Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit
  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
  View map Map
    Wonderful! 4.8/5
    (19 reviews)
    avg/night
    • 3 BR
    • 1 BA
    • Sleeps 5
    Cottage #285350vb
    19
    Viewed 44 times in the last 48 hours
      avg/night
      • 3 BR
      • 2 BA
      • Sleeps 10
      Cottage #896250vb
      1
      Viewed 105 times in the last 48 hours
        Exceptional! 5.0/5
        (35 reviews)
        avg/night
        • 2 BR
        • 1 BA
        • Sleeps 4
        Cottage #966043
        35
        Viewed 90 times in the last 48 hours
          Wonderful! 4.9/5
          (7 reviews)
          avg/night
          • 1 BR
          • 1 BA
          • Sleeps 3
          Cottage #3791124
          7
          Viewed 6 times in the last 48 hours
            Exceptional! 5.0/5
            (10 reviews)
            avg/night
            • 2 BR
            • 1 BA
            • Sleeps 6
            Cottage #488565vb
            10
            Viewed 15 times in the last 48 hours
              Exceptional! 5.0/5
              (6 reviews)
              avg/night
              • 2 BR
              • 1 BA
              • Sleeps 4
              Cottage #3561038
              6
              Viewed 29 times in the last 48 hours
                Wonderful! 4.8/5
                (50 reviews)
                avg/night
                • 2 BR
                • 1 BA
                • 1 HF BA
                • Sleeps 6
                Cottage #304995
                50
                Viewed 15 times in the last 48 hours
                  • 3 BR
                  • 3 BA
                  • 1 HF BA
                  • Sleeps 8
                  Cottage #3887851
                  4
                  Viewed 18 times in the last 48 hours
                    avg/night
                    • 2 BR
                    • 1 BA
                    • Sleeps 4
                    Cottage #869140vb
                    4
                    Viewed 64 times in the last 48 hours
                      Exceptional! 5.0/5
                      (7 reviews)
                      avg/night
                      • 3 BR
                      • 1 BA
                      • Sleeps 6
                      Cottage #830147vb
                      7
                      Viewed 50 times in the last 48 hours
                        Exceptional! 5.0/5
                        (8 reviews)
                        avg/night
                        • 1 BR
                        • 1 BA
                        • Sleeps 3
                        Cottage #587260vb
                        8
                        Viewed 57 times in the last 48 hours
                          avg/night
                          • 2 BR
                          • 1 BA
                          • Sleeps 5
                          Cottage #576766vb
                          4
                          Viewed 24 times in the last 48 hours
                            Wonderful! 4.9/5
                            (19 reviews)
                            avg/night
                            • 4 BR
                            • 3 BA
                            • Sleeps 8
                            Cottage #989563
                            19
                            Viewed 122 times in the last 48 hours
                              Wonderful! 4.8/5
                              (11 reviews)
                              avg/night
                              • 3 BR
                              • 1 BA
                              • 1 HF BA
                              • Sleeps 6
                              Cottage #797161vb
                              11
                              Viewed 70 times in the last 48 hours
                                Wonderful! 4.8/5
                                (12 reviews)
                                avg/night
                                • 3 BR
                                • 1 BA
                                • Sleeps 6
                                Cottage #731486vb
                                12
                                Viewed 75 times in the last 48 hours
                                  Exceptional! 5.0/5
                                  (33 reviews)
                                  avg/night
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 2
                                  Cottage #394407
                                  33
                                  Viewed 56 times in the last 48 hours
                                    Wonderful! 4.8/5
                                    (15 reviews)
                                    avg/night
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 4
                                    Cottage #694278vb
                                    15
                                    Viewed 74 times in the last 48 hours
                                      Exceptional! 5.0/5
                                      (6 reviews)
                                      avg/night
                                      • 4 BR
                                      • 2 BA
                                      • Sleeps 9
                                      Cottage #4113414
                                      6
                                      Viewed 13 times in the last 48 hours
                                        Exceptional! 5.0/5
                                        (26 reviews)
                                        avg/night
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 6
                                        Cottage #723865vb
                                        26
                                        Viewed 25 times in the last 48 hours
                                          Wonderful! 4.9/5
                                          (13 reviews)
                                          avg/night
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 4
                                          Cottage #3953729
                                          13
                                          Viewed 17 times in the last 48 hours
                                            Exceptional! 5.0/5
                                            (10 reviews)
                                            avg/night
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 2
                                            Cottage #602111vb
                                            10
                                            Viewed 28 times in the last 48 hours
                                              avg/night
                                              • 4 BR
                                              • 2 BA
                                              • Sleeps 9
                                              Cottage #849565vb
                                              4
                                              Viewed 37 times in the last 48 hours
                                                Excellent! 4.7/5
                                                (18 reviews)
                                                avg/night
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 4
                                                Cottage #192222
                                                18
                                                Viewed 49 times in the last 48 hours
                                                  Wonderful! 4.9/5
                                                  (8 reviews)
                                                  avg/night
                                                  • 5 BR
                                                  • 1 BA
                                                  • 1 HF BA
                                                  • Sleeps 8
                                                  Cottage #647079vb
                                                  8
                                                  Viewed 5 times in the last 48 hours
                                                    avg/night
                                                    • 2 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    Cottage #608000vb
                                                    2
                                                    Viewed 13 times in the last 48 hours
                                                      Excellent! 4.4/5
                                                      (8 reviews)
                                                      avg/night
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      Cottage #997734
                                                      8
                                                      Viewed 27 times in the last 48 hours
                                                        Wonderful! 4.8/5
                                                        (9 reviews)
                                                        avg/night
                                                        • 3 BR
                                                        • 1 BA
                                                        • Sleeps 6
                                                        Cottage #600238vb
                                                        9
                                                        Viewed 15 times in the last 48 hours
                                                          Exceptional! 5.0/5
                                                          (13 reviews)
                                                          View details for price
                                                          • 2 BR
                                                          • 1 BA
                                                          • 1 HF BA
                                                          • Sleeps 4
                                                          Cottage #3481448
                                                          13
                                                          Viewed 19 times in the last 48 hours
                                                            avg/night
                                                            • 5 BR
                                                            • 2 BA
                                                            • 1 HF BA
                                                            • Sleeps 11
                                                            Cottage #953311
                                                            2
                                                            Viewed 19 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (8 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 1 BA
                                                              • Sleeps 6
                                                              Cottage #3862110
                                                              8
                                                              Viewed 26 times in the last 48 hours
                                                                Exceptional! 5.0/5
                                                                (10 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                Cottage #706735vb
                                                                10
                                                                Viewed 28 times in the last 48 hours
                                                                  Exceptional! 5.0/5
