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

  • 51 - 100 of 300+
Additional fees apply. Taxes may be added.
    Wonderful! 4.8/5
    (24 reviews)
    avg/night
    • 4 BR
    • 1 BA
    • Sleeps 7
    House #973167
    24
    Viewed 18 times in the last 48 hours
      • 4 BR
      • 1 BA
      • Sleeps 7
      House #421606vb
      24
        Exceptional! 5.0/5
        (29 reviews)
        avg/night
        • 1 BR
        • 1 BA
        • Sleeps 2
        Apartment #616070vb
        29
        Viewed 20 times in the last 48 hours
          Exceptional! 5.0/5
          (6 reviews)
          avg/night
          • 4 BR
          • 2 BA
          • Sleeps 9
          Cottage #4113414
          6
            Wonderful! 4.9/5
            (11 reviews)
            avg/night
            • 5 BR
            • 3 BA
            • 1 HF BA
            • Sleeps 10
            House #734756vb
            11
            Viewed 13 times in the last 48 hours
              Excellent! 4.6/5
              (31 reviews)
              $88
              avg/night
              • 2 BR
              • 1 BA
              • Sleeps 6
              Apartment #484513vb
              31
              Viewed 11 times in the last 48 hours
                Wonderful! 4.9/5
                (18 reviews)
                avg/night
                • 4 BR
                • 1 BA
                • Sleeps 8
                House #4018039
                18
                Viewed 11 times in the last 48 hours
                  Exceptional! 5.0/5
                  (59 reviews)
                  avg/night
                  • 2 BR
                  • 1 BA
                  • Sleeps 4
                  Apartment #246865
                  59
                  Viewed 13 times in the last 48 hours
                    Exceptional! 5.0/5
                    (11 reviews)
                    avg/night
                    • 6 BR
                    • 3 BA
                    • Sleeps 12
                    House #330556
                    11
                    Viewed 30 times in the last 48 hours
                      Wonderful! 4.8/5
                      (29 reviews)
                      avg/night
                      • 5 BR
                      • 3 BA
                      • Sleeps 10
                      House #345744
                      29
                      Viewed 17 times in the last 48 hours
                        • 1 BR
                        • 1 BA
                        • Sleeps 2
                        Studio #4049919
                        3
                          Excellent! 4.7/5
                          (18 reviews)
                          avg/night
                          • 4 BR
                          • 2 BA
                          • Sleeps 12
                          House #673611vb
                          18
                          Viewed 27 times in the last 48 hours
                            Excellent! 4.6/5
                            (28 reviews)
                            avg/night
                            • 6 BR
                            • 2 BA
                            • 2 HF BA
                            • Sleeps 13
                            House #125942
                            28
                            Viewed 47 times in the last 48 hours
                              $95
                              avg/night
                              • 3 BR
                              • 2 BA
                              • Sleeps 6
                              House #321313vb
                              1
                              Viewed 14 times in the last 48 hours
                                Wonderful! 4.9/5
                                (11 reviews)
                                avg/night
                                • 3 BR
                                • 1 BA
                                • Sleeps 6
                                Cottage #731486vb
                                11
                                Viewed 26 times in the last 48 hours
                                  Excellent! 4.6/5
                                  (15 reviews)
                                  $99
                                  avg/night
                                  • 3 BR
                                  • 1 BA
                                  • Sleeps 10
                                  House #596955vb
                                  15
                                  Viewed 19 times in the last 48 hours
                                    Wonderful! 4.8/5
                                    (18 reviews)
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 6
                                    Apartment #746442vb
                                    18
                                    Viewed 18 times in the last 48 hours
                                      avg/night
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 6
                                      Cottage #4116101
                                      Viewed 33 times in the last 48 hours
                                        Excellent! 4.5/5
                                        (15 reviews)
                                        avg/night
                                        • 5 BR
                                        • 3 BA
                                        • Sleeps 14
                                        House #560397vb
                                        15
                                        Viewed 18 times in the last 48 hours
                                          Wonderful! 4.8/5
                                          (13 reviews)
                                          avg/night
                                          • Studio
                                          • 1 BA
                                          • Sleeps 4
                                          Apartment #344287vb
                                          13
                                          Viewed 13 times in the last 48 hours
                                            Excellent! 4.7/5
                                            (33 reviews)
                                            avg/night
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 4
                                            Apartment #405769vb
                                            33
                                            Viewed 8 times in the last 48 hours
                                              Exceptional! 5.0/5
                                              (20 reviews)
                                              avg/night
                                              • 4 BR
                                              • 2 BA
                                              • Sleeps 10
                                              House #423327vb
                                              20
                                              Viewed 12 times in the last 48 hours
                                                Wonderful! 4.8/5
                                                (29 reviews)
                                                avg/night
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 6
                                                Apartment #961449
                                                29
                                                Viewed 18 times in the last 48 hours
                                                  Wonderful! 4.8/5
                                                  (15 reviews)
                                                  avg/night
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  House #3888751
                                                  15
                                                  Viewed 7 times in the last 48 hours
                                                    Wonderful! 4.9/5
                                                    (20 reviews)
                                                    avg/night
                                                    • 5 BR
                                                    • 3 BA
                                                    • 1 HF BA
                                                    • Sleeps 10
                                                    House #3912947
                                                    20
                                                    Viewed 26 times in the last 48 hours
                                                      Exceptional! 5.0/5
                                                      (32 reviews)
                                                      avg/night
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 8
                                                      House #559448vb
                                                      32
                                                      Viewed 34 times in the last 48 hours
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        Cottage #830421vb
                                                        4
                                                          Excellent! 4.5/5
                                                          (8 reviews)
                                                          avg/night
                                                          • 4 BR
                                                          • 3 BA
                                                          • 1 HF BA
                                                          • Sleeps 12
                                                          House #3643589
                                                          8
                                                          Viewed 39 times in the last 48 hours
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 10
                                                            House #3950951
                                                            8
                                                              avg/night
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 5
                                                              Cottage #576766vb
                                                              4
                                                              Viewed 8 times in the last 48 hours
                                                                Excellent! 4.7/5
                                                                (12 reviews)
                                                                avg/night
                                                                • 3 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                Bungalow #607456vb
                                                                12
                                                                Viewed 17 times in the last 48 hours
                                                                  Excellent! 4.4/5
                                                                  (7 reviews)
                                                                  $88
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 1 BA
                                                                  • Sleeps 6
                                                                  Apartment #854832vb
                                                                  7
                                                                  Viewed 7 times in the last 48 hours
                                                                    Wonderful! 4.8/5
                                                                    (9 reviews)
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 1 BA
                                                                    • Sleeps 6
                                                                    Cottage #600238vb
                                                                    9
                                                                      Exceptional! 5.0/5
                                                                      (13 reviews)
                                                                      avg/night
                                                                      • 4 BR
                                                                      • 2 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 9
                                                                      House #602844vb
                                                                      13
                                                                      Viewed 27 times in the last 48 hours
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 8
                                                                        House #803237vb
                                                                        1
                                                                        Viewed 13 times in the last 48 hours
                                                                          Exceptional! 5.0/5
                                                                          (33 reviews)
                                                                          avg/night
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 2
                                                                          Cottage #394407
                                                                          33
                                                                          Viewed 15 times in the last 48 hours
                                                                            Exceptional! 5.0/5
                                                                            (7 reviews)
                                                                            avg/night
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 3
                                                                            Cottage #587260vb
                                                                            7
                                                                            Viewed 17 times in the last 48 hours
                                                                              Exceptional! 5.0/5
                                                                              (7 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 7
                                                                              House #731124vb
                                                                              7
                                                                              Viewed 33 times in the last 48 hours
                                                                                Excellent! 4.3/5
                                                                                (10 reviews)
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 1 BA
                                                                                • Sleeps 8
                                                                                House #3993156
                                                                                10
                                                                                Viewed 17 times in the last 48 hours
                                                                                  Exceptional! 5.0/5
                                                                                  (5 reviews)
                                                                                  avg/night
                                                                                  • 4 BR
                                                                                  • 4 BA
                                                                                  • Sleeps 12
                                                                                  House #602286vb
                                                                                  5
                                                                                  Viewed 12 times in the last 48 hours
                                                                                    Wonderful! 4.9/5
                                                                                    (33 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 6
                                                                                    Apartment #563575vb
                                                                                    33
                                                                                    Viewed 13 times in the last 48 hours
                                                                                      Exceptional! 5.0/5
                                                                                      (6 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 6
                                                                                      House #571114vb
                                                                                      6
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 6
                                                                                        Cottage #740769vb
                                                                                        4
                                                                                          Exceptional! 5.0/5
                                                                                          (26 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 4
                                                                                          House #239698vb
                                                                                          26
                                                                                          Viewed 25 times in the last 48 hours
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            House #3006025
                                                                                            4
                                                                                              Excellent! 4.7/5
                                                                                              (6 reviews)
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              House #734137vb
                                                                                              6
                                                                                              Viewed 18 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (12 reviews)
                                                                                                avg/night
                                                                                                • 4 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 8
                                                                                                House #644923vb
                                                                                                12
                                                                                                Viewed 7 times in the last 48 hours
                                                                                                  Wonderful! 4.8/5
                                                                                                  (18 reviews)
                                                                                                  avg/night
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  Condo #697825vb
                                                                                                  18
                                                                                                  Viewed 17 times in the last 48 hours
                                                                                                    Wonderful! 4.9/5
                                                                                                    (10 reviews)
                                                                                                    avg/night
                                                                                                    • 5 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 12
                                                                                                    House #4219523
                                                                                                    10
                                                                                                    Viewed 32 times in the last 48 hours
                                                                                                    • 51 - 100 of 300+
                                                                                                     

