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Additional fees apply. Taxes may be added.
    Excellent! 4.6/5
    (51 reviews)
    avg/night
    Cabin #244060vb
    • 2 BR
    • 1 BA
    • Sleeps 4
    51
    Viewed 42 times in the last 48 hours

    Confirmation within 24 hours

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

      avg/night
      Farmhouse #629425vb
      • 6 BR
      • 1 BA
      • 1 HF BA
      • Sleeps 11
      3
      Viewed 8 times in the last 48 hours

      Confirmation within 24 hours

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

        Excellent! 4.5/5
        (19 reviews)
        avg/night
        Townhome #3474377
        • 3 BR
        • 2 BA
        • 1 HF BA
        • Sleeps 6
        19
        Viewed 10 times in the last 48 hours

        Confirmation within 24 hours

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

          Wonderful! 4.9/5
          (67 reviews)
          avg/night
          Bungalow #3632317
          • 2 BR
          • 1 BA
          • Sleeps 4
          67
          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
            (51 reviews)
            avg/night
            House #660660vb
            • 3 BR
            • 1 BA
            • Sleeps 5
            51
            Viewed 21 times in the last 48 hours

            Confirmation within 24 hours

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

              Wonderful! 4.8/5
              (42 reviews)
              avg/night
              Farmhouse #930854
              • 6 BR
              • 5 BA
              • Sleeps 18
              42
              Viewed 15 times in the last 48 hours

              Confirmation within 24 hours

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

                Exceptional! 5/5
                (46 reviews)
                avg/night
                Cottage #3586026
                • 2 BR
                • 1 BA
                • 1 HF BA
                • Sleeps 4
                46
                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
                  (44 reviews)
                  avg/night
                  Cottage #213553
                  • 2 BR
                  • 1 BA
                  • Sleeps 6
                  44
                  Viewed 33 times in the last 48 hours

                  Confirmation within 24 hours

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

                    Townhome #4520864
                    • 2 BR
                    • 3 BA
                    • 1 HF BA
                    • Sleeps 6

                    Confirmation within 24 hours

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

                      Wonderful! 4.8/5
                      (18 reviews)
                      avg/night
                      Cottage #866563vb
                      • 1 BR
                      • 1 BA
                      • Sleeps 4
                      18
                      Viewed 25 times in the last 48 hours

                      Instant confirmation

                      Your booking request will be confirmed immediately.

                        Exceptional! 5/5
                        (5 reviews)
                        avg/night
                        Cottage #4509403
                        • 2 BR
                        • 1 BA
                        • Sleeps 6
                        5
                        Viewed 8 times in the last 48 hours

                        Confirmation within 24 hours

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

                          Excellent! 4.6/5
                          (28 reviews)
                          avg/night
                          House #373451
                          • 3 BR
                          • 2 BA
                          • Sleeps 10
                          28
                          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
                            (17 reviews)
                            avg/night
                            House #4154895
                            • 4 BR
                            • 3 BA
                            • Sleeps 8
                            17
                            Viewed 19 times in the last 48 hours

                            Confirmation within 24 hours

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

                              Exceptional! 5/5
                              (84 reviews)
                              avg/night
                              House #265656vb
                              • 3 BR
                              • 2 BA
                              • 1 HF BA
                              • Sleeps 9
                              84
                              Viewed 9 times in the last 48 hours

