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Favorite
    Viewed 58 times in the last 48 hours
    • 7 bedrooms
    • 6 bathrooms
    • 1 HF BA
    • Sleeps 14
    Favorite
      Viewed 54 times in the last 48 hours
      • 5 bedrooms
      • 4 bathrooms
      • Sleeps 10
      Favorite
        Viewed 48 times in the last 48 hours
        • 2 bedrooms
        • 1 bathroom
        • Sleeps 5
        Favorite
          Viewed 12 times in the last 48 hours
          • 5 bedrooms
          • 5 bathrooms
          • 1 HF BA
          • Sleeps 10
          Favorite
            Viewed 29 times in the last 48 hours
            • 6 bedrooms
            • 4 bathrooms
            • 2 HF BA
            • Sleeps 12
            Favorite
              Viewed 12 times in the last 48 hours
              • 4 bedrooms
              • 3 bathrooms
              • 1 HF BA
              • Sleeps 8
              Favorite
                Viewed 13 times in the last 48 hours
                • 5 bedrooms
                • 5 bathrooms
                • Sleeps 8
                Favorite
                  Viewed 12 times in the last 48 hours
                  • 3 bedrooms
                  • 2 bathrooms
                  • 1 HF BA
                  • Sleeps 6
                  Favorite
                    Viewed 5 times in the last 48 hours
                    • 4 bedrooms
                    • 2 bathrooms
                    • Sleeps 9
                    Favorite
                      Viewed 9 times in the last 48 hours
                      • 5 bedrooms
                      • 4 bathrooms
                      • 2 HF BA
                      • Sleeps 10
                      Favorite
                        Viewed 46 times in the last 48 hours
                        • 5 bedrooms
                        • 4 bathrooms
                        • Sleeps 10
                        Favorite
                          Viewed 10 times in the last 48 hours
                          • 5 bedrooms
                          • 5 bathrooms
                          • 1 HF BA
                          • Sleeps 10
                          Favorite
                            Viewed 45 times in the last 48 hours
                            • 4 bedrooms
                            • 3 bathrooms
                            • 1 HF BA
                            • Sleeps 8
                            Favorite
                              Viewed 7 times in the last 48 hours
                              • 6 bedrooms
                              • 5 bathrooms
                              • Sleeps 12
                              Favorite
                                Viewed 45 times in the last 48 hours
                                • 5 bedrooms
                                • 6 bathrooms
                                • Sleeps 14
                                Favorite
                                  Viewed 24 times in the last 48 hours
                                  • 4 bedrooms
                                  • 2 bathrooms
                                  • Sleeps 10
                                  Favorite
                                    • 4 bedrooms
                                    • 5 bathrooms
                                    • Sleeps 12
                                    Favorite
                                      Viewed 9 times in the last 48 hours
                                      • 6 bedrooms
                                      • 5 bathrooms
                                      • 1 HF BA
                                      • Sleeps 12
                                      Favorite
                                        • 6 bedrooms
                                        • 4 bathrooms
                                        • 1 HF BA
                                        • Sleeps 10
                                        Favorite
                                          • 9 bedrooms
                                          • 7 bathrooms
                                          • Sleeps 14
                                          Favorite
                                            Viewed 15 times in the last 48 hours
                                            • 6 bedrooms
                                            • 6 bathrooms
                                            • 1 HF BA
                                            • Sleeps 14
                                            Favorite
                                              • 4 bedrooms
                                              • 4 bathrooms
                                              • 1 HF BA
                                              • Sleeps 8
                                              Favorite
                                                Viewed 8 times in the last 48 hours
                                                • 6 bedrooms
                                                • 7 bathrooms
                                                • Sleeps 12
                                                Favorite
                                                  Viewed 10 times in the last 48 hours
                                                  • 4 bedrooms
                                                  • 4 bathrooms
                                                  • Sleeps 8
                                                  Favorite
                                                    Viewed 9 times in the last 48 hours
                                                    • 7 bedrooms
                                                    • 4 bathrooms
                                                    • 2 HF BA
                                                    • Sleeps 18
                                                    Favorite
                                                      Viewed 5 times in the last 48 hours
                                                      • 5 bedrooms
                                                      • 4 bathrooms
                                                      • Sleeps 11
                                                      Favorite
                                                        • 4 bedrooms
                                                        • 4 bathrooms
                                                        • Sleeps 8
                                                        Favorite
                                                          • 5 bedrooms
                                                          • 5 bathrooms
                                                          • Sleeps 10
                                                          Favorite
                                                            • 9 bedrooms
                                                            • 4 bathrooms
                                                            • Sleeps 18
                                                            Favorite
                                                              Viewed 5 times in the last 48 hours
                                                              • 7 bedrooms
                                                              • 4 bathrooms
                                                              • Sleeps 14
                                                              Favorite
                                                                Viewed 8 times in the last 48 hours
                                                                • 7 bedrooms
                                                                • 5 bathrooms
                                                                • Sleeps 16
                                                                Favorite
                                                                  Viewed 30 times in the last 48 hours
                                                                  • 5 bedrooms
                                                                  • 4 bathrooms
                                                                  • 1 HF BA
                                                                  • Sleeps 14
                                                                  Favorite
                                                                    Viewed 14 times in the last 48 hours
                                                                    • 7 bedrooms
                                                                    • 5 bathrooms
                                                                    • Sleeps 18
                                                                    Favorite
                                                                      Viewed 17 times in the last 48 hours
                                                                      • 7 bedrooms
                                                                      • 5 bathrooms
                                                                      • Sleeps 14
                                                                      Favorite
                                                                        Viewed 26 times in the last 48 hours
                                                                        • 8 bedrooms
                                                                        • 6 bathrooms
                                                                        • Sleeps 20
                                                                        Favorite
                                                                          Viewed 133 times in the last 48 hours
                                                                          • 14 bedrooms
                                                                          • 9 bathrooms
                                                                          • Sleeps 24
                                                                          Favorite
                                                                            Viewed 123 times in the last 48 hours
                                                                            • 8 bedrooms
                                                                            • 4 bathrooms
                                                                            • 1 HF BA
                                                                            • Sleeps 16
                                                                            Favorite
                                                                              • 5 bedrooms
                                                                              • 3 bathrooms
                                                                              • 1 HF BA
                                                                              • Sleeps 10
                                                                              Favorite
                                                                                • 6 bedrooms
                                                                                • 5 bathrooms
                                                                                • 1 HF BA
                                                                                • Sleeps 18
                                                                                Favorite
                                                                                  • 6 bedrooms
                                                                                  • 6 bathrooms
                                                                                  • 1 HF BA
                                                                                  • Sleeps 18
                                                                                  Favorite
                                                                                    Viewed 10 times in the last 48 hours
                                                                                    • 8 bedrooms
                                                                                    • 8 bathrooms
                                                                                    • 3 HF BA
                                                                                    • Sleeps 16
                                                                                    Favorite
                                                                                      • 6 bedrooms
                                                                                      • 5 bathrooms
                                                                                      • 2 HF BA
                                                                                      • Sleeps 12
                                                                                      Favorite
                                                                                        • 6 bedrooms
                                                                                        • 5 bathrooms
                                                                                        • 1 HF BA
                                                                                        • Sleeps 10
                                                                                        Favorite
                                                                                          • 5 bedrooms
                                                                                          • 4 bathrooms
                                                                                          • 1 HF BA
                                                                                          • Sleeps 9
                                                                                          Favorite
                                                                                            • 4 bedrooms
                                                                                            • 3 bathrooms
                                                                                            • 1 HF BA
                                                                                            • Sleeps 8
                                                                                            Favorite
                                                                                              Viewed 147 times in the last 48 hours
                                                                                              • 10 bedrooms
                                                                                              • 9 bathrooms
                                                                                              • Sleeps 20
                                                                                              • 1 - 46 of 46

