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  • Showing 1-50 of 262
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    • 1 BR
    • 1 BA
    • Sleeps 3
    Cabin #3916332
    2
      Wonderful! 4.9/5
      (8 reviews)
      avg/night
      • 2 BR
      • 1 BA
      • Sleeps 5
      Cottage #3905101
      8
        • 3 BR
        • 2 BA
        • Sleeps 10
        Cabin #3915135
        2
          • 3 BR
          • 2 BA
          • 1 HF BA
          • Sleeps 10
          Cabin #3916354
          0
            Excellent! 4.5/5
            (11 reviews)
            avg/night
            • 2 BR
            • 1 BA
            • Sleeps 4
            Cabin #3932316
            11
              • 4 BR
              • 2 BA
              • Sleeps 12
              House #987316vb
              0
                • 2 BR
                • Sleeps 5
                House #901470
                21
                  • 3 BR
                  • 3 BA
                  • Sleeps 6
                  House #595190vb
                  10
                    • 2 BR
                    • 1 BA
                    • Sleeps 6
                    House #69629vb
                    21
                      • 2 BR
                      • 2 BA
                      • Sleeps 6
                      House #794521vb
                      3
                        • 4 BR
                        • 1 HF BA
                        • Sleeps 16
                        House #3967375
                        13
                          • 3 BR
                          • 2 BA
                          • Sleeps 8
                          House #176114
                          46
                            • 3 BR
                            • 2 BA
                            • Sleeps 8
                            House #3673510
                            8
                              Wonderful! 4.9/5
                              (12 reviews)
                              avg/night
                              • 1 BR
                              • 1 BA
                              • Sleeps 5
                              Cottage #3858253
                              12
                                Excellent! 4.5/5
                                (15 reviews)
                                avg/night
                                • 3 BR
                                • 1 BA
                                • Sleeps 5
                                Cabin #3560647
                                15
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 12
                                  House #978520vb
                                  0
                                    Excellent! 4.7/5
                                    (7 reviews)
                                    avg/night
                                    • 3 BR
                                    • 1 BA
                                    • Sleeps 6
                                    Cottage #3757058
                                    7
                                      Excellent! 4.6/5
                                      (7 reviews)
                                      avg/night
                                      • 3 BR
                                      • 1 BA
                                      • Sleeps 10
                                      House #3781346
                                      7
                                        • 4 BR
                                        • 2 BA
                                        • Sleeps 10
                                        House #703567vb
                                        16
                                          Wonderful! 4.9/5
                                          (8 reviews)
                                          avg/night
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 8
                                          House #719133vb
                                          8
                                            • 4 BR
                                            • 1 BA
                                            • Sleeps 8
                                            House #4289925
                                            0
                                              • 2 BR
                                              • 1 BA
                                              • Sleeps 6
                                              Cottage #845648vb
                                              2
                                                • 4 BR
                                                • 3 BA
                                                • Sleeps 10
                                                House #989523
                                                0
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 5
                                                  Cabin #766274vb
                                                  20
                                                    • 3 BR
                                                    • 1 BA
                                                    • Sleeps 8
                                                    Cottage #351141vb
                                                    13
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 8
                                                      House #721057vb
                                                      5
                                                        • 2 BR
                                                        • 1 HF BA
                                                        • Sleeps 8
                                                        Cottage #847985vb
                                                        0
                                                          Excellent! 4.7/5
                                                          (6 reviews)
                                                          avg/night
                                                          • 3 BR
                                                          • 1 BA
                                                          • Sleeps 6
                                                          Cottage #896795vb
                                                          6
                                                            Exceptional! 5.0/5
                                                            (6 reviews)
                                                            avg/night
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 2
                                                            Cottage #367041
                                                            6
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              Cabin #250502
                                                              9
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 5
                                                                Apartment #767159vb
                                                                6
                                                                  Wonderful! 4.9/5
                                                                  (16 reviews)
                                                                  avg/night
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 5
                                                                  Cottage #167929
                                                                  16
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 5
                                                                    Cottage #157736
                                                                    10
                                                                      • 2 BR
                                                                      • 1 HF BA
                                                                      • Sleeps 5
                                                                      House #4242059
                                                                      0
                                                                        Exceptional! 5.0/5
                                                                        (8 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 8
                                                                        House #3959603
                                                                        8
                                                                          Excellent! 4.5/5
                                                                          (6 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 6
                                                                          Cottage #804874vb
                                                                          6
                                                                            Wonderful! 4.8/5
                                                                            (12 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • Sleeps 6
                                                                            Cottage #116194
                                                                            12
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 8
                                                                              House #126339vb
                                                                              2
                                                                                Very Good! 4.1/5
                                                                                (12 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 6
                                                                                House #4146611
                                                                                12
                                                                                  Wonderful! 4.8/5
                                                                                  (6 reviews)
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 4
                                                                                  Apartment #3833261
                                                                                  6
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 2
                                                                                    Cabin #692221vb
                                                                                    4
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 3
                                                                                      Cottage #244884
                                                                                      1
                                                                                        • 3 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 5
                                                                                        House #770531vb
                                                                                        2
                                                                                          • 2 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 5
                                                                                          Cottage #158514
                                                                                          16
                                                                                            • 4 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 10
                                                                                            Chateau / Country House #3760052
                                                                                            10
                                                                                              Excellent! 4.7/5
                                                                                              (10 reviews)
                                                                                              $71
                                                                                              avg/night
                                                                                              • 1 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 5
                                                                                              Apartment #3952954
                                                                                              10
                                                                                                Excellent! 4.6/5
                                                                                                (5 reviews)
                                                                                                $70
                                                                                                avg/night
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                Cabin #694788vb
                                                                                                5
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 2
                                                                                                  Cabin #870393vb
                                                                                                  1
                                                                                                    • 3 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 6
                                                                                                    House #433644vb
                                                                                                    20
                                                                                                      • 2 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 8
                                                                                                      House #239655
                                                                                                      9
                                                                                                      • 1 - 50 of 262