                              Confirmation within 24 hours

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

                                Exceptional! 5/5
                                (41 reviews)
                                avg/night
                                House #652743vb
                                • 2 BR
                                • 1 BA
                                • Sleeps 4
                                41
                                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
                                  (8 reviews)
                                  avg/night
                                  Chateau / Country House #4201281
                                  • 5 BR
                                  • 4 BA
                                  • Sleeps 20
                                  8
                                  Viewed 20 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
                                    (39 reviews)
                                    avg/night
                                    House #168499vb
                                    • 1 BR
                                    • 1 BA
                                    • 1 HF BA
                                    • Sleeps 7
                                    39
                                    Viewed 15 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
                                      Cottage #772514vb
                                      • 4 BR
                                      • 1 BA
                                      • Sleeps 8
                                      31
                                      Viewed 9 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
                                        (25 reviews)
                                        avg/night
                                        House #373437
                                        • 4 BR
                                        • 2 BA
                                        • Sleeps 14
                                        25
                                        Viewed 17 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
                                          (24 reviews)
                                          avg/night
                                          Townhome #736145vb
                                          • 2 BR
                                          • 2 BA
                                          • 1 HF BA
                                          • Sleeps 6
                                          24
                                          Viewed 24 times in the last 48 hours

                                          Instant confirmation

                                          Your booking request will be confirmed immediately.

                                            Wonderful! 4.9/5
                                            (20 reviews)
                                            avg/night
                                            Cottage #701226vb
                                            • 2 BR
                                            • 1 BA
                                            • 1 HF BA
                                            • Sleeps 7
                                            20
                                            Viewed 6 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
                                              (58 reviews)
                                              avg/night
                                              House #270318
                                              • 4 BR
                                              • 2 BA
                                              • Sleeps 10
                                              58
                                              Viewed 11 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
                                                (19 reviews)
                                                avg/night
                                                House #398147
                                                • 4 BR
                                                • 2 BA
                                                • Sleeps 10
                                                19
                                                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
                                                  (37 reviews)
                                                  avg/night
                                                  Townhome #611998vb
                                                  • 3 BR
                                                  • 2 BA
                                                  • 1 HF BA
                                                  • Sleeps 6
                                                  37
                                                  Viewed 25 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
                                                    Townhome #738362vb
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    17
                                                    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
                                                      (57 reviews)
                                                      avg/night
                                                      Cottage #370992vb
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      57
                                                      Viewed 16 times in the last 48 hours

                                                      Confirmation within 24 hours

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

                                                        Exceptional! 5/5
                                                        (18 reviews)
                                                        avg/night
                                                        Barn #601464vb
                                                        • 4 BR
                                                        • 4 BA
                                                        • Sleeps 13
                                                        18
                                                        Viewed 16 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
                                                          Cottage #201280vb
                                                          • 1 BR
                                                          • 1 BA
                                                          • 1 HF BA
                                                          • Sleeps 4
                                                          13
                                                          Viewed 16 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
                                                            (10 reviews)
                                                            avg/night
                                                            Apartment #759215vb
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 3
                                                            10
                                                            Viewed 6 times in the last 48 hours

                                                            Instant confirmation

                                                            Your booking request will be confirmed immediately.

                                                              Excellent! 4.6/5
                                                              (14 reviews)
                                                              avg/night
                                                              Cottage #653404vb
                                                              • 3 BR
                                                              • 1 BA
                                                              • Sleeps 6
                                                              14
                                                              Viewed 8 times in the last 48 hours

                                                              Confirmation within 24 hours

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

                                                                Excellent! 4.6/5
                                                                (12 reviews)
                                                                avg/night
                                                                Cottage #3959439
                                                                • 2 BR
                                                                • 1 BA
                                                                • 1 HF BA
                                                                • Sleeps 8
                                                                12
                                                                Viewed 19 times in the last 48 hours

                                                                Confirmation within 24 hours

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

                                                                  Exceptional! 5/5
                                                                  (30 reviews)
                                                                  avg/night
                                                                  Cottage #275209vb
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  30
                                                                  Viewed 7 times in the last 48 hours

                                                                  Confirmation within 24 hours

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

                                                                    $79
                                                                    avg/night
                                                                    House #4335088
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 2
                                                                    3
                                                                    Viewed 9 times in the last 48 hours

                                                                    Confirmation within 24 hours

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

                                                                      Exceptional! 5/5
                                                                      (7 reviews)
                                                                      avg/night
                                                                      House #1060464vb
                                                                      • 4 BR
                                                                      • 2 BA
                                                                      • Sleeps 8
                                                                      7
                                                                      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
                                                                        (30 reviews)
                                                                        avg/night
                                                                        House #741163vb
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 6
                                                                        30
                                                                        Viewed 13 times in the last 48 hours

                                                                        Instant confirmation

                                                                        Your booking request will be confirmed immediately.

