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Favorite
    Viewed 96 times in the last 48 hours
    • 3 BR
    • 2 BA
    • Sleeps 6
    avg/night
    4
    Favorite
      Viewed 59 times in the last 48 hours
      • 4 BR
      • 2 BA
      • Sleeps 10
      Exceptional! 5/5
      (8 reviews)
      avg/night
      8
      Favorite
        Viewed 28 times in the last 48 hours
        • 3 BR
        • 1 BA
        • Sleeps 6
        Exceptional! 5/5
        (13 reviews)
        avg/night
        13
        Favorite
          Viewed 61 times in the last 48 hours
          • 3 BR
          • 2 BA
          • Sleeps 6
          Exceptional! 5/5
          (22 reviews)
          avg/night
          22
          Favorite
            Viewed 7 times in the last 48 hours
            • 3 BR
            • 2 BA
            • 1 HF BA
            • Sleeps 6
            Excellent! 4.6/5
            (7 reviews)
            avg/night
            7
            Favorite
              Viewed 16 times in the last 48 hours
              • 3 BR
              • 2 BA
              • Sleeps 6
              Wonderful! 4.9/5
              (18 reviews)
              avg/night
              18
              Favorite
                • 3 BR
                • 2 BA
                • Sleeps 6
                avg/night
                2
                Favorite
                  Viewed 23 times in the last 48 hours
                  • 4 BR
                  • 3 BA
                  • 2 HF BA
                  • Sleeps 8
                  Wonderful! 4.9/5
                  (14 reviews)
                  avg/night
                  14
                  Favorite
                    • 3 BR
                    • 2 BA
                    • Sleeps 6
                    avg/night
                    1
                    Favorite
                      Viewed 28 times in the last 48 hours
                      • 4 BR
                      • 3 BA
                      • Sleeps 10
                      Excellent! 4.7/5
                      (11 reviews)
                      avg/night
                      11
                      Favorite
                        Viewed 60 times in the last 48 hours
                        • 3 BR
                        • 2 BA
                        • Sleeps 8
                        Exceptional! 5/5
                        (6 reviews)
                        avg/night
                        6
                        Favorite
                          Viewed 18 times in the last 48 hours
                          • 3 BR
                          • 2 BA
                          • 1 HF BA
                          • Sleeps 6
                          avg/night
                          0
                          Favorite
                            Viewed 80 times in the last 48 hours
                            • 3 BR
                            • 2 BA
                            • Sleeps 7
                            avg/night
                            2
                            Favorite
                              Viewed 60 times in the last 48 hours
                              • 4 BR
                              • 2 BA
                              • Sleeps 10
                              Exceptional! 5/5
                              (12 reviews)
                              avg/night
                              12
                              Favorite
                                Viewed 25 times in the last 48 hours
                                • 3 BR
                                • 3 BA
                                • Sleeps 6
                                Exceptional! 5/5
                                (7 reviews)
                                View details for price
                                7
                                Favorite
                                  Viewed 19 times in the last 48 hours
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 6
                                  Excellent! 4.7/5
                                  (7 reviews)
                                  avg/night
                                  7
                                  Favorite
                                    Viewed 43 times in the last 48 hours
                                    • 3 BR
                                    • 3 BA
                                    • 1 HF BA
                                    • Sleeps 6
                                    Exceptional! 5/5
                                    (13 reviews)
                                    avg/night
                                    13
                                    Favorite
                                      Viewed 7 times in the last 48 hours
                                      • 4 BR
                                      • 3 BA
                                      • Sleeps 8
                                      Exceptional! 5/5
                                      (6 reviews)
                                      avg/night
                                      6
                                      Favorite
                                        Viewed 7 times in the last 48 hours
                                        • 4 BR
                                        • 3 BA
                                        • Sleeps 10
                                        Exceptional! 5/5
                                        (16 reviews)
                                        avg/night
                                        16
                                        Favorite
                                          Viewed 18 times in the last 48 hours
                                          • 5 BR
                                          • 4 BA
                                          • Sleeps 12
                                          Exceptional! 5/5
                                          (6 reviews)
                                          avg/night
                                          6
                                          Favorite
                                            Viewed 18 times in the last 48 hours
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 6
                                            Wonderful! 4.9/5
                                            (18 reviews)
                                            avg/night
                                            18
                                            Favorite
                                              Viewed 12 times in the last 48 hours
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 6
                                              avg/night
                                              0
                                              Favorite
                                                Viewed 19 times in the last 48 hours
                                                • 5 BR
                                                • 3 BA
                                                • Sleeps 10
                                                View details for price
                                                2
                                                Favorite
                                                  Viewed 15 times in the last 48 hours
                                                  • 4 BR
                                                  • 2 BA
                                                  • Sleeps 8
                                                  avg/night
                                                  1
                                                  Favorite
                                                    Viewed 19 times in the last 48 hours
                                                    • 4 BR
                                                    • 3 BA
                                                    • 1 HF BA
                                                    • Sleeps 10
                                                    avg/night
                                                    1
                                                    Favorite
                                                      Viewed 13 times in the last 48 hours
                                                      • 5 BR
                                                      • 2 BA
                                                      • Sleeps 12
                                                      Exceptional! 5/5
                                                      (5 reviews)
                                                      avg/night
                                                      5
                                                      Favorite
                                                        Viewed 18 times in the last 48 hours
                                                        • 3 BR
                                                        • 3 BA
                                                        • Sleeps 10
                                                        Wonderful! 4.9/5
                                                        (8 reviews)
                                                        avg/night
                                                        8
                                                        Favorite
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 5
                                                          avg/night
                                                          0
                                                          Favorite
                                                            Viewed 26 times in the last 48 hours
                                                            • 5 BR
                                                            • 3 BA
                                                            • Sleeps 9
                                                            avg/night
                                                            4
                                                            Favorite
                                                              • 5 BR
                                                              • 3 BA
                                                              • 1 HF BA
                                                              • Sleeps 9
                                                              View details for price
                                                              2
                                                              Favorite
                                                                Viewed 12 times in the last 48 hours
                                                                • 5 BR
                                                                • 4 BA
                                                                • Sleeps 10
                                                                avg/night
                                                                0
                                                                Favorite
                                                                  Viewed 7 times in the last 48 hours
                                                                  • 4 BR
                                                                  • 4 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 7
                                                                  avg/night
                                                                  4
                                                                  Favorite
                                                                    Viewed 14 times in the last 48 hours
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    $62
                                                                    avg/night
                                                                    1
                                                                    Favorite
                                                                      Viewed 6 times in the last 48 hours
                                                                      • 4 BR
