I am (was?) close to putting in an offer on a really lovely 3BD modern ranch house in Lake Naomi, by far the nicest lake community in the Poconos with a huge spa-like clubhouse, pristine beaches, indoor and outdoor Olympic pools, tennis, golf, walking trails, etc. The family/kid activities in summer are nonstop. Though it's quiet and well-kept and you feel very much "in the woods" while there, you are 10 minutes from shopping outlets, highways, and the Kalahari Water Park and 20 minutes from three ski resorts and a casino.
Vacation rental histories I've seen indicate I could at least cover the mortgage and expenses (Lake Naomi dues/membership is SKY HIGH—you get what you pay for.) But this thread has me super-scared that I'm making a mistake.
The thing is, this isn't "just" a vacation rental for me. Primarily, it's an easy city escape halfway between Manhattan where I live and northern PA where my whole family lives. So it's for my use first, but I want rental income to break even, and I don't want to lose money when I sell. The Poconos do seem to have tons of houses on the market, and if you look at price histories, the story mostly isn't pretty. Unless you are flipping and greatly improving a property, you're selling for the same price you bought 10 years ago. With a 10K buy-in fee to Lake Naomi and 4K annual membership/dues, it's going to be even harder to break even when I sell.
The Poconos does have a huge development coming in 2020, Pocono Springs (also 10 minutes from this house), with retail, dining, museums, outdoor light shows, but who knows if that will help the market or not. On the other hand, I drive in from NYC all the time and it seems I'm not alone; the highway is full of families with kayaks and bikes and skis strapped to their cars heading to the Poconos. I just saw a rental history sheet for a small cottage in a not-so-great lake community a good 20 minutes from any ski resort: it made 56K in 14 months. That's not bad for a 130K cottage close to nothing! A realtor owns it and it's staged and marketed very, very well.
I guess my question is: if the Poconos makes the most sense to me location wise for a personal getaway/vacation rental, CAN I make it work, perhaps the way the realtor who owns his tiny cottage is making it work? Or is it doomed to fail? The house I'm looking at has tons going for it: bluestone fireplace, updated kitchen and baths, four-season Florida room, wraparound deck, incredible woodwork, two-car garage. But I'm going to have a mortgage, interest, insurance, community dues, membership, maintenance, snow removal, utilities, and cleaning fees, and ... part of me is thinking I should just invest in Maui instead. :) I know I need to do some calculations, and I'm new at this, but I'd love to hear any feedback for someone like me for whom the Poconos make the most sense lifestyle-location-family wise.