Montauk Highway Estate
Water Mill, United States
A contemporary vacation home in Water Mill for up to 10 guests, with five bedrooms, a pool house 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
Montauk Hilltop Haven
Montauk, United States
A renovated four-bedroom house in Montauk with a private pool, a large deck and space for up to eight guests.
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Montauk Lake House
Montauk, United States
A furnished lakefront house in Montauk with four bedrooms, three bathrooms and space for up to six guests.
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Montauk Lake View
Montauk, United States
A five-bedroom home with Lake Montauk views, a private heated pool and multiple indoor and outdoor gathering areas in Montauk.
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Montauk Marvel
Montauk, United States
A contemporary holiday home in Hither Hills, Montauk, with ocean views, a private heated pool and keyed access to a private beach across the street.
From ~USD 1,059 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Montauk Mirage
Montauk, United States
A four-bedroom vacation home in Montauk for up to eight guests, with a private heated pool and outdoor living areas.
From ~USD 2,136 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Montauk Modern Panoramic Views
Montauk, United States
A secluded modern home in Montauk with ocean, lake and canopy views, a private pool and accommodation for up to six guests.
From ~USD 636 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Montauk Moorland Oasis
Montauk, United States
A three-bedroom home in Montauk for up to six guests, with Atlantic Ocean views and a private heated pool.
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Montauk Point Modern
Montauk, United States
A four-bedroom modern home in Montauk with a private heated outdoor pool, nature views and space for up to eight guests.
From ~USD 1,491 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Montauk Water Walk
Montauk, United States
A four-bedroom vacation home in Montauk with a private outdoor pool and beaches within walking distance.
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Mountain View Marvel
City of Kingston, United States
Hilltop A-frame chalet on 27 private wooded acres in Kingston, New York, with Hudson Valley views, a private heated pool and a hot tub.
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Murphy Bayfront Villa
Hampton Bays, United States
A furnished bayfront villa on an acre beside Tiana Bay in Hampton Bays.
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Newman Retreat
Bridgehampton, United States
A furnished five-bedroom Bridgehampton cottage with two living areas, a private heated gunite pool and a pool house, within walking distance of town amenities.
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Norfolk Homestead
Town of East Hampton, United States
Norfolk Homestead is a four-bedroom vacation home in East Hampton with three levels of entertaining space, a seasonal private pool and a private hot tub.
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North Fork Chic
Peconic, United States
A renovated 1890s farmhouse in Peconic, in Long Island wine country, with four bedrooms and a private heated pool.
From ~USD 410 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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North Haven Cottage
Village of Sag Harbor, United States
A four-bedroom house on nearly an acre among the trees in North Haven, Sag Harbor, with a private heated gunite pool and screened-in porch.
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North Haven Estate
Village of Sag Harbor, United States
A shingle-style estate on over two acres in the North Haven community of Sag Harbor, with a private heated gunite pool.
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North Hollow Escape
Town of East Hampton, United States
A four-bedroom home in Northwest Harbor, East Hampton, with a private outdoor pool and two bay beach accesses a seven-minute walk away.
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North Sea Charm
Town of Southampton, United States
Traditional-style three-bedroom cottage in Southampton with a private outdoor pool, screened-in porch and back patio.
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North Sea Cottage
Town of Southampton, United States
A furnished Victorian cottage in Southampton with three bedrooms, two bathrooms and a private solar-heated pool, set on just under half an acre.
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North Side Serene
Village of Sag Harbor, United States
North Side Serene is a six-bedroom holiday home in Sag Harbor with a private pool and landscaped grounds of over an acre.
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Northside Seclusion
Village of Sag Harbor, United States
A three-bedroom post-modern home on over an acre of landscaped grounds in Sag Harbor, with a private heated pool and a two-tiered mahogany deck.
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Northwest Harbor Contemporary
Town of East Hampton, United States
Contemporary four-bedroom home in Northwest Harbor, East Hampton, for up to eight guests, with a private heated saltwater pool and hot tub.
From ~USD 577 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Northwest Harbor Haven
Town of East Hampton, United States
A five-bedroom traditional house in East Hampton’s Northwest Harbor community, across the street from Three Mile Harbor, with a private heated pool.
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