Oregon or Mass?
Honeatly it is a big decision what type of RV. Nothing is perfect and none of them will fit everyone. We have over the years owned or used everything. Started off the a class A long before there was such a thing as a toad. Went thru several TTs and rented a tent trailer. Ended up with a fifth wheel and absolutely love it. Fivers will have less over the road length, more storage space, but require a larger truck. TTs tow worse, are lower to the ground, and can be towed by a large SUV or a truck. MHs do need a toad to use when parked and maintenance costs will be higher.
Like I said none are prefect.
We do have a friend who tows a 20 foot Lance with an older Tundra all by her self. Of course she used to drive teuck for FedEx, so she is used to driving and towing. But anything can be learned.
Size does matter if your planning long term. Not only do you get more living space you gain more closet space, possability of a washer/dryer, larger kitchen etc. Smaller will allow you more camping sites. Smaller units no matter what style are geared more to weekenders, while larger are more to long term.
You need to determine wants, needs, goals and go from there. If you choose a towable, please do not short change yourself on the proper tow vehicle. Too small a tow vehicle can make for a really miserable traveling experience.
If I were single personally I would not go any smaller than what we have. I like to cook, want ample closet and storage, and room to relax on those cool rainy days that your bound to encounter sooner or later.