Fort Pond Fantastic
Montauk, United States
A mid-century modern home in Montauk overlooking Fort Pond Bay and Block Island Sound, with four bedrooms and a private heated pool.
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New York
Vacation homes in New York, United States · Private pools
452 homes published by their hosts. Enquire or book directly with the host.
Of these 452 vacation homes in New York, 170 sleep 10 or more, 330 have 4+ bedrooms, 245 welcome pets and 282 have a workspace. Every home is listed by its host, who confirms dates and prices directly.
Filter these homes452 homes · New York
Foster Crossing Tranquility
Town of Southampton, United States
An estate-style furnished home in Southampton with five bedrooms, a private outdoor pool and a two-block walk to Little Plains Beach.
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Fresh Pond Seclusion
Village of Sag Harbor, United States
Fresh Pond Seclusion is a four-bedroom home on three wooded acres in Sag Harbor, with a private heated pool and space for eight guests.
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Further Lane Fantasy
Amagansett, United States
A furnished beachfront home in Amagansett with four bedrooms, a private heated pool and accommodation for up to seven guests.
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Gardiners Bay Beauty
Town of East Hampton, United States
A furnished, bohemian-style four-bedroom home in East Hampton with a private pool, pool house and hot tub, a block from the beach.
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Georgica Beach House
Town of East Hampton, United States
A renovated mid-century modern ranch on a gated cul-de-sac property in East Hampton, with a private heated saltwater pool and hot tub.
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Golf Club Charm
Town of Southampton, United States
Traditional-style furnished home in Southampton, near Southampton Village and ocean beaches, with a private heated outdoor pool and golf-course views.
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Gould Street Escape
Town of East Hampton, United States
A six-bedroom traditional home on the fringe of East Hampton village, within walking distance of the train, Jitney, a trail and downtown.
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Grapevine Modern
Mattituck, United States
A newly constructed four-bedroom vacation home in Mattituck on Long Island's North Fork, near local wineries.
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Great Circle Serenity
Town of Shelter Island, United States
Great Circle Serenity is a vacation home in Shelter Island with five bedrooms, additional guest-house sleeping space, a private pool and a private tennis court.
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Greenport Cove Contemporary
Village of Greenport, United States
A contemporary North Fork home in Greenport for up to eight guests, with four bedrooms, a private heated pool and a hot tub.
From ~USD 477 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Greenport Getaway
Village of Greenport, United States
A three-bedroom ranch home in Greenport on the North Fork, with a private heated outdoor pool and landscaped yard.
From ~USD 247 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Hampton Bay Village Beauty
Hampton Bays, United States
A contemporary two-bedroom vacation house in Hampton Bays with a private outdoor pool and indoor-outdoor living spaces.
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Hampton Bays Charmer
Hampton Bays, United States
A four-bedroom home for up to eight guests in the Tiana Shores community of Hampton Bays, with a private heated pool.
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Hampton Bays Hideaway
Hampton Bays, United States
A four-bedroom vacation home for up to eight guests in Hampton Bays, south of the highway, with a private heated pool.
From ~USD 344 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Hampton Bays Oasis
Hampton Bays, United States
A four-bedroom home south of the highway in Hampton Bays, with a private heated pool, hot tub and outdoor entertaining areas.
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Hampton Bays Sundown Retreat
Hampton Bays, United States
A three-bedroom home in Hampton Bays for up to eight guests, with a private heated pool, hot tub and additional lower-level sleeping space.
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Hampton Muse
Town of Southampton, United States
Hampton Muse is a contemporary home in Southampton with a private heated outdoor pool, a wraparound mahogany deck and an expansive yard.
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Hamptons Harborside Ranch
Town of East Hampton, United States
A contemporary ranch in East Hampton's Clearwater Beach neighborhood, with a private heated pool, pool house and half-acre grounds.
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Hamptons Tranquility Estate
Town of East Hampton, United States
A newly renovated holiday home in East Hampton with a private heated pool, two hot tubs and indoor-outdoor living spaces.
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Hands Creek Hideaway
Town of East Hampton, United States
A four-bedroom holiday home in East Hampton with a private heated pool and landscaped grounds, accommodating up to 12 guests.
From ~USD 836 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Harbor View Modern
Town of Southampton, United States
Waterfront home in Southampton with harbor views, six bedrooms and a private heated pool, accommodating up to 12 guests.
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Harbors End Retreat
Town of East Hampton, United States
A furnished traditional home in East Hampton on Long Island’s East End, with four bedrooms and a private heated pool.
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Harrison Charm
Village of Sag Harbor, United States
A custom-designed home in Sag Harbor, within walking distance of the village center and Sag Harbor Bay.
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