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  • Showing 1-22 of 22
Additional fees apply. Taxes may be added.
    Wonderful! 4.9/5
    (14 reviews)
    avg/night
    • 6 BR
    • 5 BA
    • Sleeps 10
    Estate #736279vb
    14
    Viewed 40 times in the last 48 hours
      avg/night
      • 4 BR
      • 4 BA
      • Sleeps 10
      Estate #721760vb
      3
      Viewed 23 times in the last 48 hours
        Exceptional! 5.0/5
        (5 reviews)
        avg/night
        • 9 BR
        • 8 BA
        • Sleeps 16
        Estate #717669vb
        5
        Viewed 28 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 15 times in the last 48 hours
            • 3 BR
            • 3 BA
            • Sleeps 6
            Estate #221705vb
            2
              Exceptional! 5.0/5
              (14 reviews)
              avg/night
              • 6 BR
              • 5 BA
              • Sleeps 20
              Estate #4258796
              14
              Viewed 182 times in the last 48 hours
                • 3 BR
                • 5 BA
                • Sleeps 10
                Estate #830576vb
                0
                  avg/night
                  • 7 BR
                  • 4 BA
                  • Sleeps 16
                  Estate #4199353
                  0
                  Viewed 34 times in the last 48 hours
                    • 5 BR
                    • 6 BA
                    • Sleeps 10
                    Estate #879089vb
                    0
                    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
                      Viewed 12 times in the last 48 hours
                        avg/night
                        • 10 BR
                        • 9 BA
                        • 1 HF BA
                        • Sleeps 17
                        Estate #4174661
                        0
                        Viewed 25 times in the last 48 hours
                          • 2 BR
                          • 1 BA
                          • Sleeps 6
                          Estate #837730vb
                          4
                          Viewed 20 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 97 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 14 times in the last 48 hours
                                • 5 BR
                                • 3 BA
                                • 2 HF BA
                                • Sleeps 9
                                Estate #802737vb
                                1
                                Viewed 8 times in the last 48 hours
                                  Wonderful! 4.9/5
                                  (9 reviews)
                                  avg/night
                                  • 4 BR
                                  • 3 BA
                                  • Sleeps 10
                                  Estate #377377vb
                                  9
                                  Viewed 18 times in the last 48 hours
                                    Wonderful! 4.8/5
                                    (14 reviews)
                                    View details for price
                                    • 8 BR
                                    • 4 BA
                                    • 2 HF BA
                                    • Sleeps 17
                                    Estate #945611
                                    14
                                    Viewed 5 times in the last 48 hours
                                      • 5 BR
                                      • 2 BA
                                      • Sleeps 10
                                      Estate #101843
                                      0
                                      Viewed 10 times in the last 48 hours
                                        avg/night
                                        • 8 BR
                                        • 4 BA
                                        • 1 HF BA
                                        • Sleeps 18
                                        Estate #296197
                                        4
                                        Viewed 5 times in the last 48 hours
                                          avg/night
                                          • 8 BR
                                          • 4 BA
                                          • 2 HF BA
                                          • Sleeps 20
                                          Estate #836757vb
                                          2
                                          Viewed 84 times in the last 48 hours
                                            Exceptional! 5.0/5
                                            (8 reviews)
                                            avg/night
                                            • 7 BR
                                            • 7 BA
                                            • 1 HF BA
                                            • Sleeps 14
                                            Estate #174224
                                            8
                                            Viewed 9 times in the last 48 hours
                                              Exceptional! 5.0/5
                                              (8 reviews)
                                              avg/night
                                              • 7 BR
                                              • 9 BA
                                              • 1 HF BA
                                              • Sleeps 14
                                              Estate #100476vb
                                              8
                                              Viewed 22 times in the last 48 hours
                                              • 1 - 22 of 22

                                              Alford: Vacation Rental Estates (22)

                                               

                                              Recent Alford Reviews

                                              Perfectly Fantastic Family Weekend

                                              5 of 5
                                              The Playhouse provides all that is necessary to have a fabulous time with family or a large group. I have looked for a place to hold our annual family Christmas gathering for quite some time and came across the listing for The Playhouse. Our annual holiday trip with our two grown children and their families to visit my husband's hometown and family in the Berkshires involved getting five hotel rooms and not enough room to enjoy everyone's company. The Playhouse fills this need in a wonderful way. The open areas are spacious and easily accommodated our large gathering on Saturday afternoon with brothers, sisters, nieces and nephews from 14 weeks to 70 years. On the main floor, the great room with it's open beams, beautiful lighting, wonderful views and great sound system was perfect setting for the adults at our gathering. Downstairs, the playroom area was great for the younger children to play ping pong and board games. Never once did we hear "I'm bored". The two kitchens are well equipped to handle cooking and serving food for our large group. The bedrooms are set up for convenience, comfort and a quiet retreat from activity. The mattresses and bedding are the best! Bathrooms plentiful and the heated floors much appreciated with 11 degree weather outside. The night we arrived we had eight inches of snow and the property manager Sean was there to dig us out first thing in the morning. He was informative upon our arrival and very responsive if we called him with a question. The property owner Daniel was also very accommodating and responsive. Much thought went into the planning and design of The Playhouse for beauty, comfort and function. Finally, my best recommendation is that we have already booked The Playhouse again for even longer stay next year.
                                              • Submitted: Dec 21, 2016
                                              • Stayed: Dec 2016

                                              Making memories happens here.

                                              5 of 5
                                              This is the absolute perfect home for a family gathering. My two children, their spouses and a total of 6 children ranging in age from 3 to 11, along with us, the grandparents, spent a delightful week enjoying the wonderful swimming pond, the adorable tree house and the tennis courts. We explored the area on two of the mornings, riding on the Harlem Rail Trail and taking an easy hike to Bash Bish Falls. The furnishings are very tastefully done but not ostentatious. Don't be afraid to bring kids here -it is made for them, complete with a playroom (perfect for legos) downstairs. We each had our own space at night, making it easy to put little ones to bed. The Whites are lovely people. They were more than accommodating and were perfect hosts. We enjoyed meeting them two weeks before we stayed at their beautiful home and they were so welcoming. We had a few more people drop in the last Saturday we were there and were able to find food, drinks, etc. right in Chatham, about 7 miles away. So very convenient. There are also little shops and restaurants and delis that are very interesting to explore. I would highly recommend this property to friends and relatives. The ammenities keep young and old alike very happy. You will not be disappointed!
                                              • Submitted: Jun 30, 2015
                                              • Stayed: Jun 2015

                                              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