Shelter Island Chic
Town of Shelter Island, United States
A three-level holiday home in Hay Beach, Shelter Island, with a private outdoor pool, expansive deck and backyard on just under an acre.
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Town of Shelter Island, United States
A three-level holiday home in Hay Beach, Shelter Island, with a private outdoor pool, expansive deck and backyard on just under an acre.
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Town of Shelter Island, United States
A gated, seven-bedroom home with a separate guest house and a private heated outdoor pool in Shelter Island Heights.
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Town of Shelter Island, United States
A three-bedroom ranch-style vacation home on Shelter Island with a private heated saltwater pool and outdoor entertaining areas.
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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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Shelter Island Heights, United States
A five-bedroom waterfront home in Shelter Island Heights with a private pool and views of Shelter Island Sound.
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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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Hampton Bays, United States
A three-bedroom vacation home in Hampton Bays, close to Shinnecock Bay, with a private heated saltwater pool and expansive deck.
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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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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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Town of Southampton, United States
A furnished Southampton home on half an acre of landscaped grounds, with a front porch, backyard deck and outdoor cooking facilities.
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Town of Southampton, United States
A waterfront three-bedroom home in Southampton, set on a private block near Shinnecock Hills Golf Club.
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Hampton Bays, United States
A shingled three-bedroom home on a private block in Hampton Bays, with a private heated pool and additional sleeping space in a den.
From ~USD 433 / 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 four-bedroom Southampton house for up to eight guests, with a private heated saltwater pool, two miles from Shinnecock Hills Golf Course.
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Hampton Bays, United States
A three-bedroom home on a quiet, private block in Hampton Bays, with a private heated outdoor pool and space for up to five guests.
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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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Town of Southampton, United States
A renovated three-bedroom Southampton home near Shinnecock Hills Golf Club, with a private heated outdoor pool.
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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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Town of Southampton, United States
A furnished contemporary home in Shinnecock Hills, Southampton, with two bedrooms, one bathroom and a maximum occupancy of two.
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Town of Southampton, United States
A furnished Southampton home for up to six guests, with water views, a private heated pool and a neighborhood bay beach within walking distance.
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Town of Southampton, United States
A two-bedroom beachfront home in Shinnecock Hills, Southampton, overlooking Shinnecock Bay and accommodating up to four guests.
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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.
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Amagansett, United States
A modern three-bedroom house in Amagansett Dunes, with an expansive deck and a private heated outdoor pool.
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Town of Southampton, United States
A three-bedroom bayfront home in Southampton with water views and 80 feet of private bay beachfront.
From ~USD 406 / 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 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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