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  • Showing 1-50 of 300+
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    Exceptional! 5/5
    (43 reviews)
    avg/night
    Cabin #643371vb
    • 1 BR
    • 1 BA
    • Sleeps 4
    43
    Viewed 32 times in the last 48 hours

    Confirmation within 24 hours

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

      House #4199837
      • 2 BR
      • 2 BA
      • Sleeps 6
      4
      Viewed 9 times in the last 48 hours

      Instant confirmation

      Your booking request will be confirmed immediately.

        Wonderful! 4.9/5
        (14 reviews)
        avg/night
        Cabin #669998vb
        • 1 BR
        • 1 BA
        • Sleeps 2
        14
        Viewed 11 times in the last 48 hours

        Instant confirmation

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          Cottage #698189vb
          • 1 BR
          • 1 BA
          • Sleeps 2
          1

          Confirmation within 24 hours

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

            Wonderful! 4.8/5
            (68 reviews)
            avg/night
            House #117991
            • 5 BR
            • 3 BA
            • Sleeps 10
            68
            Viewed 921 times in the last 48 hours

            Instant confirmation

            Your booking request will be confirmed immediately.

              Wonderful! 4.9/5
              (76 reviews)
              avg/night
              House #162988vb
              • 1 BR
              • 1 BA
              • Sleeps 4
              76
              Viewed 57 times in the last 48 hours

              Confirmation within 24 hours

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

                Excellent! 4.6/5
                (28 reviews)
                avg/night
                Cottage #816098vb
                • 1 BR
                • 1 BA
                • Sleeps 2
                28
                Viewed 41 times in the last 48 hours

                Confirmation within 24 hours

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

                  Exceptional! 5/5
                  (14 reviews)
                  avg/night
                  House #873680vb
                  • 2 BR
                  • 2 BA
                  • Sleeps 4
                  14
                  Viewed 42 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
                    (49 reviews)
                    avg/night
                    House #212356
                    • 3 BR
                    • 1 BA
                    • 1 HF BA
                    • Sleeps 8
                    49
                    Viewed 929 times in the last 48 hours

                    Instant confirmation

                    Your booking request will be confirmed immediately.

                      Exceptional! 5/5
                      (62 reviews)
                      avg/night
                      Cabin #694776vb
                      • 1 BR
                      • 1 BA
                      • Sleeps 2
                      62
                      Viewed 28 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
                        (28 reviews)
                        avg/night
                        House #679057vb
                        • 3 BR
                        • 2 BA
                        • Sleeps 6
                        28
                        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
                          (4 reviews)
                          avg/night
                          House #714201vb
                          • 4 BR
                          • 3 BA
                          • 1 HF BA
                          • Sleeps 12
                          4
                          Viewed 19 times in the last 48 hours

                          Confirmation within 24 hours

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

                            Excellent! 4.7/5
                            (45 reviews)
                            avg/night
                            House #254616vb
                            • 2 BR
                            • 2 BA
                            • Sleeps 7
                            45
                            Viewed 98 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)
                              avg/night
                              Cottage #744030vb
                              • 1 BR
                              • 1 BA
                              • Sleeps 4
                              23
                              Viewed 19 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
                                (8 reviews)
                                avg/night
                                House #262017vb
                                • 2 BR
                                • 2 BA
                                • Sleeps 6
                                8
                                Viewed 28 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
                                  (33 reviews)
                                  avg/night
                                  Estate #553758vb
                                  • 7 BR
                                  • 7 BA
                                  • 1 HF BA
                                  • Sleeps 14
                                  33
                                  Viewed 75 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
                                    (15 reviews)
                                    avg/night
                                    House #3837868
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 6
                                    15
                                    Viewed 19 times in the last 48 hours

                                    Instant confirmation

                                    Your booking request will be confirmed immediately.

                                      Very Good! 4.2/5
                                      (42 reviews)
                                      avg/night
                                      House #212357
                                      • 3 BR
                                      • 2 BA
                                      • 1 HF BA
                                      • Sleeps 8
                                      42
                                      Viewed 611 times in the last 48 hours

                                      Instant confirmation

                                      Your booking request will be confirmed immediately.

                                        Excellent! 4.7/5
                                        (35 reviews)
                                        avg/night
                                        Cottage #91570vb
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 4
                                        35
                                        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
                                          (42 reviews)
                                          avg/night
                                          Estate #502874vb
                                          • Studio
                                          • 1 BA
                                          • Sleeps 2
                                          42
                                          Viewed 63 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
                                            (58 reviews)
                                            avg/night
                                            Cottage #481556vb
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 6
                                            58
                                            Viewed 12 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
                                              Villa #506285vb
                                              • 4 BR
                                              • 3 BA
                                              • 1 HF BA
                                              • Sleeps 8
                                              23
                                              Viewed 67 times in the last 48 hours

                                              Confirmation within 24 hours

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

                                                avg/night
                                                Cottage #894144vb
                                                • 4 BR
                                                • 3 BA
                                                • Sleeps 8
                                                2
                                                Viewed 7 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
                                                  (42 reviews)
                                                  avg/night
                                                  House #485927vb
                                                  • 3 BR
                                                  • 3 BA
                                                  • Sleeps 6
                                                  42
                                                  Viewed 24 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
                                                    (49 reviews)
                                                    avg/night
                                                    House #906281
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 3
                                                    49
                                                    Viewed 51 times in the last 48 hours

                                                    Confirmation within 24 hours

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

                                                      Exceptional! 5/5
                                                      (48 reviews)
                                                      avg/night
                                                      Villa #450777vb
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      48
                                                      Viewed 38 times in the last 48 hours

