I'm in Dickinson county (Iron Mountain)  I'm a Resort owner and multifamily investor.

On Oahu, for example, we have "resort zoned" areas that are mostly hotels and condotels, and there is a permitting process, different property taxes, etc. for real estate bought in those zones.

Secondly, technically, to qualify for a second home loan, it must be located a specific distance from your primary residence or in a vacation or resort area such as near the ocean or by mountains.

STR in those areas do well year round because of fall colors and ski resorts and snow mobiling if they are on a lake, but on the flip side you are paying significant more because they serve dual purpose.  

Along with my 2 business partners I buy & build small micro-resorts and unique vacation rentals across the Appalachian region.

(Multifamily)Outside of real estate, I enjoy outdoor activities like hiking, kayaking and skiing. 

I've been turned down elsewhere prior so I took a chance with them as a last resort.

Don't get out over your skis at 17.

It is fairly convenient to ski areas for winter sports when rentals are in higher demand. 

Hey @Atlas Blake, so the catamaran idea seems kinda separate deal to owning a STR.Is the plan to maybe buy or build up a small resort type place and do the catamaran thing as part of the stay?