I used a dvd ripper and transfered all my DVDs to my hard drive. This way when my kid destroys another Cars movie DVD I can burn him another one!
Here is a ripper that lets you transfer to iPod.
http://www.imtoo.com/dvd-to-ipod-suite.html
Many options out there. Just be ready to spend a LOT of time with it. Video editing/transferring takes time and is CPU intensive.
Good luck!
ND