I've had maybe 8 campers with everything from a pop up to a pusher. I currently am rehabbing a 1958 Airstream Overlander. It will probably be my last. I bought it for $500. Found out it was worth about $70k rehabbed. I've dropped maybe $10k in so far and have that much to go again. It's light as a feather, and will be able to be pulled by anything down to a minivan when finished. I'm never going to live in it, and will do little to no boondocking. The size is perfect once you get down to a couple. You can make it as nice or as privative as you want.
The pusher with the two pushouts and the bunk room was awesome when the kids were young, but the two months we lived in it while we shopped for a home were pretty tight. Great for a weeks camping though.
The 1950's canned ham was a blast for me and one kid, but it was basically a tent up off the ground so you stayed dry.
It all comes down to your needs and point in life.