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.
    • 4 BR
    • 3 BA
    • Sleeps 10
    House #648890vb
    0
      • 4 BR
      • 3 BA
      • Sleeps 10
      House #906820vb
        • 4 BR
        • 2 BA
        • Sleeps 10
        House #575273vb
        0
          • 4 BR
          • 3 BA
          • Sleeps 14
          House #821199vb
          0
            • 4 BR
            • 2 BA
            • Sleeps 9
            House #4212692
            0
              • 4 BR
              • 3 BA
              • 1 HF BA
              • Sleeps 10
              House #4113898
              0
                • 3 BR
                • 1 BA
                • Sleeps 5
                Cottage #285350vb
                0
                  • 3 BR
                  • 2 BA
                  • 1 HF BA
                  • Sleeps 6
                  Farmhouse #875221vb
                  0
                    • 2 BR
                    • 1 BA
                    • Sleeps 4
                    House #57035vb
                    0
                      • 3 BR
                      • 2 BA
                      • Sleeps 6
                      House #587577vb
                      0
                        • 4 BR
                        • 2 BA
                        • Sleeps 10
                        House #340957
                        0
                          • 3 BR
                          • 2 BA
                          • Sleeps 7
                          House #7092717
                          0
                            • 1 BR
                            • 1 BA
                            • Sleeps 3
                            Cottage #3791124
                            0
                              • 2 BR
                              • 1 BA
                              • Sleeps 6
                              House #4157754
                                • 3 BR
                                • 2 BA
                                • Sleeps 8
                                House #356226vb
                                0
                                  • 6 BR
                                  • 4 BA
                                  • Sleeps 14
                                  House #4109111
                                  0
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 4
                                    Apartment #185644
                                    0
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 4
                                      Cottage #966043
                                      0
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 5
                                        House #4023369
                                        0
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 8
                                          House #482861vb
                                          0
                                            • 5 BR
                                            • 2 BA
                                            • Sleeps 12
                                            Bungalow #771019vb
                                              • 5 BR
                                              • 2 BA
                                              • Sleeps 10
                                              House #647972vb
                                              0
                                                • 3 BR
                                                • 1 BA
                                                • Sleeps 6
                                                House #823966vb
                                                0
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 10
                                                  Cottage #896250vb
                                                  0
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 10
                                                    House #356134vb
                                                    0
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 6
                                                      House #135006
                                                      0
                                                        • 2 BR
                                                        • 1 BA
                                                        • 1 HF BA
                                                        • Sleeps 6
                                                        Cottage #304995
                                                        0
                                                          • 4 BR
                                                          • 2 BA
                                                          • Sleeps 11
                                                          House #574911vb
                                                          0
                                                            • 2 BR
                                                            • 1 BA
                                                            • 1 HF BA
                                                            • Sleeps 5
                                                            House #255932vb
                                                            0
                                                              • 4 BR
                                                              • 2 BA
                                                              • Sleeps 12
                                                              House #962919vb
                                                                • 3 BR
                                                                • 2 BA
                                                                • 1 HF BA
                                                                • Sleeps 8
                                                                House #223615
                                                                0
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 5
                                                                  House #867310vb
                                                                  0
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 6
                                                                    Cottage #488565vb
                                                                    0
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 9
                                                                      House #4214226
                                                                      0
                                                                        • 3 BR
                                                                        • 1 BA
                                                                        • Sleeps 6
                                                                        Cottage #365948vb
                                                                        0
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          Cottage #3561038
                                                                          0
                                                                            • 4 BR
                                                                            • 3 BA
                                                                            • Sleeps 6
                                                                            House #138675
                                                                            0
                                                                              • 4 BR
                                                                              • 2 BA
                                                                              • 2 HF BA
                                                                              • Sleeps 12
                                                                              House #493365vb
                                                                              0
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                House #368762vb
                                                                                0
                                                                                  • 5 BR
                                                                                  • 3 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 14
                                                                                  House #4360232
                                                                                  0
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 6
                                                                                    House #597581vb
                                                                                      • 5 BR
                                                                                      • 4 BA
                                                                                      • Sleeps 10
                                                                                      House #324021vb
                                                                                      0
                                                                                        • 4 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 6
                                                                                        House #997553vb
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          House #461983vb
                                                                                            • 3 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 8
                                                                                            House #3526577
                                                                                            0
                                                                                              • 4 BR
                                                                                              • 3 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 8
                                                                                              House #286118vb
                                                                                              0
                                                                                                • 3 BR
                                                                                                • 3 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 8
                                                                                                House #397434vb
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 8
                                                                                                  House #106308vb
                                                                                                  0
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    House #171575vb
                                                                                                    0
                                                                                                      • 5 BR
                                                                                                      • 5 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 12
                                                                                                      House #256774vb
                                                                                                      0
                                                                                                      • 1 - 50 of 300+

                                                                                                      Vacation Rentals in Southold, New York (300+)