I can't possibly get my 19 in my garage with an 8' door, and I don't have A/C either.
That said, even if I could, there is no way in this world that something designed to be outside would go in my garage. My garage is for my woodworking toys, and other indoor things.
During the summer, and while at home, my trailer sits proudly in the driveway.
Maybe some day I will have a nice storage quonset, and then the trailer can get an indoor spot.
And with regards to winterizing, it takes less than 30 minutes to do, but once a year.