My hesitation stems from the fact that I am unable to wrap my head around how this will affect the overall STR supply in vacation markets.

That is the sixth month in a row that the supply of homes for sale has increased.

Order a boundary survey from a registered surveyor showing the existing house and if you are making changes such as adding to the existing structure you will need to provide the addition and or deck changes on the survey as well.  

The location in Linden, MI, and the property's structure offered an excellent opportunity for a significant value boost through a fix-and-flip strategy.

Tenants agree to return the appliances in the condition supplied less any normal and reasonableThe tenant emailed me about two days after moving in and said the refrigerator was not supplied in complete working condition and is demanding I replace it ASAP.

You don't know the law, you don't know how to handle difficult tenants, and you aren't local to work on it.This is what Ohio law says: “The tenant shall not unreasonably withhold consent for the landlord to enter into the dwelling unit in order to inspect the premises, make ordinary, necessary, or agreed repairs, decorations, alterations, or improvements, deliver parcels that are too large for the tenant’s mail facilities, supply necessary or agreed services, or exhibit the dwelling unit to prospective or actual purchasers, mortgagees, tenants, workmen, or contractors.”I would give the tenant a short, direct warning that they have 72 hours to coordinate with the vendor and set a schedule for repairs.

Some lenders have a flat PPP but most are structured as stepdowns.

I just want to structure it right from the start. 

Best to structure and treat as if a property management company from the start.Think like an institutional lender/servicer.

A tent is not considered a permanent structure whereas a geodesic dome is a stick built home on a foundation.