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Pittsfield: Houses, Condos & More (424)

  • 1 - 50 of 424
Additional fees apply. Taxes may be added.
    • 2 BR
    • 1 BA
    • Sleeps 8
    1 Review
      • 3 BR
      • 2 BA
      • 1 HF BA
      • Sleeps 15
      53
        • 5 BR
        • 3 BA
        • Sleeps 12
        10
          • 3 BR
          • 2 BA
          • Sleeps 8
          8
            • 4 BR
            • 3 BA
            • Sleeps 10
            6
              • 3 BR
              • 2 BA
              • Sleeps 6
              9
                • 5 BR
                • 3 BA
                • Sleeps 16
                1 Review
                  • 3 BR
                  • 2 BA
                  • Sleeps 10
                  23
                    • 5 BR
                    • 3 BA
                    • Sleeps 14
                    10
                      • 3 BR
                      • 2 BA
                      • Sleeps 20
                      2 Reviews
                        • 3 BR
                        • 2 BA
                        • Sleeps 8
                        47
                          • 3 BR
                          • 1 BA
                          • 1 HF BA
                          • Sleeps 8
                          9
                            • 4 BR
                            • 2 BA
                            • Sleeps 11
                              • 5 BR
                              • 2 BA
                              • Sleeps 14
                              10
                                • 3 BR
                                • 3 BA
                                • Sleeps 8
                                8
                                  • 4 BR
                                  • 2 BA
                                  • Sleeps 8
                                    • 3 BR
                                    • 3 BA
                                    • Sleeps 6
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 10
                                      20
                                        • 4 BR
                                        • 2 BA
                                        • 1 HF BA
                                        • Sleeps 14
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 6
                                          4
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 8
                                              • 4 BR
                                              • 2 BA
                                              • Sleeps 10
                                              2 Reviews
                                                • 4 BR
                                                • 1 BA
                                                • 1 HF BA
                                                • Sleeps 12
                                                  • 4 BR
                                                  • 2 BA
                                                  • 1 HF BA
                                                  • Sleeps 13
                                                  10
                                                    • 5 BR
                                                    • 3 BA
                                                    • 1 HF BA
                                                    • Sleeps 13
                                                    4
                                                      • 4 BR
                                                      • 2 BA
                                                      • 1 HF BA
                                                      • Sleeps 10
                                                        • 5 BR
                                                        • 3 BA
                                                        • Sleeps 18
                                                          • 4 BR
                                                          • 2 BA
                                                          • Sleeps 12
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            17
                                                              • 5 BR
                                                              • 2 BA
                                                              • Sleeps 12
                                                                • 4 BR
                                                                • 2 BA
                                                                • Sleeps 10
                                                                1 Review
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 10
                                                                    • 4 BR
                                                                    • 3 BA
                                                                    • Sleeps 12
                                                                    1 Review
                                                                      • 4 BR
                                                                      • 2 BA
                                                                      • Sleeps 10
                                                                      5
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 5
                                                                        5
                                                                          • 5 BR
                                                                          • 3 BA
                                                                          • Sleeps 14
                                                                          16
                                                                            • 4 BR
                                                                            • 3 BA
                                                                            • Sleeps 10
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 8
                                                                              13
                                                                                • 3 BR
                                                                                • 3 BA
                                                                                • Sleeps 8
                                                                                3
                                                                                  • 6 BR
                                                                                  • 3 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 16
                                                                                  25
                                                                                    • 4 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 10
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 8
                                                                                        • 5 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 16
                                                                                        12
                                                                                          • 5 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 10
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            10
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 10
                                                                                              1 Review
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                2 Reviews
                                                                                                  • 4 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 10
                                                                                                  2 Reviews
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 8
                                                                                                      • 2 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 10
                                                                                                      1 Review
                                                                                                      • 1 - 50 of 424
                                                                                                       

                                                                                                      Recent Pittsfield Reviews

                                                                                                      Fabulous family getaway

                                                                                                      5 of 5
                                                                                                      My family (husband, 2 young boys and teenage daughter) stayed for 4 days at this spectacular home in the midst of the forest. We thouroughly enjoyed every aspect of our stay. The house was beautiful, large, comfortable and equipped with everything we could possibly need. We particularly enjoyed grilling on the patio that was way up in the tree canopy. Great to have the pond out back. Special bonus for my boys was the large hammock in the yard. The location was also ideal, allowing for us to take daily hikes in the green mountains to great lookouts and waterfalls, as well as day trips to lovely nearby towns. Tubing down the river was another highlight. It was really the perfect getaway spot for my family and we highly recommend it to others.
                                                                                                      • Submitted: Aug 14, 2016
                                                                                                      • Stayed: Jul 2016

                                                                                                      Perfect for our group

                                                                                                      5 of 5
                                                                                                      We were in town for an anniversary party and it was perfect for our group. It was an unusually hot weekend (90 plus) so it was a little warm for us upstairs but downstairs stayed much cooler. Cassandra was great with her replies to questions and the location was very quiet and safe (away from the road). The kids had a great time running around outside and enjoyed the basement den. The beds were comfortable too!
                                                                                                      • Submitted: Aug 14, 2016
                                                                                                      • Stayed: Aug 2016

                                                                                                      Beautiful, spacious country home

                                                                                                      5 of 5
                                                                                                      The house was clean and well maintained, and comfortably accommodated our group of 10. Linens and towels were included, along with paper products and cleaning supplies. I loved the big porch - the patio tables and chairs are in the garage. There is a gas grill out back and the kitchen has plenty of pots, pans, utensils and appliances. William was wonderful and easy to contact. He returned emails and phone calls timely, and had a detailed instruction manual at the house. Only down side - no cell service and no wifi.
                                                                                                      • Submitted: Aug 13, 2016
                                                                                                      • Stayed: Aug 2016