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Additional fees apply. Taxes may be added.
    Excellent! 4.6/5
    (27 reviews)
    avg/night
    House #251516vb
    • 3 BR
    • 2 BA
    • Sleeps 7
    27
    Viewed 10 times in the last 48 hours

    Confirmation within 24 hours

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

      Exceptional! 5/5
      (13 reviews)
      avg/night
      House #514278vb
      • 4 BR
      • 1 BA
      • 1 HF BA
      • Sleeps 9
      13
      Viewed 40 times in the last 48 hours

      Instant confirmation

      Your booking request will be confirmed immediately.

        Wonderful! 4.9/5
        (25 reviews)
        avg/night
        Cabin #388406
        • 3 BR
        • 2 BA
        • 1 HF BA
        • Sleeps 10
        25
        Viewed 21 times in the last 48 hours

        Instant confirmation

        Your booking request will be confirmed immediately.

          Wonderful! 4.8/5
          (6 reviews)
          $50
          avg/night
          Cottage #4193906
          • 2 BR
          • 2 BA
          • Sleeps 5
          6
          Viewed 8 times in the last 48 hours

          Confirmation within 24 hours

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

            Excellent! 4.4/5
            (14 reviews)
            avg/night
            House #359451vb
            • 2 BR
            • 1 BA
            • Sleeps 5
            14
            Viewed 21 times in the last 48 hours

            Confirmation within 24 hours

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

              Very Good! 4.1/5
              (8 reviews)
              avg/night
              Cottage #365987vb
              • 1 BR
              • 1 BA
              • Sleeps 3
              8
              Viewed 38 times in the last 48 hours

              Confirmation within 24 hours

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

                Wonderful! 4.9/5
                (8 reviews)
                avg/night
                House #4104196
                • 4 BR
                • 2 BA
                • Sleeps 10
                8
                Viewed 19 times in the last 48 hours

                Confirmation within 24 hours

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

                  Excellent! 4.5/5
                  (6 reviews)
                  avg/night
                  House #735582vb
                  • 3 BR
                  • 1 BA
                  • Sleeps 7
                  6
                  Viewed 14 times in the last 48 hours

                  Confirmation within 24 hours

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

                    Wonderful! 4.9/5
                    (11 reviews)
                    avg/night
                    House #330992vb
                    • 5 BR
                    • 3 BA
                    • 1 HF BA
                    • Sleeps 10
                    11
                    Viewed 5 times in the last 48 hours

                    Confirmation within 24 hours

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

                      Wonderful! 4.9/5
                      (25 reviews)
                      avg/night
                      House #123030
                      • 3 BR
                      • 1 BA
                      • Sleeps 6
                      25
                      Viewed 13 times in the last 48 hours

                      Instant confirmation

                      Your booking request will be confirmed immediately.

                        avg/night
                        House #831568vb
                        • 3 BR
                        • 2 BA
                        • Sleeps 5
                        4
                        Viewed 8 times in the last 48 hours

                        Confirmation within 24 hours

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

                          Exceptional! 5/5
                          (15 reviews)
                          avg/night
                          House #602493vb
                          • 3 BR
                          • 3 BA
                          • 1 HF BA
                          • Sleeps 6
                          15
                          Viewed 8 times in the last 48 hours

                          Confirmation within 24 hours

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

                            Exceptional! 5/5
                            (6 reviews)
                            $87
                            avg/night
                            House #457237vb
                            • 5 BR
                            • 4 BA
                            • Sleeps 8
                            6
                            Viewed 11 times in the last 48 hours

                            Confirmation within 24 hours

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

                              $86
                              avg/night
                              House #577968vb
                              • 4 BR
                              • 1 BA
                              • Sleeps 7
                              4
                              Viewed 7 times in the last 48 hours

                              Confirmation within 24 hours

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

                                House #251758
                                • 3 BR
                                • 4 BA
                                • Sleeps 6
                                2
                                Viewed 7 times in the last 48 hours

                                Confirmation within 24 hours

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

                                  avg/night
                                  House #978369
                                  • 4 BR
                                  • 2 BA
                                  • 1 HF BA
                                  • Sleeps 11
                                  1
                                  Viewed 12 times in the last 48 hours

                                  Confirmation within 24 hours

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

                                    Farmhouse #1080065vb
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 6
                                    1
                                    Viewed 18 times in the last 48 hours

                                    Confirmation within 24 hours

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

                                      avg/night
                                      House #4487353
                                      • 2 BR
                                      • 1 BA
                                      • 1 HF BA
                                      • Sleeps 7
                                      2
                                      Viewed 61 times in the last 48 hours

                                      Instant confirmation

                                      Your booking request will be confirmed immediately.

