Shelter Island Preserve
Town of Shelter Island, United States
A four-bedroom holiday home on over an acre in Shelter Island, minutes from the ferry, with an additional sleeping space and a private heated pool.
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New York
Vacation homes in New York, United States · At least 4 bedrooms
371 homes published by their hosts. Enquire or book directly with the host.
Of these 371 vacation homes in New York, 330 have a private pool, 166 sleep 10 or more, all have 3+ bedrooms and 198 welcome pets. Every home is listed by its host, who confirms dates and prices directly.
Filter these homes371 homes · New York
Shelter Island Sanctuary
Shelter Island Heights, United States
A five-bedroom waterfront home in Shelter Island Heights with a private pool and views of Shelter Island Sound.
From ~USD 3,159 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Shelter Island Serene
Town of Shelter Island, United States
A renovated, nautically themed vacation house in a Shelter Island waterfront community, with Menantic Creek access and a pool house.
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Shelter Island Serenity
Town of Shelter Island, United States
A four-bedroom Shelter Island home for up to eight guests, with a private heated pool, fenced yard and screened-in porch.
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Shinnecock Beach Beauty
East Quogue, United States
A four-bedroom waterfront home on a corner lot in East Quogue, with Shinnecock Bay views, a private dock and a private heated saltwater pool.
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Shinnecock Chic
Town of Southampton, United States
Four-bedroom vacation home in Southampton’s Shinnecock Hills area for up to eight guests, with a private pool and indoor and outdoor gathering spaces.
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Shinnecock Elegance
Town of Southampton, United States
A five-bedroom home in Shinnecock Hills, Southampton, with a private heated pool and access to neighborhood tennis courts.
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Shinnecock Haven House
Town of Southampton, United States
A four-bedroom Southampton house for up to eight guests, with a private heated saltwater pool, two miles from Shinnecock Hills Golf Course.
From ~USD 373 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Shinnecock Hills Hideaway
Town of Southampton, United States
A four-bedroom holiday home in Shinnecock Hills, Southampton, with a private heated pool and space for up to five guests.
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Shinnecock Sensation
Town of Southampton, United States
A contemporary four-bedroom home in Southampton's Shinnecock Hills area, accommodating up to nine guests.
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Shinnecock Waterfront
Hampton Bays, United States
A modern waterfront home on a hill in Hampton Bays, with elevated water views, a private dock and a private heated pool.
From ~USD 544 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Short Beach Spectacular
Village of Sag Harbor, United States
A contemporary four-bedroom estate in Sag Harbor’s North Haven neighborhood, with a private pool and a bay beach two blocks away.
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Six Pole Serenity
Wainscott, United States
Six Pole Serenity is a traditional-style holiday home in Wainscott with five bedrooms, a private pool, a fitness studio and a sauna.
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South Harbor Retreat
Village of Sag Harbor, United States
A contemporary five-bedroom home in Sag Harbor for up to eight guests, with a private heated pool and a bay-view rooftop terrace.
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South Road Perfection
Village of Westhampton Beach, United States
A five-bedroom, four-bathroom holiday home in Westhampton Beach for up to 10 guests, with a private heated outdoor pool and private tennis court.
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Southampton Beach Escape
Town of Southampton, United States
A renovated ranch-style vacation home in Southampton with five bedrooms, three full bathrooms and a private heated pool, accommodating up to nine guests.
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Southampton Beachfront
Town of Southampton, United States
Beachfront estate in Southampton’s Estate section, with Atlantic Ocean views, five guest bedrooms and a private pool.
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Southampton Charm
Town of Southampton, United States
A furnished cedar-shingle home in Southampton with four bedrooms, three bathrooms and a private heated pool, near bay and ocean beaches, the village and golf courses.
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Southampton Chic
Town of Southampton, United States
Southampton Chic is a furnished four-bedroom holiday home in Southampton, New York, with a private heated outdoor pool and space for up to eight guests.
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Southampton Coastal Elegance
Town of Southampton, United States
A four-bedroom Southampton home for up to eight guests, with a private heated pool and a landscaped, fenced yard.
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Southampton Compound
Town of Southampton, United States
An eight-bedroom colonial-style home in Southampton with spacious living rooms, a gym, an arcade room and a private heated pool.
From ~USD 759 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Southampton Garden Estate
Town of Southampton, United States
A Southampton estate for up to eight guests, with four bedrooms, a private heated saltwater pool and a private tennis court.
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Southampton Oasis Retreat
Town of Southampton, United States
A four-bedroom home on a private block in Southampton, accommodating up to eight guests with a private pool and hot tub.
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Southampton Paradise
Town of Southampton, United States
A furnished, single-story Southampton home for up to eight guests, with four bedrooms, three bathrooms and a private heated pool.
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