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  • Showing 51-100 of 300+
Additional fees apply. Taxes may be added.
    • 4 BR
    • 3 BA
    • Sleeps 7
    Chateau / Country House #4202867
    1 Review
      • 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
          4
            • 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
                      • 3 BR
                      • 2 BA
                      • 1 HF BA
                      • Sleeps 6
                      House #894525vb
                        • 5 BR
                        • 3 BA
                        • 1 HF BA
                        • Sleeps 9
                        Farmhouse #683544vb
                        2 Reviews
                          • 2 BR
                          • 1 BA
                          • Sleeps 6
                          House #4269044
                            • 3 BR
                            • 3 BA
                            • Sleeps 7
                            House #611940vb
                            1 Review
                              • 2 BR
                              • Sleeps 4
                              House #593484vb
                              2 Reviews
                                • 4 BR
                                • 4 BA
                                • Sleeps 8
                                House #293917vb
                                9
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 6
                                  House #965493vb
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 4
                                    Bungalow #4232679
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 8
                                      House #842367vb
                                        • 4 BR
                                        • 3 BA
                                        • Sleeps 10
                                        House #863729vb
                                          • 7 BR
                                          • 4 BA
                                          • Sleeps 15
                                          House #672071vb
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 6
                                            House #4232563
                                              • 4 BR
                                              • 2 BA
                                              • Sleeps 10
                                              House #4154562
                                                • 5 BR
                                                • 1 BA
                                                • Sleeps 8
                                                House #569199vb
                                                  • 4 BR
                                                  • 4 BA
                                                  • Sleeps 11
                                                  House #872415vb
                                                    • 4 BR
                                                    • 4 BA
                                                    • Sleeps 5
                                                    House #305667vb
                                                      • 5 BR
                                                      • 3 BA
                                                      • Sleeps 9
                                                      House #412629vb
                                                      4
                                                        • 5 BR
                                                        • 2 BA
                                                        • 1 HF BA
                                                        • Sleeps 8
                                                        Farmhouse #944247
                                                        2 Reviews
                                                          • 4 BR
                                                          • 2 BA
                                                          • 1 HF BA
                                                          • Sleeps 8
                                                          House #717523vb
                                                          1 Review
                                                            • 4 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            House #741142vb
                                                            2 Reviews
                                                              • 4 BR
                                                              • 2 BA
                                                              • 1 HF BA
                                                              • Sleeps 7
                                                              House #853199vb
                                                                Exceptional! 5.0/5
                                                                (25 reviews)
                                                                avg/night
                                                                • 3 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                Cottage #723865vb
                                                                25
                                                                  Wonderful! 4.9/5
                                                                  (33 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 6
                                                                  Apartment #563575vb
                                                                  33
                                                                  Viewed 5 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (19 reviews)
                                                                    avg/night
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 2
                                                                    Apartment #997722
                                                                    19
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      Apartment #246865
                                                                      59
                                                                        Wonderful! 4.8/5
                                                                        (24 reviews)
                                                                        avg/night
                                                                        • 4 BR
                                                                        • 1 BA
                                                                        • Sleeps 7
                                                                        House #973167
                                                                        24
                                                                        Viewed 7 times in the last 48 hours
                                                                          Wonderful! 4.9/5
                                                                          (16 reviews)
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 9
                                                                          House #622236vb
                                                                          16
                                                                          Viewed 19 times in the last 48 hours
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 5
                                                                            Cottage #749012vb
                                                                            4
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 2
                                                                              Apartment #711062vb
                                                                              19
                                                                                Exceptional! 5.0/5
                                                                                (32 reviews)
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 8
                                                                                House #559448vb
                                                                                32
                                                                                Viewed 8 times in the last 48 hours
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 4
                                                                                  House #860859vb
                                                                                  Viewed 8 times in the last 48 hours
                                                                                    • 4 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 7
                                                                                    House #421606vb
                                                                                    24
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 4
                                                                                      Apartment #716707vb
                                                                                      16
                                                                                        Wonderful! 4.9/5
                                                                                        (11 reviews)
                                                                                        avg/night
                                                                                        • 5 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 14
                                                                                        Farmhouse #810873vb
                                                                                        11
                                                                                        Viewed 13 times in the last 48 hours
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 2
                                                                                          Apartment #714437vb
                                                                                          18
                                                                                            • 4 BR
                                                                                            • 1 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 8
                                                                                            House #720997vb
                                                                                            4
                                                                                              • 1 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 2
                                                                                              Studio #4049919
                                                                                              3
                                                                                                Excellent! 4.4/5
                                                                                                (23 reviews)
                                                                                                avg/night
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                Chateau / Country House #318061vb
                                                                                                23
                                                                                                Viewed 6 times in the last 48 hours
                                                                                                  Exceptional! 5.0/5
                                                                                                  (16 reviews)
                                                                                                  avg/night
                                                                                                  • 4 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 10
                                                                                                  House #472385vb
                                                                                                  16
                                                                                                  Viewed 16 times in the last 48 hours
                                                                                                    Excellent! 4.7/5
                                                                                                    (14 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    Condo #607936vb
                                                                                                    14
                                                                                                    Viewed 7 times in the last 48 hours
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 7
                                                                                                      House #7092717
                                                                                                      1 Review
                                                                                                      • 51 - 100 of 300+

                                                                                                      Shelter Island: Houses, Cottages & More | Page 2 (300+)

                                                                                                       

                                                                                                      Recent Shelter Island Reviews

                                                                                                      Great place to celebrate our nine year wedding anniversary!

                                                                                                      5 of 5
                                                                                                      The studio was private, well appointed and immaculate! it was also in a great location making it possible to walk to some great restaurants, shops, bars and the water. We were also a quick drive to many wineries and Harbes Farm. We had never been out the North Fork before and were looking for a quiet (and kid free!) place to stay and enjoy the fall and LI wine country. Rosselle's studio retreat was everything promised and more. Our hosts were gracious and thought of the little things like a bag of coffee in the room to go along with the coffee pot, great soaps and lotions, a true luxury for parents of young twins. If you're looking for a romantic getaway, I highly recommend.
                                                                                                      • Submitted: Nov 3, 2016
                                                                                                      • Stayed: Oct 2016

                                                                                                      Great Loacation

                                                                                                      5 of 5
                                                                                                      My boyfriend and I had a great stay here. The apartment is perfectly located to walk to all restaurants and bars. Not far to get to the wineries during the day. We very much enjoyed our stay!
                                                                                                      • Submitted: Oct 23, 2016
                                                                                                      • Stayed: Oct 2016

                                                                                                      Lovely Greenport stay

                                                                                                      5 of 5
                                                                                                      Lovely home. Very clean and comfortable. A short stroll to a beautiful beach. My husband and I couldn't have been more pleased. It was exactly what we were hoping for and are looking forward to staying again next summer!
                                                                                                      • Submitted: Aug 28, 2016
                                                                                                      • Stayed: Jul 2016