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Favorite
    Viewed 57 times in the last 48 hours
    • 2 bedrooms
    • 2 bathrooms
    • Sleeps 6
    Favorite
      Viewed 5 times in the last 48 hours
      • 3 bedrooms
      • 2 bathrooms
      • 1 HF BA
      • Sleeps 8
      Favorite
        Viewed 20 times in the last 48 hours
        • 3 bedrooms
        • 3 bathrooms
        • Sleeps 8
        Favorite
          • 6 bedrooms
          • 5 bathrooms
          • 1 HF BA
          • Sleeps 12
          Favorite
            • 3 bedrooms
            • 2 bathrooms
            • Sleeps 6
            Favorite
              • 3 bedrooms
              • 2 bathrooms
              • Sleeps 8
              Favorite
                • 3 bedrooms
                • 1 bathroom
                • Sleeps 5
                Favorite
                  Viewed 14 times in the last 48 hours
                  • 4 bedrooms
                  • 3 bathrooms
                  • 1 HF BA
                  • Sleeps 10
                  Favorite
                    • 5 bedrooms
                    • 4 bathrooms
                    • 2 HF BA
                    • Sleeps 13
                    Favorite
                      • 4 bedrooms
                      • 3 bathrooms
                      • 1 HF BA
                      • Sleeps 10
                      Favorite
                        Viewed 13 times in the last 48 hours
                        • 3 bedrooms
                        • 2 bathrooms
                        • Sleeps 7
                        Favorite
                          Viewed 11 times in the last 48 hours
                          • 5 bedrooms
                          • 5 bathrooms
                          • Sleeps 12
                          Favorite
                            Viewed 43 times in the last 48 hours
                            • 4 bedrooms
                            • 2 bathrooms
                            • Sleeps 8
                            Favorite
                              Viewed 49 times in the last 48 hours
                              • 5 bedrooms
                              • 4 bathrooms
                              • 1 HF BA
                              • Sleeps 15
                              Favorite
                                Viewed 5 times in the last 48 hours
                                • 4 bedrooms
                                • 2 bathrooms
                                • 1 HF BA
                                • Sleeps 8
                                Favorite
                                  Viewed 42 times in the last 48 hours
                                  • 1 bedroom
                                  • 1 bathroom
                                  • Sleeps 5
                                  Favorite
                                    Viewed 7 times in the last 48 hours
                                    • 2 bedrooms
                                    • 2 bathrooms
                                    • Sleeps 8
                                    Favorite
                                      Viewed 21 times in the last 48 hours
                                      • 4 bedrooms
                                      • 2 bathrooms
                                      • Sleeps 10
                                      Favorite
                                        Viewed 32 times in the last 48 hours
                                        • 3 bedrooms
                                        • 3 bathrooms
                                        • 1 HF BA
                                        • Sleeps 10
                                        Favorite
                                          Viewed 35 times in the last 48 hours
                                          • 4 bedrooms
                                          • 3 bathrooms
                                          • 1 HF BA
                                          • Sleeps 12
                                          Favorite
                                            Viewed 27 times in the last 48 hours
                                            • 3 bedrooms
                                            • 2 bathrooms
                                            • Sleeps 8
                                            Favorite
                                              Viewed 18 times in the last 48 hours
                                              • 3 bedrooms
                                              • 2 bathrooms
                                              • Sleeps 10
                                              Favorite
                                                Viewed 14 times in the last 48 hours
                                                • 5 bedrooms
                                                • 3 bathrooms
                                                • Sleeps 8
                                                Favorite
                                                  Viewed 14 times in the last 48 hours
                                                  • 1 bedroom
                                                  • 1 bathroom
                                                  • Sleeps 3
                                                  Favorite
                                                    Viewed 15 times in the last 48 hours
                                                    • 6 bedrooms
                                                    • 5 bathrooms
                                                    • 1 HF BA
                                                    • Sleeps 16
                                                    Favorite
                                                      Viewed 11 times in the last 48 hours
                                                      • 3 bedrooms
                                                      • 2 bathrooms
                                                      • Sleeps 8
                                                      Favorite
                                                        Viewed 35 times in the last 48 hours
                                                        • 5 bedrooms
                                                        • 3 bathrooms
                                                        • Sleeps 10
                                                        Favorite
                                                          Viewed 20 times in the last 48 hours
                                                          • 3 bedrooms
                                                          • 2 bathrooms
                                                          • Sleeps 12
                                                          Favorite
                                                            Viewed 12 times in the last 48 hours
                                                            • 5 bedrooms
                                                            • 3 bathrooms
                                                            • 1 HF BA
                                                            • Sleeps 15
                                                            Favorite
                                                              Viewed 48 times in the last 48 hours
                                                              • 3 bedrooms
                                                              • 2 bathrooms
                                                              • 1 HF BA
                                                              • Sleeps 6
                                                              Favorite
                                                                Viewed 38 times in the last 48 hours
                                                                • 3 bedrooms
                                                                • 1 bathroom
                                                                • 1 HF BA
                                                                • Sleeps 6
                                                                Favorite
                                                                  Viewed 9 times in the last 48 hours
                                                                  • 4 bedrooms
                                                                  • 2 bathrooms
                                                                  • Sleeps 10
                                                                  Favorite
                                                                    Viewed 10 times in the last 48 hours
                                                                    • 2 bedrooms
                                                                    • 3 bathrooms
                                                                    • Sleeps 6
                                                                    Favorite
                                                                      Viewed 13 times in the last 48 hours
                                                                      • 3 bedrooms
                                                                      • 1 bathroom
                                                                      • Sleeps 6
                                                                      Favorite
                                                                        Viewed 31 times in the last 48 hours
                                                                        • 3 bedrooms
                                                                        • 2 bathrooms
                                                                        • Sleeps 10
                                                                        Favorite
                                                                          Viewed 16 times in the last 48 hours
                                                                          • 4 bedrooms
                                                                          • 2 bathrooms
                                                                          • Sleeps 8
                                                                          Favorite
                                                                            Viewed 16 times in the last 48 hours
                                                                            • 3 bedrooms
                                                                            • 1 bathroom
                                                                            • Sleeps 6
                                                                            Favorite
                                                                              Viewed 8 times in the last 48 hours
                                                                              • 3 bedrooms
                                                                              • 2 bathrooms
                                                                              • Sleeps 5
                                                                              Favorite
                                                                                Viewed 10 times in the last 48 hours
                                                                                • 4 bedrooms
                                                                                • 3 bathrooms
                                                                                • Sleeps 8
                                                                                Favorite
                                                                                  Viewed 10 times in the last 48 hours
                                                                                  • 3 bedrooms
                                                                                  • 2 bathrooms
                                                                                  • 1 HF BA
                                                                                  • Sleeps 10
                                                                                  Favorite
                                                                                    Viewed 51 times in the last 48 hours
                                                                                    • 3 bedrooms
                                                                                    • 1 bathroom
                                                                                    • 1 HF BA
                                                                                    • Sleeps 6
                                                                                    Favorite
                                                                                      Viewed 7 times in the last 48 hours
                                                                                      • 3 bedrooms
                                                                                      • 2 bathrooms
                                                                                      • Sleeps 6
                                                                                      Favorite
                                                                                        Viewed 23 times in the last 48 hours
                                                                                        • 3 bedrooms
                                                                                        • 2 bathrooms
                                                                                        • Sleeps 8
                                                                                        Favorite
                                                                                          Viewed 7 times in the last 48 hours
                                                                                          • 4 bedrooms
                                                                                          • 1 bathroom
                                                                                          • 1 HF BA
                                                                                          • Sleeps 8
                                                                                          Favorite
                                                                                            Viewed 10 times in the last 48 hours
                                                                                            • 3 bedrooms
                                                                                            • 2 bathrooms
                                                                                            • Sleeps 6
                                                                                            Favorite
                                                                                              Viewed 15 times in the last 48 hours
                                                                                              • 3 bedrooms
                                                                                              • 2 bathrooms
                                                                                              • 1 HF BA
                                                                                              • Sleeps 8
                                                                                              Favorite
                                                                                                Viewed 23 times in the last 48 hours
                                                                                                • 3 bedrooms
                                                                                                • 1 bathroom
                                                                                                • 1 HF BA
                                                                                                • Sleeps 6
                                                                                                Favorite
                                                                                                  Viewed 17 times in the last 48 hours
                                                                                                  • 1 bedroom
                                                                                                  • 1 bathroom
                                                                                                  • Sleeps 4
                                                                                                  Favorite
                                                                                                    Viewed 20 times in the last 48 hours
                                                                                                    • 4 bedrooms
                                                                                                    • 3 bathrooms
                                                                                                    • Sleeps 10
                                                                                                    Favorite
                                                                                                      Viewed 67 times in the last 48 hours
                                                                                                      • 9 bedrooms
                                                                                                      • 4 bathrooms
                                                                                                      • Sleeps 20
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Chatham Reviews

