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  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
    House #3484286
    • 6 BR
    • 4 BA
    • 1 HF BA
    • Sleeps 16
    15

    Confirmation within 24 hours

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

      House #899434vb
      • 4 BR
      • 2 BA
      • Sleeps 7
      1

      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.

          Apartment #3920062
          • 2 BR
          • 2 BA
          • Sleeps 5
          83

          Instant confirmation

          Your booking request will be confirmed immediately.

            Apartment #4025774
            • 2 BR
            • 2 BA
            • Sleeps 5
            32

            Instant confirmation

            Your booking request will be confirmed immediately.

              Apartment #4102983
              • 1 BR
              • 1 BA
              • Sleeps 2
              7

              Confirmation within 24 hours

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

                Apartment #4055099
                • 3 BR
                • 2 BA
                • 1 HF BA
                • Sleeps 7
                28

                Instant confirmation

                Your booking request will be confirmed immediately.

                  Apartment #3960471
                  • 2 BR
                  • 2 BA
                  • Sleeps 5
                  55

                  Instant confirmation

                  Your booking request will be confirmed immediately.

                    Apartment #3928905
                    • 2 BR
                    • 1 BA
                    • Sleeps 6
                    51

                    Confirmation within 24 hours

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

                      Apartment #4055098
                      • 2 BR
                      • 2 BA
                      • Sleeps 5
                      19

                      Instant confirmation

                      Your booking request will be confirmed immediately.

                        Apartment #406583vb
                        • 1 BR
                        • 1 BA
                        • Sleeps 2
                        36

                        Instant confirmation

                        Your booking request will be confirmed immediately.

                          Condo #3893669
                          • 2 BR
                          • 1 BA
                          • 1 HF BA
                          • Sleeps 6
                          56

                          Confirmation within 24 hours

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

                            Apartment #3970888
                            • 2 BR
                            • 2 BA
                            • Sleeps 5
                            34

                            Instant confirmation

                            Your booking request will be confirmed immediately.

                              House #443453vb
                              • 1 BR
                              • 1 BA
                              • 1 HF BA
                              • Sleeps 2
                              58

                              Confirmation within 24 hours

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

                                Apartment #609643vb
                                • 1 BR
                                • 1 BA
                                • Sleeps 4
                                15

                                Confirmation within 24 hours

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

                                  Apartment #606119vb
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 4
                                  31

                                  Confirmation within 24 hours

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

                                    Apartment #3960472
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 7
                                    35

                                    Instant confirmation

                                    Your booking request will be confirmed immediately.

                                      Condo #395506
                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 4
                                      107

                                      Confirmation within 24 hours

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

                                        Apartment #4061075
                                        • 4 BR
                                        • 4 BA
                                        • 1 HF BA
                                        • Sleeps 8
                                        16

                                        Confirmation within 24 hours

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

                                          House #4176273
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 8
                                          3

                                          Confirmation within 24 hours

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

                                            Condo #386075
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 3
                                            47

                                            Confirmation within 24 hours

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

                                              Apartment #3634216
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 4
                                              70

                                              Confirmation within 24 hours

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

                                                Condo #367114
                                                • 3 BR
                                                • 1 BA
                                                • Sleeps 5
                                                102

                                                Confirmation within 24 hours

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

                                                  Apartment #4108939
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 6
                                                  23

                                                  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

                                                    Confirmation within 24 hours

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

                                                      Cottage #176726
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 5
                                                      33

                                                      Confirmation within 24 hours

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

                                                        Condo #3489536
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 7
                                                        36

                                                        Confirmation within 24 hours

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

                                                          Condo #207306vb
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 4
                                                          118

                                                          Confirmation within 24 hours

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

                                                            Townhome #247506vb
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 5
                                                            61

                                                            Confirmation within 24 hours

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

                                                              Condo #680805vb
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              20

                                                              Confirmation within 24 hours

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

                                                                Apartment #3661758
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 6
                                                                50

                                                                Confirmation within 24 hours

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

                                                                  Condo #4170062
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 5
                                                                  21

                                                                  Confirmation within 24 hours

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

                                                                    Apartment #3836908
                                                                    • 1 BR
                                                                    • 2 BA
                                                                    • Sleeps 4
                                                                    44

                                                                    Confirmation within 24 hours

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

                                                                      Cottage #695253vb
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 2
                                                                      11

                                                                      Confirmation within 24 hours

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

                                                                        Apartment #4061076
                                                                        • 4 BR
                                                                        • 4 BA
                                                                        • Sleeps 8
                                                                        12

                                                                        Confirmation within 24 hours

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

                                                                          Condo #875576vb
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 2
                                                                          20

                                                                          Confirmation within 24 hours

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

                                                                            Condo #111553
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 3
                                                                            39

                                                                            Confirmation within 24 hours

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

                                                                              Apartment #4105862
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 5
                                                                              12

                                                                              Confirmation within 24 hours

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

                                                                                Apartment #670262vb
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                25

                                                                                Confirmation within 24 hours

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

                                                                                  Condo #3849683
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  50

                                                                                  Confirmation within 24 hours

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

                                                                                    Yacht #3962573
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    21

                                                                                    Confirmation within 24 hours

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

                                                                                      Apartment #3944808
                                                                                      • 4 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 8
                                                                                      28

                                                                                      Confirmation within 24 hours

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

                                                                                        Condo #3670822
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 3
                                                                                        18

                                                                                        Confirmation within 24 hours

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

                                                                                          Apartment #296086
                                                                                          • Studio
                                                                                          • 1 BA
                                                                                          • Sleeps 2
                                                                                          47

                                                                                          Instant confirmation

                                                                                          Your booking request will be confirmed immediately.

                                                                                            Apartment #286323
                                                                                            • 3 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 8
                                                                                            87

                                                                                            Confirmation within 24 hours

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

                                                                                              Apartment #305187vb
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 4
                                                                                              51

                                                                                              Confirmation within 24 hours

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

                                                                                                Apartment #4040889
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                5

                                                                                                Confirmation within 24 hours

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

                                                                                                  Condo #207071vb
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 6
                                                                                                  18

                                                                                                  Confirmation within 24 hours

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

                                                                                                    Apartment #854357vb
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    21

                                                                                                    Confirmation within 24 hours

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

                                                                                                      House #733403vb
                                                                                                      • 5 BR
                                                                                                      • 3 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 11
                                                                                                      21

                                                                                                      Confirmation within 24 hours

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

                                                                                                      • 1 - 50 of 300+

                                                                                                      Winchester Vacation Rentals (300+)