                                                                                              Southold: Vacation Rental Estates (46)

                                                                                               

                                                                                              Recent Southold Reviews

                                                                                              Perfect Fall Getaway!

                                                                                              5 of 5
                                                                                              We had such a wonderful stay at this house! We rented it to celebrate a 30th birthday with 11 close friends. The pictures really don't do it justice. The house was incredibly spacious, clean and fit all of our guests comfortably. We hung out on the deck quite a bit, played tennis and cooked in both nights we were there. The actual location of the house was very close to the Southampton village, which was great for grocery shopping. Gregg & Dave, who manage the property, were extremely accommodating and were very responsive before and during our stay. They made us feel like we were at home. We can't wait to go back again! Highly recommended!
                                                                                              • Submitted: Dec 09, 2016
                                                                                              • Stayed: Oct 2016

                                                                                              Beautiful sunlit family home

                                                                                              5 of 5
                                                                                              Our family of six spent four wonderful weeks in this lovely home during the summer of 2016. The interior space is spacious and bright and the setting is very private with beautiful treeline views from the backyard. The pool is in the sun for almost the entire day. Daniel and his wife were also extremely helpful and responsive as we got settled in. We left with many great memories !
                                                                                              • Submitted: Oct 17, 2016
                                                                                              • Stayed: Jul 2016