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Southold: Houses, Cottages & More (1,937)

  • 1 - 50 of 1,937
Additional fees apply. Taxes may be added.
    NEW!
    • 3 BR
    • 2 BA
    • 1 HF BA
    • Sleeps 6
    1 Review
      • 2 BR
      • 1 BA
      • Sleeps 4
      8
        • 5 BR
        • 2 BA
        • 1 HF BA
        • Sleeps 12
        6
          • 3 BR
          • 2 BA
          • Sleeps 8
          10
            • 3 BR
            • 3 BA
            • 1 HF BA
            • Sleeps 8
            4
              • 4 BR
              • 2 BA
              • Sleeps 8
              10
                • 4 BR
                • 2 BA
                • 1 HF BA
                • Sleeps 8
                15
                  • 3 BR
                  • 2 BA
                  • Sleeps 8
                  1 Review
                    • 3 BR
                    • 2 BA
                    • Sleeps 8
                    19
                      • 3 BR
                      • 2 BA
                      • Sleeps 6
                      3
                        NEW!
                        • 4 BR
                        • 2 BA
                        • Sleeps 9
                        1 Review
                          • 6 BR
                          • 4 BA
                          • Sleeps 14
                          1 Review
                            • 2 BR
                            • 1 BA
                            • Sleeps 5
                            2 Reviews
                              • 5 BR
                              • 2 BA
                              • Sleeps 10
                              10
                                NEW!
                                • 2 BR
                                • 1 BA
                                • Sleeps 6
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 5
                                  2 Reviews
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 3
                                    7
                                      • 4 BR
                                      • 3 BA
                                      • Sleeps 10
                                      27
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 7
                                        1 Review
                                          • 2 BR
                                          • 1 BA
                                          • Sleeps 6
                                          10
                                            NEW!
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 5
                                            1 Review
                                              • 4 BR
                                              • 2 BA
                                              • Sleeps 10
                                              5
                                                • 4 BR
                                                • 3 BA
                                                • 1 HF BA
                                                • Sleeps 10
                                                1 Review
                                                  • 4 BR
                                                  • 2 BA
                                                  • Sleeps 11
                                                  13
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 8
                                                    6
                                                      • 4 BR
                                                      • 4 BA
                                                      • Sleeps 10
                                                        NEW!
                                                        • 3 BR
                                                        • 3 BA
                                                        • Sleeps 8
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 4
                                                          6
                                                            • 4 BR
                                                            • 3 BA
                                                            • Sleeps 14
                                                            2 Reviews
                                                              NEW!
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 9
                                                              1 Review
                                                                • 3 BR
                                                                • 1 BA
                                                                • 1 HF BA
                                                                • Sleeps 6
                                                                1 Review
                                                                  NEW!
                                                                  • 4 BR
                                                                  • 2 BA
                                                                  • Sleeps 8
                                                                    NEW!
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 5
                                                                      6
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        13
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            7
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              4
                                                                                • 4 BR
                                                                                • 3 BA
                                                                                • Sleeps 6
                                                                                3
                                                                                  • 4 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 10
                                                                                  6
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 6
                                                                                    3
                                                                                      • 5 BR
                                                                                      • 4 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 10
                                                                                      5
                                                                                        • 3 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 6
                                                                                        11
                                                                                          NEW!
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                            NEW!
                                                                                            • 5 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 12
                                                                                              • 3 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 6
                                                                                              1 Review
                                                                                                NEW!
                                                                                                • 5 BR
                                                                                                • 3 BA
                                                                                                • Sleeps 7
                                                                                                  • 5 BR
                                                                                                  • 4 BA
                                                                                                  • Sleeps 10
                                                                                                  10
                                                                                                    NEW!
                                                                                                    • 3 BR
                                                                                                    • 3 BA
                                                                                                    • Sleeps 6
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 8
                                                                                                      • 1 - 50 of 1,937
                                                                                                       

                                                                                                      Recent Southold Reviews

                                                                                                      Prefect home for a perfect North Fork holiday.

                                                                                                      5 of 5
                                                                                                      A thoroughly modern, spacious, comfortable and well appointed home. Directly on the water with a dock for fishing or take a short kayak ride to the Bay. Perfect location, close to all the North Fork has to offer, beautiful beaches, wineries, farms and restaurants. Very friendly and courteous owners who do all they can to make your stay memorable. Truly outstanding.
                                                                                                      • Submitted: Aug 28, 2016
                                                                                                      • Stayed: Aug 2016

                                                                                                      Great time and great house!

                                                                                                      5 of 5
                                                                                                      My husband and I and our two children just stayed at this house. We had an excellent time! The house was immaculate and had everything we could ask for. It was quiet and newly renovated. We had a BBQ, watched movies, it was very comfortable. Siobhan was great and easy to get a hold of. Having the beach pass was such a bonus. We explored all the beaches of South Hold and had a fantastic time! We would definitely stay at this property again!
                                                                                                      • Submitted: Aug 14, 2016
                                                                                                      • Stayed: Aug 2016

                                                                                                      Beautiful property; great features including fantastic pool.

                                                                                                      5 of 5
                                                                                                      Great property, family friendly, many features, very comfortable with peaceful environment.
                                                                                                      • Submitted: Aug 1, 2016
                                                                                                      • Stayed: Jul 2016