                                                                  (10 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 4
                                                                  Cottage #727404vb
                                                                  10
                                                                  Viewed 25 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (7 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 5
                                                                    Cottage #872242vb
                                                                    7
                                                                    Viewed 34 times in the last 48 hours
                                                                      $86
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 1 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 6
                                                                      Cottage #4113546
                                                                      1
                                                                      Viewed 41 times in the last 48 hours
                                                                        Exceptional! 5.0/5
                                                                        (19 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        Cottage #466174vb
                                                                        19
                                                                        Viewed 11 times in the last 48 hours
                                                                          Wonderful! 4.8/5
                                                                          (6 reviews)
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 1 BA
                                                                          • Sleeps 6
                                                                          Cottage #862727vb
                                                                          6
                                                                          Viewed 48 times in the last 48 hours
                                                                            • 4 BR
                                                                            • 2 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 8
                                                                            Cottage #281813
                                                                            Viewed 12 times in the last 48 hours
                                                                              Exceptional! 5.0/5
                                                                              (11 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 1 BA
                                                                              • Sleeps 6
                                                                              Cottage #191306
                                                                              11
                                                                              Viewed 36 times in the last 48 hours
                                                                                Wonderful! 4.8/5
                                                                                (6 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • Sleeps 5
                                                                                Cottage #384097
                                                                                6
                                                                                Viewed 23 times in the last 48 hours
                                                                                  Exceptional! 5.0/5
                                                                                  (21 reviews)
                                                                                  avg/night
                                                                                  • Studio
                                                                                  • 1 BA
                                                                                  • Sleeps 2
                                                                                  Cottage #912542
                                                                                  21
                                                                                  Viewed 47 times in the last 48 hours
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 8
                                                                                    Cottage #572312vb
                                                                                    3
                                                                                    Viewed 41 times in the last 48 hours
                                                                                      avg/night
                                                                                      • 4 BR
                                                                                      • 1 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 9
                                                                                      Cottage #678927vb
                                                                                      2
                                                                                      Viewed 38 times in the last 48 hours
                                                                                        Wonderful! 4.8/5
                                                                                        (12 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 8
                                                                                        Cottage #694784vb
                                                                                        12
                                                                                        Viewed 32 times in the last 48 hours
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 8
                                                                                          Cottage #788996vb
                                                                                          1
                                                                                          Viewed 15 times in the last 48 hours
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 1 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 6
                                                                                            Cottage #825735vb
                                                                                            4
                                                                                            Viewed 23 times in the last 48 hours
                                                                                              Wonderful! 4.8/5
                                                                                              (6 reviews)
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 4
                                                                                              Cottage #700409vb
                                                                                              6
                                                                                              Viewed 16 times in the last 48 hours
                                                                                                Wonderful! 4.8/5
                                                                                                (5 reviews)
                                                                                                avg/night
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                Cottage #580862vb
                                                                                                5
                                                                                                Viewed 16 times in the last 48 hours
                                                                                                  Exceptional! 5.0/5
                                                                                                  (9 reviews)
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 5
                                                                                                  Cottage #707484vb
                                                                                                  9
                                                                                                  Viewed 43 times in the last 48 hours
                                                                                                    avg/night
                                                                                                    • 4 BR
                                                                                                    • 1 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 9
                                                                                                    Cottage #4134963
                                                                                                    2
                                                                                                    Viewed 10 times in the last 48 hours
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 8
                                                                                                      Cottage #163374vb
                                                                                                      4
                                                                                                      Viewed 17 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Southold: Cottage Rentals (300)

                                                                                                       

                                                                                                      Recent Southold Reviews

                                                                                                      Fabulous condition

                                                                                                      5 of 5
                                                                                                      I would rent from them every time I go to East Hamptons! It was extremely accommodating and great location.
                                                                                                      • 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

                                                                                                      Great location on the bay

                                                                                                      5 of 5
                                                                                                      Susan was an excellent hostess. The location on the bay is wonderful and the house was perfect for us (married couple and a one year old). Would highly recommend.
                                                                                                      • Submitted: Nov 6, 2016
                                                                                                      • Stayed: Nov 2016