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Berkshires: Houses, Cottages & More (652)

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Additional fees apply. Taxes may be added.
    • 6 BR
    • 5 BA
    • Sleeps 16
    3
      • 3 BR
      • 1 BA
      • 1 HF BA
      • Sleeps 6
      7
        • 6 BR
        • 5 BA
        • 1 HF BA
        • Sleeps 16
        12
          • 4 BR
          • 4 BA
          • 1 HF BA
          • Sleeps 12
          6
            • 7 BR
            • 3 BA
            • 1 HF BA
            • Sleeps 14
              • 4 BR
              • 3 BA
              • Sleeps 10
              3
                • 4 BR
                • 3 BA
                • 1 HF BA
                • Sleeps 8
                14
                  • 3 BR
                  • 3 BA
                  • Sleeps 8
                  20
                    • 4 BR
                    • 3 BA
                    • Sleeps 9
                    44
                      • 2 BR
                      • 2 BA
                      • Sleeps 10
                      3
                        • 5 BR
                        • 4 BA
                        • 1 HF BA
                        • Sleeps 11
                        6
                          • 1 BR
                          • 1 BA
                          • Sleeps 6
                          19
                            • 4 BR
                            • 3 BA
                            • 1 HF BA
                            • Sleeps 12
                            13
                              • 5 BR
                              • 3 BA
                              • Sleeps 14
                              14
                                • 5 BR
                                • 5 BA
                                • 1 HF BA
                                • Sleeps 14
                                13
                                  • 6 BR
                                  • 4 BA
                                  • 1 HF BA
                                  • Sleeps 12
                                  15
                                    • 4 BR
                                    • 2 BA
                                    • Sleeps 8
                                    2 Reviews
                                      • 4 BR
                                      • 3 BA
                                      • Sleeps 10
                                      13
                                        • 13 BR
                                        • 12 BA
                                        • 2 HF BA
                                        • Sleeps 36
                                        24
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 8
                                          1 Review
                                            • 5 BR
                                            • 3 BA
                                            • 2 HF BA
                                            • Sleeps 14
                                            8
                                              • 5 BR
                                              • 4 BA
                                              • 1 HF BA
                                              • Sleeps 10
                                              40
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 6
                                                16
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 6
                                                  22
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    10
                                                      • 5 BR
                                                      • 2 BA
                                                      • Sleeps 10
                                                      17
                                                        • 3 BR
                                                        • 1 BA
                                                        • Sleeps 8
                                                        30
                                                          • 4 BR
                                                          • 3 BA
                                                          • Sleeps 10
                                                          49
                                                            • 4 BR
                                                            • 3 BA
                                                            • 1 HF BA
                                                            • Sleeps 12
                                                            12
                                                              • 4 BR
                                                              • 3 BA
                                                              • 1 HF BA
                                                              • Sleeps 10
                                                                • 4 BR
                                                                • 2 BA
                                                                • Sleeps 8
                                                                7
                                                                  • 4 BR
                                                                  • 3 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 10
                                                                    • 4 BR
                                                                    • 2 BA
                                                                    • Sleeps 10
                                                                    17
                                                                      • 4 BR
                                                                      • 3 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 8
                                                                      19
                                                                        • 4 BR
                                                                        • 3 BA
                                                                        • Sleeps 8
                                                                        2 Reviews
                                                                          • 7 BR
                                                                          • 4 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 16
                                                                          30
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            3
                                                                              • 4 BR
                                                                              • 2 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 8
                                                                              6
                                                                                • 5 BR
                                                                                • 3 BA
                                                                                • Sleeps 7
                                                                                  • 9 BR
                                                                                  • 4 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 16
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    32
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 5
                                                                                      43
                                                                                        • 4 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 12
                                                                                        2 Reviews
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          24
                                                                                            • 4 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 8
                                                                                            1 Review
                                                                                              • 4 BR
                                                                                              • 2 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 8
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                4
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 8
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    15
                                                                                                      • 4 BR
                                                                                                      • 2 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 10
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                                                                                                      • 1 - 50 of 652
                                                                                                       

                                                                                                      Recent Berkshires Reviews

                                                                                                      A beautiful home.

                                                                                                      5 of 5
                                                                                                      We rented the house for a family vacation. The pool is so nice, with a beautiful and peaceful view. Everything we needed from garbage bags to laundry detergent was in the house. The open floor plan made cooking and socializing a joy. The well furnished home is renovated with modern fixtures and appliances. We loved it!
                                                                                                      • Submitted: Aug 17, 2016
                                                                                                      • Stayed: Aug 2016

                                                                                                      Modern comfort in pristine nature

                                                                                                      5 of 5
                                                                                                      My family and I spent six unforgettable days in Tom and Susan's delightful rental house, the blonde apartment. With all the conveniences of modern life (I have never seen so many power outlets in one house), our stay was relaxing and comfortable, in what can be only described as a magic natural setting. Tom is extremely knowledgable about the natural attractions in the Berkshires, and gave us several excellent tips on what to do, where to hike, swim and eat. Highly recommendable.
                                                                                                      • Submitted: Aug 15, 2016
                                                                                                      • Stayed: Aug 2016

                                                                                                      Great Ski House!

                                                                                                      5 of 5
                                                                                                      My husband and I with our two sons rented Paula's house for the 2016 ski season. It was our first experience with a long-term rental and we couldn't have asked for a better one. The house is very clean, well-maintained, and stocked with everything you could possibly need. The location can't be beat - it is not even a 5 minute drive to Butternut, which was so convenient with young children, and very close to town as well. Paula was very easy to deal with, she was very attentive but also gave us our space so we could enjoy the rental. I would highly recommend this house to anyone looking for either a short-term or long-term rental in the Great Barrington area.
                                                                                                      • Submitted: Aug 15, 2016
                                                                                                      • Stayed: Jan 2016