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Shelter Island Barns or Cottages(13)

13 Results
30 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
    (3)
    $2,275 - $2,450
    per week
    Book it Now!
    7 night minimum stay
    • 3 BR,
    • 2 BA,
    • Sleeps 6
      (3)
      $500 - $600
      per night
      Book it Now!
      3 night minimum stay
      • 2 BR,
      • 2 BA,
      • Sleeps 4
        7 night minimum stay
        • 2 BR,
        • 1 BA,
        • Sleeps 6
          (6)
          14 night minimum stay
          • 3 BR,
          • 1 BA,
          • Sleeps 3
            2 - 7 night minimum stay
            • 2 BR,
            • 1 BA,
            • 1 HF BA,
            • Sleeps 6
              Book it Now!
              7 - 14 night minimum stay
              • 2 BR,
              • 1 BA,
              • Sleeps 6
                2 Reviews
                Book it Now!
                • 3 BR,
                • 2 BA,
                • Sleeps 6
                  1 Review
                  • 2 BR,
                  • 1 BA,
                  • Sleeps 6
                    (15)
                    • 4 BR,
                    • 3 BA,
                    • 1 HF BA,
                    • Sleeps 7
                      7 - 14 night minimum stay
                      • 1 BR,
                      • 1 BA,
                      • Sleeps 4
                        1 Review
                        7 night minimum stay
                        • 3 BR,
                        • 2 BA,
                        • 1 HF BA,
                        • Sleeps 5
                          2 - 7 night minimum stay
                          • 3 BR,
                          • 2 BA,
                          • 1 HF BA,
                          • Sleeps 8
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                            Recent Shelter Island Reviews

                            Beautiful home, perfect vacation

                            5 of 5
                            My wife and I were lucky enough to find this home and spend our July out there. Could not have been a more perfect stay. Home is meticulously designed and decorated, an open sunny home during the day and a warm retreat at night. The garden and pool is a perfect oasis and a great place to forget about day to day life and relax. Shelter Island itself is serene and has everything you could want from a summer vacation. Beaches and boating and barbecues or a short trip to the hamptons and the ocean. Hoping to make it back again next summer!
                            • Submitted: Sep 9, 2014
                            • Stayed: Jul 2014

                            Hidden Gem

                            5 of 5
                            • Submitted: Sep 8, 2013
                            • Stayed: Sep 2013

                            Perfect Getaway

                            5 of 5
                            In short this house is perfect. It combines the quaint charm of a cottage with all of the modern amenities one could wish for. Located in a peaceful, tree lined street, the garden totally private from all sides. Fluffy beds, comfy sofas, sunlight throughout. We have stayed here in both winter and summer months and in each season the house seems to offer exactly what we needed to relax and forget the city! A perfect base for either exploring the Hamptons, or enjoying the laid back atmosphere and natural life of Shelter Island.
                            • Submitted: May 24, 2013
                            • Stayed: Jun 2012