                                        House #4047908
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 8
                                        3
                                        Viewed 7 times in the last 48 hours

                                        Confirmation within 24 hours

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

                                          Cottage #3666030
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 6
                                          4
                                          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 #4213927
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 2
                                            2
                                            Viewed 49 times in the last 48 hours

                                            Instant confirmation

                                            Your booking request will be confirmed immediately.

                                              Exceptional! 5/5
                                              (2 reviews)
                                              avg/night
                                              House #111134vb
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 10
                                              2
                                              Viewed 8 times in the last 48 hours

                                              Confirmation within 24 hours

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

                                                House #227858vb
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 6
                                                6

                                                Confirmation within 24 hours

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

                                                  Very Good! 4/5
                                                  (5 reviews)
                                                  avg/night
                                                  House #345259vb
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 7
                                                  5
                                                  Viewed 69 times in the last 48 hours

                                                  Confirmation within 24 hours

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

                                                    avg/night
                                                    House #4133942
                                                    • 4 BR
                                                    • 4 BA
                                                    • Sleeps 8
                                                    3
                                                    Viewed 89 times in the last 48 hours

                                                    Confirmation within 24 hours

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

                                                      avg/night
                                                      Apartment #4213928
                                                      • 1 BR
                                                      • Sleeps 2
                                                      Viewed 22 times in the last 48 hours

                                                      Instant confirmation

                                                      Your booking request will be confirmed immediately.

                                                        House #569110vb
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 8
                                                        2

                                                        Confirmation within 24 hours

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

                                                          Wonderful! 4.8/5
                                                          (50 reviews)
                                                          avg/night
                                                          Apartment #3913276
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 4
                                                          50
                                                          Viewed 62 times in the last 48 hours

                                                          Confirmation within 24 hours

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

                                                            Exceptional! 5/5
                                                            (12 reviews)
                                                            $71
                                                            avg/night
                                                            Cabin #101854
                                                            • Studio
                                                            • 1 BA
                                                            • Sleeps 4
                                                            12
                                                            Viewed 80 times in the last 48 hours

                                                            Confirmation within 24 hours

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

                                                              Wonderful! 4.9/5
                                                              (17 reviews)
                                                              avg/night
                                                              House #4165895
                                                              • 5 BR
                                                              • 3 BA
                                                              • Sleeps 13
                                                              17
                                                              Viewed 47 times in the last 48 hours

                                                              Confirmation within 24 hours

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

                                                                Exceptional! 5/5
                                                                (26 reviews)
                                                                avg/night
                                                                Cottage #671843vb
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                26
                                                                Viewed 51 times in the last 48 hours

                                                                Confirmation within 24 hours

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

                                                                  Wonderful! 4.9/5
                                                                  (14 reviews)
                                                                  avg/night
                                                                  Cabin #850035vb
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  14
                                                                  Viewed 39 times in the last 48 hours

                                                                  Confirmation within 24 hours

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

                                                                    Exceptional! 5/5
                                                                    (26 reviews)
                                                                    avg/night
                                                                    House #181411
                                                                    • 5 BR
                                                                    • 3 BA
                                                                    • Sleeps 14
                                                                    26
                                                                    Viewed 50 times in the last 48 hours

                                                                    Confirmation within 24 hours

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

                                                                      Wonderful! 4.8/5
                                                                      (26 reviews)
                                                                      avg/night
                                                                      Cottage #663097vb
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      26
                                                                      Viewed 32 times in the last 48 hours

                                                                      Confirmation within 24 hours

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

                                                                        Exceptional! 5/5
                                                                        (13 reviews)
                                                                        avg/night
                                                                        Condo #4191776
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        13
                                                                        Viewed 66 times in the last 48 hours

                                                                        Confirmation within 24 hours

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

                                                                          Wonderful! 4.9/5
                                                                          (13 reviews)
                                                                          avg/night
                                                                          Villa #507900vb
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 5
                                                                          13
                                                                          Viewed 85 times in the last 48 hours

