Schmick...since you ask, I will say that a lot of the people that respond here have never trailered a vehicle. I towed a car 4 down for several years. It is easier than trailering, but I am retired and have plenty of time to do whatever, so here is why I like an enclosed trailer.
I can take more than just one vehicle. I also bring a side by side ATV, bicycles, and a tool box with several power tools. The trailer gives me a "garage" to take care of any upgrades or repairs that I might deem necessary or just want to do it. When I arrive at my site, both vehicles are clean and do not get any wear and tear while traveling.
I can back up if I end up in a tight situation or get blocked in by inconsiderate people. That has happened.
Also, the trailer tracks the same tire path as the motorhome, so avoiding potholes and other road obstacles is easy. When towing 4 down, it is almost impossible for both the motorhome and the towed vehicle to avoid a pothole unless you are really good at swerving, which I wouldn't recommend.
It's really pretty easy and I have gotten pretty fast at loading and securing the vehicles in the trailer.
Don't worry about it as there are lots of options available when looking for a place to stay. I might mention, I don't sweat the small stuff. Some people make a big deal out of a little extra effort. To me, trailering is worth the extra effort.