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  • Showing 1-50 of 300+
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    avg/night
    House #899434vb
    • 4 BR
    • 2 BA
    • Sleeps 7
    1
    Viewed 46 times in the last 48 hours

    Confirmation within 24 hours

    Your booking request will be confirmed or denied within 24 hours.

      House #3484286
      • 6 BR
      • 4 BA
      • 1 HF BA
      • Sleeps 16
      15
      Viewed 8 times in the last 48 hours

      Confirmation within 24 hours

      Your booking request will be confirmed or denied within 24 hours.

        House #4359969
        • 3 BR
        • 2 BA
        • Sleeps 6
        1

        Confirmation within 24 hours

        Your booking request will be confirmed or denied within 24 hours.

          avg/night
          Apartment #3920062
          • 2 BR
          • 2 BA
          • Sleeps 5
          84
          Viewed 127 times in the last 48 hours

          Instant confirmation

          Your booking request will be confirmed immediately.

            avg/night
            Apartment #4025774
            • 2 BR
            • 2 BA
            • Sleeps 5
            33
            Viewed 69 times in the last 48 hours

            Instant confirmation

            Your booking request will be confirmed immediately.

              avg/night
              Apartment #4102983
              • 1 BR
              • 1 BA
              • Sleeps 2
              7
              Viewed 19 times in the last 48 hours

              Confirmation within 24 hours

              Your booking request will be confirmed or denied within 24 hours.

                avg/night
                Apartment #4055099
                • 3 BR
                • 2 BA
                • 1 HF BA
                • Sleeps 7
                28
                Viewed 37 times in the last 48 hours

                Instant confirmation

                Your booking request will be confirmed immediately.

                  avg/night
                  Apartment #3960471
                  • 2 BR
                  • 2 BA
                  • Sleeps 5
                  55
                  Viewed 41 times in the last 48 hours

                  Instant confirmation

                  Your booking request will be confirmed immediately.

                    avg/night
                    Apartment #4055098
                    • 2 BR
                    • 2 BA
                    • Sleeps 5
                    19
                    Viewed 14 times in the last 48 hours

                    Instant confirmation

                    Your booking request will be confirmed immediately.

                      avg/night
                      Apartment #406583vb
                      • 1 BR
                      • 1 BA
                      • Sleeps 2
                      36
                      Viewed 9 times in the last 48 hours

                      Instant confirmation

                      Your booking request will be confirmed immediately.

                        avg/night
                        Apartment #3928905
                        • 2 BR
                        • 1 BA
                        • Sleeps 6
                        52
                        Viewed 20 times in the last 48 hours

                        Confirmation within 24 hours

                        Your booking request will be confirmed or denied within 24 hours.

                          avg/night
                          House #443453vb
                          • 1 BR
                          • 1 BA
                          • 1 HF BA
                          • Sleeps 2
                          59
                          Viewed 51 times in the last 48 hours

                          Confirmation within 24 hours

                          Your booking request will be confirmed or denied within 24 hours.

                            Apartment #606119vb
                            • 1 BR
                            • 1 BA
                            • Sleeps 4
                            31
                            Viewed 22 times in the last 48 hours

                            Confirmation within 24 hours

                            Your booking request will be confirmed or denied within 24 hours.

                              avg/night
                              Apartment #3970888
                              • 2 BR
                              • 2 BA
                              • Sleeps 5
                              34
                              Viewed 60 times in the last 48 hours

                              Instant confirmation

                              Your booking request will be confirmed immediately.

                                avg/night
                                Apartment #4061075
                                • 4 BR
                                • 4 BA
                                • 1 HF BA
                                • Sleeps 8
                                16
                                Viewed 36 times in the last 48 hours

                                Confirmation within 24 hours

                                Your booking request will be confirmed or denied within 24 hours.

                                  avg/night
                                  House #4176273
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 8
                                  3
                                  Viewed 54 times in the last 48 hours

                                  Confirmation within 24 hours

                                  Your booking request will be confirmed or denied within 24 hours.

