Unable to connect azure windows server 2019 vm to ovh 2019 vm via vpn

Question

I’ve been trying unsuccessfully for a day to get my Azure windows server 2022 virtual machine to connect to my server 2019 virtual machine hosted at OVH via routing and remote access VPN.

I can successfully connect to the vpn from my phone and my home windows computer however cannot get this to work.

I’ve opened all inbound and outbound ports to test and still cannot connect. Screenshots attached of my port rules

I can ping the azure vm remotely and can ping the ovh server from the azure server however any vpn connection attempts fail.

As a test I also setup routing and remote access on the Azure vm and tried to connect from my home computer however the same issue occurs which leads me to believe it’s something to do with rules/security group.

Answer 1

Hello there,

If you deployed the VPN Gateway to a different VNET (not a requirement by the way) then you would need to peer the two VNETs together. Please see guide here: https://learn.microsoft.com/en-us/azure/virtual-network/virtual-network-manage-peering

Once the two VNETs are peered they can talk to each other and you should be able to access your VM by its private IP address.

You cannot access virtual machines that are hosted on Azure hosting services through a VPN connection in Windows

https://support.microsoft.com/en-us/topic/you-cannot-access-virtual-machines-that-are-hosted-on-azure-hosting-services-through-a-vpn-connection-in-windows-98f663fd-6d27-c62b-7cb2-6583cf50f913

Hope this resolves your Query !!

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