Windows Server DNS64 and IPv6 Only

Many organizations are modernizing their networks by migrating from legacy IPv4 to IPv6. The goal is to replace IPv4 with IPv6 entirely. However, even though an organization can successfully migrate to IPv6-only networks internally, they do not control networks outside its boundaries. In some cases, a host on an IPv6-only network may need to communicate with an IPv4 resource. Administrators must deploy an IPv6 transition technology to support this scenario. A common solution to address this need is DNS64 and NAT64.

What are DNS64 and NAT64?

DNS64 and NAT64, defined in RFCs 6147 and 6146, respectively, work together to ensure endpoints on an IPv6-only network can still communicate with IPv4-only resources. DNS64 enables IPv6-only clients to communicate with IPv4-only servers by synthesizing AAAA DNS records from A records. When an IPv6-only client queries a domain with only an IPv4 address (A record), the DNS64 server creates a synthetic IPv6 address by embedding the IPv4 address within an administrator-defined NAT64 IPv6 prefix. The default (referred to as ‘well known’) prefix is 64:ff9b::/96. In the example below, the IPv4-only resource ipv4.test-ipv6.com is resolved using the Cloudflare public DNS64 resolver.

Using the synthetic DNS64 address allows the client to send IPv6 packets to a NAT64 gateway, which translates them to IPv4 for the destination server. DNS64 ensures seamless address resolution for IPv6-only networks accessing IPv4 resources without requiring actual IPv6 addresses for the target.

Caveat

While DNS64 is great for ensuring IPv4 access on IPv6-only networks, it has one critical limitation. The client must connect to a resource using a hostname or a fully qualified domain name. If a client attempts to connect to an IPv4 resource directly (e.g., https://172.16.21.12 or \\10.21.12.83\data), the resource will be unreachable. To address this limitation, the 464XLAT IPv6 transition technology must be used. For more information about 464XLAT, see my previous article, Windows Server DHCP and Option 108.

Enterprise DNS64

While there are public DNS64 resolves from Cloudflare, Google, and others, they aren’t helpful when trying to resolve internal hostnames in the enterprise. Organizations must deploy their own private DNS64 services in this scenario.

Windows Server and DNS64

Today, Windows Server does not natively support DNS64. Organizations are advised to use an enterprise DNS solution such as Infoblox or BlueCat for DNS64 services. Alternatively, administrators can deploy BIND DNS on the Linux platform of their choice. DNS64 is supported in BIND 9.8.0 and later.

DNS64 Proxy

To support testing and evaluation (and perhaps production deployment for smaller organizations), it is possible to configure any supported version of Windows Server to serve as a DNS64 proxy. In this scenario, a Windows Server is configured as a DNS64 server, but the server itself is not an actual DNS server. It does not have a DNS database or zone file; it is not authoritative for any zones and can’t perform conditional forwarding. It simply forwards DNS queries to the servers defined on its own network interface.

Windows Server DNS64 Configuration

The DNS64 service must be installed using PowerShell and the Set-NetDnsTransitionConfiguration command. Administrators will define some variables, configure DNS64, and create firewall rules to allow DNS traffic inbound to the server.

Configure DNS64

On a Windows Server member server (domain-join is optional), open an elevated PowerShell command window and run the following commands.

# Define variables
$AcceptInterface = ‘Ethernet’ # The interface name or alias that will accept DNS64 traffic
$SendInterface = ‘Ethernet’ # The interface name or alias that will send DNS64 traffic
$Nat64Prefix = ’64:ff9b::/96′ # The NAT64 prefix

# Configure DNS64
Set-NetDnsTransitionConfiguration -State Enabled -AcceptInterface $AcceptInterface -SendInterface $SendInterface -PrefixMapping “$Nat64Prefix,0.0.0.0/0” -PassThru

Configure Windows Firewall

Run the following PowerShell commands to configure the Windows Firewall to allow inbound DNS requests.

# Create firewall rules to allow DNS64 traffic inbound
New-NetFirewallRule -Name ‘DNSSrv-DNS-UDP-In’ -DisplayName ‘DNS (UDP, Incoming)’ -Description ‘Inbound rule to allow remote UDP access to the DNS64 service.’ -Group ‘DNS64 Service’ -Protocol UDP -LocalPort 53 -Direction Inbound -Profile Any -Action Allow -Enabled True

New-NetFirewallRule -Name ‘DNSSrv-DNS-TCP-In’ -DisplayName ‘DNS (TCP, Incoming)’ -Description ‘Inbound rule to allow remote TCP access to the DNS64 service.’ -Group ‘DNS64 Service’ -Protocol TCP -LocalPort 53 -Direction Inbound -Profile Any -Action Allow -Enabled True

GitHub

For reference, I’ve posted the relevant commands for configuring DNS64 on Windows Server on GitHub here.

