We started with the smallest pop up Coleman made many years ago. Then graduated to a 19 foot travel trailer and from there to a 25 footer.
Now we have a 40 footer on a permanent site that I will never pull and we found the exact same model pop up that we used to have and grabbed it for commuting back and forth to Florida.
My take on our tiny trailer
1. it is a pain to set up and take down in a rain storm
2. It has no shower so we have to use the camp ground one
3. I can move it around by hand if I need to
4. there is very little maintenance compared to a lot for the bigger trailers
5. It has small wheels which translates to more stress on the bearings (just grease them once a year and drive slower and there is no problem).
6 I used to go 70 hauling the bigger trailer. Now I get in the right lane and go 60. It is a much more enjoyable trip.
7 I no longer need a big eight cylinder truck and just down graded to a 6 cylinder Toyota Tacoma (my 5'-2" wife is happy since she can now see over the dash board and actually drive the truck)
All and all we love the little one and I will never haul a big one again
With all that said I wouldn't want to spend an extended time staying in it.
We are lucky and have the big one that is like a ranch house
Jack L