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Southold Vacation Home Rentals(66)

66 Results
Book it Now!
1 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
    (6)
    2 - 14 night minimum stay
    • 5 BR,
    • 4 BA,
    • Sleeps 10
      (10)
      2 night minimum stay
      • 4 BR,
      • 2 BA,
      • Sleeps 8
        (17)
        Book it Now!
        • 3 BR,
        • 3 BA,
        • Sleeps 8
          2 - 7 night minimum stay
          • 3 BR,
          • 2 BA,
          • Sleeps 7
            (30)
            3 - 7 night minimum stay
            • 4 BR,
            • 2 BA,
            • Sleeps 10
              (3)
              3 - 7 night minimum stay
              • 2 BR,
              • 1 BA,
              • Sleeps 5
                3 - 7 night minimum stay
                • 3 BR,
                • 2 BA,
                • Sleeps 8
                  Book it Now!
                  5 - 7 night minimum stay
                  • 3 BR,
                  • 3 BA,
                  • Sleeps 8
                    1 Review
                    7 night minimum stay
                    • 4 BR,
                    • 2 BA,
                    • Sleeps 8
                      (13)
                      2 night minimum stay
                      • 3 BR,
                      • 2 BA,
                      • Sleeps 6
                        (7)
                        2 night minimum stay
                        • 2 BR,
                        • 1 BA,
                        • Sleeps 4
                          (9)
                          • 3 BR,
                          • 2 BA,
                          • Sleeps 6
                            1 Review
                            Book it Now!
                            3 - 7 night minimum stay
                            • 3 BR,
                            • 2 BA,
                            • Sleeps 6
                              2 Reviews
                              $490 - $821
                              per night
                              Book it Now!
                              3 - 7 night minimum stay
                              • 4 BR,
                              • 3 BA,
                              • Sleeps 8
                                Book it Now!
                                2 - 3 night minimum stay
                                • 2 BR,
                                • 1 BA,
                                • Sleeps 4
                                  (3)
                                  Book it Now!
                                  7 - 14 night minimum stay
                                  • 4 BR,
                                  • 3 BA,
                                  • Sleeps 6
                                    2 Reviews
                                    Book it Now!
                                    3 night minimum stay
                                    • 5 BR,
                                    • 4 BA,
                                    • Sleeps 4
                                      5 - 7 night minimum stay
                                      • 3 BR,
                                      • 2 BA,
                                      • 1 HF BA,
                                      • Sleeps 8
                                        (3)
                                        2 - 5 night minimum stay
                                        • 2 BR,
                                        • 1 BA,
                                        • Sleeps 6
                                          (14)
                                          2 - 7 night minimum stay
                                          • 4 BR,
                                          • 3 BA,
                                          • Sleeps 13
                                            (5)
                                            2 - 7 night minimum stay
                                            • 3 BR,
                                            • 2 BA,
                                            • Sleeps 6
                                              (3)
                                              $386 - $600
                                              per night
                                              2 - 7 night minimum stay
                                              • 4 BR,
                                              • 2 BA,
                                              • Sleeps 8
                                                (5)
                                                3 - 7 night minimum stay
                                                • 3 BR,
                                                • 2 BA,
                                                • Sleeps 8
                                                  (13)
                                                  $2,450 - $3,500
                                                  per week
                                                  7 night minimum stay
                                                  • 3 BR,
                                                  • 3 BA,
                                                  • Sleeps 8
                                                    (3)
                                                    2 - 3 night minimum stay
                                                    • 5 BR,
                                                    • 5 BA,
                                                    • 1 HF BA,
                                                    • Sleeps 12
                                                      (73)
                                                      $250 - $300
                                                      per night
                                                      2 - 7 night minimum stay
                                                      • 3 BR,
                                                      • 2 BA,
                                                      • Sleeps 6
                                                        (5)
                                                        7 - 30 night minimum stay
                                                        • 3 BR,
                                                        • 2 BA,
                                                        • Sleeps 8
                                                          14 - 31 night minimum stay
                                                          • 3 BR,
                                                          • 3 BA,
                                                          • Sleeps 8
                                                            3 - 7 night minimum stay
                                                            • 5 BR,
                                                            • 2 BA,
                                                            • Sleeps 6
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                                                              Recent Southold Reviews

                                                              Exceptional

                                                              5 of 5
                                                              The property was located on a wooded lot, alongside a wide creek, with a floating dock and access onto Peconic Bay. In a short drive we could reach multiple beaches, Greenport, vineyards and a plethora of restaurants. The house was large with spacious rooms, furnished comfortably and fully equipped so that we could entertain as many as 10 guests. The property was well maintained and clean. The owner was pleasant and helpful. This was a 5 star vacation.
                                                              • Submitted: Sep 14, 2014
                                                              • Stayed: Aug 2014

                                                              Wonderful cottage - perfect location!

                                                              5 of 5
                                                              My husband and I enjoyed our week long stay at the cottage. Comfortable and cozy with easy access to wineries, restaurants and the beach! Added bonus of the hot tub and lake make it a perfect get away.
                                                              • Submitted: Sep 4, 2014
                                                              • Stayed: Jul 2014

                                                              Great house, great vacation

                                                              5 of 5
                                                              We couldn't have been happier with this house! The owner Freddie has made a lovely home that a vacationer feels welcome in and looks forward to coming to at the end of a beautiful beach day or a trip to the wineries. The kitchen is well equipped, the deck and grill are fantastic and Freddie's detailed welcome guide book is very helpful. Can't wait to stay here again!
                                                              • Submitted: Sep 1, 2014
                                                              • Stayed: Aug 2014