I didn't want the hassle of a pop up with its set up. i used to have a tow low trailer growing up, and even just cranking it up and then down was a pain after awhile. Also considered small camper vans and pickup campers, but i didnt' want hte extra expense of buying a pickup and camper, or a camper van. Cheaper to have a trailer that works with the cars i already have.
i also thought it would look cute as heck behind my beetle (which is does) and now that i have my torino, what else would i put behind it but a teardrop!!!
My family is expanding now so to speak though, so that has created a problem. My bf moved in, and i got two dogs (one of which is 70 pounds!)
last trip I took with all of them, the big dog had to sleep in the car, but he seemed more comfy there than anywhere else. The puppy (see avatar) is a spoiled princess and sleeps with us all the time so teardrop life was easy for her. I think my big dog is gonna have to stay with friends on our TD gatherings as he doesn't like crowds much(lesson learned from Cam's) and most of the gatherings are in summer where he can't chill in the car.
I am seriously considering trading in for a Raindrop in a couple years, especially if things keep going the way they are.
and lastly, i just love their history and although none of my family ever had one, they knew of them and think my trailer is about as nifty as sliced bread.