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  • Showing 1-21 of 21
Additional fees apply. Taxes may be added.
    Wonderful! 4.9/5
    (15 reviews)
    avg/night
    • 6 BR
    • 6 BA
    • Sleeps 12
    Estate #568397vb
    15
    Viewed 18 times in the last 48 hours
      avg/night
      • 7 BR
      • 4 BA
      • Sleeps 16
      Estate #4199353
      Viewed 50 times in the last 48 hours
        • 5 BR
        • 5 BA
        • Sleeps 8
        Estate #850244vb
          • 5 BR
          • 6 BA
          • Sleeps 10
          Estate #879089vb
          Viewed 5 times in the last 48 hours
            Exceptional! 5.0/5
            (12 reviews)
            avg/night
            • 6 BR
            • 5 BA
            • Sleeps 20
            Estate #4258796
            12
            Viewed 127 times in the last 48 hours
              • 6 BR
              • 4 BA
              • 1 HF BA
              • Sleeps 12
              Estate #629154vb
              17
                Wonderful! 4.9/5
                (13 reviews)
                avg/night
                • 6 BR
                • 5 BA
                • Sleeps 10
                Estate #736279vb
                13
                Viewed 35 times in the last 48 hours
                  Exceptional! 5.0/5
                  (5 reviews)
                  avg/night
                  • 9 BR
                  • 8 BA
                  • Sleeps 16
                  Estate #717669vb
                  5
                  Viewed 10 times in the last 48 hours
                    • 2 BR
                    • 1 BA
                    • Sleeps 6
                    Estate #837730vb
                    1 Review
                    Viewed 14 times in the last 48 hours
                      Exceptional! 5.0/5
                      (6 reviews)
                      avg/night
                      • 6 BR
                      • 5 BA
                      • 1 HF BA
                      • Sleeps 13
                      Estate #665300vb
                      6
                      Viewed 55 times in the last 48 hours
                        avg/night
                        • 5 BR
                        • 4 BA
                        • 2 HF BA
                        • Sleeps 10
                        Estate #558988vb
                        4
                        Viewed 6 times in the last 48 hours
                          • 4 BR
                          • 4 BA
                          • Sleeps 10
                          Estate #721760vb
                          3
                            Excellent! 4.7/5
                            (23 reviews)
                            avg/night
                            • 3 BR
                            • 2 BA
                            • Sleeps 8
                            Estate #101832
                            23
                            Viewed 41 times in the last 48 hours
                              avg/night
                              • 10 BR
                              • 9 BA
                              • 1 HF BA
                              • Sleeps 17
                              Estate #4174661
                              Viewed 36 times in the last 48 hours
                                • 3 BR
                                • 3 BA
                                • Sleeps 6
                                Estate #221705vb
                                2 Reviews
                                  • 5 BR
                                  • 2 BA
                                  • Sleeps 10
                                  Estate #101843
                                    • 8 BR
                                    • 4 BA
                                    • 1 HF BA
                                    • Sleeps 18
                                    Estate #296197
                                    4
                                      Exceptional! 5.0/5
                                      (8 reviews)
                                      avg/night
                                      • 7 BR
                                      • 9 BA
                                      • 1 HF BA
                                      • Sleeps 14
                                      Estate #100476vb
                                      8
                                      Viewed 5 times in the last 48 hours
                                        • 7 BR
                                        • 7 BA
                                        • 1 HF BA
                                        • Sleeps 14
                                        Estate #174224
                                        8
                                          avg/night
                                          • 8 BR
                                          • 4 BA
                                          • 2 HF BA
                                          • Sleeps 20
                                          Estate #836757vb
                                          2 Reviews
                                          Viewed 117 times in the last 48 hours
                                          • 1 - 21 of 21

                                          Stockbridge: Vacation Rental Estates (21)

                                           

                                          Recent Stockbridge Reviews

                                          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

                                          Spectacular

                                          5 of 5
                                          Ten of us went there for a girls weekend. We had the most spectacular stay. The house is stunning. Great history and artwork! Sean, the Property Manager, was so sweet and gave us history of the house. We had just an amazing experience that we have decided to go back every year! Thank you Daniel and Sean!
                                          • Submitted: Nov 14, 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