You're renting a model to see how it works in a boondocking environment. Sounds to me like you'll answer your own question which is, how will it work FOR YOU!
Issues on unlevel sites aren't any different for TT's or pop ups. You want your TT level, just like you (Im sure) wanted your pop up level. There's all sorts of ways to have equipment to ensure you are able to obtain an acceptable degree of 'level'.
I suspect dragging a pop up through the woods is easier than dragging a TT through the same woods. Pop Up is lower to the ground, so not affected by overhanging trees. TT will be.
Other than that, not sure what else you're asking....
Mike
