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  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
    • 2 BR
    • 2 BA
    • Sleeps 5
    House #4023369
    2 Reviews
      Excellent! 4.7/5
      (9 reviews)
      avg/night
      • 2 BR
      • 1 BA
      • Sleeps 4
      House #57035vb
      9
        Exceptional! 5.0/5
        (6 reviews)
        avg/night
        • 5 BR
        • 2 BA
        • 1 HF BA
        • Sleeps 12
        House #719650vb
        6
        Viewed 7 times in the last 48 hours
          Exceptional! 5.0/5
          (31 reviews)
          avg/night
          • 4 BR
          • 3 BA
          • Sleeps 10
          House #648890vb
          31
          Viewed 26 times in the last 48 hours
            Exceptional! 5.0/5
            (6 reviews)
            avg/night
            • 4 BR
            • 2 BA
            • Sleeps 10
            House #340957
            6
            Viewed 8 times in the last 48 hours
              Exceptional! 5.0/5
              (16 reviews)
              avg/night
              • 4 BR
              • 2 BA
              • 1 HF BA
              • Sleeps 8
              House #461019vb
              16
                Exceptional! 5.0/5
                (10 reviews)
                avg/night
                • 4 BR
                • 2 BA
                • Sleeps 8
                House #569293vb
                10
                  • 3 BR
                  • 2 BA
                  • Sleeps 7
                  House #7092717
                  1 Review
                    • 3 BR
                    • 2 BA
                    • Sleeps 8
                    House #237018
                    20
                      Exceptional! 5.0/5
                      (10 reviews)
                      avg/night
                      • 5 BR
                      • 2 BA
                      • Sleeps 10
                      House #647972vb
                      10
                      Viewed 10 times in the last 48 hours
                        • 3 BR
                        • 2 BA
                        • Sleeps 6
                        House #987257
                        5
                          • 6 BR
                          • 4 BA
                          • Sleeps 14
                          House #4109111
                          1 Review
                          Viewed 5 times in the last 48 hours
                            • 2 BR
                            • 1 BA
                            • Sleeps 5
                            House #3774465
                            2 Reviews
                              Exceptional! 5.0/5
                              (6 reviews)
                              avg/night
                              • 4 BR
                              • 3 BA
                              • Sleeps 14
                              House #821199vb
                              6
                              Viewed 18 times in the last 48 hours
                                avg/night
                                • 4 BR
                                • 3 BA
                                • 1 HF BA
                                • Sleeps 10
                                House #4113898
                                3
                                Viewed 11 times in the last 48 hours
                                  • 4 BR
                                  • 2 BA
                                  • Sleeps 9
                                  House #4212692
                                  1 Review
                                    • 3 BR
                                    • 3 BA
                                    • Sleeps 8
                                    House #869467vb
                                      Wonderful! 4.8/5
                                      (6 reviews)
                                      avg/night
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 8
                                      House #482861vb
                                      6
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 8
                                        House #356226vb
                                        10
                                          • 4 BR
                                          • 4 BA
                                          • Sleeps 10
                                          House #4039006
                                            • 2 BR
                                            • 1 BA
                                            • 1 HF BA
                                            • Sleeps 5
                                            House #255932vb
                                            6
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 5
                                              House #867310vb
                                              1 Review
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 9
                                                House #4214226
                                                1 Review
                                                  • 3 BR
                                                  • 3 BA
                                                  • Sleeps 6
                                                  House #4154502
                                                  1 Review
                                                    • 5 BR
                                                    • 3 BA
                                                    • Sleeps 7
                                                    House #860141vb
                                                      • 4 BR
                                                      • 3 BA
                                                      • Sleeps 10
                                                      House #906820vb
                                                        • 4 BR
                                                        • 2 BA
                                                        • Sleeps 12
                                                        House #962919vb
                                                        Viewed 5 times in the last 48 hours
                                                          avg/night
                                                          • 3 BR
                                                          • 2 BA
                                                          • 1 HF BA
                                                          • Sleeps 8
                                                          House #106308vb
                                                          1 Review
                                                          Viewed 10 times in the last 48 hours
                                                            Exceptional! 5.0/5
                                                            (64 reviews)
                                                            avg/night
                                                            • 5 BR
                                                            • 5 BA
                                                            • 1 HF BA
                                                            • Sleeps 12
                                                            House #256774vb
                                                            64
                                                            Viewed 7 times in the last 48 hours
                                                              avg/night
                                                              • 7 BR
                                                              • 4 BA
                                                              • Sleeps 22
                                                              House #823805vb
                                                              Viewed 31 times in the last 48 hours
                                                                Exceptional! 5.0/5
                                                                (8 reviews)
                                                                avg/night
                                                                • 5 BR
                                                                • 3 BA
                                                                • 1 HF BA
                                                                • Sleeps 10
                                                                House #4062602
                                                                8
                                                                Viewed 22 times in the last 48 hours
                                                                  • 4 BR
                                                                  • 2 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 8
                                                                  House #902441vb
                                                                  2 Reviews
                                                                  Viewed 11 times in the last 48 hours
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 8
                                                                    House #4277411
                                                                    3
                                                                    Viewed 6 times in the last 48 hours
                                                                      Wonderful! 4.8/5
                                                                      (6 reviews)
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 3 BA
                                                                      • Sleeps 6
                                                                      House #800399vb
                                                                      6
                                                                      Viewed 6 times in the last 48 hours
                                                                        Exceptional! 5.0/5
                                                                        (7 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 7
                                                                        House #731124vb
                                                                        7
                                                                        Viewed 17 times in the last 48 hours
                                                                          Exceptional! 5.0/5
                                                                          (11 reviews)
                                                                          avg/night
                                                                          • 6 BR
                                                                          • 3 BA
                                                                          • Sleeps 12
