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
    Exceptional! 5.0/5
    (32 reviews)
    avg/night
    • 4 BR
    • 3 BA
    • Sleeps 10
    House #648890vb
    32
    Viewed 66 times in the last 48 hours
      Excellent! 4.7/5
      (9 reviews)
      avg/night
      • 2 BR
      • 1 BA
      • Sleeps 4
      House #57035vb
      9
      Viewed 7 times in the last 48 hours
        Exceptional! 5.0/5
        (6 reviews)
        avg/night
        • 5 BR
        • 2 BA
        • 1 HF BA
        • Sleeps 12
        House #719650vb
        6
        Viewed 32 times in the last 48 hours
          Exceptional! 5.0/5
          (7 reviews)
          avg/night
          • 4 BR
          • 2 BA
          • Sleeps 10
          House #575273vb
          7
          Viewed 10 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
            Viewed 29 times in the last 48 hours
              Exceptional! 5.0/5
              (10 reviews)
              avg/night
              • 4 BR
              • 2 BA
              • Sleeps 8
              House #569293vb
              10
              Viewed 13 times in the last 48 hours
                Exceptional! 5.0/5
                (6 reviews)
                avg/night
                • 4 BR
                • 3 BA
                • Sleeps 14
                House #821199vb
                6
                Viewed 28 times in the last 48 hours
                  • 4 BR
                  • 3 BA
                  • 1 HF BA
                  • Sleeps 10
                  House #4113898
                  3
                    Exceptional! 5.0/5
                    (5 reviews)
                    avg/night
                    • 3 BR
                    • 2 BA
                    • Sleeps 6
                    House #587577vb
                    5
                    Viewed 5 times in the last 48 hours
                      • 2 BR
                      • 1 BA
                      • Sleeps 5
                      House #3774465
                      2
                        Very Good! 4.0/5
                        (5 reviews)
                        View details for price
                        • 3 BR
                        • 2 BA
                        • Sleeps 6
                        House #987257
                        5
                          avg/night
                          • 4 BR
                          • 3 BA
                          • Sleeps 10
                          House #906820vb
                          Viewed 8 times in the last 48 hours
                            avg/night
                            • 4 BR
                            • 2 BA
                            • Sleeps 9
                            House #4212692
                            1
                            Viewed 12 times in the last 48 hours
                              Exceptional! 5.0/5
                              (6 reviews)
                              avg/night
                              • 4 BR
                              • 2 BA
                              • Sleeps 10
                              House #340957
                              6
                              Viewed 19 times in the last 48 hours
                                avg/night
                                • 3 BR
                                • 2 BA
                                • Sleeps 7
                                House #7092717
                                1
                                Viewed 5 times in the last 48 hours
                                  avg/night
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 6
                                  House #4157754
                                  Viewed 6 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (10 reviews)
                                    avg/night
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 8
                                    House #356226vb
                                    10
                                    Viewed 6 times in the last 48 hours
                                      • 6 BR
                                      • 4 BA
                                      • Sleeps 14
                                      House #4109111
                                      1
                                      Viewed 7 times in the last 48 hours
                                        avg/night
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 5
                                        House #4023369
                                        2
                                        Viewed 5 times in the last 48 hours
                                          Wonderful! 4.8/5
                                          (6 reviews)
                                          avg/night
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 8
                                          House #482861vb
                                          6
                                            avg/night
                                            • 3 BR
                                            • 1 BA
                                            • 1 HF BA
                                            • Sleeps 6
                                            House #605419vb
                                            4
                                            Viewed 14 times in the last 48 hours
                                              • 3 BR
                                              • 1 BA
                                              • 1 HF BA
                                              • Sleeps 6
                                              House #625175vb
                                              1
                                              Viewed 7 times in the last 48 hours
                                                avg/night
                                                • 4 BR
                                                • 2 BA
                                                • Sleeps 8
                                                House #4199496
                                                Viewed 6 times in the last 48 hours
                                                  Exceptional! 5.0/5
                                                  (10 reviews)
                                                  avg/night
                                                  • 5 BR
                                                  • 2 BA
                                                  • Sleeps 10
                                                  House #647972vb
                                                  10
                                                  Viewed 5 times in the last 48 hours
                                                    • 3 BR
                                                    • 1 BA
                                                    • Sleeps 6
                                                    House #823966vb
                                                    2
                                                      • 3 BR
                                                      • 3 BA
                                                      • Sleeps 8
                                                      House #869467vb
                                                      Viewed 12 times in the last 48 hours
                                                        avg/night
                                                        • 4 BR
                                                        • 4 BA
                                                        • Sleeps 10
                                                        House #4039006
                                                        Viewed 5 times in the last 48 hours
                                                          Exceptional! 5.0/5
                                                          (46 reviews)
                                                          avg/night
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 10
                                                          House #356134vb
                                                          46
                                                          Viewed 54 times in the last 48 hours
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 6
                                                            House #135006
                                                            3
                                                            Viewed 6 times in the last 48 hours
                                                              Exceptional! 5.0/5
                                                              (13 reviews)
                                                              View details for price
                                                              • 4 BR
                                                              • 2 BA
                                                              • Sleeps 11
                                                              House #574911vb
                                                              13
