Multiple RDP Sessions In Windows Server 2008 and Windows Server 2008 R2
In Windows Server 2008 and Windows Server 2008 R2, multiple remote desktop sessions is not configured by default. Here is a quick way to enable it.
Launch your start menu (Win Key), and type gpedit.msc.
Under Computer Configuration browse down to Administrative Templates > Windows Components.
Then browse to Remote Desktop Services > Remote Desktop Session Host > Connections
Right click on “Limit number of connections” and select Edit. Select Disabled.
Right click on “Restrict Remote Desktop Services users to a single Remote Desktop Services session” and select Edit. Select Disabled.
You should now be able to connect with at least 2 simultaneous users through RDP to your server.