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  • Showing 1-50 of 300+
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    avg/night
    House #420727vb
    • 3 BR
    • 2 BA
    • Sleeps 12
    27
    Viewed 17 times in the last 48 hours

    Confirmation within 24 hours

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

      House #469617vb
      • 3 BR
      • 1 BA
      • Sleeps 6
      36
      Viewed 12 times in the last 48 hours

      Confirmation within 24 hours

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

        Cottage #203288vb
        • 3 BR
        • 1 BA
        • Sleeps 6
        15
        Viewed 10 times in the last 48 hours

        Confirmation within 24 hours

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

          House #310035vb
          • 1 BR
          • 1 BA
          • Sleeps 4
          23
          Viewed 20 times in the last 48 hours

          Confirmation within 24 hours

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

            avg/night
            Cottage #425380vb
            • 5 BR
            • 3 BA
            • Sleeps 8
            3
            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
              Cottage #310698
              • 2 BR
              • 1 BA
              • Sleeps 7
              6
              Viewed 14 times in the last 48 hours

              Confirmation within 24 hours

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

                avg/night
                Apartment #133082
                • 1 BR
                • 1 BA
                • Sleeps 4
                15
                Viewed 8 times in the last 48 hours

                Instant confirmation

                Your booking request will be confirmed immediately.

                  avg/night
                  Condo #878199vb
                  • 3 BR
                  • 3 BA
                  • Sleeps 13
                  1
                  Viewed 16 times in the last 48 hours

                  Confirmation within 24 hours

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

                    Condo #595232vb
                    • 3 BR
                    • 2 BA
                    • 1 HF BA
                    • Sleeps 9
                    10

                    Confirmation within 24 hours

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

                      avg/night
                      House #344576vb
                      • 3 BR
                      • 2 BA
                      • Sleeps 7
                      8
                      Viewed 11 times in the last 48 hours

                      Confirmation within 24 hours

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

                        avg/night
                        Townhome #4320036
                        • 4 BR
                        • 2 BA
                        • 1 HF BA
                        • Sleeps 10
                        2
                        Viewed 7 times in the last 48 hours

                        Confirmation within 24 hours

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

                          Estate #802737vb
                          • 5 BR
                          • 3 BA
                          • 2 HF BA
                          • Sleeps 9
                          1
                          Viewed 7 times in the last 48 hours

                          Confirmation within 24 hours

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

                            avg/night
                            House #251195vb
                            • 7 BR
                            • 3 BA
                            • Sleeps 18
                            23
                            Viewed 22 times in the last 48 hours

                            Confirmation within 24 hours

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

                              avg/night
                              Apartment #1010923vb
                              • 2 BR
                              • 1 BA
                              • Sleeps 5
                              Viewed 12 times in the last 48 hours

                              Confirmation within 24 hours

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

                                Apartment #615402vb
                                • 2 BR
                                • 1 BA
                                • Sleeps 4
                                4

                                Confirmation within 24 hours

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

                                  avg/night
                                  House #985738vb
                                  • 8 BR
                                  • 5 BA
                                  • Sleeps 20
                                  Viewed 14 times in the last 48 hours

                                  Confirmation within 24 hours

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

                                    Townhome #4170111
                                    • 4 BR
                                    • 3 BA
                                    • 1 HF BA
                                    • Sleeps 8

                                    Confirmation within 24 hours

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

                                      Condo #4365894
                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 4

                                      Confirmation within 24 hours

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

                                        House #1020471vb
                                        • 4 BR
                                        • 3 BA
                                        • 1 HF BA
                                        • Sleeps 12

                                        Confirmation within 24 hours

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

                                          avg/night
                                          House #804956vb
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 6
                                          6
                                          Viewed 43 times in the last 48 hours

                                          Confirmation within 24 hours

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

                                            avg/night
                                            House #330190
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 7
                                            9
                                            Viewed 10 times in the last 48 hours

                                            Confirmation within 24 hours

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

                                              Estate #4258796
                                              • 6 BR
                                              • 5 BA
                                              • Sleeps 20
                                              18
                                              Viewed 115 times in the last 48 hours

                                              Confirmation within 24 hours

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

                                                Cottage #3790476
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 6
                                                9
                                                Viewed 10 times in the last 48 hours

                                                Confirmation within 24 hours

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

                                                  avg/night
                                                  Cottage #707780vb
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 5
                                                  20
                                                  Viewed 28 times in the last 48 hours

                                                  Confirmation within 24 hours

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

                                                    avg/night
                                                    Farmhouse #627684vb
                                                    • 4 BR
                                                    • 2 BA
                                                    • 1 HF BA
                                                    • Sleeps 8
                                                    10
                                                    Viewed 16 times in the last 48 hours

                                                    Confirmation within 24 hours

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

                                                      House #729783vb
                                                      • 5 BR
                                                      • 5 BA
                                                      • Sleeps 12
                                                      25
                                                      Viewed 19 times in the last 48 hours

                                                      Confirmation within 24 hours

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

                                                        avg/night
                                                        Chateau / Country House #4149878
                                                        • 3 BR
                                                        • 1 BA
                                                        • 1 HF BA
                                                        • Sleeps 6
                                                        10
                                                        Viewed 49 times in the last 48 hours