                                                                      • 2 BA
                                                                      • Sleeps 10
                                                                      avg/night
                                                                      0
                                                                      Favorite
                                                                        Viewed 12 times in the last 48 hours
                                                                        • 3 BR
                                                                        • 3 BA
                                                                        • Sleeps 6
                                                                        avg/night
                                                                        0
                                                                        Favorite
                                                                          Viewed 83 times in the last 48 hours
                                                                          • 4 BR
                                                                          • 3 BA
                                                                          • Sleeps 7
                                                                          Exceptional! 5/5
                                                                          (10 reviews)
                                                                          avg/night
                                                                          10
                                                                          Favorite
                                                                            Viewed 7 times in the last 48 hours
                                                                            • 5 BR
                                                                            • 3 BA
                                                                            • Sleeps 12
                                                                            Excellent! 4.5/5
                                                                            (6 reviews)
                                                                            avg/night
                                                                            6
                                                                            Favorite
                                                                              Viewed 52 times in the last 48 hours
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 6
                                                                              avg/night
                                                                              1
                                                                              Favorite
                                                                                • 3 BR
                                                                                • 1 HF BA
                                                                                • Sleeps 6
                                                                                View details for price
                                                                                0
                                                                                Favorite
                                                                                  Viewed 15 times in the last 48 hours
                                                                                  • 5 BR
                                                                                  • 4 BA
                                                                                  • Sleeps 8
                                                                                  avg/night
                                                                                  0
                                                                                  Favorite
                                                                                    Viewed 14 times in the last 48 hours
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    avg/night
                                                                                    4
                                                                                    Favorite
                                                                                      Viewed 11 times in the last 48 hours
                                                                                      • 5 BR
                                                                                      • 3 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 10
                                                                                      Exceptional! 5/5
                                                                                      (10 reviews)
                                                                                      avg/night
                                                                                      10
                                                                                      Favorite
                                                                                        Viewed 8 times in the last 48 hours
                                                                                        • 4 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 8
                                                                                        avg/night
                                                                                        1
                                                                                        Favorite
                                                                                          Viewed 12 times in the last 48 hours
                                                                                          • 3 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 6
                                                                                          avg/night
                                                                                          0
                                                                                          Favorite
                                                                                            Viewed 6 times in the last 48 hours
                                                                                            • 3 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 7
                                                                                            avg/night
                                                                                            3
                                                                                            Favorite
                                                                                              Viewed 92 times in the last 48 hours
                                                                                              • 3 BR
                                                                                              • 4 BA
                                                                                              • Sleeps 8
                                                                                              avg/night
                                                                                              3
                                                                                              Favorite
                                                                                                Viewed 10 times in the last 48 hours
                                                                                                • 4 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 8
                                                                                                avg/night
                                                                                                2
                                                                                                Favorite
                                                                                                  Viewed 8 times in the last 48 hours
                                                                                                  • 4 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 8
                                                                                                  avg/night
                                                                                                  2
                                                                                                  Favorite
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    avg/night
                                                                                                    0
                                                                                                    Favorite
                                                                                                      Viewed 6 times in the last 48 hours
                                                                                                      • 3 BR
                                                                                                      • 1 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 6
                                                                                                      avg/night
                                                                                                      4
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Shelter Island Reviews

                                                                                                      Wonderful home for our week away!

                                                                                                      5 of 5
                                                                                                      Easy walk/bike to beach. Spacious lovely home! Thank you!
                                                                                                      • Submitted: Jul 23, 2017
                                                                                                      • Stayed: Jul 2017

                                                                                                      Just a wonderful, wonderful spot

                                                                                                      5 of 5
                                                                                                      We stayed at the cottage on Westmoreland Farm for six days in June. The cottage itself is modest but completely charming and well-maintained. It reminds me of a time when vacations in New England were more about modesty and getting away, not about ostentation. I can't say enough about the friendliness and welcoming spirit of the owners, Margaret and Karl, who made sure that we found our way, greeted us upon arrival, and helped with anything we needed during our stay. They even stocked the refrigerator with some eggs from their chickens. Note that when you do stay at this cottage you are participating in a little bit of history. Westmoreland Farm was a sprawling Victorian project, which has now been in the same family since the 1930s. It is a blessed piece of land with lots of family history. A perfect setting for enjoying the calm and quiet of Shelter Island. After a day out, there's nothing better to returning to the cottage and enjoying the sun setting over the lake.
                                                                                                      • Submitted: Jun 29, 2017
                                                                                                      • Stayed: Jun 2017