Me and a small dog, for three months at a time, it would probably be a much smaller TT, 16-18 feet at most, so I could tow it with a smaller economical multipurpose vehicle. I'm thinking an egg trailer, maybe Casita or Scamp would meet my needs.
27-foot is huge for one person, that is family size in terms of living and sleeping space. My 30 foot motorhome is equivalent in floor space to a 23-24 foot TT, and now that I am alone, it is huge for my needs.
I guess the key phrase here is "most of the time" because if sometimes you will be housing 4-6 people, then you might be looking at 25-28 foot bunkhouses, depending on privacy expectations for the larger groups. This occasional extended family use is what keeps me in the motorhome for now, that and it is paid for, so all it costs is a few thousand dollars a year depreciation, insurance, and lost earnings on the original purchase price.
Disadvantage for me, of a 5th wheel, is that it must be pulled by a pickup truck with a long enough bed. There is a Scamp fiver that can be pulled by a small pickup, but as soon as you want more utility from the truck you have to get into extended cab or crew cab types, and the truck is no longer very small.
Advantage of a 5th wheel is that it tows better, and lets you go to larger sizes for a given overall combination length, since you carry some of the length over the bed of your truck.