                                                                • 2 BR
                                                                • 1 BA
                                                                • 1 HF BA
                                                                • Sleeps 5
                                                                House #255932vb
                                                                6
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 5
                                                                  House #867310vb
                                                                  1
                                                                    Wonderful! 4.8/5
                                                                    (5 reviews)
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 8
                                                                    House #223615
                                                                    5
                                                                    Viewed 5 times in the last 48 hours
                                                                      • 3 BR
                                                                      • 3 BA
                                                                      • Sleeps 6
                                                                      House #4154502
                                                                      1
                                                                        • 4 BR
                                                                        • 2 BA
                                                                        • Sleeps 12
                                                                        House #962919vb
                                                                        Viewed 10 times in the last 48 hours
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          House #553276vb
                                                                          4
                                                                          Viewed 10 times in the last 48 hours
                                                                            • 4 BR
                                                                            • 3 BA
                                                                            • Sleeps 6
                                                                            House #138675
                                                                            3
                                                                            Viewed 5 times in the last 48 hours
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              House #368762vb
                                                                              7
                                                                                avg/night
                                                                                • 5 BR
                                                                                • 3 BA
                                                                                • Sleeps 12
                                                                                House #840468vb
                                                                                Viewed 8 times in the last 48 hours
                                                                                  avg/night
                                                                                  • 5 BR
                                                                                  • 3 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 14
                                                                                  House #4360232
                                                                                  1
                                                                                  Viewed 5 times in the last 48 hours
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 6
                                                                                    House #597581vb
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      House #823537vb
                                                                                        • 5 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 7
                                                                                        House #860141vb
                                                                                          • 5 BR
                                                                                          • 4 BA
                                                                                          • Sleeps 10
                                                                                          House #324021vb
                                                                                          10
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 5
                                                                                            House #862295vb
                                                                                            Viewed 8 times in the last 48 hours
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              House #461983vb
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 3 BA
                                                                                                • Sleeps 8
                                                                                                House #3526577
                                                                                                4
                                                                                                Viewed 5 times in the last 48 hours
                                                                                                  avg/night
                                                                                                  • 4 BR
                                                                                                  • 3 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 8
                                                                                                  House #286118vb
                                                                                                  3
                                                                                                  Viewed 7 times in the last 48 hours
                                                                                                    • 3 BR
                                                                                                    • 3 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 8
                                                                                                    House #397434vb
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 8
                                                                                                      House #106308vb
                                                                                                      1
                                                                                                      • 1 - 50 of 300+

                                                                                                      Southold: House Rentals (1,930)

                                                                                                       

                                                                                                      Recent Southold Reviews

                                                                                                      Great spot for a relaxing family vacation!

                                                                                                      5 of 5
                                                                                                      My husband and I, along with our four children, and our good friends vacationed together in this home. There was a total of 4 adults and 7 children, and everybody fit very comfortably!!! The house really has 3 living rooms, so all the kids had a place to hang out after playing on the beach all day. Everything was supplied... linens and kitchen supplies, beach toys, beach chairs, xbox for the kids, barbecue. Really everything we needed was there! It's also a great area with lots to do. Both kids and adults were happy. And most importantly.. it was very clean!!! We look forward to going back when my husband is able to get some vacation time.
                                                                                                      • Submitted: Dec 16, 2016
                                                                                                      • Stayed: Aug 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

                                                                                                      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