Cindy,One way to skin this cat: have the tenants contract with a moving company (or maybe even the contractor) to include moving the contents into storage and back into the room.

It's on the cold side during AC season even with the vent closed. 

but I also was wondering if some of the well seasoned pro's wanted to step into and give there two cents on Boston, from what I can tell, it's a very rental heavy place because of all of us college kids, but it also seems like its very expensive, so I was just curious how does everyone go about finding deals in such an expensive market?

If you BRRRR you can go much faster and are only limited by your reserves that you can save up and seasoning periods. 

My concern is I am getting worried about the additional delays and the house might be done in the winter season.

Self storage, mobile home parks, light industrial, large multi family… All great candidates.

I like the idea that Kim brings up about doing destination Airbnb targeted at hunters if it would have others who frequent the area outside of hunting season. 

The outcome was a seasoned investor branching of the retail space and into the off-market world.

It is a 2bd/1ba, approx 950sq/ft, no garage but a carport with storage.

For investments, I’ve considered another STR, long term rentals, or something different like a warehouse, storage units, etc.