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Favorite
    6
    Exceptional! 5/5
    (6 reviews)
    avg/night
    Favorite
      Viewed 6 times in the last 48 hours
      15
      Wonderful! 4.9/5
      (15 reviews)
      avg/night
      Favorite
        7
        Excellent! 4.6/5
        (7 reviews)
        avg/night
        Favorite
          Viewed 14 times in the last 48 hours
          3
          avg/night
          Favorite
            Viewed 10 times in the last 48 hours
            avg/night
            Favorite
              Viewed 45 times in the last 48 hours
              41
              Exceptional! 5/5
              (41 reviews)
              avg/night
              Favorite
                Viewed 128 times in the last 48 hours
                40
                Wonderful! 4.9/5
                (40 reviews)
                avg/night
                Favorite
                  Viewed 40 times in the last 48 hours
                  55
                  Wonderful! 4.9/5
                  (55 reviews)
                  avg/night
                  Favorite
                    Viewed 12 times in the last 48 hours
                    5
                    Very Good! 4.2/5
                    (5 reviews)
                    avg/night
                    Favorite
                      Viewed 8 times in the last 48 hours
                      14
                      Wonderful! 4.9/5
                      (14 reviews)
                      avg/night
                      Favorite
                        Viewed 34 times in the last 48 hours
                        21
                        Wonderful! 4.9/5
                        (21 reviews)
                        avg/night
                        Favorite
                          Viewed 20 times in the last 48 hours
                          28
                          Wonderful! 4.9/5
                          (28 reviews)
                          avg/night
                          Favorite
                            Viewed 17 times in the last 48 hours
                            18
                            Wonderful! 4.9/5
                            (18 reviews)
                            avg/night
                            Favorite
                              7
                              Wonderful! 4.9/5
                              (7 reviews)
                              avg/night
                              Favorite
                                Viewed 12 times in the last 48 hours
                                4
                                avg/night
                                Favorite
                                  Viewed 18 times in the last 48 hours
                                  38
                                  Wonderful! 4.8/5
                                  (38 reviews)
                                  avg/night
                                  Favorite
                                    Viewed 29 times in the last 48 hours
                                    6
                                    Exceptional! 5/5
                                    (6 reviews)
                                    avg/night
                                    Favorite
                                      Viewed 27 times in the last 48 hours
                                      40
                                      Wonderful! 4.9/5
                                      (40 reviews)
                                      avg/night
                                      Favorite
                                        Viewed 10 times in the last 48 hours
                                        9
                                        Wonderful! 4.8/5
                                        (9 reviews)
                                        avg/night
                                        Favorite
                                          Viewed 48 times in the last 48 hours
                                          7
                                          Excellent! 4.7/5
                                          (7 reviews)
                                          avg/night
                                          Favorite
                                            Viewed 29 times in the last 48 hours
                                            15
                                            Excellent! 4.6/5
                                            (15 reviews)
                                            avg/night
                                            Favorite
                                              Viewed 29 times in the last 48 hours
                                              39
                                              Excellent! 4.7/5
                                              (39 reviews)
                                              avg/night
                                              Favorite
                                                Viewed 9 times in the last 48 hours
                                                23
                                                Wonderful! 4.9/5
                                                (23 reviews)
                                                avg/night
                                                Favorite
                                                  Viewed 11 times in the last 48 hours
                                                  16
                                                  Wonderful! 4.8/5
                                                  (16 reviews)
                                                  avg/night
                                                  Favorite
                                                    Viewed 46 times in the last 48 hours
                                                    46
                                                    Excellent! 4.7/5
                                                    (46 reviews)
                                                    avg/night
                                                    Favorite
                                                      Viewed 5 times in the last 48 hours
                                                      6
                                                      Exceptional! 5/5
                                                      (6 reviews)
                                                      avg/night
                                                      Favorite
                                                        Viewed 30 times in the last 48 hours
                                                        23
                                                        Wonderful! 4.9/5
                                                        (23 reviews)
                                                        avg/night
                                                        Favorite
                                                          Viewed 15 times in the last 48 hours
                                                          19
                                                          Wonderful! 4.9/5
                                                          (19 reviews)
                                                          avg/night
                                                          Favorite
                                                            Viewed 54 times in the last 48 hours
                                                            99
                                                            Exceptional! 5/5
                                                            (99 reviews)
                                                            avg/night
                                                            Favorite
                                                              15
                                                              Very Good! 4.1/5
                                                              (15 reviews)
                                                              avg/night
                                                              Favorite
                                                                Viewed 38 times in the last 48 hours
                                                                28
                                                                Wonderful! 4.9/5
                                                                (28 reviews)
                                                                avg/night
                                                                Favorite
                                                                  Viewed 18 times in the last 48 hours
                                                                  21
                                                                  Excellent! 4.7/5
                                                                  (21 reviews)
                                                                  avg/night
                                                                  Favorite
                                                                    Viewed 20 times in the last 48 hours
                                                                    29
                                                                    Exceptional! 5/5
                                                                    (29 reviews)
                                                                    avg/night
                                                                    Favorite
                                                                      Viewed 35 times in the last 48 hours
                                                                      19
                                                                      Exceptional! 5/5
                                                                      (19 reviews)
                                                                      avg/night
                                                                      Favorite
                                                                        6
                                                                        Wonderful! 4.8/5
                                                                        (6 reviews)
                                                                        avg/night
                                                                        Favorite
                                                                          Viewed 10 times in the last 48 hours
                                                                          9
                                                                          Exceptional! 5/5
                                                                          (9 reviews)
                                                                          avg/night
                                                                          Favorite
                                                                            Viewed 7 times in the last 48 hours
                                                                            7
                                                                            Excellent! 4.7/5
                                                                            (7 reviews)
                                                                            avg/night
                                                                            Favorite
                                                                              7
                                                                              Excellent! 4.7/5
                                                                              (7 reviews)
                                                                              avg/night
                                                                              Favorite
                                                                                Viewed 26 times in the last 48 hours
                                                                                21
                                                                                Exceptional! 5/5
                                                                                (21 reviews)
                                                                                avg/night
                                                                                Favorite
                                                                                  Viewed 37 times in the last 48 hours
                                                                                  27
                                                                                  Excellent! 4.7/5
                                                                                  (27 reviews)
                                                                                  avg/night
                                                                                  Favorite
                                                                                    Viewed 18 times in the last 48 hours
                                                                                    32
                                                                                    Excellent! 4.6/5
                                                                                    (32 reviews)
                                                                                    avg/night
                                                                                    Favorite
                                                                                      Viewed 26 times in the last 48 hours
                                                                                      38
                                                                                      Wonderful! 4.8/5
                                                                                      (38 reviews)
                                                                                      avg/night
                                                                                      Favorite
                                                                                        Viewed 11 times in the last 48 hours
                                                                                        33
                                                                                        Wonderful! 4.8/5
                                                                                        (33 reviews)
                                                                                        avg/night
                                                                                        Favorite
                                                                                          Viewed 24 times in the last 48 hours
                                                                                          16
                                                                                          Exceptional! 5/5
                                                                                          (16 reviews)
                                                                                          avg/night
                                                                                          Favorite
                                                                                            Viewed 11 times in the last 48 hours
                                                                                            16
                                                                                            Excellent! 4.6/5
                                                                                            (16 reviews)
                                                                                            avg/night
                                                                                            Favorite
                                                                                              Viewed 12 times in the last 48 hours
                                                                                              16
                                                                                              Exceptional! 5/5
                                                                                              (16 reviews)
                                                                                              avg/night
                                                                                              Favorite
                                                                                                Viewed 13 times in the last 48 hours
                                                                                                24
                                                                                                Exceptional! 5/5
                                                                                                (24 reviews)
                                                                                                avg/night
                                                                                                Favorite
                                                                                                  Viewed 22 times in the last 48 hours
                                                                                                  9
                                                                                                  Excellent! 4.3/5
                                                                                                  (9 reviews)
                                                                                                  avg/night
                                                                                                  Favorite
                                                                                                    Viewed 14 times in the last 48 hours
                                                                                                    14
                                                                                                    Wonderful! 4.9/5
                                                                                                    (14 reviews)
                                                                                                    avg/night
                                                                                                    Favorite
                                                                                                      Viewed 7 times in the last 48 hours
                                                                                                      8
                                                                                                      Exceptional! 5/5
                                                                                                      (8 reviews)
                                                                                                      avg/night
                                                                                                       