                                                      Confirmation within 24 hours

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

                                                        Wonderful! 4.8/5
                                                        (9 reviews)
                                                        avg/night
                                                        Villa #4109036
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 5
                                                        9
                                                        Viewed 24 times in the last 48 hours

                                                        Confirmation within 24 hours

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

                                                          Exceptional! 5/5
                                                          (28 reviews)
                                                          avg/night
                                                          House #804129vb
                                                          • 5 BR
                                                          • 6 BA
                                                          • 1 HF BA
                                                          • Sleeps 12
                                                          28
                                                          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
                                                            (9 reviews)
                                                            avg/night
                                                            Villa #7081896
                                                            • 5 BR
                                                            • 4 BA
                                                            • 1 HF BA
                                                            • Sleeps 10
                                                            9
                                                            Viewed 30 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
                                                              (39 reviews)
                                                              avg/night
                                                              House #36248vb
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 13
                                                              39
                                                              Viewed 55 times in the last 48 hours

                                                              Confirmation within 24 hours

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

                                                                Exceptional! 5/5
                                                                (9 reviews)
                                                                avg/night
                                                                House #3882070
                                                                • 4 BR
                                                                • 3 BA
                                                                • Sleeps 8
                                                                9
                                                                Viewed 17 times in the last 48 hours

                                                                Instant confirmation

                                                                Your booking request will be confirmed immediately.

                                                                  avg/night
                                                                  Apartment #714588vb
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  1
                                                                  Viewed 10 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
                                                                    (6 reviews)
                                                                    avg/night
                                                                    House #3861426
                                                                    • 3 BR
                                                                    • 3 BA
                                                                    • Sleeps 6
                                                                    6
                                                                    Viewed 15 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
                                                                      (48 reviews)
                                                                      avg/night
                                                                      Chateau / Country House #380038vb
                                                                      • 4 BR
                                                                      • 3 BA
                                                                      • Sleeps 10
                                                                      48
                                                                      Viewed 29 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
                                                                        (38 reviews)
                                                                        avg/night
                                                                        House #396803vb
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 8
                                                                        38
                                                                        Viewed 56 times in the last 48 hours

                                                                        Instant confirmation

                                                                        Your booking request will be confirmed immediately.

                                                                          avg/night
                                                                          House #4276824
                                                                          • 4 BR
                                                                          • 2 BA
                                                                          • Sleeps 10
                                                                          1
                                                                          Viewed 57 times in the last 48 hours

                                                                          Confirmation within 24 hours

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

                                                                            Exceptional! 5/5
                                                                            (44 reviews)
                                                                            avg/night
                                                                            House #724740vb
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            44
                                                                            Viewed 27 times in the last 48 hours

                                                                            Confirmation within 24 hours

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

                                                                              Exceptional! 5/5
                                                                              (74 reviews)
                                                                              avg/night
                                                                              Farmhouse #479920vb
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 8
                                                                              74
                                                                              Viewed 30 times in the last 48 hours

                                                                              Confirmation within 24 hours

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

                                                                                House #4250683
                                                                                • 7 BR
                                                                                • 7 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 14
                                                                                4
                                                                                Viewed 62 times in the last 48 hours

                                                                                Instant confirmation

                                                                                Your booking request will be confirmed immediately.

                                                                                  Excellent! 4.7/5
                                                                                  (36 reviews)
                                                                                  avg/night
                                                                                  House #373751vb
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 6
                                                                                  36
                                                                                  Viewed 12 times in the last 48 hours

                                                                                  Confirmation within 24 hours

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

                                                                                    Exceptional! 5/5
                                                                                    (21 reviews)
                                                                                    avg/night
                                                                                    Cottage #3929855
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    21
                                                                                    Viewed 60 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
                                                                                      House #810869vb
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 4
                                                                                      22
                                                                                      Viewed 17 times in the last 48 hours

                                                                                      Instant confirmation

                                                                                      Your booking request will be confirmed immediately.

                                                                                        Wonderful! 4.8/5
                                                                                        (19 reviews)
                                                                                        avg/night
                                                                                        Condo #694356vb
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        19
                                                                                        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
                                                                                          (4 reviews)
                                                                                          avg/night
                                                                                          House #948888vb
                                                                                          • 4 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 8
                                                                                          4
                                                                                          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
                                                                                            (9 reviews)
                                                                                            $98
                                                                                            avg/night
                                                                                            House #430444vb
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            9

                                                                                            Confirmation within 24 hours

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

                                                                                              Wonderful! 4.9/5
                                                                                              (42 reviews)
                                                                                              avg/night
                                                                                              House #689879vb
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              42
                                                                                              Viewed 36 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
                                                                                                (30 reviews)
                                                                                                avg/night
                                                                                                House #646673vb
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                30
                                                                                                Viewed 39 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
                                                                                                  (34 reviews)
                                                                                                  avg/night
                                                                                                  House #393508vb
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 10
                                                                                                  34
                                                                                                  Viewed 26 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
                                                                                                    (12 reviews)
                                                                                                    avg/night
                                                                                                    House #766992vb
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 6
                                                                                                    12
                                                                                                    Viewed 21 times in the last 48 hours

                                                                                                    Confirmation within 24 hours

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

                                                                                                      Exceptional! 5/5
                                                                                                      (31 reviews)
                                                                                                      avg/night
                                                                                                      House #599391vb
                                                                                                      • 4 BR
                                                                                                      • 3 BA
                                                                                                      • Sleeps 10
                                                                                                      31
                                                                                                      Viewed 43 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+

                                                                                                      Middletown Vacation Rentals (300+)