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  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
    Cottage #607412vb
    • 1 BR
    • 1 BA
    • Sleeps 4
    49

    Confirmation within 24 hours

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

      House #247004
      • 4 BR
      • 3 BA
      • 1 HF BA
      • Sleeps 8
      28

      Confirmation within 24 hours

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

        House #424929vb
        • 3 BR
        • 3 BA
        • Sleeps 8
        11

        Confirmation within 24 hours

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

          House #496115vb
          • 3 BR
          • 1 BA
          • Sleeps 5
          17

          Confirmation within 24 hours

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

            Estate #4149813
            • 7 BR
            • 4 BA
            • 1 HF BA
            • Sleeps 30
            15

            Confirmation within 24 hours

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

              Condo #940178
              • 3 BR
              • 2 BA
              • Sleeps 8
              20

              Confirmation within 24 hours

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

                Cabin #690160vb
                • 3 BR
                • 2 BA
                • Sleeps 10
                5

                Confirmation within 24 hours

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

                  Condo #3756410
                  • 1 BR
                  • 2 BA
                  • Sleeps 4
                  0

                  Confirmation within 24 hours

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

                    Farmhouse #444851vb
                    • 7 BR
                    • 3 BA
                    • Sleeps 10
                    24

                    Confirmation within 24 hours

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

                      Cabin #759415vb
                      • 3 BR
                      • 2 BA
                      • Sleeps 8
                      11

                      Confirmation within 24 hours

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

                        Condo #482990vb
                        • 2 BR
                        • 2 BA
                        • Sleeps 7
                        18

                        Instant confirmation

                        Your booking request will be confirmed immediately.

                          House #3811779
                          • 3 BR
                          • 1 BA
                          • 1 HF BA
                          • Sleeps 8
                          16

                          Confirmation within 24 hours

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

                            House #951870vb
                            • 3 BR
                            • 1 BA
                            • 1 HF BA
                            • Sleeps 8
                            3

                            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.

                                Condo #414304vb
                                • 2 BR
                                • 2 BA
                                • Sleeps 8
                                45

                                Confirmation within 24 hours

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

                                  House #664365vb
                                  • 4 BR
                                  • 3 BA
                                  • Sleeps 10
                                  31

                                  Confirmation within 24 hours

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

                                  Instant confirmation

                                  Your booking request will be confirmed immediately.

                                    House #3860654
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 4
                                    12

                                    Confirmation within 24 hours

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

                                      House #620750vb
                                      • 4 BR
                                      • 2 BA
                                      • 1 HF BA
                                      • Sleeps 10
                                      19

                                      Confirmation within 24 hours

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

                                        House #762050vb
                                        • 5 BR
                                        • 5 BA
                                        • Sleeps 16
                                        13

                                        Confirmation within 24 hours

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

                                          Cabin #896465vb
                                          • 2 BR
                                          • 1 BA
                                          • Sleeps 6
                                          5

                                          Confirmation within 24 hours

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

                                            House #3921940
                                            • 4 BR
                                            • 3 BA
                                            • 1 HF BA
                                            • Sleeps 14
                                            7

                                            Confirmation within 24 hours

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

                                              Condo #111788
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 6
                                              14

                                              Confirmation within 24 hours

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

                                                Cottage #3915525
                                                • 3 BR
                                                • 1 BA
                                                • Sleeps 5
                                                10

                                                Confirmation within 24 hours

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

                                                  House #603552vb
                                                  • 5 BR
                                                  • 3 BA
                                                  • Sleeps 10
                                                  14

                                                  Confirmation within 24 hours

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

                                                    Condo #465551vb
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 8
                                                    12

                                                    Confirmation within 24 hours

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

                                                      House #3961665
                                                      • 5 BR
                                                      • 2 BA
                                                      • 1 HF BA
                                                      • Sleeps 13
                                                      8

                                                      Confirmation within 24 hours

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

                                                        Cabin #745850vb
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 7
                                                        12

                                                        Confirmation within 24 hours

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

                                                          House #125945
                                                          • 4 BR
                                                          • 3 BA
                                                          • Sleeps 11
                                                          11

                                                          Confirmation within 24 hours

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

                                                            House #489190vb
                                                            • 6 BR
                                                            • 5 BA
                                                            • 1 HF BA
                                                            • Sleeps 12
                                                            8

                                                            Confirmation within 24 hours

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

                                                              House #666497vb
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 6
                                                              27

                                                              Confirmation within 24 hours

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

                                                                Condo #347522
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                11

                                                                Confirmation within 24 hours

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

                                                                  Condo #790457vb
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 8
                                                                  5

                                                                  Instant confirmation

                                                                  Your booking request will be confirmed immediately.

                                                                    Condo #513805vb
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    24

                                                                    Confirmation within 24 hours

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

                                                                      Townhome #957764vb
                                                                      • 3 BR
                                                                      • 3 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 8
                                                                      1

                                                                      Confirmation within 24 hours

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

                                                                        Barn #369494
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 6
                                                                        49

                                                                        Confirmation within 24 hours

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

                                                                          Cottage #3693992
                                                                          • 3 BR
                                                                          • 1 BA
                                                                          • Sleeps 6
                                                                          16

                                                                          Confirmation within 24 hours

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

                                                                            Chalet #143599
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 13
                                                                            26

                                                                            Confirmation within 24 hours

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

                                                                              Apartment #593779vb
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 3
                                                                              23

                                                                              Confirmation within 24 hours

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

                                                                                House #629321vb
                                                                                • 6 BR
                                                                                • 3 BA
                                                                                • Sleeps 17
                                                                                10

                                                                                Confirmation within 24 hours

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

                                                                                  House #256266vb
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                  16

                                                                                  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.

                                                                                      Chalet #261891vb
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 10
                                                                                      12

                                                                                      Confirmation within 24 hours

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

                                                                                        House #250506
                                                                                        • 5 BR
                                                                                        • 3 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 14
                                                                                        10

                                                                                        Confirmation within 24 hours

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

                                                                                          House #872603vb
                                                                                          • 4 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 9
                                                                                          7

                                                                                          Confirmation within 24 hours

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

                                                                                            House #221869
                                                                                            • 4 BR
                                                                                            • 4 BA
                                                                                            • Sleeps 12
                                                                                            24

                                                                                            Confirmation within 24 hours

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

                                                                                              Cabin #559415vb
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 8
                                                                                              5

                                                                                              Confirmation within 24 hours

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

                                                                                                House #692978vb
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 5
                                                                                                11

                                                                                                Confirmation within 24 hours

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

                                                                                                  Farmhouse #855033vb
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  6

                                                                                                  Confirmation within 24 hours

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

                                                                                                    House #735059vb
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 6
                                                                                                    4

                                                                                                    Instant confirmation

                                                                                                    Your booking request will be confirmed immediately.

                                                                                                    • 1 - 50 of 300+

                                                                                                    Bennington Vacation Rentals (300+)