DNS64 Testing

Once DNS64 is configured on the Windows Server, administrators can test operation by sending a DNS query for an IPv4-only resource to the DNS64 server using the following PowerShell command.

Resolve-DnsName -Name ipv4.test-ipv6.com -Server <DNS64 server IPv6 address>

For example.

Resolve-DnsName -Name ipv4.test-ipv6.com -Server 2001:579:6024:510::64

The DNS64 server responds with the native IPv4 address along with the synthesized IPv6 address. However, if the target resource has only an IPv6 address or has both IPv4 and IPv6 addresses, both are returned, as shown below.

Summary

DNS64 and NAT64 are essential tools for enabling communication between IPv6-only networks and IPv4 resources. While public resolvers exist, enterprises often need their own DNS64 service for internal hostname resolution. Windows Server does not natively support DNS64, but administrators can configure it as a DNS64 proxy for testing and smaller deployments. In this scenario, Windows Server can provide DNS64 functionality, helping organizations transition toward IPv6-only networks while maintaining access to legacy IPv4 systems.

Additional Information

IPv6 Transition Technology Options – IPv6 Buzz Podcast

Set-NetDnsTransitionConfiguration

RFC 6146 – NAT64

RFC 6147 – DNS64

RFC 6877 – 464XLAT

Windows Server DHCP and Option 108

What is IPv6?

Always On VPN DPC 5.2.0 Now Available

I’m pleased to announce that Always On VPN Dynamic Profile Configurator (DPC) version 5.2.0 is now available. My good friend Leo D’Arcy has been hard at work for the last few months squashing some bugs and adding a few new features to DPC. If you are running a previous release of Always On VPN DPC, either open source or commercial, it’s time to upgrade.

Important!! DPC 5.2.0 has a bug that prevents the service from stopping. This has been addressed in DPC 5.2.1. Guidance for upgrading from DPC 5.2.0 to 5.2.1 can be found here.

Reminder: We’re on Discord. Join the conversation today!

What’s New in DPC 5.2.0

Always On VPN DPC 5.2.0 has some compelling new features.

  • Exclude Routes from DNS – DPC has a feature that allows administrators to add routes to the routing table using DNS. When this setting is enabled, DPC will attempt to resolve the specified hostname to an IP address and add it to the VPN’s routing table when creating the profile. With 5.2.0, this capability has been extended to exclusion routes, allowing administrators to exclude resources by host name.
  • Write Event Logs to Disk – This setting allows administrators to optionally write DPC event information to a text file in addition to logging them in the event log. Writing event log information to a text file on disk can make troubleshooting easier in some scenarios.
  • Delay Profile Updates – This new feature ensures reliable VPN profile creation after group policy updates take place.

Bug Fixes

In addition to new capabilities, Always On VPN DPC 5.2.0 includes fixes for many outstanding issues.

  • DPC name resolution issue where duplicate IP addresses are returned, resulting in failed route additions when using ‘Allow Routes from DNS’.
  • Missing events in the DPC operational event log.
  • Enabling ‘Disable Disconnect Button’ or ‘Disable Advanced Edit Button’ settings results in a profile mismatch warning.
  • Added resiliency to DPC name resolution when one or more name resolution requests fail.

Group Policy Template

As a reminder, any time there are new features in DPC, there will be corresponding changes to Group Policy administrative template and template language files. Be sure to update your ADMX and ADML files in the group policy central store to take advantage of these new capabilities in DPC 5.2.0.

Recommendation

If you are running any release of Always On VPN DPC, commercial or open source, consider upgrading now to gain access to new features and operational reliability improvements. You can find DPC v5.2.0 on GitHub here.

Additional Information

Always On VPN DPC v5.2.0 Available Now

Always On VPN Dynamic Profile Configurator (DPC)

Always On VPN DPC Now Open Source

Migrating from Always On VPN DPC Commercial to Open Source

Always On VPN DPC with Microsoft Intune

Microsoft Always On VPN on Discord

Always On VPN DPC

Always On VPN Client IP Address Assignment Methods

When Always On VPN clients connect to the VPN server, they must be assigned an IP address to facilitate network communication. When using Windows Server and Routing and Remote Access Service (RRAS) for VPN services, administrators must choose between Dynamic Host Configuration Protocol (DHCP) and static address pool assignment methods.

DHCP

DHCP is a quick and easy way to handle VPN client IP address assignment. However, there are some drawbacks and limitations associated with this option. Consider the following.

Allocation

DHCP for Always On VPN clients does not work as you might expect. For example, when a VPN client connects, it does not obtain its IP address directly from the DHCP server. Instead, the VPN server leases a block of IP addresses from the DHCP server and manages those on behalf of its clients. On the DHCP server, you will see the Unique ID column of these IP address leases indicating RAS.

