Hi Vel!
I have spent much free time in Tannersville, both in Summer & Winter, and just love it. In fact, I was just there this past weekend for the Celtic festival at Hunter! I have noticed two things: the village of Hunter seems to be booming (lots of new businesses, rundown buildings refurbished, new construction) and Tannersville's businesses seem to have remained, for the most part, in operation for years - as well as a few new places moving in. Down the mountain, the Kingston area has gone crazy over the past ten years, and likewise Woodstock/Saugerties - I don't know if this is contributing or not - but the Hunter area seems very much alive and fiscally healthy! I would definitely consider purchasing a second (or even first) home there, and I don't think you need to worry about renting it out, regardless of the weather. As long as it hits 32 or lower, Hunter makes its own snow anyway
Good luck with your search!