                                    Condo #386075
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 3
                                    47
                                    Viewed 62 times in the last 48 hours

                                    Confirmation within 24 hours

                                    Your booking request will be confirmed or denied within 24 hours.

                                      avg/night
                                      Condo #3489536
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 7
                                      36
                                      Viewed 44 times in the last 48 hours

                                      Confirmation within 24 hours

                                      Your booking request will be confirmed or denied within 24 hours.

                                        Condo #395506
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 4
                                        108
                                        Viewed 54 times in the last 48 hours

                                        Confirmation within 24 hours

                                        Your booking request will be confirmed or denied within 24 hours.

                                          avg/night
                                          Apartment #3960472
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 7
                                          36
                                          Viewed 98 times in the last 48 hours

                                          Instant confirmation

                                          Your booking request will be confirmed immediately.

                                            Apartment #4108939
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 6
                                            25
                                            Viewed 34 times in the last 48 hours

                                            Confirmation within 24 hours

                                            Your booking request will be confirmed or denied within 24 hours.

                                              avg/night
                                              Apartment #3634216
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 4
                                              71
                                              Viewed 19 times in the last 48 hours

                                              Confirmation within 24 hours

                                              Your booking request will be confirmed or denied within 24 hours.

                                                avg/night
                                                Condo #3893669
                                                • 2 BR
                                                • 1 BA
                                                • 1 HF BA
                                                • Sleeps 6
                                                59
                                                Viewed 84 times in the last 48 hours

                                                Confirmation within 24 hours

                                                Your booking request will be confirmed or denied within 24 hours.

                                                  avg/night
                                                  Apartment #3661758
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 6
                                                  50
                                                  Viewed 26 times in the last 48 hours

                                                  Confirmation within 24 hours

                                                  Your booking request will be confirmed or denied within 24 hours.

                                                    Condo #685891vb
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    42
                                                    Viewed 17 times in the last 48 hours

                                                    Confirmation within 24 hours

                                                    Your booking request will be confirmed or denied within 24 hours.

                                                      Condo #4170062
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 5
                                                      21
                                                      Viewed 36 times in the last 48 hours

                                                      Confirmation within 24 hours

                                                      Your booking request will be confirmed or denied within 24 hours.

                                                        Condo #3967125
                                                        • 2 BR
                                                        • 2 BA
                                                        • 1 HF BA
                                                        • Sleeps 1
                                                        6
                                                        Viewed 50 times in the last 48 hours

                                                        Confirmation within 24 hours

                                                        Your booking request will be confirmed or denied within 24 hours.

                                                          Condo #367114
                                                          • 3 BR
                                                          • 1 BA
                                                          • Sleeps 5
                                                          103
                                                          Viewed 29 times in the last 48 hours

                                                          Confirmation within 24 hours

                                                          Your booking request will be confirmed or denied within 24 hours.

                                                            $99
                                                            avg/night
                                                            Cottage #226702
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            8
                                                            Viewed 25 times in the last 48 hours

                                                            Confirmation within 24 hours

                                                            Your booking request will be confirmed or denied within 24 hours.

                                                              Townhome #715027vb
                                                              • 4 BR
                                                              • 2 BA
                                                              • 1 HF BA
                                                              • Sleeps 8
                                                              13
                                                              Viewed 16 times in the last 48 hours

                                                              Confirmation within 24 hours

                                                              Your booking request will be confirmed or denied within 24 hours.

                                                                Condo #875576vb
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 2
                                                                20
                                                                Viewed 32 times in the last 48 hours

                                                                Confirmation within 24 hours

                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                  avg/night
                                                                  Condo #3849683
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  51
                                                                  Viewed 47 times in the last 48 hours

                                                                  Confirmation within 24 hours

                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                    avg/night
                                                                    Cottage #695253vb
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 2
                                                                    11
                                                                    Viewed 15 times in the last 48 hours

                                                                    Confirmation within 24 hours

                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                      avg/night
                                                                      House #383697vb
                                                                      • 4 BR
                                                                      • 3 BA
                                                                      • Sleeps 14
                                                                      105
                                                                      Viewed 30 times in the last 48 hours

                                                                      Confirmation within 24 hours

                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                        avg/night
                                                                        Townhome #247506vb
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 5
                                                                        61
                                                                        Viewed 38 times in the last 48 hours

                                                                        Confirmation within 24 hours

                                                                        Your booking request will be confirmed or denied within 24 hours.

