I don’t think the Airbnb market here is very popular but it seems like there would be enough people that visit the park that would make it worth it.

Personally, I'm betting my own money on it, looking for investments now that our inventory has creeped up to about 4 months supply, which is still pretty low compared to most markets.  

Ideally, I would like to buy in the Catskills since it’s close by, a popular year round destination from the city and has a history of vacation rentals but I know there’s more and more talks of regulations so I am open to other areas and would love to hear your thoughts/experience on the area.Would love to connect with anyone who has interest in the area and the short term world as well as agents familiar with STR who could help us in our search.

I agree that networking is your best bet and aligning with a mentor is a great idea.

***Self directed IRAs have become very hot among investors with the rise in popularity in alternative investments such as real estate, gold, and cryptocurrency.

I'd bet there are thousands of people out there willing to do it.And another option, which you already mentioned, is a VA. 

Bet it all on black in Vegas?

It's in a popular year-round tourist destination with a shortage of hotels and heavy restrictions on STRs. 

Lake Lure is pretty popular in the summer & fall.

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