That a land mine field of regulations.

For instance West Virginia has a reciprocal agreement with Virginia....but will refuse to issue a license to a Virginia licensee that lives outside Virginia, even though no law or regulation states that they can or will do that.

Guidance memos, regulations, and enforcement policy as issued by the executive branch of the government (whether state or federal) as well as case law further expound on the law. 

My only concern now is to figure out the regulations for the historical places..

https://www.irs.gov/businesses/small-businesses-self-employed/tangible-property-final-regulations#SafeHarborElectionforSmallTaxpayersSafe Harbor Election for Small TaxpayersYou are not required to capitalize as an improvement, and therefore may be permitted to deduct, the costs of work performed on owned or leased buildings, e.g., repairs, maintenance, improvements or similar costs, that fall into the safe harbor election for small taxpayers.

First thing to do is google "City XYorZ Airbnb Regulations" and check into the legislation.

All of this revenue was earned prior to receiving qualification under Tier II of Regulation A, which expanded our offering cap from $20m per year to $50m.

Do they have to approve your tenants, what are the rules and regulations, etc ... 

He/you either need to study your state landlord tenant regulations or hire a lawyer.

We needed the survey to comply with zoning regulations and the contracts I talked to need initial plans before they will give me a quote.