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      Shelter Island vacation rentals

      Search among 58 available vacation rentals in Shelter Island from 50+ providers

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      28Mar2023Tuesday
      29Mar2023Wednesday
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      Shelter Island Retreat With Outdoor Pool! Villa Exterior photo
      Villa
      View on map3.1 mi from City Center
      #20 of the top-rated vacation rentals in Shelter Island
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      Similar properties near Shelter Island
      East Marion Home Walk To Beach-3 Mi To Greenport! Exterior photo
      Villa
      8 adults
      3 bedrooms
      3 beds
      View on map4.3 mi from Shelter Island4.3 mi from City Center
      Offering a fully equipped kitchen complete with a microwave, a dishwasher and a refrigerator, this villa is located close to Bible Baptist Church.
      #19 of the top-rated vacation rentals in Shelter Island
      From   US$ 273 /nightSelect
      Not available
      The Cliffside Resort Condominiums Greenport Exterior photo
      Apartment
      View on map3.5 mi from Shelter Island3.5 mi from City Center
      8.0
      Great15 reviews
      #1 of the top-rated vacation rentals in Shelter Island
      From   US$ 291 /nightSelect
      Not available
      Cowgirl Palace Apartment Sag Harbor Exterior photo
      Homestay
      View on map6.9 mi from Shelter Island6.9 mi from City Center
      The homestay comes with an outdoor swimming pool and is set 2 miles from ARF - Animal Rescue Fund of the Hamptons.
      #18 of the top-rated vacation rentals in Shelter Island
      From   US$ 315 /nightSelect
      Not available
      Quaint Dt Greenport Apt - 2 Mi To Shelter Island! Apartment Exterior photo
      Apartment
      View on map2.8 mi from Shelter Island2.8 mi from City Center
      With access to East End Seaport Museum and Marine Foundation, this apartment comes with 1 bedrooms and a full kitchen.
      #17 of the top-rated vacation rentals in Shelter Island
      From   US$ 214 /nightSelect
      Not available
      Sag Harbor Beauty Villa Exterior photo
      Villa
      View on map4.7 mi from Shelter Island4.7 mi from City Center
      Located 1 miles from Sag Harbor, this villa offers a patio, a private beach area and a garden together with 3 bathrooms.
      #16 of the top-rated vacation rentals in Shelter Island
      From   US$ 770 /nightSelect
      Not available
      Sag Harbor Hideaway Villa Exterior photo
      Villa
      View on map5.9 mi from Shelter Island5.9 mi from City Center
      #15 of the top-rated vacation rentals in Shelter Island
      From   US$ 793 /nightSelect
      Not available
      Bayfront Cottage Orient Exterior photo
      Villa
      View on map5.0 mi from Shelter Island5.0 mi from City Center
      #14 of the top-rated vacation rentals in Shelter Island
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      Colonial Gem Near The Bay Villa Sag Harbor Exterior photo
      Villa
      View on map5.7 mi from Shelter Island5.7 mi from City Center
      #13 of the top-rated vacation rentals in Shelter Island
      From   US$ 1 274 /nightSelect
      Not available
      Meadowood Manor By Rovetravel Entertainment Galore Villa Sag Harbor Exterior photo
      Villa
      View on map5.7 mi from Shelter Island5.7 mi from City Center
      #12 of the top-rated vacation rentals in Shelter Island
      From   US$ 3 036 /nightSelect
      Not available
      Greenport Getaway Villa Exterior photo
      Villa
      View on map3.6 mi from Shelter Island3.6 mi from City Center
      #11 of the top-rated vacation rentals in Shelter Island
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      Breakwater By Rovetravel Serene Escape W Peloton Villa Sag Harbor Exterior photo
      Villa
      View on map5.5 mi from Shelter Island5.5 mi from City Center
      #10 of the top-rated vacation rentals in Shelter Island
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      Cozy Greenport Apt About 1 Mi To 67 Steps Beach! Apartment Exterior photo
      Apartment
      View on map2.9 mi from Shelter Island2.9 mi from City Center
      #9 of the top-rated vacation rentals in Shelter Island
      From   US$ 317 /nightSelect
      Not available
      Wonderful 6 Bedroom Home At Hamptons Noyack Exterior photo
      Villa
      View on map6.8 mi from Shelter Island6.8 mi from City Center
      #8 of the top-rated vacation rentals in Shelter Island
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      112 Northwest Path Villa Sagaponack Exterior photo
      Villa
      View on map7.9 mi from Shelter Island7.9 mi from City Center
      #7 of the top-rated vacation rentals in Shelter Island
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      Not available
      Cozy Sag Harbor House Rental - Walk To Beach! Exterior photo
      Villa
      View on map5.0 mi from Shelter Island5.0 mi from City Center
      #6 of the top-rated vacation rentals in Shelter Island
      From   US$ 403 /nightSelect
      Not available
      The Jewel Of Greenport Villa Exterior photo
      Villa
      View on map3.7 mi from Shelter Island3.7 mi from City Center
      #5 of the top-rated vacation rentals in Shelter Island
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      Not available
      Beachwood Cove By Rovetravel Bbq & Wfh Desks Villa East Hampton Exterior photo
      Villa
      View on map6.9 mi from Shelter Island6.9 mi from City Center
      #4 of the top-rated vacation rentals in Shelter Island
      From   US$ 675 /nightSelect
      Not available
      Vibrant Sag Harbor Village Exterior photo
      Villa
      View on map5.8 mi from Shelter Island5.8 mi from City Center
      #3 of the top-rated vacation rentals in Shelter Island
      From   US$ 3 058 /nightSelect
      Not available
      Charming Greenport Gem 1, 1 Mile To Ferry! Apartment Exterior photo
      Apartment
      View on map2.9 mi from Shelter Island2.9 mi from City Center
      #2 of the top-rated vacation rentals in Shelter Island
      From   US$ 190 /nightSelect
      Not available
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      Shelter Island vacation rentals

      Handpicked vacation rentals in Shelter Island

      Thinking of a romantic getaway or a family trip to Shelter Island? Think about booking short term apartments or vacation homes during your city escape. Find the best available option and book it in one click!

      Exclusive luxury places to stay in Shelter Island

      Staying in one of the luxury vacation homes you will definitely like magical vibes of Shelter Island. What can be more relaxing than spending a day on a spacious terrace at one of the city's luxury places? With our assistance, you'll make the most of your stay in Shelter Island.

      High graded cheap vacation homes in Shelter Island

      What happened to getting higher value for less money? It's never been easier to book cheap accommodation in Shelter Island. Our team has checked available dates in United States received from 100+ providers and filtered nice vacation rentals in Shelter Island to find the best options according to your budget. Book while they are still available!

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