I wouldn't mind roommates at this stage of my life right now, but I know I would probably prefer a separate living space if given the choice.

Timing might be right, people need to live somewhere, why not at your house, the one you just creatively controlled and negotiated a giant discount on  an IRR of 37%.Baltimore is on the crap list now to many who listen to nay seers , but folks need housing, businesses need space, sellers need end results; Timing  may be right if you are smart enough to see thru the crap that is going on and learn the secrets of creative financing negotiating skills, assignments and creative ways to insert yourself in the chain of title.

You can't depreciate share spaces like kitchen/living. 

@Bjorn Ahlblad - I'm not sure of your particular situation but I would highly advise you to reconsider leasing space on your property for a tower. 

I'm starting with a house hack for my primary residence, I've carved off a 600 sq ft section of my house and I'm turning the space into a full studio apartment.

@Timothy Jacob Wallace  It's a lot of work to fill vacant spaces and they will not fill up if you simply wait for a future resident to bring a home into the park.

I've been around Lake Champlain and to Burlington. what is the autumn and winter and spring markets like in the short term rental space?

The answer will lie somewhere in between (i.e. less space needed for the existing workforce or the same space used as the workforce expands). 

I do feel that the commercial space is going to get contracted considerably in the next year. 

It seems like in the past 60 days or so, many investors stepped back in the multi family space which gave an opportunity for those that were still in the game and hunting.