How about being a "snow bird"? If there's a budget you could do it reasonably inexpensive. I live next to a campground and there's a bunch of "snow birds", who live in campers (most are a little better than your average camper) for a few months, leave it there and head south.
If there were that perfect place where the weather was good all year without some sort of drawback it would be over populated and extremely expensive to live there.
In Michigan our winters are basically half the year, we had what seemed like a 2 week fall and that's it. Winters get old. Spring is great, summers are too but there are times where the humidity is enough to suffocate you and it does get in the mid 90's for a bit. That's Michigan. The further south you go the less the winter but the hotter and more humid you get. You go west it gets drier, hotter, like @Bluebasser86 has said the wind never stops, and the lakes aren't as frequent as the are east of the Mississippi.
Something to think about.
