What is the easiest way to provision a Windows group on Server 2008 R2 that will allow me to add it to the list of authorized people that can RDP? Eg when I look at the object types allowed I have options for built-in security principals and users. How can I enable my group to be added to the RDP access list?
To add to what squillman says we usually follow the practice of creating a group at the AD level and adding that group to the Administrators or Remote Desktop Users groups, then adding the users to that AD group. It prevents having to do user management on every single server and you can tell from a users list of groups which machines he has privileges to.
Assuming this is for a single server, add your group as a member of the Remote Desktop Users group on the server.