I wouldn't edit from the raw VOBs no matter what editing platform you choose. I'd strongly recommend converting the DVD files to lossless AVI (lagarith or huffyuv codec), and load that into Vegas or Premiere. When you've finished editing, render it out as another lossless AVI, then use that one to convert back to DVD or whatever other format you decide to distribute with. The downside is that you'll need a LOT more hard drive space for this (I'd go with at least 500GB just to be safe, though I doubt you'll need that much).

To answer your question, I've never used Vegas, but Premiere really isn't that hard to learn how to use. It's what I learned how to edit on back in high school.