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    Exceptional! 5.0/5
    (5 reviews)
    avg/night
    • 9 BR
    • 8 BA
    • Sleeps 16
    Estate #717669vb
    5
    Viewed 17 times in the last 48 hours
      • 5 BR
      • 2 BA
      • Sleeps 10
      Estate #101843
        Exceptional! 5.0/5
        (18 reviews)
        avg/night
        • 6 BR
        • 5 BA
        • Sleeps 20
        Estate #4258796
        18
        Viewed 143 times in the last 48 hours
          Exceptional! 5.0/5
          (17 reviews)
          avg/night
          • 6 BR
          • 4 BA
          • 1 HF BA
          • Sleeps 12
          Estate #629154vb
          17
          Viewed 6 times in the last 48 hours
            Wonderful! 4.9/5
            (17 reviews)
            avg/night
            • 6 BR
            • 6 BA
            • Sleeps 12
            Estate #568397vb
            17
            Viewed 14 times in the last 48 hours
              Wonderful! 4.9/5
              (15 reviews)
              avg/night
              • 5 BR
              • 5 BA
              • Sleeps 10
              Estate #736279vb
              15
              Viewed 26 times in the last 48 hours
                avg/night
                • 4 BR
                • 4 BA
                • Sleeps 10
                Estate #721760vb
                3
                Viewed 10 times in the last 48 hours
                  Wonderful! 4.8/5
                  (5 reviews)
                  avg/night
                  • 5 BR
                  • 4 BA
                  • 2 HF BA
                  • Sleeps 10
                  Estate #558988vb
                  5
                    Exceptional! 5.0/5
                    (6 reviews)
                    avg/night
                    • 6 BR
                    • 5 BA
                    • 1 HF BA
                    • Sleeps 13
                    Estate #665300vb
                    6
                    Viewed 6 times in the last 48 hours
                      • 3 BR
                      • 5 BA
                      • Sleeps 10
                      Estate #830576vb
                      Viewed 5 times in the last 48 hours
                        Excellent! 4.7/5
                        (23 reviews)
                        avg/night
                        • 3 BR
                        • 2 BA
                        • Sleeps 8
                        Estate #101832
                        23
                        Viewed 7 times in the last 48 hours
                          Good! 3.9/5
                          (13 reviews)
                          avg/night
                          • 5 BR
                          • 4 BA
                          • 2 HF BA
                          • Sleeps 12
                          Estate #3674235
                          13
                          Viewed 29 times in the last 48 hours
                            avg/night
                            • 10 BR
                            • 9 BA
                            • 1 HF BA
                            • Sleeps 17
                            Estate #4174661
                            Viewed 20 times in the last 48 hours
                              • 5 BR
                              • 3 BA
                              • 2 HF BA
                              • Sleeps 9
                              Estate #802737vb
                              1
                              Viewed 7 times in the last 48 hours
                                Exceptional! 5.0/5
                                (8 reviews)
                                avg/night
                                • 14 BR
                                • 9 BA
                                • Sleeps 33
                                Estate #623080vb
                                8
                                Viewed 90 times in the last 48 hours
                                  • 3 BR
                                  • 3 BA
                                  • Sleeps 6
                                  Estate #221705vb
                                  2
                                    Wonderful! 4.9/5
                                    (9 reviews)
                                    avg/night
                                    • 4 BR
                                    • 3 BA
                                    • Sleeps 10
                                    Estate #377377vb
                                    9
                                    Viewed 22 times in the last 48 hours
                                      avg/night
                                      • 5 BR
                                      • 5 BA
                                      • Sleeps 8
                                      Estate #850244vb
                                      Viewed 8 times in the last 48 hours
                                        Exceptional! 5.0/5
                                        (11 reviews)
                                        avg/night
                                        • 6 BR
                                        • 5 BA
                                        • 1 HF BA
                                        • Sleeps 14
                                        Estate #661667vb
                                        11
                                        Viewed 20 times in the last 48 hours
                                          • 5 BR
                                          • 6 BA
                                          • Sleeps 10
                                          Estate #879089vb
                                          Viewed 5 times in the last 48 hours
                                            Exceptional! 5.0/5
                                            (23 reviews)
                                            avg/night
                                            • 7 BR
                                            • 4 BA
                                            • 1 HF BA
                                            • Sleeps 16
                                            Estate #496513vb
                                            23
                                            Viewed 56 times in the last 48 hours
                                              • 8 BR
                                              • 4 BA
                                              • 1 HF BA
                                              • Sleeps 18
                                              Estate #296197
                                              4
                                                • 9 BR
                                                • 4 BA
                                                • 1 HF BA
                                                • Sleeps 16
                                                Estate #4215517
                                                Viewed 5 times in the last 48 hours
                                                  avg/night
                                                  • 8 BR
                                                  • 4 BA
                                                  • 2 HF BA
                                                  • Sleeps 20
                                                  Estate #836757vb
                                                  2
                                                  Viewed 18 times in the last 48 hours
                                                    • 7 BR
                                                    • 7 BA
                                                    • 1 HF BA
                                                    • Sleeps 14
                                                    Estate #174224
                                                    8
                                                      Exceptional! 5.0/5
                                                      (8 reviews)
                                                      avg/night
                                                      • 7 BR
                                                      • 9 BA
                                                      • 1 HF BA
                                                      • Sleeps 14
                                                      Estate #100476vb
                                                      8
                                                      Viewed 6 times in the last 48 hours
                                                        avg/night
                                                        • 4 BR
                                                        • 3 BA
                                                        • Sleeps 10
                                                        Estate #417245vb
                                                        2
                                                        Viewed 5 times in the last 48 hours
                                                          avg/night
                                                          • 7 BR
                                                          • 4 BA
                                                          • Sleeps 16
                                                          Estate #4199353
                                                          Viewed 17 times in the last 48 hours
                                                          • 1 - 28 of 28

