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Remote Desktop / Ping into Server 2008 R2 over VPN

Posted on 2013-01-01
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Last Modified: 2013-01-07
I have a mix of all Windows Server build on my network from 2003 to 2008 R2.  When remoted in from home pver a Cisco VPN I am finding I cannot Remote Desktop or PING the 2008 R2 servers by name.  I can by the IP address.  I can RDP/PING all 2008 and 2003 server by name, just not the 2008 r2.  

Internally on the LAN I can ping and RDP into everything just fine.

The Windows Firewall is off on all of the servers.

 Is there somehting else that needs to be confireued in 2008 R2 to get the name resolution to work remotely?
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Question by:Blink1976
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by:Thommy
ID: 38735157
By default WIN 2008 servers do not reply on a ping.
You have to enable ping replies...
Enable Ping Replies on Windows Server 2008
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by:Blink1976
ID: 38735475
After a little more digging I have found that I can connect to the Windows 2008 server via RDP and PING remotely by entering the FQDN of the computer not just the computer name.  I don't need to do this when I am inside the network just remotely over VPN.  Is there something in server 2008 vs. 2003 that requires this or is it a VPN/firewall configuration issue?
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by:Sandy
ID: 38735567
you need to configure Split tunnel
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Frosty555 earned 500 total points
ID: 38735627
If you can ping via the FQDN but not the short name, it's probably a DNS issue.

Your computer needs to have the correct default search domain / suffix configured in Network Connections. The suffix is what your computer automatically tacks onto the end when you type an incomplete short computer name instead of an FQDN.

Also your VPN server should be handing out the remote network's DNS server when you connect. Check using "ipconfig /all" when connected to the VPN

Also FYI, although I don't think this applies in this case - Windows 2008 machines will typically refuse to respond to pings that come from "external" networks EVEN IF they are configured to normally respond to pings.

You can tweak this in the firewall. Go to Advanced Firewall->Inbound Rules->File and Printer Sharing (Echo Request ICMPv4-In)->Scope, and make sure that in the "Remote IP Addresses" section that the "Any IP Address" radio button is selected. By default it is set to respond only to the "Local subnet".
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