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Pittsfield: Houses, Cottages & More (220)

  • 1 - 50 of 220
Additional fees apply. Taxes may be added.
    • 1 BR
    • 1 BA
    • Sleeps 2
    2 Reviews
      Wonderful! 4.9/5
      (8 reviews)
      avg/night
      • 2 BR
      • 1 BA
      • Sleeps 5
      8
        • 3 BR
        • 2 BA
        • Sleeps 10
        2 Reviews
          • 3 BR
          • 2 BA
          • 1 HF BA
          • Sleeps 10
            Excellent! 4.5/5
            (10 reviews)
            avg/night
            • 2 BR
            • 1 BA
            • Sleeps 4
            10
              Exceptional! 5.0/5
              (10 reviews)
              avg/night
              • 3 BR
              • 3 BA
              • Sleeps 6
              10
                • 2 BR
                • 2 BA
                • Sleeps 6
                3
                  Wonderful! 4.9/5
                  (12 reviews)
                  avg/night
                  • 4 BR
                  • 1 HF BA
                  • Sleeps 16
                  12
                    • 2 BR
                    • 1 BA
                    • Sleeps 6
                    17
                      Excellent! 4.7/5
                      (6 reviews)
                      avg/night
                      • 3 BR
                      • 1 BA
                      • Sleeps 6
                      6
                        Excellent! 4.5/5
                        (15 reviews)
                        avg/night
                        • 3 BR
                        • 1 BA
                        • Sleeps 5
                        15
                          Wonderful! 4.9/5
                          (12 reviews)
                          avg/night
                          • 1 BR
                          • Sleeps 5
                          12
                            • 3 BR
                            • 2 BA
                            • Sleeps 8
                            7
                              Excellent! 4.6/5
                              (7 reviews)
                              avg/night
                              • 3 BR
                              • 1 BA
                              • Sleeps 10
                              7
                                • 3 BR
                                • 2 BA
                                • Sleeps 8
                                43
                                  Excellent! 4.7/5
                                  (10 reviews)
                                  avg/night
                                  • 3 BR
                                  • 1 BA
                                  • Sleeps 8
                                  10
                                    • 4 BR
                                    • 2 BA
                                    • Sleeps 10
                                    15
                                      Wonderful! 4.9/5
                                      (8 reviews)
                                      avg/night
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 8
                                      8
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 6
                                        2 Reviews
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 8
                                          5
                                            • 2 BR
                                            • 1 HF BA
                                            • Sleeps 8
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 5
                                              16
                                                • 3 BR
                                                • 1 BA
                                                • Sleeps 8
                                                11
                                                  • 4 BR
                                                  • 3 BA
                                                  • Sleeps 10
                                                    • 2 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    8
                                                      NEW!
                                                      • 3 BR
                                                      • 1 BA
                                                      • Sleeps 6
                                                      4
                                                        Exceptional! 5.0/5
                                                        (5 reviews)
                                                        $93
                                                        avg/night
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 2
                                                        5
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 5
                                                          4
                                                            Wonderful! 4.9/5
                                                            (16 reviews)
                                                            avg/night
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 3
                                                            16
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 6
                                                              5
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 6
                                                                4
                                                                  NEW!
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 3
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 5
                                                                    10
                                                                      NEW!
                                                                      • 4 BR
                                                                      • 1 BA
                                                                      • Sleeps 6
                                                                        Exceptional! 5.0/5
                                                                        (6 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 8
                                                                        6
                                                                          • 2 BR
                                                                          • 1 HF BA
                                                                          • Sleeps 5
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 2
                                                                            4
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 4
                                                                              4
                                                                                • 3 BR
                                                                                • 1 BA
                                                                                • Sleeps 5
                                                                                1 Review
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 8
                                                                                  2 Reviews
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    4
                                                                                      Wonderful! 4.8/5
                                                                                      (9 reviews)
                                                                                      avg/night
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 5
                                                                                      9
                                                                                        • 4 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 10
                                                                                        10
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 2
                                                                                          1 Review
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 8
                                                                                            9
                                                                                              Excellent! 4.5/5
                                                                                              (11 reviews)
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 6
                                                                                              11
                                                                                                • 3 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 7
                                                                                                29
                                                                                                  • 3 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 6
                                                                                                  20
                                                                                                    • 4 BR
                                                                                                    • 3 BA
                                                                                                    • Sleeps 12
                                                                                                    4
                                                                                                    • 1 - 50 of 220
                                                                                                     

                                                                                                    Recent Pittsfield Reviews

                                                                                                    Very nice, well appointed, centrally located.

                                                                                                    5 of 5
                                                                                                    We loved the apartment and the bed was the most comfortable bed we slept in during our 9 day cross country journey! There was everything we could have possibly needed during our stay. Walk to town was close. We felt very secure , parking was good and although it was fairly noisy during the day with traffic, the nights were quiet. We've used VRBO/ Home away extensively and this was one of the best properties we've encountered. Karin was most understanding of a checkout glitch on our part... we couldn't have been happier there.
                                                                                                    • Submitted: Sep 25, 2016
                                                                                                    • Stayed: Sep 2016

                                                                                                    Quiet Camp On A Small Pond

                                                                                                    4 of 5
                                                                                                    If you're a family looking for a quiet retreat but don't mind close neighbors this is for you. If you want absolute quiet and privacy this may not be the place for you. Otherwise it is clean and you have everything you need including the awesome dock and good fishing. Really nothing negative to say and the owners were easy to deal with and very nice.
                                                                                                    • Submitted: Sep 23, 2016
                                                                                                    • Stayed: Sep 2016

                                                                                                    Lovely quaint cottage right on the lake

                                                                                                    5 of 5
                                                                                                    The stone turtle house is beautiful. The Japanese design is truly lovely. And the location is fantastic. The only thing I would say is the space is small– my 6 foot tall husband and son bumped their heads a couple of times… this is a wonderful place to stay for a family or small group who are comfortable sleeping on futons.
                                                                                                    • Submitted: Sep 10, 2016
                                                                                                    • Stayed: Sep 2016