Popular markets near us appear to be the hudson valley, adirondacks, finger lakes (although it seems STR's are under fire there), and even the cape cod area as we have vacationed there a lot and know the area fairly well.   

I assume many people here do their own cleaning when they got started so maybe it’s well known by people who aren’t me?

The property will do very well over the long term.

It can be spouse friendly as well.😉.  

Well, there are multiple moving pieces.

If I am hell bent on renting by the room (I don't think that is a good LONG-TERM strategy, will elaborate later), I can do that on both sides of my duplex as well.  

So, if you have 10 units and you are going to pay $1,500 a month and you are working on an active income job, too, this is an easy switch due to the labor mentally and physically (even if it is just phone calls) to get these rentals running as a well-oiled machine.  

Be sure to check out the free tools BP provides to help analyze deals you may have and also market insights.

I love their youtube channel as well that produces 2 or 3 videos a week. 

Quote from @Sebastian Medina: I would search out people in your market that are flipping, and try going to a couple meetups as well.