When I co-hosted in Allston, MA (Boston), the owner tried a similar approach, but we ultimately stopped because it wasn’t working well.

Any advice or recommendations of where to locate groups seeking similar goals would be greatly appreciated!

With an estimated annual revenue of $59k, it consistently ranks in the top 10% of Airbnb listings in the area, outperforming similar properties by 17%.

I am looking at similar strategies (as I'm limited by the cash I have available).

Before committing, I’d highly recommend researching demand in your target area and connecting with operators who already run similar rentals there.A tiny home or glamping concept could be a huge hit in a market where it’s fresh and unique, but in areas where it’s been done before, you’ll need to bring something innovative to stand out.

Quote from @Jeff Roth: Hi Lina from Texas-Congratulations on your interest in investing in mid-term rentals and you are wondering how and where to get started.I get this question frequently from investors.Sometimes and investor is looking to keep their property cashflow positive as insurance and taxes have squeezed cashflow by turning units into mid-term or short-term rentals.First off, ideally, the property will cashflow as a long-term rental should something disrupt the mid-term rental model.You will also want to have the property be near where there would be a demand for mid-term rentals (hospitals, universities, research centers).Monthly rents for mid-term rentals are about 20% (+/-) higher than unfurnished similar long-term rentals.There are property managers that will manage mid-term rentals for you and I always advise my clients to use property managers to keep their investment as passive as possible and for compliance issues related to Fair Housing Laws and local regulations.To Your Success! 

I was in a similar situation for my second house hack.

Most companies would require this type of disclosure since its similar to what they are doingYes Chris I agree - I think if anything it's not illegal state-wide or federally, since commercial lending is NMLS-recognized.

I know my local office is a PIA to deal with, but it could just be something similar across the board. 

A two bedroom 1,300 sq ft cabin is going to go for way less than a 2 bed, 2,400 sq ft cabin.One of the issues out there too is that some are setup as legal 2 bedroom cabins because of the septic but then they have lofts and such that allow you to rent them out as 3 or even four bedroom cabins to improve the rent.You mentioned one nearby you with a similar layout.