                                                                                                      Pittsfield: Houses, Cottages & More (262)

                                                                                                       

                                                                                                      Recent Pittsfield Reviews

                                                                                                      Peggy S

                                                                                                      5 of 5
                                                                                                      Words cannot describe the wonderful Thansgiving & Christmas we had at this beautiful home. We enjoyed the many meals cooked in a very well equipped kitchen, Thanksgiving and Christmas Eve in the lovely great room with the wood burning fireplace and the days filled with daily walks in the snow around the beautiful lake.. Our family wants to thank you Sherrie for letting us use your house for the holidays. Happy New Year from our family to yours.
                                                                                                      • Submitted: Jan 5, 2017
                                                                                                      • Stayed: Nov 2016

                                                                                                      Clean and welcoming.

                                                                                                      5 of 5
                                                                                                      Corrine and Craig were very welcoming and hospitable. Being a horse person, it was really cool to stay on a working horse farm. The location was perfect, nestled 30 mins from Lake Winnepesake and just 15 mins from Concord. It was convenient to all the places we wanted to visit. I highly recommend visiting the farm. It like a home away from home.
                                                                                                      • Submitted: Jan 4, 2017
                                                                                                      • Stayed: Dec 2016

                                                                                                      Fabulous Accomodations

                                                                                                      5 of 5
                                                                                                      We really enjoyed our stay in this house. The inside was warm and inviting. The kitchen was extremely well stocked with just about any kitchen tool you might need for a Christmas dinner. The bathroom had lots of towels and washcloths. The beds were comfortable with thick quilts that kept us warm. There was a shovel outside to remove the snow from the porch and steps. The owner was very quick to answer any questions we had. Would definitely stay again if we are back in the area.
                                                                                                      • Submitted: Jan 1, 2017
                                                                                                      • Stayed: Dec 2016