This is what I suggest:
1. Download and install AnyDVD.
2. Put in a DVD, run AnyDVD and then wait ~20 mins.
You'll end up with an .ISO file that's about 2-3GB in size, but that still has the DVD menus and everything - except all the copyright notices which have been removed by AnyDVD. Just open it up in WMP or WMC, and you're good
You shouldn't need anything else than AnyDVD.
Note that Blu-ray disks will take more space (~10GBs).
I usualy also convert my isos into something smaller, using "Handbrake".