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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Town of Shelter Island
Vacation homes in Town of Shelter Island, New York, United States · Pets allowed
10 homes published by their hosts. Enquire or book directly with the host.
Of these 10 vacation homes in Town of Shelter Island, 8 have a private pool, 2 sleep 10 or more, 4 have 4+ bedrooms and 6 have a workspace. Every home is listed by its host, who confirms dates and prices directly.
Filter these homes10 homes · Town of Shelter Island
East Brander Escape
Town of Shelter Island, United States
A furnished Shelter Island cottage with panoramic bay views, a screened porch and a cedar outdoor shower.
From ~USD 346 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Hay Beach Hideaway
Town of Shelter Island, United States
A ranch-style home in Shelter Island with a private heated saltwater pool, an expansive lawn and multiple decks, a three-minute walk from a sandy beach.
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Quaint on Cozy Lane
Town of Shelter Island, United States
A three-bedroom ranch home in Shelter Island with a private heated pool and a detached home office.
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Ram Island Beauty
Town of Shelter Island, United States
Renovated ranch house on Big Ram Island, Shelter Island, with partial Coecles Harbor views, a private heated pool and a detached sleeping cabana, accommodating up to eight guests.
From ~USD 656 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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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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Shelter Island Escape
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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Shelter Island Gem
Town of Shelter Island, United States
A three-bedroom A-frame home on Shelter Island with a private heated pool, fenced yard and indoor-outdoor living spaces for up to six guests.
From ~USD 354 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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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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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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