I'm really struggling to connect to a virtual machine using Bastion, and it's driving me a bit crazy! I manage a really old company intranet site hosted on a VM, and right now, I'm trying to enable access for troubleshooting. I've set up a Standard Bastion on the same Virtual Network (VNet) as my VM and created two local accounts on the VM: one regular user account and an admin account. I've added the regular account to the Remote Desktop users group, but when I try connecting via the shared link or directly through the portal, I hit the Bastion host successfully, but then it fails to connect to the VM itself.
The network watcher indicates that the local firewall could be causing this issue, but I've ensured that the firewall settings allow RDP connections. I also tried disabling Network Level Authentication (NLA), which didn't help either. I'm at a bit of a loss here, so any assistance would be greatly appreciated!
3 Answers
Have you tried RDP from another VM within the same VNet? If that works, it might point to a deeper networking issue. It could be worth checking if your S2S or edge routing is causing the trouble since you mentioned using FortiGates.
Remember, if you're using private endpoints or Network Security Groups (NSGs), ensure that they allow Bastion access on both the subnet and the VM's network interface. Double-check the permissions of the user account as well, and make sure you have User Defined Routes (UDRs) set up to facilitate proper routing between Bastion and your VM subnets.
Check the event logs on your server to see if there are any connection attempts being recorded. Pay special attention to Event IDs like 4624 and 4625—they can give you insight into successful and failed login attempts.
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