                                                                          Exceptional! 5/5
                                                                          (12 reviews)
                                                                          avg/night
                                                                          Farmhouse #789557vb
                                                                          • 4 BR
                                                                          • 3 BA
                                                                          • Sleeps 14
                                                                          12
                                                                          Viewed 24 times in the last 48 hours

                                                                          Confirmation within 24 hours

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

                                                                            Estate #803325vb
                                                                            • 4 BR
                                                                            • 2 BA
                                                                            • Sleeps 12

                                                                            Confirmation within 24 hours

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

                                                                              $97
                                                                              avg/night
                                                                              Townhome #939774vb
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              2
                                                                              Viewed 6 times in the last 48 hours

                                                                              Instant confirmation

                                                                              Your booking request will be confirmed immediately.

                                                                                Exceptional! 5/5
                                                                                (14 reviews)
                                                                                avg/night
                                                                                Apartment #4343704
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 5
                                                                                14
                                                                                Viewed 11 times in the last 48 hours

                                                                                Instant confirmation

                                                                                Your booking request will be confirmed immediately.

                                                                                  Wonderful! 4.9/5
                                                                                  (19 reviews)
                                                                                  avg/night
                                                                                  House #167241
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 6
                                                                                  19
                                                                                  Viewed 16 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
                                                                                    (15 reviews)
                                                                                    avg/night
                                                                                    Townhome #681289vb
                                                                                    • 4 BR
                                                                                    • 4 BA
                                                                                    • Sleeps 7
                                                                                    15
                                                                                    Viewed 13 times in the last 48 hours

                                                                                    Instant confirmation

                                                                                    Your booking request will be confirmed immediately.

                                                                                      Excellent! 4.5/5
                                                                                      (6 reviews)
                                                                                      avg/night
                                                                                      House #55610vb
                                                                                      • 4 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 12
                                                                                      6
                                                                                      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)
                                                                                        avg/night
                                                                                        House #693980vb
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 8
                                                                                        6
                                                                                        Viewed 5 times in the last 48 hours

                                                                                        Confirmation within 24 hours

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

                                                                                          House #4201472
                                                                                          • 4 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 10
                                                                                          3

                                                                                          Confirmation within 24 hours

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

                                                                                            Excellent! 4.6/5
                                                                                            (5 reviews)
                                                                                            $70
                                                                                            avg/night
                                                                                            House #4349912
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 2
                                                                                            5

                                                                                            Confirmation within 24 hours

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

                                                                                              House #4367248
                                                                                              • 1 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 2
                                                                                              2

                                                                                              Confirmation within 24 hours

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

                                                                                                Exceptional! 5/5
                                                                                                (8 reviews)
                                                                                                avg/night
                                                                                                Apartment #622004vb
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                8
                                                                                                Viewed 15 times in the last 48 hours

                                                                                                Confirmation within 24 hours

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

                                                                                                  avg/night
                                                                                                  Farmhouse #914805vb
                                                                                                  • 3 BR
                                                                                                  • 1 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 6
                                                                                                  1
                                                                                                  Viewed 10 times in the last 48 hours

                                                                                                  Confirmation within 24 hours

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

                                                                                                    $79
                                                                                                    avg/night
                                                                                                    Apartment #4590953
                                                                                                    • 3 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    2
                                                                                                    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
                                                                                                      (5 reviews)
                                                                                                      avg/night
                                                                                                      House #4366176
                                                                                                      • 2 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 6
                                                                                                      5
                                                                                                      Viewed 7 times in the last 48 hours

                                                                                                      Instant confirmation

                                                                                                      Your booking request will be confirmed immediately.

                                                                                                      • 1 - 50 of 85

                                                                                                      Middletown Vacation Rentals (85)