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  • Showing 1-50 of 300+
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    Exceptional! 5/5
    (53 reviews)
    avg/night
    Cottage #607412vb
    • 1 BR
    • 1 BA
    • Sleeps 4
    53
    Viewed 69 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
      (29 reviews)
      avg/night
      House #247004
      • 4 BR
      • 3 BA
      • 1 HF BA
      • Sleeps 8
      29
      Viewed 20 times in the last 48 hours

      Confirmation within 24 hours

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

        Wonderful! 4.9/5
        (11 reviews)
        avg/night
        House #424929vb
        • 3 BR
        • 3 BA
        • Sleeps 8
        11

        Confirmation within 24 hours

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

          Wonderful! 4.9/5
          (22 reviews)
          avg/night
          House #272587
          • 3 BR
          • 2 BA
          • 1 HF BA
          • Sleeps 7
          22

          Confirmation within 24 hours

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

            Wonderful! 4.9/5
            (20 reviews)
            avg/night
            Condo #940178
            • 3 BR
            • 2 BA
            • Sleeps 8
            20
            Viewed 29 times in the last 48 hours

            Confirmation within 24 hours

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

              Wonderful! 4.8/5
              (5 reviews)
              avg/night
              Cabin #690160vb
              • 3 BR
              • 2 BA
              • Sleeps 10
              5
              Viewed 17 times in the last 48 hours

              Confirmation within 24 hours

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

                Condo #3756410
                • 1 BR
                • 2 BA
                • Sleeps 4
                Viewed 5 times in the last 48 hours

                Confirmation within 24 hours

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

                  Wonderful! 4.8/5
                  (24 reviews)
                  avg/night
                  Farmhouse #444851vb
                  • 7 BR
                  • 3 BA
                  • Sleeps 10
                  24
                  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! 4.2/5
                    (13 reviews)
                    $93
                    avg/night
                    Cabin #759415vb
                    • 3 BR
                    • 2 BA
                    • Sleeps 8
                    13
                    Viewed 81 times in the last 48 hours

                    Confirmation within 24 hours

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

                      Exceptional! 5/5
                      (35 reviews)
                      avg/night
                      House #664365vb
                      • 4 BR
                      • 3 BA
                      • Sleeps 10
                      35
                      Viewed 40 times in the last 48 hours

                      Confirmation within 24 hours

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

                        avg/night
                        House #951870vb
                        • 3 BR
                        • 1 BA
                        • 1 HF 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.

                          Farmhouse #388487vb
                          • 4 BR
                          • 2 BA
                          • 1 HF 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
                            Condo #414304vb
                            • 2 BR
                            • 2 BA
                            • Sleeps 8
                            50
                            Viewed 12 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
                              (13 reviews)
                              avg/night
                              House #3860654
                              • 2 BR
                              • 1 BA
                              • Sleeps 4
                              13
                              Viewed 21 times in the last 48 hours

                              Confirmation within 24 hours

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

                                House #3863137
                                • 3 BR
                                • 2 BA
                                • Sleeps 8
                                16
                                Viewed 37 times in the last 48 hours

                                Instant confirmation

                                Your booking request will be confirmed immediately.

                                  Exceptional! 5/5
                                  (28 reviews)
                                  avg/night
                                  House #666497vb
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 6
                                  28
                                  Viewed 15 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
                                    (19 reviews)
                                    avg/night
                                    Condo #482990vb
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 7
                                    19
                                    Viewed 7 times in the last 48 hours

                                    Instant confirmation

                                    Your booking request will be confirmed immediately.

                                      Exceptional! 5/5
                                      (16 reviews)
                                      avg/night
                                      House #3811779
                                      • 3 BR
                                      • 1 BA
                                      • 1 HF BA
                                      • Sleeps 8
                                      16
                                      Viewed 13 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
                                        House #603552vb
                                        • 5 BR
                                        • 3 BA
                                        • Sleeps 10
                                        14
                                        Viewed 15 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
                                          (5 reviews)
                                          avg/night
                                          Cabin #896465vb
                                          • 2 BR
                                          • 1 BA
                                          • Sleeps 6
                                          5
                                          Viewed 48 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
                                            (9 reviews)
                                            avg/night
                                            House #3961665
                                            • 5 BR
                                            • 2 BA
                                            • 1 HF BA
                                            • Sleeps 13
                                            9
                                            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
                                              (24 reviews)
                                              avg/night
                                              House #620750vb
                                              • 4 BR
                                              • 2 BA
                                              • 1 HF BA
                                              • Sleeps 10
                                              24
                                              Viewed 22 times in the last 48 hours

                                              Confirmation within 24 hours

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

                                                Exceptional! 5/5
                                                (8 reviews)
                                                avg/night
                                                House #3921940
                                                • 4 BR
                                                • 3 BA
                                                • 1 HF BA
                                                • Sleeps 14
                                                8
                                                Viewed 18 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
                                                  (15 reviews)
                                                  avg/night
                                                  Condo #111788
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  15
                                                  Viewed 24 times in the last 48 hours

