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Rent New York Homes with Swimming Pools

We selected the 192 homes worth renting in this location

Home spotlights in New York

The Masterplan

The Masterplan

  • 10 guests

  • 4 bedrooms

Tunkhannock Township, Monroe County

Just a two-hour drive from New York City, this home in the Poconos is more like a private resort, with an impressive list of amenities and all kinds of entertainment options for a large group. Set less than ten minutes away from scenic Lake Harmony by car, and close to various ski resorts like Jack Frost and Big Boulder Mountain, there are shops and restaurants within a few minutes drive, along with nearby golf courses and a water park.

The Dock of the Bay

The Dock of the Bay

  • 8 guests

  • 4 bedrooms

East Quogue, Southampton

Sitting right on the waterfront of Shinnecock Bay and providing you with your own private dock – large enough for a 36ft boat – this home is a skipper's dream. You can admire the views of the lake from the lounge and dining area through the floor-to-ceiling windows, as well as from every bedroom, so you can soak up every second of this dreamy location.

The Old Life-Saving Station

The Old Life-Saving Station

  • 13 guests

  • 6 bedrooms

East Marion, North Fork

Anyone with a subscription to HBO might recognise The Old Life-Saving Station. The home has featured in both Lena Dunham’s Girls, and more recently, The Undoing, starring Hugh Grant and Nicole Kidman.

Ahoy There

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.

We selected the top 3% holiday homes in New York Homes with Swimming Pools

Explore the 192 most perfect homes in our collection

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Most popular homes in New York

Wisteria Delight

Wisteria Delight

  • 3 guests

  • 2 bedrooms

Springs, East Hampton

The Archway

The Archway

  • 9 guests

  • 4 bedrooms

West Hurley, Hurley

Shes a Blues

Shes a Blues

  • 6 guests

  • 3 bedrooms

North Sea, Southampton

Sunflower Summer

Sunflower Summer

  • 7 guests

  • 3 bedrooms

Springs, East Hampton

Number Nineteen

Number Nineteen

  • 13 guests

  • 6 bedrooms

Montauk, East Hampton

Long Island Bliss

Long Island Bliss

  • 6 guests

  • 3 bedrooms

Shinnecock Hills, Southampton

Picket Fence on Water Mill Towd

Picket Fence on Water Mill Towd

  • 16 guests

  • 6 bedrooms

Water Mill, Southampton

A Summer's Eve

A Summer's Eve

  • 15 guests

  • 7 bedrooms

Greenburgh, Westchester County

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Frequently asked questions

You've certainly come to the right place if you are hoping to find one of the finest Holiday Homes with Swimming Pools in New York, United States. Our exclusive collection consists solely of homes that have passed our thorough 150-step vetting process with flying colours, so you can book with true peace of mind, knowing that everything from decibel levels in the bedroom to a room's intangible atmosphere has been tested and approved. We don't list a huge number of homes one our site, just the right ones. Each property in our collection comes fully furnished and ready to welcome you, with a fully-equipped kitchen, essential bathroom toiletries, and all linen included. Contact our dedicated team of experts to find the perfect luxury New York Home to Rent with a Swimming Pool today, and set up a holiday to remember.

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