. Enter or select the following information in the Virtual Network tab:

    Setting Value
    Networking
    Virtual network Select vnet-2 (test-rg).
    Subnet Select subnet-1.
    Network policy for private endpoints Leave the default of Disabled.
    Private IP configuration Select Statically allocate IP address.
    Name Enter ipconfig-1.
    Private IP Enter 10.1.0.10.
  8. Select Next: DNS.

  9. Leave the defaults in the DNS tab.

  10. Select Next: Tags, then Next: Review + create.

  11. Select Create.

Create a private resolver

You create a private resolver in the virtual network where the private endpoint resides. The resolver receives DNS requests from the simulated on-premises workload. Those requests are forwarded to the Azure provided DNS. The Azure provided DNS resolves the Azure Private DNS zone for the private endpoint and return the IP address to the on-premises workload.

  1. In the search box at the top of the portal, enter DNS private resolver. Select DNS private resolvers in the search results.

  2. Select + Create.

  3. Enter or select the following information in the Basics tab of Create a DNS private resolver:

    Setting Value
    Project details
    Subscription Select your subscription.
    Resource group Select test-rg
    Instance details
    Name Enter private-resolver.
    Region Select (US) East US 2.
    Virtual Network
    Virtual Network Select vnet-2.
  4. Select Next: Inbound Endpoints.

  5. In Inbound Endpoints, select + Add an endpoint.

  6. Enter or select the following information in Add an inbound endpoint:

    Setting Value
    Endpoint name Enter inbound-endpoint.
    Subnet Select Create new.
    Enter subnet-resolver in Name.
    Leave the default Subnet address range.
    Select Create.
  7. Select Save.

  8. Select Review + create.

  9. Select Create.

When the private resolver deployment is complete, continue to the next steps.

Set up DNS for simulated network

The following steps set the private resolver as the primary DNS server for the simulated on-premises network vnet-1.

In a production environment, these steps aren't needed and are only to simulate the DNS resolution for the private endpoint. Your local DNS server has a conditional forwarder to this IP address to resolve the private endpoint DNS records from the on-premises network.

  1. In the search box at the top of the portal, enter DNS private resolver. Select DNS private resolvers in the search results.

  2. Select private-resolver.

  3. Select Inbound endpoints in Settings.

  4. Make note of the IP address of the endpoint named inbound-endpoint. In the example for this tutorial, the IP address is 10.1.1.4.

  5. In the search box at the top of the portal, enter Virtual network. Select Virtual networks in the search results.

  6. Select vnet-1.

  7. Select DNS servers in Settings.

  8. Select Custom in DNS servers.

  9. Enter the IP address you noted previously. In the example for this tutorial, the IP address is 10.1.1.4.

  10. Select Save.

Create test virtual machine

The following procedure creates a test virtual machine (VM) named vm-1 in the virtual network.

  1. In the portal, search for and select Virtual machines.

  2. In Virtual machines, select + Create, then Azure virtual machine.

  3. On the Basics tab of Create a virtual machine, enter or select the following information:

    Setting Value
    Project details
    Subscription Select your subscription.
    Resource group Select test-rg.
    Instance details
    Virtual machine name Enter vm-1.
    Region Select East US 2.
    Availability options Select No infrastructure redundancy required.
    Security type Leave the default of Standard.
    Image Select Windows Server 2022 Datacenter - x64 Gen2.
    VM architecture Leave the default of x64.
    Size Select a size.
    Administrator account
    Authentication type Select Password.
    Username Enter azureuser.
    Password Enter a password.
    Confirm password Reenter the password.
    Inbound port rules
    Public inbound ports Select None.
  4. Select the Networking tab at the top of the page.

  5. Enter or select the following information in the Networking tab:

    Setting Value
    Network interface
    Virtual network Select vnet-1.
    Subnet Select subnet-1 (10.0.0.0/24).
    Public IP Select None.
    NIC network security group Select Advanced.
    Configure network security group Select Create new.
    Enter nsg-1 for the name.
    Leave the rest at the defaults and select OK.
  6. Leave the rest of the settings at the defaults and select Review + create.

  7. Review the settings and select Create.

Note

Virtual machines in a virtual network with a bastion host don't need public IP addresses. Bastion provides the public IP, and the VMs use private IPs to communicate within the network. You can remove the public IPs from any VMs in bastion hosted virtual networks. For more information, see Dissociate a public IP address from an Azure VM.

Note

Azure provides a default outbound access IP for VMs that either aren't assigned a public IP address or are in the backend pool of an internal basic Azure load balancer. The default outbound access IP mechanism provides an outbound IP address that isn't configurable.

The default outbound access IP is disabled when one of the following events happens:

  • A public IP address is assigned to the VM.
  • The VM is placed in the backend pool of a standard load balancer, with or without outbound rules.
  • An Azure NAT Gateway resource is assigned to the subnet of the VM.

VMs that you create by using virtual machine scale sets in flexible orchestration mode don't have default outbound access.

For more information about outbound connections in Azure, see Default outbound access in Azure and Use Source Network Address Translation (SNAT) for outbound connections.

Test connectivity to private endpoint

In this section, you use the virtual machine you created in the previous step to connect to the web app across the private endpoint.

  1. In the search box at the top of the portal, enter Virtual machine. Select Virtual machines in the search results.

  2. Select vm-1.

  3. On the overview page for vm-1, select Connect then Bastion.

  4. Enter the username and password that you entered during the virtual machine creation.

  5. Select Connect button.

  6. Open Windows PowerShell on the server after you connect.

  7. Enter nslookup <webapp-name>.azurewebsites.net. Replace <webapp-name> with the name of the web app you created in the previous steps. You receive a message similar to the following output:

    Server:  UnKnown
    Address:  168.63.129.16
    
    Non-authoritative answer:
    Name:    webapp.privatelink.azurewebsites.net
    Address:  10.1.0.10
    Aliases:  webapp.azurewebsites.net
    

    A private IP address of 10.1.0.10 is returned for the web app name. This address is in subnet-1 subnet of vnet-2 virtual network you created previously.

  8. Open Microsoft Edge, and enter the URL of your web app, https://<webapp-name>.azurewebsites.net.

  9. Verify you receive the default web app page.

    Screenshot of Microsoft Edge showing default web app page.

  10. Close the connection to vm-1.

  11. Open a web browser on your local computer and enter the URL of your web app, https://<webapp-name>.azurewebsites.net.

  12. Verify that you receive a 403 page. This page indicates that the web app isn't accessible externally.

    Screenshot of web browser showing a blue page with Error 403 for external web app address.

When you finish using the resources that you created, you can delete the resource group and all its resources.

  1. In the Azure portal, search for and select Resource groups.

  2. On the Resource groups page, select the test-rg resource group.

  3. On the test-rg page, select Delete resource group.

  4. Enter test-rg in Enter resource group name to confirm deletion, and then select Delete.

Next steps

In this tutorial, you learned how to deploy a private resolver and private endpoint. You tested the connection to the private endpoint from a simulated on-premises network.

Advance to the next article to learn how to...