Considerations for Always On VPN with Azure VPN Gateway and Virtual WAN

Always On VPN Device Tunnel and Custom Cryptography Native Support Now in Intune

Organizations migrating on-premises applications, data, and infrastructure to the cloud may also consider terminating Always On VPN connections there. Using one of the native Azure VPN services might be compelling at first glance. After all, having an Azure-managed VPN gateway service sounds intuitive. However, some severe limitations exist for using Azure VPN services for Always On VPN deployments.

Azure VPN Gateway

The following are limitations for Always On VPN with Azure VPN gateway.

Authentication Methods

Azure VPN gateway supports both EAP and machine certificate authentication. However, it can only support one authentication method at a time. With only EAP or certificate authentication, administrators must choose between a device or user tunnel. A single Azure VPN gateway cannot support both at the same time. For native Entra ID joined devices, this is not a problem. However, for native on-premises Active Directory or hybrid Entra ID joined devices, this is a problem, as the device tunnel is essential in these scenarios.

Note: Technically speaking, administrators could deploy another Azure VPN gateway to work around this limitation. However, Azure limits VPN gateway deployments to one per virtual network. This requires administrators to deploy a second VPN gateway in a separate virtual network, which then requires virtual network peering to be enabled, complicating the configuration greatly.

SSTP

Although the Azure VPN gateway supports SSTP, it is, unfortunately, a second-class citizen. Today, all SKUs of the Azure VPN gateway are limited to just 128 SSTP connections (256 in active/active mode). There is currently no way to increase this. If more than 256 connections are required, you must use IKEv2.

RADIUS

In addition, there is currently no option to change the default timeout value (30 seconds) for RADIUS authentication requests. This short timeout value presents a challenge when using MFA with the NPS extension or with Azure Conditional Access, as users may be unable to respond to the push notification before the timeout expires, resulting in failed authentication attempts.

In addition, Azure does not support routing traffic to on-premises RADIUS servers over ExpressRoute connections. In this scenario, administrators must route RADIUS traffic to on-premises servers over a site-to-site connection.

Geographic Redundancy

Geographic redundancy using Azure Traffic Manager (or another global server load balancer) with two or more gateways is not supported when using the Azure VPN gateway. Azure manages the certificate used on the gateway, which includes a certificate with the subject name of the individual gateway. There is no option to supply a custom certificate with a global hostname in the subject, which is required to support geographic redundancy. With that, administrators are limited to the redundancy provided natively by the Azure VPN gateway.

IPv6

Azure does not support Azure VPN gateway in a virtual network that includes IPv6 addressing.

Azure Virtual WAN

Azure Virtual WAN includes many of the same limitations as the Azure VPN gateway, in addition to the following.

SSTP

Unlike the Azure VPN gateway, there is no support for SSTP in Azure Virtual WAN.

IPv6

IPv6 is not currently supported at all in Azure Virtual WAN.

Summary

Intuitively, it seems that leveraging native Azure VPN gateway services would be ideal. However, due to the limitations outlined in this article, administrators must decide carefully if any of these prevent adoption in their environment. Although not formally supported, many organizations deploy Windows Server Routing and Remote Access (RRAS) servers in Azure to address these limitations.

Additional Information

Always On VPN Options for Azure Deployments

Always On VPN with Azure Gateway

Always On VPN Device Tunnel with Azure VPN Gateway

Always On VPN and RRAS in Azure

What is Azure VPN Gateway?

What is Azure Virtual WAN?

Always On VPN Multisite with Azure Traffic Manager

Always On VPN Multisite with Azure Traffic ManagerEliminating single points of failure is crucial to ensuring the highest levels of availability for any remote access solution. For Windows 10 Always On VPN deployments, the Windows Server 2016 Routing and Remote Access Service (RRAS) and Network Policy Server (NPS) servers can be load balanced to provide redundancy and high availability within a single datacenter. Additional RRAS and NPS servers can be deployed in another datacenter or in Azure to provide geographic redundancy if one datacenter is unavailable, or to provide access to VPN servers based on the location of the client.

Multisite Always On VPN

Unlike DirectAccess, Windows 10 Always On VPN does not natively include support for multisite. However, enabling multisite geographic redundancy can be implemented using Azure Traffic Manager.

Azure Traffic Manager

Traffic Manager is part of Microsoft’s Azure public cloud solution. It provides Global Server Load Balancing (GSLB) functionality by resolving DNS queries for the VPN public hostname to an IP address of the most optimal VPN server.

Advantages and Disadvantages

Using Azure Traffic manager has some benefits, but it is not with some drawbacks.

Advantages – Azure Traffic Manager is easy to configure and use. It requires no proprietary hardware to procure, manage, and support.

Disadvantages – Azure Traffic Manager offers only limited health check options. Today, only HTTP, HTTP, and TCP protocols can be used to perform endpoint health checks. There is no option to use UDP or PING, making monitoring for IKEv2 a challenge.

