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  • Showing 1-50 of 50
Additional fees apply. Taxes may be added.
    Exceptional! 5.0/5
    (21 reviews)
    avg/night
    • 4 BR
    • 3 BA
    • 2 HF BA
    • Sleeps 10
    Estate #973597
    21
    Viewed 16 times in the last 48 hours
      • 5 BR
      • 5 BA
      • 3 HF BA
      • Sleeps 14
      Estate #892305vb
      4
      Viewed 68 times in the last 48 hours
        • 5 BR
        • 4 BA
        • Sleeps 10
        Estate #324809
        Viewed 8 times in the last 48 hours
          • 6 BR
          • 5 BA
          • Sleeps 12
          Estate #893318vb
          1
            Exceptional! 5.0/5
            (6 reviews)
            avg/night
            • 4 BR
            • 2 BA
            • Sleeps 10
            Estate #325509
            6
            Viewed 9 times in the last 48 hours
              Exceptional! 5.0/5
              (7 reviews)
              avg/night
              • 4 BR
              • 3 BA
              • 1 HF BA
              • Sleeps 8
              Estate #4116412
              7
              Viewed 5 times in the last 48 hours
                avg/night
                • 5 BR
                • 5 BA
                • 1 HF BA
                • Sleeps 10
                Estate #593627vb
                4
                Viewed 7 times in the last 48 hours
                  • 5 BR
                  • 4 BA
                  • 2 HF BA
                  • Sleeps 10
                  Estate #224587
                  8
                    • 4 BR
                    • 2 BA
                    • 2 HF BA
                    • Sleeps 8
                    Estate #4175985
                      • 4 BR
                      • 5 BA
                      • Sleeps 12
                      Estate #4219267
                        • 6 BR
                        • 4 BA
                        • 1 HF BA
                        • Sleeps 10
                        Estate #874993vb
                          • 4 BR
                          • 2 BA
                          • Sleeps 9
                          Estate #341678vb
                          5
                            • 5 BR
                            • 3 BA
                            • Sleeps 12
                            Estate #4289641
                              • 5 BR
                              • 5 BA
                              • Sleeps 8
                              Estate #719879vb
                              1
                                • 6 BR
                                • 7 BA
                                • Sleeps 12
                                Estate #866861vb
                                  • 4 BR
                                  • 4 BA
                                  • Sleeps 8
                                  Estate #881776vb
                                    Exceptional! 5.0/5
                                    (6 reviews)
                                    avg/night
                                    • 7 BR
                                    • 5 BA
                                    • Sleeps 18
                                    Estate #205195
                                    6
                                    Viewed 16 times in the last 48 hours
                                      avg/night
                                      • 5 BR
                                      • 4 BA
                                      • Sleeps 11
                                      Estate #734895vb
                                      Viewed 7 times in the last 48 hours
                                        • 4 BR
                                        • 4 BA
                                        • Sleeps 8
                                        Estate #829029vb
                                          • 9 BR
                                          • 4 BA
                                          • Sleeps 18
                                          Estate #4070617
                                            • 7 BR
                                            • 4 BA
                                            • Sleeps 14
                                            Estate #4070609
                                              • 4 BR
                                              • 3 BA
                                              • 1 HF BA
                                              • Sleeps 12
                                              Estate #968492vb
                                              Viewed 17 times in the last 48 hours
                                                • 5 BR
                                                • 5 BA
                                                • Sleeps 10
                                                Estate #647556vb
                                                  avg/night
                                                  • 10 BR
                                                  • 9 BA
                                                  • Sleeps 20
                                                  Estate #835752vb
                                                  Viewed 43 times in the last 48 hours
                                                    • 5 BR
                                                    • 5 BA
                                                    • Sleeps 10
                                                    Estate #852157vb
                                                      • 4 BR
                                                      • 4 BA
                                                      • Sleeps 8
                                                      Estate #845778vb
                                                        • 4 BR
                                                        • 43 BA
                                                        • 2 HF BA
                                                        • Sleeps 6
                                                        Estate #997350
                                                          • 4 BR
                                                          • 4 BA
                                                          • 1 HF BA
                                                          • Sleeps 8
                                                          Estate #647175vb
                                                            • 7 BR
                                                            • 5 BA
                                                            • Sleeps 14
                                                            Estate #634292vb
                                                            3
                                                              Exceptional! 5.0/5
                                                              (7 reviews)
                                                              avg/night
                                                              • 8 BR
                                                              • 6 BA
                                                              • Sleeps 20
                                                              Estate #3903370
                                                              7
                                                              Viewed 9 times in the last 48 hours
                                                                • 9 BR
                                                                • 7 BA
                                                                • Sleeps 14
                                                                Estate #3927179
                                                                  • 8 BR
                                                                  • 4 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 16
                                                                  Estate #4030893
                                                                  Viewed 23 times in the last 48 hours
                                                                    • 6 BR
                                                                    • 5 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 18
                                                                    Estate #371247vb
                                                                      • 5 BR
                                                                      • 6 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 10
                                                                      Estate #466338vb
                                                                        • 6 BR
                                                                        • 5 BA
                                                                        • 2 HF BA
                                                                        • Sleeps 12
                                                                        Estate #368872vb
                                                                          • 6 BR
                                                                          • 5 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 10
                                                                          Estate #899214vb
                                                                            • 5 BR
                                                                            • 4 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 9
                                                                            Estate #287294
                                                                            2
                                                                              • Studio
                                                                              • Sleeps 10
                                                                              Estate #458510vb
                                                                                • 4 BR
                                                                                • 3 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 8
                                                                                Estate #649011vb
                                                                                3
                                                                                  • 6 BR
                                                                                  • 5 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 12
                                                                                  Estate #4200427
                                                                                    • 5 BR
                                                                                    • 3 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 10
                                                                                    Estate #467346vb
                                                                                    1
                                                                                      • 5 BR
                                                                                      • 6 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 12
                                                                                      Estate #404349vb
                                                                                        • 6 BR
                                                                                        • 5 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 16
                                                                                        Estate #821767vb
                                                                                          • 5 BR
                                                                                          • 4 BA
                                                                                          • Sleeps 9
                                                                                          Estate #194619
                                                                                          3
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 4
                                                                                            Estate #611198vb
                                                                                              • 4 BR
                                                                                              • 2 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 9
                                                                                              Estate #585699vb
                                                                                              • 1 - 50 of 50