                                                                          avg/night
                                                                          Townhome #72730vb
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          25
                                                                          Viewed 39 times in the last 48 hours

                                                                          Confirmation within 24 hours

                                                                          Your booking request will be confirmed or denied within 24 hours.

                                                                            avg/night
                                                                            Apartment #4040889
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            5
                                                                            Viewed 24 times in the last 48 hours

                                                                            Confirmation within 24 hours

                                                                            Your booking request will be confirmed or denied within 24 hours.

                                                                              avg/night
                                                                              House #35944vb
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              14
                                                                              Viewed 74 times in the last 48 hours

                                                                              Confirmation within 24 hours

                                                                              Your booking request will be confirmed or denied within 24 hours.

                                                                                avg/night
                                                                                Condo #207306vb
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                118
                                                                                Viewed 50 times in the last 48 hours

                                                                                Confirmation within 24 hours

                                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                                  avg/night
                                                                                  Condo #680805vb
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  20
                                                                                  Viewed 30 times in the last 48 hours

                                                                                  Confirmation within 24 hours

                                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                                    avg/night
                                                                                    Apartment #3836908
                                                                                    • 1 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 4
                                                                                    44
                                                                                    Viewed 62 times in the last 48 hours

                                                                                    Confirmation within 24 hours

                                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                                      avg/night
                                                                                      Apartment #670262vb
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                      25
                                                                                      Viewed 54 times in the last 48 hours

                                                                                      Confirmation within 24 hours

                                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                                        avg/night
                                                                                        Apartment #286323
                                                                                        • 3 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 8
                                                                                        87
                                                                                        Viewed 32 times in the last 48 hours

                                                                                        Confirmation within 24 hours

                                                                                        Your booking request will be confirmed or denied within 24 hours.

                                                                                          avg/night
                                                                                          Cottage #176726
                                                                                          • 2 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 5
                                                                                          33
                                                                                          Viewed 21 times in the last 48 hours

                                                                                          Confirmation within 24 hours

                                                                                          Your booking request will be confirmed or denied within 24 hours.

                                                                                            Yacht #3962573
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            21
                                                                                            Viewed 93 times in the last 48 hours

                                                                                            Confirmation within 24 hours

                                                                                            Your booking request will be confirmed or denied within 24 hours.

                                                                                              avg/night
                                                                                              Apartment #4061076
                                                                                              • 4 BR
                                                                                              • 4 BA
                                                                                              • Sleeps 8
                                                                                              13
                                                                                              Viewed 29 times in the last 48 hours

                                                                                              Confirmation within 24 hours

                                                                                              Your booking request will be confirmed or denied within 24 hours.

                                                                                                avg/night
                                                                                                Condo #207071vb
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 6
                                                                                                19
                                                                                                Viewed 46 times in the last 48 hours

                                                                                                Confirmation within 24 hours

                                                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                                                  avg/night
                                                                                                  Apartment #305187vb
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  51
                                                                                                  Viewed 31 times in the last 48 hours

                                                                                                  Confirmation within 24 hours

                                                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                                                    avg/night
                                                                                                    Condo #3670822
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 3
                                                                                                    18
                                                                                                    Viewed 13 times in the last 48 hours

                                                                                                    Confirmation within 24 hours

                                                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                                                      avg/night
                                                                                                      Apartment #4275426
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 2
                                                                                                      7
                                                                                                      Viewed 21 times in the last 48 hours

                                                                                                      Confirmation within 24 hours

                                                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                                                      • 1 - 50 of 300+

                                                                                                      Winchester Vacation Rentals (300+)