check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit
  • Showing 1-50 of 300+
Additional service fee may apply.
    • 3 BR
    • 2 BA
    • Sleeps 6
    House #321313vb
    3
      • 4 BR
      • 2 BA
      • 1 HF BA
      • Sleeps 9
      House #602844vb
      13
        • 4 BR
        • 3 BA
        • 2 HF BA
        • Sleeps 8
        House #746110vb
        9
          • 3 BR
          • 2 BA
          • Sleeps 8
          Bungalow #804815vb
          19
            • 3 BR
            • 1 BA
            • Sleeps 8
            House #3925407
            6
              • 3 BR
              • 2 BA
              • Sleeps 5
              House #3554393
              14
                • 3 BR
                • 2 BA
                • 1 HF BA
                • Sleeps 8
                House #3621885
                7
                  • 3 BR
                  • 2 BA
                  • Sleeps 6
                  House #803084vb
                  1
                    • 3 BR
                    • 3 BA
                    • Sleeps 10
                    House #305998vb
                    8
                      • 4 BR
                      • 2 BA
                      • Sleeps 10
                      House #446286vb
                      8
                        • 3 BR
                        • 2 BA
                        • Sleeps 6
                        House #891646vb
                          • 5 BR
                          • 3 BA
                          • Sleeps 10
                          House #3781403
                          2
                            • 3 BR
                            • 2 BA
                            • Sleeps 6
                            Apartment #830564vb
                              • 3 BR
                              • 2 BA
                              • 1 HF BA
                              • Sleeps 6
                              House #90560vb
                              2
                                • 3 BR
                                • Sleeps 8
                                House #470387vb
                                2
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 6
                                  Cottage #597850vb
                                  9
                                    • 4 BR
                                    • 2 BA
                                    • Sleeps 8
                                    House #3931482
                                    2
                                      • 4 BR
                                      • 1 BA
                                      • Sleeps 8
                                      House #3942991
                                      4
                                        • 5 BR
                                        • 4 BA
                                        • Sleeps 12
                                        House #344072vb
                                        5
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 8
                                          House #676220vb
                                          1
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 6
                                            House #698921vb
                                            1
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 6
                                              Cottage #702619vb
                                              7
                                                • 5 BR
                                                • 3 BA
                                                • 1 HF BA
                                                • Sleeps 10
                                                House #716643vb
                                                8
                                                  • 4 BR
                                                  • 3 BA
                                                  • Sleeps 10
                                                  House #476247vb
                                                  10
                                                    • 5 BR
                                                    • 2 BA
                                                    • Sleeps 12
                                                    House #628856vb
                                                    5
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 4
                                                      House #3596889
                                                        • 5 BR
                                                        • 3 BA
                                                        • Sleeps 10
                                                        House #425548vb
                                                        14
                                                          • 3 BR
                                                          • 3 BA
                                                          • Sleeps 6
                                                          House #885475vb
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 7
                                                            House #908170vb
                                                            1
                                                              • 4 BR
                                                              • 3 BA
                                                              • 1 HF BA
                                                              • Sleeps 8
                                                              House #137734vb
                                                              7
                                                                • 4 BR
                                                                • 3 BA
                                                                • Sleeps 8
                                                                House #411447vb
                                                                6
                                                                  • 4 BR
                                                                  • 3 BA
                                                                  • Sleeps 8
                                                                  House #989574
                                                                  4
                                                                    • 4 BR
                                                                    • 2 BA
                                                                    • Sleeps 8
                                                                    Cottage #4062137
                                                                    2
                                                                      • 7 BR
                                                                      • 4 BA
                                                                      • Sleeps 15
                                                                      House #672071vb
                                                                        • 4 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        House #363251vb
                                                                        6
                                                                          • 4 BR
                                                                          • 2 BA
                                                                          • Sleeps 8
                                                                          Cottage #556885vb
                                                                          1
                                                                            • 4 BR
                                                                            • 2 BA
                                                                            • Sleeps 5
                                                                            House #474895vb
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              House #3684564
                                                                              5
                                                                                • 3 BR
                                                                                • 3 BA
                                                                                • 2 HF BA
                                                                                • Sleeps 8
                                                                                House #4327666
                                                                                  • 4 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 8
                                                                                  House #857206vb
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 7
                                                                                    House #338964vb
                                                                                    5
                                                                                      • 4 BR
                                                                                      • 4 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 7
                                                                                      House #3757374
                                                                                      3
                                                                                        • 4 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 10
                                                                                        House #422449vb
                                                                                        4
                                                                                          • 4 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 6
                                                                                          Chateau / Country House #472283vb
                                                                                          2
                                                                                            • 4 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 8
                                                                                            Chateau / Country House #817980vb
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 6
                                                                                              House #894525vb
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 10
                                                                                                House #725584vb
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  Cottage #3525659
                                                                                                  4
                                                                                                    • 4 BR
                                                                                                    • 3 BA
                                                                                                    • Sleeps 10
                                                                                                    House #863729vb
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 4
                                                                                                      Cottage #3808711
                                                                                                      • 1 - 50 of 300+

                                                                                                      Holiday Accommodation in Shelter Island (300+)