Address Block Size

After configuring the VPN server to use DHCP VPN client IP address assignment, the VPN server will automatically lease a block of ten IP addresses from a DHCP server. When this initial block of ten IP addresses is exhausted, the VPN server will lease another block of ten IP addresses. Administrators can increase the size of the requested address block by creating the following registry key on each VPN server.

Key: HKLM\SYSTEM\CurrentControlSet\Services\RemoteAccess\Parameters\IP
Value: InitialAddressPoolSize
Type: DWORD
Data: <size of DHCP pool request>

Alternatively, administrators can download Update-VpnServerDhcpPoolSize.ps1 from my GitHub repository and run it on each VPN server to increase the size of the initial DHCP address pool request.

DHCP Options

The VPN server discards all DHCP option information returned by the DHCP server. The VPN server uses only the IP address from the DHCP lease. The client is unaware of any other information in the DHCP lease.

Subnet

By default, the VPN server will only request DHCP addresses from a scope that matches the same subnet as the IP address assigned to the VPN server’s network adapter. If the VPN server has more than one network interface, it will send DHCP requests from the network interface listed on the Adapter drop-down list, as shown here.

Note: This option is only available on servers configured with multiple network interfaces. Also, if the value is set to Allow RAS to select adapter, it is best to specifically define the network interface where DHCP and DNS requests are made.

Scope Size

When using the DHCP assignment method, ensure the DHCP scope contains enough IP addresses to support the number of concurrent connections expected on all VPN servers.

IPv6

DHCPv6 is not supported on RRAS for VPN client IP address assignment. The only option for IPv6 is prefix assignment.

RRAS in Azure

DHCP is not supported when deploying RRAS in Azure. Administrators deploying RRAS in Azure to support Always On VPN must use the static address pool assignment method. More details here.

Known Issues

When using DHCP with Windows Server 2019 RRAS servers, a known issue prevents this from working correctly. Administrators can download Update-VpnServerDhcpPrivileges.ps1 from my GitHub repository and run it on each VPN server to ensure proper DHCP operation.

Increased Complexity

Since the VPN server leases IP addresses on behalf of clients and discards DHCP option information included in the lease, there’s no real benefit to using DHCP. Using DHCP only adds complexity and introduces another dependency, making the solution more brittle and difficult to manage. Using the static address pool assignment method is a better choice.

Static Pool

Implementation best practices dictate using the static address pool assignment method instead of DHCP. The following is guidance for configuring RRAS to support the static address pool option for VPN client IP address assignment.

Unique Subnet

Using a unique IP subnet is best when using the static address pool assignment method. However, this also requires configuring internal network routing to return traffic for that subnet to the individual VPN server where that subnet is assigned. Each server must have a unique IP address pool assigned. Define static address pools using subnet boundaries when configuring multiple VPN servers. Assigning IP address pools along subnet boundaries simplifies internal network routing configuration. Ensure that assigned IP address pool subnets are large enough to accommodate the total number of concurrent connections expected on each server. Be sure to overprovision to handle failover scenarios.

Same Subnet

Alternatively, administrators can assign VPN client IP addresses from the same subnet as the VPN server’s network interface. Assigning VPN client IP addresses from the same subnet as the VPN server eliminates the need for any internal network routing configuration, simplifying deployment. However, server subnets are often small and may not have enough IP address space to support numerous concurrent VPN connections. Be sure to plan accordingly.

Static IP Addresses

It is possible to assign a static IP address to an individual user. However, assigning a static IP address to a specific device is not. I will discuss static IP address assignments for Always On VPN clients in a future blog post.

Other Limitations

Here are some additional things to consider when creating a VPN client IP addressing strategy.

DNS

Always On VPN clients can be configured to register their IP address in DNS. However, the VPN client configuration controls this setting. The DHCP server does not register IP addresses in DNS when using DHCP. The client registers its IP address in DNS directly after it connects. In addition, a VPN client will receive a different IP address each time it connects to the VPN server. DNS propagation can delay hostname resolution on-premises for remote-connected VPN clients.

Selective Addressing

Regardless of which assignment method is selected, assigning different IP addresses to different types of connections is not possible. For example, a common ask is to assign user connections from one IP address pool and device connections from another. The only option to support this is to use different servers for each type of connection.

Summary

The best practice for IPv4 VPN client addressing is to use the static address pool method with a unique IPv4 subnet per server. Using static address pool assignment provides the most flexible configuration options and eliminates the dependency on internal services, making the solution more resilient and easier to manage. A unique address pool per server ensures that a large enough subnet can be defined to support the expected number of concurrent connections, regardless of the subnet size the VPN server is assigned to. Also, a unique IP subnet for VPN clients makes configuring internal firewall rules to control VPN client access easier.

Additional Information

Always On VPN and IPv6

Always On VPN Client DNS Server Configuration

Always On VPN Routing Configuration

Always On VPN RRAS Internal Interface Non-Operational