The permitting process and the availability of reasonably buildable lots is a concern.   

When it comes to acquiring lucrative coastal luxury vacation rentals on the Oregon Coast the most challenging components can be permitting and timing. 

So a nicely decked out  cabin I bet would rent real well for STR purposes  Not sure about permits etc..

I would check with an attorney or CPA on it.EDIT - Check out Scott Royal's site - https://royallegalsolutions.com/what-states-are-permitting-s...He used to be on here quite a bit but I haven't seen him in a long while.

You also should call your local zoning or permitting department to get information on areas you are interested in and how to be a legal STR.I 100% recommend making sure the STR could work as a LTR as well in case you have to pivot ever.

Said differently, you won't need a special ADU permit to create an ADU.I'm interested in potentially purchasing a single-family home in eastern MA (Norfolk or Middlesex county), and doing this exactly.

I have heard Boise was cracking down on permitting, so make sure you can meet all licensing requirements and that you are in an area zoned for this type of use. 

They really do stand out in a neighborhood plus I doubt you could get permits to build in a established area.Much easy to build on a larger plot of land in the boonies, which is where I see most of these.In the end, once you get them looking nice, you could have done a stick built house or even a log cabin if you can harvest materials on your land for about the same or less.

We have installed a permitted tiny house on the land, water meter. electric meter (that can accommodate a large house), and a 5 bedroom septic.

If you do fall within either, you are permitted to ask if an animal is a service animal, and (if it is not obvious) what task(s) it has been trained to perform.