We camped when we first got married and when the kids were little. I'm a outside on the ground guy; and the wife and daughter are insiders, and son is whatever turns his crank on that day. We started with an 8' x 10' canvas tent, upgraded to a little larger nylon, and then we went to a pop up with no appliances. All the pop up got us was off the ground and mattresses the same as an air mattress without the huffing and puffing.
In our experience the pop up was nothing more than a tent with all of our equipment preloaded in a trailer and ready to hook on and go. In the wind and rain it did not improve on the tent alone. We rented a slide in once and also a hard side. They are much nicer in all weather, the beds are real beds, and in inclement weather you have a comfortable place to eat, play cards and read. We have been without for several years, and if we go back it will be a motorhome (a friend is partial to Monaco ... I like, but don't have his money) or fifth wheel for long distance and longer time.
From what you are saying I would suggest the Prowler. The first year the pop up would seem great, but you will soon tire of it not being much more than the tent.