My family has a Pop-Up trailer, I've spent plenty of nights in it. When it gets windy, I prefer the crude hard sides of my Snugfit Shell.
I also like that with something like a Leer DCC, ARE DCU, Workmate or Callen Camper, I can leave the canopy on all the time, keep my bikes inside, etc. Light, fast and ready to go.
If I going to spending lots of time (more than just weekends) in a camper, I'd be looking at a diesel crew cab truck with 8' bed slide-in or Chassis Mount camper. The biggest issue with having a separate camper (or vehicle) is that I just don't have the space to keep another "thing" at my house. I've got a single car garage and barely enough driveway for two vehicles. Even with a driveway expansion I won't really have the proper space for a trailer or slide-in.
I noticed that some people have modified the seat angle of the rear seats on a Double Cab Tundra with mixed results. Some people said that additional seat angle, especially on the 2nd Gen Tundra DC really helps make it much more comfortable, but it's still cramped with 6' driver and 6' passenger on the same side. I don't expect that to happen very often, so a 2nd Gen DC might work for me.