I saw a great show about life in the middle ages recently. Life int the later Medieval period (not the Dark Ages) wasn't so bad as most people believe. The worst part would be the lack of modern medicine. I would have been dead 15 years ago (appendicitis).
I did the mountain man thing (sorta late 1800s) for over a year, and that was much easier. I liked my little 8x12ft shack. Worst part was going potty at night during a blowing snowstorm.
/johnny