                                                                                                      Recent Hillsdale Reviews

                                                                                                      Amazing stay in the Berksires

                                                                                                      5 of 5
                                                                                                      I was looking for a very special place in the Bershires to celebrate my husband's birthday. When I came across The Playhouse my first reaction was, "This is it!" We spent 3 wonderful days enjoying this amazing property and surrounding towns nestled beneath the mountains. The house is impeccably restored to its original splendor with contemporary furnishings and atmosphere that is deserving of a feature in Architectural Digest. We decided to eat most of our meals in to soak up every moment in the unforgettable ambiance. We loved the openess, with great views of the mountains at all times of day. The Sonos sound system really added to the experience. There was just two of us, but with a larger group this house couldn't be more perfect. We really enjoyed the scenic walk past Lake Laurel. The kitchen was amazingly equipped and the entire house from top to bottom was very clean and crisp. The exercise nook downstairs was a nice touch, too. Can't say enough about The Playhouse. Thank you Daniel for sharing this treasure!
                                                                                                      • Submitted: Oct 19, 2017
                                                                                                      • Stayed: Oct 2017

                                                                                                      Cozy, quiet, and clean

                                                                                                      5 of 5
                                                                                                      We stayed 2 nights in Hillsdale for a wedding in nearby Sheffield, MA. The cabin was just the right size for the 3 of us. We ate breakfast at the small breakfast shop down the road, crossroads. We would definitely stay here again as a great jumping off point to lots of activities in the area.
                                                                                                      • Submitted: Oct 15, 2017
                                                                                                      • Stayed: Oct 2017