Cheviot Compound
Town of Southampton, United States
Traditional-style seven-bedroom home in Southampton with a private outdoor pool, fitness studio and sauna.
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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
Chic on Shorewood
Town of East Hampton, United States
A renovated saltbox vacation home in East Hampton with four bedrooms, three full bathrooms and a private saltwater pool.
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Chic Shoreline Modern
Town of Southampton, United States
A three-bedroom vacation home on a quiet private block in Southampton, with a private heated saltwater pool and space for five guests.
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Chic Southampton Retreat
Town of Southampton, United States
A renovated three-bedroom Southampton home for up to six guests, with a private gunite pool, landscaped yard and a separate office/lounge.
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Cliff Watch Wonder
Amagansett, United States
A six-bedroom hilltop vacation home in Amagansett with dune and ocean views, a private outdoor pool and an attached hot tub.
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Coastal Haven at Hampton Bays
Hampton Bays, United States
A four-bedroom home on a private block in Hampton Bays, with a private heated saltwater pool and a fenced yard, accommodating up to eight guests.
From ~USD 671 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Coastal Serenity
Town of East Hampton, United States
Coastal Serenity is a furnished holiday home in East Hampton with a private heated pool and outdoor dining.
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Cobb Road Daydream
Water Mill, United States
Cobb Road Daydream is a 12,000-square-foot house in Water Mill, New York, with a private pool and a Har-Tru tennis court.
From ~USD 21,277 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Cobbetts Contemporary
Town of Shelter Island, United States
A contemporary holiday home in Shelter Island with three bedrooms, an additional sleeping loft and a private heated outdoor pool.
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Contemporary Clearwater Beach Cottage
Town of East Hampton, United States
A four-bedroom contemporary cottage in East Hampton, across from the town beach and marina, with a private heated saltwater pool.
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Cooper's Beach Classic
Town of Southampton, United States
A five-bedroom house in Southampton with a private outdoor pool, hot tub and tree-lined yard, five minutes from Cooper's Beach.
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Coultes Contemporary
Town of East Hampton, United States
A four-bedroom modernist vacation home for up to eight guests in East Hampton, set on over two acres between East Hampton and Sag Harbor.
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Coultes Lane Compound
Town of East Hampton, United States
A mid-century home on a secluded three-acre lot in East Hampton, with a private pool and private Har-Tru tennis court.
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Country Estate Oasis
Town of Southampton, United States
A furnished four-bedroom estate in Southampton with expansive grounds, a private heated pool and space for eight guests.
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Coves Bay Beauty
Village of Sag Harbor, United States
A modern coastal farmhouse-style home near Sag Harbor Cove with five bedrooms, four bathrooms and a private pool.
From ~USD 749 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Cozy Retreat in Quogue
Village of Quogue, United States
A five-bedroom vacation home on a private block in Quogue, with a private heated pool, hot tub and private sports court.
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Cozy Seclusion
Town of East Hampton, United States
A furnished, multi-level contemporary home in East Hampton with four bedrooms, a private heated outdoor pool and outdoor lounge areas.
From ~USD 383 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Creek Side Haven
Hampton Bays, United States
A three-bedroom home on a quiet private block in Hampton Bays, with a private heated pool and hot tub.
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Cross Garden Oasis
Amagansett, United States
A furnished three-bedroom garden home in Amagansett with a private heated saltwater pool on secluded, landscaped grounds.
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Cutchogue Villa
Cutchogue, United States
A four-bedroom, three-bathroom vacation home on a private lot in Cutchogue on the North Fork, with a private heated pool and fenced backyard.
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Deep Six Serene Retreat
Town of East Hampton, United States
A shingled three-bedroom home in East Hampton with a private outdoor pool, landscaped backyard and a large deck, minutes from town.
From ~USD 434 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Deep Six Zen
Town of East Hampton, United States
A furnished mid-century glass house in East Hampton with two bedrooms, a private courtyard pool and a wooded setting.
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Deer Ridge Dream
Water Mill, United States
A five-bedroom house in Water Mill with treetop views, a private heated pool, a hot tub and a private gym.
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Deerfield Escape
Water Mill, United States
Deerfield Escape is a furnished four-bedroom home on four acres in Water Mill, in Hamptons horse country, with a private heated saltwater pool and private sports courts.
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