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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New York
508 homes published by their hosts. Enquire or book directly with the host.
Of these 508 vacation homes in New York, 421 have a private pool, 170 sleep 10 or more, 371 have 4+ bedrooms and 276 welcome pets. Every home is listed by its host, who confirms dates and prices directly.
Filter these homesAmagansett, 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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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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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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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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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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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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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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Town of Prattsville, United States
A six-bedroom mountain home on over two acres of secluded park-like grounds in Prattsville, near Windham Mountain Resort and Hunter Mountain.
From ~USD 451 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Montauk, United States
An ocean-view vacation home in Hither Hills, Montauk, accommodating up to eight guests in four bedrooms.
From ~USD 777 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Amagansett, United States
Holly Hill is a three-bedroom, two-bathroom barn-style saltbox house on a wooded 1.8-acre lot in Amagansett, across from a five-acre bird sanctuary.
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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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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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Town of Gilboa, United States
A furnished country house in Gilboa with year-round mountain views, five bedrooms and space for up to seven guests.
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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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East Marion, United States
A three-bedroom vacation home for up to six guests in East Marion on the North Fork, near Orient and Greenport.
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Jamesport, United States
A three-bedroom vacation home on the grounds of Jamesport Vineyards in Jamesport, on the North Fork.
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Montauk, United States
A contemporary lakefront house in Montauk with four bedrooms, an open floor plan, water views and private access to Lake Montauk.
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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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Amagansett, United States
A two-story, three-bedroom cottage in Amagansett near Napeague Bay, State Park and nearby bay and ocean beaches.
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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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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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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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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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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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