Hay Beach Hideaway
Town of Shelter Island, United States
A ranch-style home in Shelter Island with a private heated saltwater pool, an expansive lawn and multiple decks, a three-minute walk from a sandy beach.
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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
Hayground Majestic
Water Mill, United States
A traditional-style four-bedroom home in Water Mill, near downtown Bridgehampton, with a private outdoor pool, back deck and large lawn.
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Heady Creek Haven
Town of Southampton, United States
Waterfront vacation home in the Estate section of Southampton Village, with five bedrooms, a private heated pool and a private dock.
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Heart of Amagansett
Amagansett, United States
A restored three-story 18th-century farmhouse in Amagansett, formerly the Amagansett Post Office, with a private heated pool and accommodation for up to 11 guests.
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Hedges Banks Modern
Town of East Hampton, United States
A modern four-bedroom vacation house in East Hampton, set back from the street amid wooded reserve land, with a private heated saltwater pool.
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Hedges House Estate
Town of Southampton, United States
A four-bedroom Southampton home for up to eight guests, with a private heated saltwater pool, a pool house and a fenced yard.
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Hidden Cove
Town of Southampton, United States
Hidden Cove is a secluded, contemporary four-bedroom holiday home in Southampton with a private heated pool.
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Hideaway on Holly
Town of East Hampton, United States
Five-bedroom East Hampton holiday home with a private pool, screened porch and multiple living areas, near Amagansett village and local beaches.
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Highland Hills
Town of Southampton, United States
A five-bedroom Southampton holiday home on a private 1.5-acre lot, with a private pool and a large backyard.
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Hilltop Hideaway
Village of Sag Harbor, United States
A four-bedroom Sag Harbor home with an additional sleeping space, a private heated outdoor pool and a fenced yard.
From ~USD 607 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Hilltop House
Town of East Hampton, United States
Hilltop House is a furnished house in East Hampton, between Sag Harbor and East Hampton, with a private outdoor heated pool and shared community tennis access.
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House Behind the Hedges
Village of Sagaponack, United States
A furnished estate in historic Sagaponack with a main house, pool house studio, nine bedrooms and a private heated outdoor pool.
From ~USD 3,519 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Huckleberry Hideaway
Village of Sag Harbor, United States
A seven-bedroom Sag Harbor estate for up to 14 guests, with a private heated pool, hot tub and private Har-Tru clay tennis court.
From ~USD 736 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Island View Oasis
Village of Sag Harbor, United States
A modern barn-style home in Sag Harbor with six bedrooms, a private heated outdoor pool and indoor/outdoor living areas.
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Kola Grounds
Town of Southampton, United States
Kola Grounds is a Southampton holiday home near Little Peconic Bay, with a private heated pool, outdoor spa and private tennis court.
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Lakefront Fantastic
Town of Southampton, United States
A waterfront home in Southampton with five bedrooms, a private outdoor pool and space for up to 10 guests.
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Le Petit Chateau
Amagansett, United States
A furnished three-bedroom house with an additional sleeping space and a private outdoor pool in Amagansett, close to the village and beaches.
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Leo's Lane
Town of Southampton, United States
Leo’s Lane is a four-bedroom house in Southampton, south of the highway, with a private outdoor pool, hot tub, library and landscaped yard.
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Lion's Head Luxury
Town of East Hampton, United States
A furnished four-bedroom home in East Hampton with an open-plan main floor, private pool, hot tub and outdoor living areas.
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Little Neck Waterfront
Town of Southampton, United States
A waterfront ranch-style home in Southampton with a dock, private pool, hot tub and guest cottage.
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Little Peconic Bayview
Town of Southampton, United States
Five-bedroom Southampton estate with sunset views over Little Peconic Bay and a private heated pool.
From ~USD 650 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Little Plains Cottage
Town of Southampton, United States
A furnished five-bedroom cottage in Southampton, south of the highway, with a private heated outdoor pool and walking access to Little Plains Beach.
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Lundy Farm
Town of Wawarsing, United States
Lundy Farm is a 62-acre working farm and wellness retreat in Wawarsing, New York, accommodating up to 25 overnight guests across a main house and guest house.
From ~USD 6,717 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Luxury on Lumber
Bridgehampton, United States
A furnished Bridgehampton house for up to 12 guests, with five bedrooms, additional lower-level sleeping space and a private heated pool.
From ~USD 3,646 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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