                                                                          House #330556
                                                                          11
                                                                          Viewed 29 times in the last 48 hours
                                                                            Exceptional! 5.0/5
                                                                            (32 reviews)
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 8
                                                                            House #559448vb
                                                                            32
                                                                            Viewed 11 times in the last 48 hours
                                                                              Wonderful! 4.9/5
                                                                              (16 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 9
                                                                              House #622236vb
                                                                              16
                                                                              Viewed 10 times in the last 48 hours
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 4
                                                                                House #860859vb
                                                                                Viewed 5 times in the last 48 hours
                                                                                  Exceptional! 5.0/5
                                                                                  (9 reviews)
                                                                                  avg/night
                                                                                  • 4 BR
                                                                                  • 2 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 10
                                                                                  House #360437
                                                                                  9
                                                                                  Viewed 23 times in the last 48 hours
                                                                                    avg/night
                                                                                    • 6 BR
                                                                                    • 4 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 12
                                                                                    House #171499
                                                                                    1 Review
                                                                                    Viewed 11 times in the last 48 hours
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      House #4352908
                                                                                      1 Review
                                                                                      Viewed 8 times in the last 48 hours
                                                                                        Wonderful! 4.9/5
                                                                                        (9 reviews)
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 8
                                                                                        House #4095004
                                                                                        9
                                                                                        Viewed 12 times in the last 48 hours
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          House #885558vb
                                                                                          3
                                                                                          Viewed 15 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (14 reviews)
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 5
                                                                                            House #3554393
                                                                                            14
                                                                                            Viewed 6 times in the last 48 hours
                                                                                              avg/night
                                                                                              • 4 BR
                                                                                              • 4 BA
                                                                                              • Sleeps 8
                                                                                              House #910636vb
                                                                                              2 Reviews
                                                                                              Viewed 25 times in the last 48 hours
                                                                                                Exceptional! 5.0/5
                                                                                                (9 reviews)
                                                                                                avg/night
                                                                                                • 4 BR
                                                                                                • 3 BA
                                                                                                • Sleeps 9
                                                                                                House #788541vb
                                                                                                9
                                                                                                Viewed 6 times in the last 48 hours
                                                                                                  avg/night
                                                                                                  • 5 BR
                                                                                                  • 5 BA
                                                                                                  • Sleeps 10
                                                                                                  House #934646vb
                                                                                                  2 Reviews
                                                                                                  Viewed 9 times in the last 48 hours
                                                                                                    Wonderful! 4.9/5
                                                                                                    (10 reviews)
                                                                                                    avg/night
                                                                                                    • 5 BR
                                                                                                    • 3 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 12
                                                                                                    House #773702vb
                                                                                                    10
                                                                                                    Viewed 12 times in the last 48 hours
                                                                                                      • 2 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 4
                                                                                                      House #4293415
                                                                                                      • 1 - 50 of 300+

                                                                                                      Southold: House Rentals (1,473)

                                                                                                       

                                                                                                      Recent Southold Reviews

                                                                                                      Perfect for our needs!

                                                                                                      5 of 5
                                                                                                      The house was perfect for our trip visiting my parents in the area. The living space was open and light and inviting. The house was spotlessly clean and the kitchen was adequately stocked with appliances and utensils. The neighborhood and beaches were very nice for long walks. It was off season so the neighborhood was very quiet - I imagine summer there would be very busy.
                                                                                                      • Submitted: Dec 7, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Spectacular sunrises, breath taking sunsets!

                                                                                                      5 of 5
                                                                                                      You couldn't ask for more from a beach house. Everything is new and clean. There are water views from practically every room. I even managed to catch a few fish from the beach!
                                                                                                      • Submitted: Nov 20, 2016
                                                                                                      • Stayed: Oct 2016

                                                                                                      home away from work

                                                                                                      5 of 5
                                                                                                      Stayed for a little over 3 weeks on business and found the home and location to be very well equipped for our needs. Will definitely rent here again!
                                                                                                      • Submitted: Nov 14, 2016
                                                                                                      • Stayed: Oct 2016