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  • Showing 1-50 of 262
Additional fees apply. Taxes may be added.
    Wonderful! 4.9/5
    (36 reviews)
    avg/night
    • 3 BR
    • 1 BA
    • Sleeps 6
    House #469617vb
    36
    Viewed 12 times in the last 48 hours
      Wonderful! 4.9/5
      (22 reviews)
      avg/night
      • 1 BR
      • 1 BA
      • Sleeps 4
      House #310035vb
      22
      Viewed 9 times in the last 48 hours
        Wonderful! 4.9/5
        (27 reviews)
        avg/night
        • 3 BR
        • 2 BA
        • Sleeps 12
        House #420727vb
        27
        Viewed 10 times in the last 48 hours
          • 2 BR
          • 1 BA
          • Sleeps 6
          House #4113926
          1
            Very Good! 4.0/5
            (8 reviews)
            avg/night
            • 3 BR
            • 2 BA
            • Sleeps 7
            House #344576vb
            8
            Viewed 8 times in the last 48 hours
              Wonderful! 4.8/5
              (23 reviews)
              avg/night
              • 7 BR
              • 3 BA
              • Sleeps 18
              House #251195vb
              23
              Viewed 18 times in the last 48 hours
                • 8 BR
                • 5 BA
                • Sleeps 20
                House #985738vb
                0
                  Exceptional! 5.0/5
                  (5 reviews)
                  avg/night
                  • 5 BR
                  • 3 BA
                  • Sleeps 8
                  House #4160350
                  5
                    Wonderful! 4.9/5
                    (32 reviews)
                    avg/night
                    • 1 BR
                    • 1 BA
                    • Sleeps 3
                    House #135474vb
                    32
                    Viewed 30 times in the last 48 hours
                      Exceptional! 5.0/5
                      (7 reviews)
                      avg/night
                      • 4 BR
                      • 3 BA
                      • Sleeps 8
                      House #585864vb
                      7
                      Viewed 11 times in the last 48 hours
                        Wonderful! 4.9/5
                        (19 reviews)
                        avg/night
                        • 5 BR
                        • 3 BA
                        • 1 HF BA
                        • Sleeps 15
                        House #660967vb
                        19
                        Viewed 22 times in the last 48 hours
                          • 5 BR
                          • 2 BA
                          • 1 HF BA
                          • Sleeps 9
                          House #923513vb
                          3
                          Viewed 12 times in the last 48 hours
                            Exceptional! 5.0/5
                            (10 reviews)
                            avg/night
                            • 3 BR
                            • 2 BA
                            • 1 HF BA
                            • Sleeps 6
                            House #693973vb
                            10
                              Exceptional! 5.0/5
                              (6 reviews)
                              avg/night
                              • 4 BR
                              • 3 BA
                              • Sleeps 9
                              House #174313
                              6
                              Viewed 11 times in the last 48 hours
                                avg/night
                                • 3 BR
                                • 2 BA
                                • Sleeps 8
                                House #905333vb
                                0
                                Viewed 15 times in the last 48 hours
                                  Exceptional! 5.0/5
                                  (13 reviews)
                                  avg/night
                                  • 2 BR
                                  • 2 BA
                                  • 1 HF BA
                                  • Sleeps 4
                                  House #3002071
                                  13
                                    Exceptional! 5.0/5
                                    (8 reviews)
                                    avg/night
                                    • 4 BR
                                    • 2 BA
                                    • 1 HF BA
                                    • Sleeps 7
                                    House #700267vb
                                    8
                                    Viewed 12 times in the last 48 hours
                                      • 4 BR
                                      • 2 BA
                                      • 1 HF BA
                                      • Sleeps 8
                                      House #705514vb
                                      1
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 4
                                        House #631820vb
                                        4
                                          • 5 BR
                                          • 3 BA
                                          • 2 HF BA
                                          • Sleeps 12
                                          House #679329vb
                                          3
                                            Excellent! 4.6/5
                                            (16 reviews)
                                            avg/night
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 5
                                            House #122780
                                            16
                                            Viewed 14 times in the last 48 hours
                                              avg/night
                                              • 4 BR
                                              • 5 BA
                                              • 2 HF BA
                                              • Sleeps 14
                                              House #928559vb
                                              0
                                              Viewed 17 times in the last 48 hours
                                                • 4 BR
                                                • 3 BA
                                                • 1 HF BA
                                                • Sleeps 8
                                                House #288088
                                                2
                                                Viewed 9 times in the last 48 hours
                                                  Exceptional! 5.0/5
                                                  (6 reviews)
                                                  • 4 BR
                                                  • 3 BA
                                                  • Sleeps 9
                                                  House #404919vb
                                                  6
                                                    avg/night
                                                    • 3 BR
                                                    • 1 BA
                                                    • Sleeps 6
                                                    House #752883vb
                                                    2
                                                    Viewed 7 times in the last 48 hours
                                                      Exceptional! 5.0/5
                                                      (7 reviews)
                                                      avg/night
                                                      • 3 BR
                                                      • 2 BA
                                                      • 1 HF BA
                                                      • Sleeps 8
                                                      House #3595415
                                                      7
                                                      Viewed 5 times in the last 48 hours
                                                        • 3 BR
                                                        • 2 BA
                                                        • 1 HF BA
                                                        • Sleeps 9
                                                        House #122527
                                                        8
                                                          avg/night
                                                          • 4 BR
                                                          • 3 BA
                                                          • 1 HF BA
                                                          • Sleeps 10
                                                          House #676495vb
                                                          0
                                                          Viewed 11 times in the last 48 hours
                                                            • 3 BR
                                                            • 2 BA
                                                            • 1 HF BA
                                                            • Sleeps 7
                                                            House #286733vb
                                                            9
                                                              Excellent! 4.7/5
                                                              (27 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 8
                                                              House #419897vb
                                                              27
                                                              Viewed 16 times in the last 48 hours
                                                                avg/night
                                                                • 6 BR
                                                                • 3 BA
