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Vacation Rentals in Shelter Island, New York (1,645)

  • 1 - 50 of 1,645
Additional fees apply. Taxes may be added.
    • 2 BR
    • 1 BA
    • Sleeps 4
    House #239698vb
      • 3 BR
      • 2 BA
      • Sleeps 6
      House #321313vb
        • 3 BR
        • 2 BA
        • Sleeps 5
        House #3554393
          • 2 BR
          • 1 BA
          • Sleeps 6
          Cottage #597850vb
            • 4 BR
            • 2 BA
            • 1 HF BA
            • Sleeps 9
            House #602844vb
              • 3 BR
              • 2 BA
              • Sleeps 6
              House #891646vb
                • 3 BR
                • 2 BA
                • Sleeps 8
                Bungalow #804815vb
                  • 4 BR
                  • 2 BA
                  • Sleeps 8
                  House #3931482
                    • 3 BR
                    • 2 BA
                    • Sleeps 7
                    House #908170vb
                      • 3 BR
                      • 1 BA
                      • Sleeps 8
                      House #3925407
                        • 3 BR
                        • 2 BA
                        • 1 HF BA
                        • Sleeps 8
                        House #3621885
                          • 4 BR
                          • 1 BA
                          • Sleeps 8
                          House #3942991
                            • 3 BR
                            • 2 BA
                            • Sleeps 6
                            Apartment #830564vb
                              • 4 BR
                              • 3 BA
                              • 2 HF BA
                              • Sleeps 8
                              House #746110vb
                                • 4 BR
                                • 3 BA
                                • Sleeps 8
                                House #989574
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 6
                                  House #698921vb
                                    • 3 BR
                                    • Sleeps 8
                                    House #470387vb
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 6
                                      Cottage #702619vb
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 6
                                        House #803084vb
                                          • 5 BR
                                          • 4 BA
                                          • Sleeps 12
                                          House #344072vb
                                            • 4 BR
                                            • 2 BA
                                            • Sleeps 5
                                            House #474895vb
                                              • 5 BR
                                              • 2 BA
                                              • Sleeps 12
                                              House #628856vb
                                                • 4 BR
                                                • 3 BA
                                                • Sleeps 10
                                                House #476247vb
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  House #450883vb
                                                    • 3 BR
                                                    • 3 BA
                                                    • 2 HF BA
                                                    • Sleeps 6
                                                    House #4327666
                                                      • 4 BR
                                                      • 2 BA
                                                      • Sleeps 8
                                                      Cottage #556885vb
                                                        • 5 BR
                                                        • 3 BA
                                                        • Sleeps 10
                                                        House #425548vb
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 8
                                                          House #676220vb
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 4
                                                            House #3596889
                                                              • 3 BR
                                                              • 3 BA
                                                              • Sleeps 10
                                                              House #305998vb
                                                                • 4 BR
                                                                • 3 BA
                                                                • Sleeps 12
                                                                House #313937vb
                                                                  • 4 BR
                                                                  • 2 BA
                                                                  • Sleeps 8
                                                                  House #857206vb
                                                                    • 4 BR
                                                                    • 2 BA
                                                                    • Sleeps 10
                                                                    House #446286vb
                                                                      • 4 BR
                                                                      • 4 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 7
                                                                      House #3757374
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 6
                                                                        House #90560vb
                                                                          • 4 BR
                                                                          • 3 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 8
                                                                          House #137734vb
                                                                            • 5 BR
                                                                            • 3 BA
                                                                            • Sleeps 10
                                                                            House #3781403
                                                                              • 4 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              House #363251vb
                                                                                • 4 BR
                                                                                • 3 BA
                                                                                • Sleeps 10
                                                                                House #422449vb
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 7
                                                                                  House #338964vb
                                                                                    • 4 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 6
                                                                                    Chateau / Country House #472283vb
                                                                                      • 3 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 6
                                                                                      House #885475vb
                                                                                        • 4 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 8
                                                                                        Chateau / Country House #817980vb
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          Cottage #3525659
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 8
                                                                                            House #286069vb
                                                                                              • 4 BR
                                                                                              • 4 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 10
                                                                                              House #573696vb
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 10
                                                                                                House #725584vb
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 4
                                                                                                  Cottage #3808711
                                                                                                    • 3 BR
                                                                                                    • 4 BA
                                                                                                    • Sleeps 6
                                                                                                    House #470694vb
                                                                                                      • 5 BR
                                                                                                      • 3 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 9
                                                                                                      Farmhouse #683544vb
                                                                                                      • 1 - 50 of 1,645