                                                                                                      Perfect, peaceful getaway

                                                                                                      5 of 5
                                                                                                      We came to schoolhouse for the kids winter break from NYC to get away from all the noise and rush. We could not have been happier with our stay. Mary provided everything that was possibly needed. The house was beautiful and comfy. We loved sitting by the fireplace, playing ping pong and enjoying the board games provided. We were lucky to be able to sit outside and the views out the front were beautiful! We all want to come back again!
                                                                                                      • Submitted: Mar 2, 2017
                                                                                                      • Stayed: Feb 2017

                                                                                                      We had a lovely and memorable time staying at your home! Will definitely book again!

                                                                                                      5 of 5
                                                                                                      Thank you for sharing your beautiful home with us. The house was clean and full of character! We appreciated the luxurious toiletries and quality bedding and towels. The location is great... as it is 15 min or less driving into the towns of Lenox, Lee, and Pittsfield. It took all of 10 minutes to get to the closest ski area, Bosquet. The backyard was lovely and we enjoyed grilling on the porch and sharing meals with family and friends. The foosball table in the basement was a fun bonus... It was such a joy to hear our kids running and laughing through the halls of your beautiful home!
                                                                                                      • Submitted: Mar 1, 2017
                                                                                                      • Stayed: Feb 2017

                                                                                                      Stylish, comfortable getaway in a scenic setting.

                                                                                                      5 of 5
                                                                                                      We had a wonderful time at Ed and Kathy's Berkshires retreat. Even before we arrived I knew this was the place for us—they were incredibly responsive and helpful in answering our Qs. The house is immaculate; it looks like it walked out of the pages of House Beautiful. The location is perfect; 2.5 hours from Brooklyn and close to little towns like Chatham, plus ski areas, etc. It snowed a lot the weekend we went up, but the property's caretaker came over early and plowed out the driveway, and then he came back to salt the pavement. The kitchen was well stocked; the beds and baths were super comfortable. I'd recommend this property to anyone looking for a chic getaway that blends the quiet seclusion of the country with modern, comfortable amenities!
                                                                                                      • Submitted: Feb 28, 2017
                                                                                                      • Stayed: Feb 2017