Regarding the "canvas." It's not really canvas anymore. And much better at resisting rot. Still wouldn't put away wet without planning to air out soonish.
I used to own a pop up. Used it in the winter. One thing we did was use tarps to cover the tent ends if it snowed or rained. This also helps with heat retention, but adds to condensation. So a decent fan is a must.
It's more work, and I wonder if some parks would scoff at it. We always used it boondocking in Fed Forests, so wasn't a problem for us.
I had the tarp set up down to a science and it took 5 min to set up. But it's another chore and doesn't look pretty. Does save time and effort when packing up. And possibly saves the tent material and helps it last longer.
It's a decision of convenience. Ask yourself how much time you plan to spend inside the trailer? We found that we only spend a couple hours a day in it. Ours is larger, so a rainy day isn't much of a concern, but it's all part of camping.
No matter how cramped you feel, picture yourself being crammed into a tent to get out of the weather and you'll feel better about the small trailer!