Learn what the local regulations are so you know you can adhere to them.  

There's income limits for the tenants, and all the forms attached to these MLS entries lead to believe there's a lot of regulations and more expense in owning one. 

A land contract (contract for deed) has been altered in its viability in a number of states since Dodd Frank and other regulations put in place since the real estate meltdown post 2008.

This property was actually my grandparents and now it is in the process of being emptied out to prepare for sale.My uncle, the executor, plan is to rehab the house so it meets the FHA’s regulation standards for anyone who would potentially be buying the home in were to happen in the future.

Can you get some other together who are landlords and send a collective letter to the people responsible for these regulations? 

There are state regulations involved and insurance since you are taking care of people.

The point of focusing on vacation rental markets is in most cases, you don’t have to worry about anti STR regulation.

I am certainly not advocating for overzealous city inspectors or ridiculous regulations, but when you invest in a certain market, you have to play by those rules.

I used this web site to better understand the Massachusetts STR regulations when they were first passed and my rentals are not located on the Cape or the Islands. 

"Specialized" is a regulated word by the State Board of Legal Specialization.