                                                                                                    Recent Southold Reviews

                                                                                                    Great location!

                                                                                                    4 of 5
                                                                                                    Our stay in Mystic was wonderful. Tina greeted us when we arrived and was very helpful. The house is spacious. Even with people in the living room downstairs the upstairs bedrooms were very quiet. The location is a lovely walk to the village. Thanks again Tina for a great family gathering.
                                                                                                    • Submitted: Nov 21, 2016
                                                                                                    • Stayed: Nov 2016

                                                                                                    Dream vacation in a perfect cottage

                                                                                                    5 of 5
                                                                                                    We stayed at the cottage for 2 weeks. Everything was as described and better. I'll start with Cindy and Bill. Exceptional landlords, but especially outstanding people. If we needed anything, they were there. The cottage is my definition of a dream cottage. The way it functions, the way it's decorated, the proximity to the beach and how clean everything was. I was pleased with the cleaning products that were there so I could clean up as well. As soon as we walked in the door, after a 2000 mile drive, we felt at home. Nothing was missing. It was a pleasure for my husband and I to be there. We will definitely return to our home away from home in the future. We walked to the local beaches, ate twice at Skippers in Niantic, spent time in Stonington and Mystic and found a ton of sea glass at Napatree beach. Thank you Cindy and Bill. You're the best! Larry and Diane
                                                                                                    • Submitted: Nov 7, 2016
                                                                                                    • Stayed: Oct 2016

                                                                                                    Another GREAT stay

                                                                                                    5 of 5
                                                                                                    Great time to be in the Hamptons. Thank you to Naimy for making our stay another top-notch experience.
                                                                                                    • Submitted: Nov 7, 2016
                                                                                                    • Stayed: Oct 2016