                                                                • 1 HF BA
                                                                • Sleeps 17
                                                                House #937764
                                                                10
                                                                Viewed 8 times in the last 48 hours
                                                                  Wonderful! 4.8/5
                                                                  (19 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 8
                                                                  House #236935vb
                                                                  19
                                                                  Viewed 10 times in the last 48 hours
                                                                    • 3 BR
                                                                    • 1 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 6
                                                                    House #797212vb
                                                                    2
                                                                      Wonderful! 4.9/5
                                                                      (23 reviews)
                                                                      avg/night
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 6
                                                                      House #3011344
                                                                      23
                                                                      Viewed 11 times in the last 48 hours
                                                                        Excellent! 4.7/5
                                                                        (19 reviews)
                                                                        avg/night
                                                                        • 4 BR
                                                                        • 2 BA
                                                                        • Sleeps 8
                                                                        House #118052
                                                                        19
                                                                        Viewed 17 times in the last 48 hours
                                                                          Exceptional! 5.0/5
                                                                          (6 reviews)
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          House #207123
                                                                          6
                                                                          Viewed 7 times in the last 48 hours
                                                                            Wonderful! 4.9/5
                                                                            (10 reviews)
                                                                            avg/night
                                                                            • 4 BR
                                                                            • 4 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 12
                                                                            House #4050256
                                                                            10
                                                                            Viewed 28 times in the last 48 hours
                                                                              • 4 BR
                                                                              • 2 BA
                                                                              • Sleeps 8
                                                                              House #579045vb
                                                                              8
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                House #577378vb
                                                                                0
                                                                                  Wonderful! 4.9/5
                                                                                  (9 reviews)
                                                                                  avg/night
                                                                                  • 4 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 12
                                                                                  House #504545vb
                                                                                  9
                                                                                  Viewed 13 times in the last 48 hours
                                                                                    • 4 BR
                                                                                    • 6 BA
                                                                                    • Sleeps 9
                                                                                    House #476000vb
                                                                                    7
                                                                                      Excellent! 4.7/5
                                                                                      (10 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 6
                                                                                      House #280365vb
                                                                                      10
                                                                                      Viewed 7 times in the last 48 hours
                                                                                        Excellent! 4.6/5
                                                                                        (7 reviews)
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 7
                                                                                        House #467070vb
                                                                                        7
                                                                                        Viewed 18 times in the last 48 hours
                                                                                          Wonderful! 4.9/5
                                                                                          (22 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 1 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 6
                                                                                          House #381805vb
                                                                                          22
                                                                                          Viewed 20 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (13 reviews)
                                                                                            avg/night
                                                                                            • 4 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 7
                                                                                            House #466411vb
                                                                                            13
                                                                                            Viewed 17 times in the last 48 hours
                                                                                              Exceptional! 5.0/5
                                                                                              (9 reviews)
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 8
                                                                                              House #4193492
                                                                                              9
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 8
                                                                                                House #570547vb
                                                                                                3
                                                                                                Viewed 8 times in the last 48 hours
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  House #4022085
                                                                                                  0
                                                                                                    Wonderful! 4.9/5
                                                                                                    (17 reviews)
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    House #3893831
                                                                                                    17
                                                                                                    Viewed 11 times in the last 48 hours
                                                                                                      Excellent! 4.5/5
                                                                                                      (10 reviews)
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 1 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 8
                                                                                                      House #374268vb
                                                                                                      10
                                                                                                      Viewed 13 times in the last 48 hours
                                                                                                      • 1 - 50 of 262

