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House Rentals and Apartments in Shelter Island, NY

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    1 / 14
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Private Room, 4 Bathrooms, Sleeps 11 | Quick View
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    About this property
    A spectacular pastoral setting, this historic compound features a country manor home and custom built guest house on 8 acres. The main residence has been beautifully restored with architectural details intact but with all the most up-to-date amenities. This gracious home has a relaxed country décor... View all property information
    Location Information
    Shelter Island, Hamptons 11965
    1 / 30
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
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    About this property
    DURING THE PEAK MONTHS, THIS HOUSE IS ONLY AVAILABLE BY THE WEEK OR LONGER! We just completed remodeling 2 of the baths and some additional painting. We just had custom plush white leather seating in the eat in kitchen nook as well as the window seat in one of the bedrooms. We are in the... View all property information
    Location Information
    Shelter Island, Hamptons 11965
    1 / 31
    4 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    About this property
    Beautiful 1875 Historic Shelter Island Heights Gingerbread Victorian Home: Rental includes: Two kayaks, Tennis Court, Shelter Island Heights Private Beach Club Use (private beach, picnic area, playground, showers, cabanas) for you and your family Details: 4 bedrooms (we have two master bedrooms... View all property information
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    Shelter Island, Hamptons 11965
    1 / 20
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Large Shelter Island Farmhouse<BR>Beautiful Shelter Island is the most enjoyable, preserved, natural beauty on the North Fork and is yours to explore. Relaxing is mandatory...<BR>The farmhouse is close to all - steps from the golf course and beach<BR>46 West Neck Road - overlooks Town Golf Course+... View all property information
    Location Information
    Shelter Island, Hamptons 11965
    1 / 26
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    About this property
    This charming and newly renovated 3 bedroom, 2 bath ranch style home is located on a quiet street close to both Sunset and Shell beaches and within walking distance to Silver Beach off of Bootleggers Alley. We have bikes on hand to help you reach these and other beautiful destinations around... View all property information
    Location Information
    Shelter Island, Hamptons 11964
    1 / 19
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This home is a water lover’s paradise on sheltered water with easy access to surrounding east end towns. “2 East” features over 1500 square feet of decks & porch on three levels overlooking West Neck Harbor, with an opportunity to be in sun or shade and still enjoy spectacular water views. There... View all property information
    Location Information
    Shelter Island, Hamptons 11964
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