                                                                                              Southold: Vacation Rental Estates (50)

                                                                                               

                                                                                              Recent Southold Reviews

                                                                                              Beautiful sunlit family home

                                                                                              5 of 5
                                                                                              Our family of six spent four wonderful weeks in this lovely home during the summer of 2016. The interior space is spacious and bright and the setting is very private with beautiful treeline views from the backyard. The pool is in the sun for almost the entire day. Daniel and his wife were also extremely helpful and responsive as we got settled in. We left with many great memories !
                                                                                              • Submitted: Oct 17, 2016
                                                                                              • Stayed: Jul 2016

                                                                                              A perfect setting for the bride's family

                                                                                              5 of 5
                                                                                              We loved this beautiful, clean, well appointed home and hope to go back again on a less hectic weekend. Our daughter married at the nearby Owenego Inn and this home provided the perfect setting for the bride and her entourage to prepare on the big day. We had three generations all accommodated in beautiful bedrooms. The kitchen was set up with everything a professional chef would need and there was plenty of deck and living space to read quietly, nap or watch TV. Finally the largest deck overlooking the water and harbor was breathtaking. Thank you so much for letting us stay in your magnificent home on this very special occasion. Jackie and Arthur
                                                                                              • Submitted: Sep 21, 2016
                                                                                              • Stayed: Sep 2016

                                                                                              What a blast !

                                                                                              5 of 5
                                                                                              Wow! Did we have a blast ! This home is everything they claim it to be. Our large family (parents, grown kids & grandchildren) were thrilled to be able to all be under one roof. With 14 adults and children ages ranging from 10 months right on up, there was plenty of room for everyone to have their own space. The accommodations are exactly as pictured, no skimping on anything. The whole family gathered around the pool and deck area every night to swap stories on each other's adventures that day. Both the bay and ocean beaches are literally minutes away. Some went out to Montauk for the afternoon, some took little ones to LI Game Farm, some hit the outlets in Riverhead, wineries, fishing, and couples took turns going out to local restaurants in Hampton Bays and Southhampton. We made good use of the local farm stands and fresh seafood markets in the area. Town is not even a 5 minute drive so you have easy access to supermarkets, pharmacies, restaurants etc.. It's all there ! Marilyn and Michele could not be more accommodating. Any problems (we had none) or questions (we had a couple) were handled immediately with one phone call. Thank you ladies for helping us make such a wonderful memory. We ALL will be recommending your beautiful home to our friends. Here's to doing it all again !!!
                                                                                              • Submitted: Aug 26, 2016
                                                                                              • Stayed: Aug 2016