New York, NY · Member since 2024 · 12 posts · 16 votes
Hello, I'm currently renting in Manhattan, and am in the beginning stages of seeking an investment STR Cabin in Upstate New York. I was looking to buy a primary in the city, but have now pivoted to the Cabin idea. Would love to connect with a realtor familiar with the region and market.
Hello, I'm currently renting in Manhattan, and am in the beginning stages of seeking an investment STR Cabin in Upstate New York. I was looking to buy a primary in the city, but have now pivoted to the Cabin idea. Would love to connect with a realtor familiar with the region and market.
Thank you all so much! -Stephen
Sounds like an exciting pivot! Cabins and short-term rentals can be fun, but Upstate NY is competitive and pricey, especially for your first STR. A lot of investors in your shoes also look at out-of-state options, like Midwest markets, where you can get similar vacation-style properties or small rentals at lower entry prices with stronger cash flow. The key is lining up a local team, PMs, contractors, and lenders, so even if you’re remote, everything runs smoothly. It’s all about getting deals that make sense financially, not just location appeal.
Hello, I'm currently renting in Manhattan, and am in the beginning stages of seeking an investment STR Cabin in Upstate New York. I was looking to buy a primary in the city, but have now pivoted to the Cabin idea. Would love to connect with a realtor familiar with the region and market.
Thank you all so much! -Stephen
One thing I'd spend time thinking about before picking a realtor is whether you're buying an STR business or a cabin.
A lot of people fall in love with the idea of owning a cabin and then try to make the numbers work afterward. The investors I've seen do best usually start with occupancy, seasonality, competition, regulations, and management logistics before they ever look at the property itself.
The property is important, but the market and operational model tend to determine whether an STR performs the way people expect.
I've also found that some of the most attractive cabins end up being mediocre investments, while some of the least exciting properties produce the strongest returns because they're positioned correctly.
If occupancy dropped 20% from your projections, would the property still be something you'd want to own?