Gatsby's Mansion
42 guests
11 bedrooms
Belle Terre, Brookhaven
Homes like this are one in a million. An eight-acre complex on the Port Jefferson coastline, guests will find virtually everything they could wish for at the address.
Rent New England Homes with Swimming Pools
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The Fifties Barn
8 guests
4 bedrooms
East Hampton, The Hamptons
Once a 1950s potato barn, this historic home now provides rustic charm in the affluent Hamptons. Though we fell in love with the loft library, dramatic furnishings, and leafy garden, complete with a private pool and hot tub, the location is also worth mentioning.
An Old Fashioned
8 guests
4 bedrooms
Napeague, East Hampton
This lovely home is an ideal base in the Hamptons. It’s conveniently located on the edge of Napeague State Park and just a two-minute walk from Napeague Bay, with the gorgeous Amagansett Beach only seven minutes away by car.
Port & Starboard
6 guests
6 bedrooms
North Haven, Southampton
This European-inspired villa ticks all the boxes for an indulgent stay while feeling close to nature. Tucked into woodland and surrounded by manicured lawns, it features a stepping-stone path leading to a private beach and boat so you can set sail on the gentle waters of Noyack Bay.
We selected the top 3% holiday homes in New England Homes with Swimming Pools
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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 England, 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 England Home to Rent with a Swimming Pool today, and set up a holiday to remember.
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