                                                                                                      Pittsfield: House Rentals (262)

                                                                                                       

                                                                                                      Recent Pittsfield Reviews

                                                                                                      Great place, very large and comfortable

                                                                                                      5 of 5
                                                                                                      Was much larger than I expected for a one bedroom. Perfect View of Jiminy Peak. Will stay there again I hope.
                                                                                                      • Submitted: Jan 4, 2017
                                                                                                      • Stayed: Dec 2016

                                                                                                      Wonderful home

                                                                                                      5 of 5
                                                                                                      We had a great weekend here with our family. We had 8 adults and there was plenty of space. The house is very nice and clean and in a good location (near Lenox). Would stay again!
                                                                                                      • Submitted: Jan 2, 2017
                                                                                                      • Stayed: Dec 2016

                                                                                                      Great stay for two day getaway to the Berkshires

                                                                                                      4 of 5
                                                                                                      We just returned from our 2 day stay at this property. The booking process was straightforward and the owner answered any questions we had promptly. We had two families (4 adults and 6 children). Upon arrival we found the home clean and as described. It fit us all perfectly and we had a great time staying at this property. There are 4 bedrooms, 3 similarly sized bedrooms with queen beds, closets and dressers in which to put our clothing. There is a smaller bedroom with bunk beds and the bottom bunk has a trundle which can be pulled out. Also with a dresser and closet. All bedrooms had plenty of pillows and blankets (Bring your own sheets and pillowcases-we knew this in advance). All bedrooms are on the 2nd floor, there is a wooden gate at the top of the stairs to keep little ones from falling. The upstairs bathroom has a stand up shower (no bathtub), however the downstairs bathroom has a tub (Bring your own towels). On the first floor, there is a three season porch which we used for getting to the backyard to allow the children to play in the snow. This is not heated but it was covered and very spacious-would be a great additional living space/hang out space in the warmer months. The dining room table has two eaves that allow ample seating (we all sat at the table-but they need a few folding chairs to allow that amount of seating at the table). The kitchen was stocked with dishes, pots/pans, cookie sheets, casserole dishes, coffee makers (Keurig and regular), tea pot, blender, toaster, microwave, cutlery etc. I would suggest that you bring your own paper products (including paper plates, cups, bowls, cutlery, paper towels, also ziploc storage bags/containers if you are cooking and need to store leftovers). If you are traveling with children, bring your own plastic cups as there were no plastic cups-we forgot our cups at home. There were plenty of glass ones, but sometimes that can be tricky with little ones. The house did have basic cleaning products, so no need to bring any. The living room has a tv with basic cable access and dvd player and a fireplace (the owner provided duraflame logs-you cannot use any other firewood in the indoor fireplace per the owner's request). The basement level is unfinished and has a washer and dryer. Overall we really enjoyed our time at this property and would stay again. Only 'cons' were that we had to bring our own sheets & towels, but we knew in advance, so adjusted accordingly.
                                                                                                      • Submitted: Dec 30, 2016
                                                                                                      • Stayed: Dec 2016