I have a ski cabin that I use AirBNB and VRBO and knock it out of the park.  

Used to snow ski a bunch like to get back to that.

Now I get my apartment back...the Gov't has just caught up on their paperwork and discovers that there are Occupational Licenses, Resort Taxes, etc that are due. 

I don't personally see it.Banks are not letting builders get that far over there ski tips...

@Jason Ski Most lenders allow you to make a principal only payment.

Thankfully the unit is not historical and does not have any lead issues which makes my life a tad simpler.P.s. i live the skiing up your way!

This can be a good option (especially if the other option is not investing at all), but I think that you should consider it as a last resort unless you are also getting something other than money (i.e. someone with a lot of experience who can teach you). 

They're usually a last resort and the borrower is perceived by the seller as more risky. 

Booking.com, Holiday Lettings (UK), Vacasa (rental management company), Vacatia (only properties in full service resorts), David's Vacation Club Rentals (Disney Vacation Club owners sell to the service), Cottages and Holiday Cottages (both in the UK)

I teach skiing part time each winter at a resort that caters to the rich and famous.