Based on what I'm reading here I would focus more on Airbnb/Vrbo.

Two AF bases there, which is usually a good sign for the rental market.  

On the other hand, I invested in other areas, Humboldt Park, Pilsen, etc. which I thought would appreciate, and did not - or would take much longer to do so.The problem is I have had a hard time being honest with myself, and basing my decisions on wishful thinking, not cold hard facts. 

They lowered the price a couple times and then I offered another 6.9% below that and we have a deal.I suspect they have a mortgage at 3.6% based on when they last got financing and I REALLY would love that rate, so much that I'm open to re-doing the deal much closer to their most recent listing price if I can get the house subject-to the existing mortgage and give them cash for the difference. 

LegalZoom is $299 and RocketLawyer is free (already subscribed).Based on the set-up questions LegalZoom seems more succinct/precise for a trust with a single asset.

., are reasonable based on the size (square footage) of the facility?

We thought it was an ideal house to STR - and it would have been just based on the location, and perhaps the experience of staying in an old home.

The chart below shows the additional cost for a base rate for situations including investment property.

Debit- (other Expense) DepreciationCredit - (Fixed Asset) Building: Accumulated Depreciation (under the Fixed asset category in QBO)You could get the calculation from your accountant; it's based a just a few factors.

We thought it was an ideal house to STR - and it would have been just based on the location, and perhaps the experience of staying in an old home.