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Additional fees apply. Taxes may be added.
    • 3 BR
    • 2 BA
    • 1 HF BA
    • Sleeps 6
    1 Review
      • 3 BR
      • 2 BA
      • Sleeps 8
      10
        Excellent! 4.7/5
        (9 reviews)
        avg/night
        • 2 BR
        • 1 BA
        • Sleeps 4
        9
          • 5 BR
          • 2 BA
          • 1 HF BA
          • Sleeps 12
          6
            • 4 BR
            • 3 BA
            • Sleeps 14
            2 Reviews
              • 3 BR
              • 2 BA
              • Sleeps 8
              2 Reviews
                • 3 BR
                • 3 BA
                • 1 HF BA
                • Sleeps 8
                4
                  Exceptional! 5.0/5
                  (10 reviews)
                  avg/night
                  • 4 BR
                  • 2 BA
                  • Sleeps 8
                  10
                    Exceptional! 5.0/5
                    (15 reviews)
                    avg/night
                    • 4 BR
                    • 2 BA
                    • 1 HF BA
                    • Sleeps 8
                    15
                      Exceptional! 5.0/5
                      (10 reviews)
                      avg/night
                      • 5 BR
                      • 2 BA
                      • Sleeps 10
                      10
                        • 2 BR
                        • 2 BA
                        • Sleeps 5
                        2 Reviews
                          • 3 BR
                          • 2 BA
                          • Sleeps 8
                          19
                            • 3 BR
                            • 2 BA
                            • Sleeps 6
                            3
                              • 2 BR
                              • 1 BA
                              • Sleeps 6
                                • 4 BR
                                • 2 BA
                                • Sleeps 9
                                1 Review
                                  • 6 BR
                                  • 4 BA
                                  • Sleeps 14
                                  1 Review
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 5
                                    2 Reviews
                                      • 4 BR
                                      • 3 BA
                                      • Sleeps 10
                                      27
                                        • 2 BR
                                        • 1 BA
                                        • 1 HF BA
                                        • Sleeps 5
                                        6
                                          NEW!
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 10
                                            • 4 BR
                                            • 2 BA
                                            • Sleeps 10
                                            6
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 3
                                              7
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 7
                                                1 Review
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 5
                                                  1 Review
                                                    Exceptional! 5.0/5
                                                    (13 reviews)
                                                    View details for price
                                                    • 4 BR
                                                    • 2 BA
                                                    • Sleeps 11
                                                    13
                                                      Wonderful! 4.8/5
                                                      (6 reviews)
                                                      avg/night
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 8
                                                      6
                                                        • 4 BR
                                                        • 3 BA
                                                        • 1 HF BA
                                                        • Sleeps 10
                                                        2 Reviews
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 9
                                                          1 Review
                                                            • 3 BR
                                                            • 3 BA
                                                            • Sleeps 8
                                                              • 4 BR
                                                              • 4 BA
                                                              • Sleeps 10
                                                                Exceptional! 5.0/5
                                                                (10 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 6
                                                                10
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  6
                                                                    Wonderful! 4.8/5
                                                                    (50 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 6
                                                                    50
                                                                      • 4 BR
                                                                      • 2 BA
                                                                      • Sleeps 8
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        13
                                                                          • 3 BR
                                                                          • 1 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 6
                                                                          1 Review
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                              • 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
                                                                                      • 3 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 6
                                                                                      11
                                                                                        • 4 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 10
                                                                                        6
                                                                                          Wonderful! 4.8/5
                                                                                          (5 reviews)
                                                                                          avg/night
                                                                                          • 5 BR
                                                                                          • 4 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 10
                                                                                          5
                                                                                            • 5 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 12
                                                                                              Exceptional! 5.0/5
                                                                                              (10 reviews)
                                                                                              avg/night
                                                                                              • 5 BR
                                                                                              • 4 BA
                                                                                              • Sleeps 10
                                                                                              10
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                  • 3 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 6
                                                                                                  2 Reviews
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 6
                                                                                                    3
                                                                                                      • 5 BR
                                                                                                      • 3 BA
                                                                                                      • Sleeps 7
                                                                                                      • 1 - 50 of 277
                                                                                                       

                                                                                                      Recent Southold Reviews

                                                                                                      Peaceful Bliss, best sunsets in the world!

                                                                                                      5 of 5
                                                                                                      This sound front property is one of the most unique places ive ever stayed in. I've seen sunsets in Santorini, Rome, and Barcelona, and the sunsets available to you from the beach side deck of this house can go round for round with any of the former mentioned. Everything was clean and the layout and amenities were everything and more that we asked for on our stay. Marilyn shared with us some of the local secrets of best restaurants to go to as well as what areas on the inlet provided the best kayaking. My girlfriend and I live in Boston, and this short trip over the New London ferry only took us 3 hours door to door! We went to Noah's, and industry Standard in Green Port village, as well as ventured over to Love Lane Kitchen in Mattituck, all were highly recommended by Marilyn, and none of them let down. We went to a few wineries as well, Costello di borghese had some of the best Pinot Noir that I have ever had, and sparkling pointe provided some great outdoor scenery with some crisp blanc de blancs to keep you cool. We liked both wines so much we couldn't leave without picking up a few bottles. Overall it was an amazing experience, the time flew by unfortunately too fast, and I cant wait to get back to my Long Island paradise!
                                                                                                      • Submitted: Sep 7, 2016
                                                                                                      • Stayed: Jul 2016

                                                                                                      Fabulous vacation home for North Fork getaway!

                                                                                                      5 of 5
                                                                                                      We truly enjoyed staying at this gorgeous home for our family vacation on the North Fork. It's situated on a great piece of property on the water with easy access for kayaking, fishing and swimming. The house is beautifully decorated, updated, extremely clean, and has everything you need for a relaxing getaway. The kayaks and ping pong table were a big hit. We loved exploring the waterways and trying to catch fish. The back deck has a great view and is perfect for a morning cup of coffee or dining outside. It's a quick drive to Southold, the wineries and Greenport, with lots of restaurants, shops and things to do with the family. Plus the owners, John and Lorena, are super warm and welcoming. We'd definitely recommend this vacation home to our family and friends!
                                                                                                      • Submitted: Sep 6, 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