Ahoy There
8 guests
4 bedrooms
Shelter Island, The Hamptons
This Hamptons home does island life the modern way. In the mornings, hit up the local farmers’ markets and seafood shops.
New York Homes for a Watersports Holiday
We selected the 472 homes worth renting in this location
Home spotlights in New York
Long Story Short
4 guests
2 bedrooms
Montauk, East Hampton
For the ultimate Montauk escape with style and character in abundance, this fisherman's cottage has you covered. Flamingo-pink shutters and the front door set the scene for a stay that's thoughtfully stylish, charming and quirky – a blend of boho and rustic that's sophisticated and easy to love.
Hamlet
8 guests
5 bedrooms
Miller Place, Brookhaven
An understated colonial-style home is the perfect setting for a Northeastern getaway. It's reminiscent of a family heirloom, with history seeping through the walls.
Mystic Countryside Farm
4 guests
2 bedrooms
North Stonington, New London County
A nature lover's dream atop a 100-acre historic farm in North Stonington, away from the hustle and bustle of everyday life. This home offers a one-of-a-kind stay – spend your mornings in the fresh air helping the hosts tend to the farm animals in the tranquil setting to feel at one with nature – from feeding chickens and collecting eggs to brushing the horses and rooster calls here and there, but it's all part of the experience.
We selected the top 3% holiday homes in New York Homes for a Watersports Holiday
Explore the 472 most perfect homes in our collection
View on map
Check upcoming rates & availability for New York Homes for a Watersports Holiday
Frequently asked questions
Similar destinations
Find the best homes for a watersports holiday in New York, United States. Every one of our properties has been meticulously vetted by our Plum Guide experts, so you don't have to worry about anything, from the WiFi speed to water pressure. All of our homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Arrange your getaway today, and stay in one of the best homes for a watersports holiday in New York, United States.
Search Our Collection