In other words, take advantage of all of the benefits granted to home owners including lending, zoning, and taxes. 

Make sure it explicitly explains the process for termination if you are unhappy with their services, especially if they violate the terms of your agreement.3.

Firstly, it's important to point out that Pismo Beach, like many other California towns, has imposed stricter regulations on STRs in recent times.The city has drawn a distinction between three types of authorized 'Less Than 30-Day Rentals,' specifically a "Short Term Rental," a "Vacation Rental," and a "Homestay Rental."

Your mentor has needs; try to meet them and develop a mutually beneficial relationship.A mentor can benefit your growth, but it's not as simple as one post on a forum full of strangers.

A short back story is a long term friend and co worker and I have been talking for a year about getting in to rentals (his parents own 12).

My wife and I are looking into investing in short term rentals in vacation markets surrounding NYC (Catskills, Adirondacks, Poconos, etc) and just wanted to check if anyone here might have some insights they could share.

Another thought/ long term plan I had was to make it a mini unique airbnb multifamily as in, have a silo home, then maybe put an airstream on it and lastly maybe an A-frame cabin.  

There are a whole lot of factors and differences among the options, even among lenders that fall under the "private lending" umbrellaSharing an article published last year that maybe can help and provide some more insights:https://www.biggerpockets.com/blog/dscr-loans-terms-to-know

If your contract doesn’t state terms for additional access, then I understand his concern, maybe ask if you can video the interior, although most tenants won’t want that.

We have one vacation rental in Florida and a long term rental in Louisiana.