I've set up a Windows Server on AWS with a site-to-site VPN to our on-premises network. While I'm able to use RDP from some laptops on the same subnet, others just can't seem to connect at all. Everything looks good on the AWS side, so why does this happen?
3 Answers
It sounds like there might be some firewall rules applied to the laptops that can’t connect. Since you've already got a working VPN and RDP setup, if some laptops are fine it likely points to local issues. Check whether the affected laptops have any firewall settings or antivirus software that might block RDP access. That’s often where the problem lies! Let me know what you find after you investigate!
Have you checked the error message that pops up when they try to connect? If it’s a vanilla server, remember that it can only handle two RDP sessions at a time. Also, double-check the route table on your AWS VPC; the subnet mask should match your on-prem subnet. Sometimes, only machines in certain IP ranges can connect. Just something to consider!
What about the CIDR configuration? Ensure it's set correctly, like "/23" or "/22". However, since you've mentioned some laptops are connecting, it doesn't seem to be a CIDR issue after all. But it's worth keeping an eye on in case there’s an inconsistency with the routing somewhere.
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