Windows Server 2008R2 Disk Cleanup Utility

Disk Cleanup, like in Win7 is available by installing the Desktop Experience feature.
You can run it without installing Desktop Experience feature by doing the following:

Copy C:\Windows\winsxs\amd64_microsoft-windows-cleanmgr_31bf3856ad364e35_6.1.7600.16385_none_c9392808773cd7da\cleanmgr.exe C:\Windows\System32\
copy C:\Windows\winsxs\amd64_microsoft-windows-cleanmgr.resources_31bf3856ad364e35_6.1.7600.16385_en-us_b9cb6194b257cc63\cleanmgr.exe.mui C:\Windows\System32\en-US\
cleanmgr.exe /verylowdisk

You can put the above in a BAT file and it will copy the files and run without user intervention. Or just copy the files and run it to select options. run using cleanmgr.exe /? to see interesting switches for saving your selected options.