                                                          Great Barrington: Vacation Rental Estates (28)

                                                           

                                                          Recent Great Barrington Reviews

                                                          The property is amazing!!!

                                                          5 of 5
                                                          We were greeted and given a tour. Everything was there to make our stay perfect. When something wasn't just right, it was taken care of!!! I was very impressed with everything!!!
                                                          • Submitted: Feb 16, 2017
                                                          • Stayed: Feb 2017

                                                          Serene and Beautiful Getaway in the Berkshires

                                                          5 of 5
                                                          My dearest friends and I wanted to get away from the world for a weekend, and Colesbrook Manor was just the place! As soon as we walked in the door we had a cozy feeling of being home. Andy has taken such great care in building a beautiful, warm, and peaceful oasis on this beautiful piece of property. We were truly delighted to sit by the fire, play music, and share a bottle of wine. We enjoyed exploring the trails and creek located right out the back door, as well as stargazing at night. The beds were cozy and the sauna was a treat, especially after taking a walk in the snow on Saturday. If you visit, check out the Dream Away Lodge (open seasonally from around April to Thanksgiving) for delicious food, a quirky atmosphere, and excellent music. However, we were happy that we bought groceries because we did not want to leave the house on Saturday. Andy, Thank you for being such an accommodating host and for building such a lovely home. We will be back!
                                                          • Submitted: Nov 29, 2016
                                                          • Stayed: Nov 2016

                                                          Luxurious Rockefeller-like New England mansion

                                                          5 of 5
                                                          I travel extensively throughout the world for my work and have stayed at many of the worlds great hotels. Quite frankly, I was not expecting but was pleasantly surprised to discover a world class property in the tiny town of Lenox. The Winthrop Estate is a perfect marriage of an historical Rockefeller-like New England mansion of the 1920s and a Four Seasons hotel of today. This is how we’d describe our stay at Winthrop Estate. The experience was nothing short of going back a hundred years to the days when The Berkshires were a pastoral retreat for the great Industrialists and statesmen of the day while enjoying the luxury of the current era. The Winthrop Estate is neatly tucked away, thus we experienced as little or as much of civilization as we desired. In the morning we took a walk to the center of Lenox (a sleepy but adorable typical New England town), which is just a five minutes away. We stopped at a bagel shop, then got coffee at a French patisserie, and then just walked and enjoyed the tranquility and simple beauty of this historic area. The Winthrop Estate was a perfect place to decompress from the busyness of everyday life. We really enjoyed our stay and highly recommend this treasure to everyone.
                                                          • Submitted: Jun 14, 2015
                                                          • Stayed: Nov 2014