                                                                          Confirmation within 24 hours

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

                                                                            Excellent! 4.6/5
                                                                            (7 reviews)
                                                                            avg/night
                                                                            Cottage #4255277
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 5
                                                                            7
                                                                            Viewed 45 times in the last 48 hours

                                                                            Confirmation within 24 hours

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

                                                                              Wonderful! 4.9/5
                                                                              (14 reviews)
                                                                              avg/night
                                                                              Cottage #790508vb
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              14
                                                                              Viewed 18 times in the last 48 hours

                                                                              Confirmation within 24 hours

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

                                                                                Exceptional! 5/5
                                                                                (25 reviews)
                                                                                avg/night
                                                                                House #3830794
                                                                                • 4 BR
                                                                                • 3 BA
                                                                                • Sleeps 10
                                                                                25
                                                                                Viewed 49 times in the last 48 hours

                                                                                Confirmation within 24 hours

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

                                                                                  Wonderful! 4.8/5
                                                                                  (22 reviews)
                                                                                  $70
                                                                                  avg/night
                                                                                  Studio #875902vb
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 3
                                                                                  22
                                                                                  Viewed 57 times in the last 48 hours

                                                                                  Confirmation within 24 hours

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

                                                                                    Excellent! 4.7/5
                                                                                    (10 reviews)
                                                                                    avg/night
                                                                                    House #589270vb
                                                                                    • 3 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 5
                                                                                    10
                                                                                    Viewed 14 times in the last 48 hours

                                                                                    Confirmation within 24 hours

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

                                                                                      Wonderful! 4.8/5
                                                                                      (5 reviews)
                                                                                      avg/night
                                                                                      House #784794vb
                                                                                      • 4 BR
                                                                                      • 2 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 8
                                                                                      5
                                                                                      Viewed 23 times in the last 48 hours

                                                                                      Confirmation within 24 hours

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

                                                                                        Wonderful! 4.9/5
                                                                                        (23 reviews)
                                                                                        $71
                                                                                        avg/night
                                                                                        Apartment #423135vb
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 2
                                                                                        23
                                                                                        Viewed 31 times in the last 48 hours

                                                                                        Confirmation within 24 hours

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

                                                                                          Exceptional! 5/5
                                                                                          (23 reviews)
                                                                                          avg/night
                                                                                          Cottage #671844vb
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 4
                                                                                          23
                                                                                          Viewed 12 times in the last 48 hours

                                                                                          Confirmation within 24 hours

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

                                                                                            Wonderful! 4.9/5
                                                                                            (31 reviews)
                                                                                            avg/night
                                                                                            Townhome #3579526
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 8
                                                                                            31
                                                                                            Viewed 50 times in the last 48 hours

                                                                                            Confirmation within 24 hours

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

                                                                                              Wonderful! 4.9/5
                                                                                              (32 reviews)
                                                                                              avg/night
                                                                                              House #3801876
                                                                                              • 3 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 6
                                                                                              32
                                                                                              Viewed 28 times in the last 48 hours

                                                                                              Confirmation within 24 hours

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

                                                                                                Exceptional! 5/5
                                                                                                (15 reviews)
                                                                                                avg/night
                                                                                                Cottage #790510vb
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                15
                                                                                                Viewed 20 times in the last 48 hours

                                                                                                Confirmation within 24 hours

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

                                                                                                  Exceptional! 5/5
                                                                                                  (22 reviews)
                                                                                                  avg/night
                                                                                                  Cottage #671845vb
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  22
                                                                                                  Viewed 21 times in the last 48 hours

                                                                                                  Confirmation within 24 hours

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

                                                                                                    Wonderful! 4.9/5
                                                                                                    (32 reviews)
                                                                                                    avg/night
                                                                                                    House #323254
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    32
                                                                                                    Viewed 45 times in the last 48 hours

                                                                                                    Confirmation within 24 hours

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

                                                                                                      Exceptional! 5/5
                                                                                                      (13 reviews)
                                                                                                      avg/night
                                                                                                      Cottage #3698078
                                                                                                      • 2 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 6
                                                                                                      13
                                                                                                      Viewed 51 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+

                                                                                                      Winter Harbor Vacation Rentals (300+)