But town population is 181 in 2022

One thing I'd keep in mind with mid-term rentals is I expect the mid-term rental market to get highly saturated at some point just like the STR market has.

They look good on paper, but the realities of low-quality renters, high crime, unscrupulous vendors, and other problems can destroy the investment value.Some landlord insurance policies have burglary as an additional rider you must add on specifically.

Especially if you have a short high season which is also the time that you want to be there.

To @Bruce Lynn point, the rents are not high compared to house values right now - shortage of supply is driving up the prices.  

We have seen the days on market slowly come down, but it is still high compared to previous years.

I've done it four times in and around Chicago so I highly recommend it.

Being able to do min one week stays would be nice if that would allow the property to generate more revenue.If the property has already appreciated a fair amount in 2 years it would be a bummer to sell now just because the rate is high. 

If not, I would highly recommend doing so!

However, real estate values (on a national average) have never gone down over a 10-year period. https://fred.stlouisfed.org/series/MSPUSHere is what I do:I live in San Diego, a high-appreciating market with a lot going for it economically and very little cash flow.