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
Cancel Clear Filters Apply Filters

Property Type

Booking Options

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!
  • 1 - 50 of 89
    • 3 BR
    • 3 BA
    • 1 HF BA
    • Sleeps 8
    4
      NEW!
      • 3 BR
      • 2 BA
      • Sleeps 10
        • 1 BR
        • 1 BA
        • Sleeps 3
        7
          • 2 BR
          • 1 BA
          • Sleeps 6
          10
            • 2 BR
            • 1 BA
            • Sleeps 4
            6
              • 2 BR
              • 1 BA
              • 1 HF BA
              • Sleeps 6
              50
                • 2 BR
                • 1 BA
                • Sleeps 4
                  • 3 BR
                  • 1 BA
                  • Sleeps 6
                  11
                    NEW!
                    • 3 BR
                    • 1 BA
                    • Sleeps 5
                      • 2 BR
                      • 2 BA
                      • Sleeps 5
                      14
                        • 3 BR
                        • 2 BA
                        • Sleeps 6
                        7
                          • 2 BR
                          • 2 BA
                          • Sleeps 4
                            • 2 BR
                            • 1 BA
                            • Sleeps 6
                            13
                              • 3 BR
                              • 2 BA
                              • Sleeps 4
                              13
                                • 2 BR
                                • 2 BA
                                • Sleeps 6
                                5
                                  • 4 BR
                                  • 2 BA
                                  • Sleeps 8
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 6
                                    23
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 6
                                      4
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 6
                                        9
                                          • 2 BR
                                          • 1 BA
                                          • Sleeps 5
                                          4
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 4
                                            1 Review
                                              • 2 BR
                                              • 1 BA
                                              • Sleeps 5
                                                • 4 BR
                                                • Sleeps 8
                                                2 Reviews
                                                  NEW!
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                    • 2 BR
                                                    • 1 BA
                                                    • Sleeps 6
                                                      NEW!
                                                      • 3 BR
                                                      • 1 BA
                                                      • Sleeps 6
                                                        NEW!
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 6
                                                        2 Reviews
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 5
                                                          4
                                                            • 3 BR
                                                            • 1 BA
                                                            • Sleeps 6
                                                            1 Review
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 3
                                                              6
                                                                View details for price
                                                                • 4 BR
                                                                • 2 BA
                                                                • Sleeps 7
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 6
                                                                    • 3 BR
                                                                    • 1 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 6
                                                                      • 3 BR
                                                                      • 1 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 4
                                                                        • 5 BR
                                                                        • Sleeps 8
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 3
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 4
                                                                            1 Review
                                                                              • 3 BR
                                                                              • 1 BA
                                                                              • Sleeps 6
                                                                              11
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 8
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 7
                                                                                  5
                                                                                    • 4 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 9
                                                                                    5
                                                                                      • 2 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 8
                                                                                      17
                                                                                        • 3 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 5
                                                                                        6
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 2
                                                                                          8
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            18
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 4
                                                                                              6
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                  • Studio
                                                                                                  • 1 BA
                                                                                                  • Sleeps 2
                                                                                                  21
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 4
                                                                                                    1 Review
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 4
                                                                                                      19
                                                                                                      • 1 - 50 of 89
                                                                                                       

                                                                                                      Recent Southold Reviews

                                                                                                      Perfect Family Getaway

                                                                                                      5 of 5
                                                                                                      We have visited and rented homes in this part of Long Island for 6 years running and by far , this place is our favorite ! It is immaculately well kept condition , spotlessly clean, has every mod con you could wish for and is in a great location. Walking distance to the beaches and grocery store , steps from the best icecream shop in the neighborhood , decent pizza store nearby and lots of great farmers markets and vineyards a short drive away .The house itself has an amazing gated yard where the kids can run around and have fun safely without too much worry that they may disrupt the neighbors and parents can relax . The guest house is ideal for grandparents who want to accompany a young family on the trip and still get to enjoy some peaceful alone time away from all the action . Our hosts were always contactable and responding quickly to any questions we had . All in all it was a perfect week away at the beach and we will definitely be returning next year . We are already looking forward to it . Thank you so much to the Garcia family for their hospitality and sharing their beautiful home . I would highly recommend this property to everyone.
                                                                                                      • Submitted: Sep 10, 2016
                                                                                                      • Stayed: Aug 2016

                                                                                                      Sunny and stylish - great location

                                                                                                      5 of 5
                                                                                                      We had a lovely 4 day weekend at this stylish little cottage within walking distance of the village of Sag Harbor, tennis courts, a playground etc. The back yard was spacious enough for the kids to play and provided ample sun and shade. The kitchen was small but well stocked with anything you need to cook. We know the area very well and this was the perfect spot to take advantage of all!
                                                                                                      • Submitted: Aug 5, 2016
                                                                                                      • Stayed: Jul 2016

                                                                                                      All good. All as advertised.

                                                                                                      5 of 5
                                                                                                      No problem. Central air key during our warm summer stay. Excellent bikes & kayaks a really nice bonus. We're goin back. 👍🏻
                                                                                                      • Submitted: Jul 31, 2016
                                                                                                      • Stayed: Jul 2016