                                                        Confirmation within 24 hours

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

                                                          avg/night
                                                          Cabin #182224
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 4
                                                          50
                                                          Viewed 39 times in the last 48 hours

                                                          Confirmation within 24 hours

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

                                                            Condo #3712818
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 6
                                                            8
                                                            Viewed 7 times in the last 48 hours

                                                            Confirmation within 24 hours

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

                                                              avg/night
                                                              Lodge #3967190
                                                              • 7 BR
                                                              • 4 BA
                                                              • Sleeps 24
                                                              9
                                                              Viewed 27 times in the last 48 hours

                                                              Confirmation within 24 hours

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

                                                                avg/night
                                                                Cottage #293009
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                38
                                                                Viewed 37 times in the last 48 hours

                                                                Confirmation within 24 hours

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

                                                                  avg/night
                                                                  House #236935vb
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 8
                                                                  21
                                                                  Viewed 11 times in the last 48 hours

                                                                  Confirmation within 24 hours

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

                                                                    avg/night
                                                                    House #272149vb
                                                                    • 3 BR
                                                                    • 3 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 10
                                                                    19
                                                                    Viewed 17 times in the last 48 hours

                                                                    Instant confirmation

                                                                    Your booking request will be confirmed immediately.

                                                                      Barn #616214vb
                                                                      • 5 BR
                                                                      • 2 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 10
                                                                      14
                                                                      Viewed 27 times in the last 48 hours

                                                                      Confirmation within 24 hours

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

                                                                        avg/night
                                                                        House #4064007
                                                                        • 6 BR
                                                                        • 3 BA
                                                                        • Sleeps 10
                                                                        10
                                                                        Viewed 24 times in the last 48 hours

                                                                        Confirmation within 24 hours

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

                                                                          House #700566vb
                                                                          • 4 BR
                                                                          • 1 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 8
                                                                          7

                                                                          Confirmation within 24 hours

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

                                                                            avg/night
                                                                            House #4160350
                                                                            • 5 BR
                                                                            • 3 BA
                                                                            • Sleeps 8
                                                                            5
                                                                            Viewed 7 times in the last 48 hours

                                                                            Confirmation within 24 hours

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

                                                                              Estate #629154vb
                                                                              • 6 BR
                                                                              • 4 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 12
                                                                              17
                                                                              Viewed 6 times in the last 48 hours

                                                                              Confirmation within 24 hours

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

                                                                                avg/night
                                                                                Cottage #3576605
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 8
                                                                                10
                                                                                Viewed 16 times in the last 48 hours

                                                                                Confirmation within 24 hours

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

                                                                                  avg/night
                                                                                  House #3860654
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  13
                                                                                  Viewed 14 times in the last 48 hours

                                                                                  Confirmation within 24 hours

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

                                                                                    avg/night
                                                                                    House #4193492
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 8
                                                                                    10
                                                                                    Viewed 45 times in the last 48 hours

                                                                                    Confirmation within 24 hours

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

                                                                                      avg/night
                                                                                      House #3811779
                                                                                      • 3 BR
                                                                                      • 1 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 8
                                                                                      16
                                                                                      Viewed 19 times in the last 48 hours

                                                                                      Confirmation within 24 hours

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

                                                                                        avg/night
                                                                                        Cabin #189705vb
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 5
                                                                                        22
                                                                                        Viewed 26 times in the last 48 hours

                                                                                        Confirmation within 24 hours

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

                                                                                          House #583082vb
                                                                                          • 4 BR
                                                                                          • 3 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 12
                                                                                          17
                                                                                          Viewed 24 times in the last 48 hours

                                                                                          Confirmation within 24 hours

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

                                                                                            avg/night
                                                                                            House #4222851
                                                                                            • 4 BR
                                                                                            • 2 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 8
                                                                                            Viewed 8 times in the last 48 hours

                                                                                            Confirmation within 24 hours

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

                                                                                              avg/night
                                                                                              House #135474vb
                                                                                              • 1 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 3
                                                                                              33
                                                                                              Viewed 13 times in the last 48 hours

                                                                                              Confirmation within 24 hours

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

                                                                                                avg/night
                                                                                                House #561543vb
                                                                                                • 5 BR
                                                                                                • 2 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 12
                                                                                                18
                                                                                                Viewed 6 times in the last 48 hours

                                                                                                Instant confirmation

                                                                                                Your booking request will be confirmed immediately.

                                                                                                  avg/night
                                                                                                  House #603552vb
                                                                                                  • 5 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 10
                                                                                                  14
                                                                                                  Viewed 53 times in the last 48 hours

                                                                                                  Confirmation within 24 hours

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

                                                                                                    avg/night
                                                                                                    House #419897vb
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 8
                                                                                                    29
                                                                                                    Viewed 16 times in the last 48 hours

                                                                                                    Confirmation within 24 hours

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

                                                                                                      Bungalow #717959vb
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 8
                                                                                                      5

                                                                                                      Confirmation within 24 hours

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

                                                                                                      • 1 - 50 of 300+

                                                                                                      Pittsfield Vacation Rentals (300+)