Note: This scenario assumes that RRAS with Secure Socket Tunneling Protocol (SSTP) or another third-party TLS-based VPN server is in use. If IKEv2 is to be supported exclusively, it will still be necessary to publish an HTTP or HTTPS-based service for Azure Traffic Manager to monitor site availability.

Traffic Routing Methods

Azure Traffic Manager provide four different methods for routing traffic.

Priority – Select this option to provide active/passive failover. A primary VPN server is defined to which all traffic is routed. If the primary server is unavailable, traffic will be routed to another backup server.

Weighted – Select this option to provide active/active failover. Traffic is routed to all VPN servers equally, or unequally if desired. The administrator defines the percentage of traffic routed to each server.

Performance – Select this option to route traffic to the VPN server with the lowest latency. This ensures VPN clients connect to the server that responds the quickest.

Geographic – Select this option to route traffic to a VPN server based on the VPN client’s physical location.

Multivalue – Select this option when endpoints must use IPv4 or IPv6 addresses.

Subnet – Select this option to map DNS responses to the client’s source IP address.

Configure Azure Traffic Manager

Open the Azure management portal and follow the steps below to configure Azure Traffic Manager for multisite Windows 10 Always On VPN.

Create a Traffic Manager Resource

  1. Click Create a resource.
  2. Click Networking.
  3. Click Traffic Manager profile.

Create a Traffic Manager Profile

  1. Enter a unique name for the Traffic Manager profile.
  2. Select an appropriate routing method (described above).
  3. Select a subscription.
  4. Create or select a resource group.
  5. Select a resource group location.
  6. Click Create.

Always On VPN Multisite with Azure Traffic Manager

Important Note: The name of the Traffic Manager profile cannot be used by VPN clients to connect to the VPN server, since a TLS certificate cannot be obtained for the trafficmanager.net domain. Instead, create a CNAME DNS record that points to the Traffic Manager FQDN and ensure that name matches the subject or a Subject Alternative Name (SAN) entry on the VPN server’s TLS and/or IKEv2 certificates.

Endpoint Monitoring

Open the newly created Traffic Manager profile and perform the following tasks to enable endpoint monitoring.

  1. Click Configuration.
  2. Select HTTPS from the Protocol drop-down list.
  3. Enter 443 in the Port field.
  4. Enter /sra_%7BBA195980-CD49-458b-9E23-C84EE0ADCD75%7D/ in the Path field.
  5. Enter 401-401 in the Expected Status Code Ranges field.
  6. Update any additional settings, such as DNS TTL, probing interval, tolerated number of failures, and probe timeout, as required.
  7. Click Save.

aovpn_traffic_manager_multisite_001

Endpoint Configuration

Follow the steps below to add VPN endpoints to the Traffic Manager profile.

  1. Click Endpoints.
  2. Click Add.
  3. Select External Endpoint from the Type drop-down list.
  4. Enter a descriptive name for the endpoint.
  5. Enter the Fully Qualified Domain Name (FQDN) or the IP address of the first VPN server.
  6. Select a geography from the Location drop-down list.
  7. Click OK.
  8. Repeat the steps above for any additional datacenters where VPN servers are deployed.

Always On VPN Multisite with Azure Traffic Manager

Summary

Implementing multisite by placing VPN servers is multiple physical locations will ensure that VPN connections can be established successfully even when an entire datacenter is offline. In addition, active/active scenarios can be implemented, where VPN client connections can be routed to the most optimal datacenter based on a variety of parameters, including current server load or the client’s current location.

Additional Information

Windows 10 Always On VPN Hands-On Training Classes

Windows 10 Multisite DirectAccess with GSLB Webinar

Kemp Technologies LoadMaster Load BalancerWindows 10 clients include full support for all enterprise DirectAccess scalability and redundancy features, including automatic site selection and transparent failover for multisite deployments. However, the native site selection process is limited in functionality and often yields unexpected results.

To provide better client support for multisite DirectAccess, a Global Server Load Balancer (GSLB) solution such as the Kemp Technologies LoadMaster GEO can be deployed. Using the LoadMaster’s GSLB functionality can significantly enhance multisite site selection for Windows 10 clients. In addition, it can be used to enable new scenarios not supported natively such as weighted distribution and active/passive failover.

Kemp Technologies LoadMaster Load Balancer

To learn more about how address the shortcomings of DirectAccess multisite using the Kemp LoadMaster GEO, join me for a live webinar on Thursday, July 14, 2106 at 10:00AM EDT where I’ll discuss the following topics.

  • How Global Server Load Balancing (GSLB) works
  • How Windows 10 clients choose an entry point
  • Understand the limitations of the native site selection process for Windows 10 clients
  • How to use the Kemp LoadMaster GEO to provide true geographic redundancy
  • How to enable active/passive failover for disaster recovery

You can register for this free live webinar here.