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Stockbridge: Vacation Rental Estates (15)

  • 1 - 15 of 15
    Wonderful! 4.9/5
    (14 reviews)
    avg/night
    • 6 BR
    • 6 BA
    • Sleeps 12
    14
      • 7 BR
      • 4 BA
      • Sleeps 16
        • 5 BR
        • 5 BA
        • Sleeps 8
          • 5 BR
          • 6 BA
          • Sleeps 10
            • 6 BR
            • 5 BA
            • Sleeps 20
            7
              • 6 BR
              • 5 BA
              • Sleeps 10
              12
                • 4 BR
                • 4 BA
                • Sleeps 10
                2 Reviews
                  • 10 BR
                  • 9 BA
                  • 1 HF BA
                  • Sleeps 17
                    • 5 BR
                    • 5 BA
                    • 1 HF BA
                    • Sleeps 10
                    1 Review
                      Exceptional! 5.0/5
                      (5 reviews)
                      avg/night
                      • 9 BR
                      • 8 BA
                      • Sleeps 16
                      5
                        Excellent! 4.3/5
                        (7 reviews)
                        View details for price
                        • 7 BR
                        • 7 BA
                        • 1 HF BA
                        • Sleeps 14
                        7
                          • 8 BR
                          • 4 BA
                          • 1 HF BA
                          • Sleeps 18
                          4
                            • 7 BR
                            • 7 BA
                            • 1 HF BA
                            • Sleeps 14
                            8
                              Exceptional! 5.0/5
                              (8 reviews)
                              avg/night
                              • 7 BR
                              • 9 BA
                              • 1 HF BA
                              • Sleeps 14
                              8
                                • 8 BR
                                • 4 BA
                                • 2 HF BA
                                • Sleeps 20
                                1 Review
                                • 1 - 15 of 15
                                 

                                Recent Stockbridge Reviews

                                Incredible place to stay

                                5 of 5
                                Some college friends and I spent a long weekend at the Playhouse. It was an incredible experience. The owner and property managers were both very responsive. It's still very new - I think we were only the 6th or 7th group to rent the place, so they're working out some minor kinks, but I have no doubt that they'll be resolved soon. There was no HDMI port accessible on either TV, but the owner has said he will get a port wired soon. Highly recommended!
                                • Submitted: Sep 19, 2016
                                • Stayed: Sep 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

                                A Perfect Birthday Weekend

                                5 of 5
                                Carol and Buzz were so accommodating and helpful. I've never rented a house for a weekend before, they made it easy and stress free. The house itself was charming, spacious and beautiful- all my guests were blown away. The caretaker who showed us around answered all my questions, and he even set out dishware that he thought would help make my party perfect (which it did!) Nothing about the weekend or the house disappointed. It exceeded my expectation, and everyone who stayed the weekend was raving about it.
                                • Submitted: Apr 10, 2015
                                • Stayed: Mar 2015