                                                  Confirmation within 24 hours

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

                                                    House #3925577
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 8
                                                    2

                                                    Confirmation within 24 hours

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

                                                      Wonderful! 4.9/5
                                                      (14 reviews)
                                                      avg/night
                                                      House #762050vb
                                                      • 5 BR
                                                      • 5 BA
                                                      • Sleeps 16
                                                      14
                                                      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
                                                        (11 reviews)
                                                        avg/night
                                                        Barn #3770158
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 8
                                                        11
                                                        Viewed 20 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
                                                          (13 reviews)
                                                          avg/night
                                                          Cabin #745850vb
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 7
                                                          13
                                                          Viewed 29 times in the last 48 hours

                                                          Confirmation within 24 hours

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

                                                            avg/night
                                                            Townhome #957764vb
                                                            • 3 BR
                                                            • 3 BA
                                                            • 1 HF BA
                                                            • Sleeps 8
                                                            2
                                                            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
                                                              (11 reviews)
                                                              avg/night
                                                              House #125945
                                                              • 4 BR
                                                              • 3 BA
                                                              • Sleeps 11
                                                              11
                                                              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
                                                                (35 reviews)
                                                                $88
                                                                avg/night
                                                                Cottage #500070vb
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                35
                                                                Viewed 24 times in the last 48 hours

                                                                Confirmation within 24 hours

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

                                                                  Excellent! 4.5/5
                                                                  (10 reviews)
                                                                  avg/night
                                                                  Cottage #3915525
                                                                  • 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! 4.9/5
                                                                    (27 reviews)
                                                                    avg/night
                                                                    Chalet #143599
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 13
                                                                    27
                                                                    Viewed 35 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
                                                                      (14 reviews)
                                                                      avg/night
                                                                      Condo #465551vb
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 8
                                                                      14
                                                                      Viewed 14 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 #4223261
                                                                        • 7 BR
                                                                        • 3 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 14
                                                                        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! 4.8/5
                                                                          (12 reviews)
                                                                          avg/night
                                                                          Condo #347522
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          12
                                                                          Viewed 11 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
                                                                            House #629321vb
                                                                            • 6 BR
                                                                            • 3 BA
                                                                            • Sleeps 17
                                                                            14
                                                                            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
                                                                              (26 reviews)
                                                                              avg/night
                                                                              Condo #513805vb
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              26
                                                                              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
                                                                                (28 reviews)
                                                                                avg/night
                                                                                House #3777828
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 8
                                                                                28
                                                                                Viewed 11 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
                                                                                  Estate #4149813
                                                                                  • 7 BR
                                                                                  • 4 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 30
                                                                                  15
                                                                                  Viewed 48 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 #256266vb
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    17
                                                                                    Viewed 25 times in the last 48 hours

                                                                                    Confirmation within 24 hours

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

                                                                                      Exceptional! 5/5
                                                                                      (8 reviews)
                                                                                      avg/night
                                                                                      Farmhouse #855033vb
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      8
                                                                                      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
                                                                                        (50 reviews)
                                                                                        avg/night
                                                                                        Barn #369494
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 6
                                                                                        50
                                                                                        Viewed 18 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
                                                                                          House #3465249
                                                                                          • 4 BR
                                                                                          • 3 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 12
                                                                                          14
                                                                                          Viewed 13 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
                                                                                            Cabin #559415vb
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 8
                                                                                            8
                                                                                            Viewed 7 times in the last 48 hours

                                                                                            Confirmation within 24 hours

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

                                                                                              Exceptional! 5/5
                                                                                              (10 reviews)
                                                                                              avg/night
                                                                                              House #872603vb
                                                                                              • 4 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 9
                                                                                              10
                                                                                              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
                                                                                                (19 reviews)
                                                                                                avg/night
                                                                                                Townhome #104734
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 8
                                                                                                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
                                                                                                  (12 reviews)
                                                                                                  avg/night
                                                                                                  House #250506
                                                                                                  • 5 BR
                                                                                                  • 3 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 14
                                                                                                  12
                                                                                                  Viewed 8 times in the last 48 hours

                                                                                                  Instant confirmation

                                                                                                  Your booking request will be confirmed immediately.

                                                                                                    Wonderful! 4.8/5
                                                                                                    (8 reviews)
                                                                                                    avg/night
                                                                                                    Condo #790457vb
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 8
                                                                                                    8
                                                                                                    Viewed 8 times in the last 48 hours

                                                                                                    Instant confirmation

                                                                                                    Your booking request will be confirmed immediately.

                                                                                                      Wonderful! 4.9/5
                                                                                                      (8 reviews)
                                                                                                      avg/night
                                                                                                      House #4210002
                                                                                                      • 4 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 10
                                                                                                      8
                                                                                                      Viewed 21 times in the last 48 hours

                                                                                                      Confirmation within 24 hours

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

                                                                                                      • 1 - 50 of 300+

                                                                                                      Bennington Vacation Rentals (300+)