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Berkshires: Houses, Condos & More (30)

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Additional fees apply. Taxes may be added.
    NEW!
    • 4 BR
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            • 3 BR
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              • 7 BR
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                • 1 BR
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                  • 6 BR
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                    • 2 BR
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                      • 3 BR
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                      26
                        • 4 BR
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                        • Sleeps 8
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                          • 3 BR
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                            • 3 BR
                            • 3 BA
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                              • 4 BR
                              • 3 BA
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                              1 Review
                                • 3 BR
                                • 2 BA
                                • 1 HF BA
                                • Sleeps 6
                                6
                                  • 5 BR
                                  • 2 BA
                                  • 1 HF BA
                                  • Sleeps 8
                                  1 Review
                                    NEW!
                                    • 3 BR
                                    • 3 BA
                                    • Sleeps 6
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 6
                                        • 5 BR
                                        • 3 BA
                                        • Sleeps 8
                                        2 Reviews
                                          • 4 BR
                                          • 1 BA
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                                            • 9 BR
                                            • 3 BA
                                            • 1 HF BA
                                            • Sleeps 22
                                            7
                                              • 5 BR
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                                                • 5 BR
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                                                34
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  2 Reviews
                                                    • 6 BR
                                                    • 2 BA
                                                    • 2 HF BA
                                                    • Sleeps 10
                                                    4
                                                      • 5 BR
                                                      • 2 BA
                                                      • 1 HF BA
                                                      • Sleeps 12
                                                      1 Review
                                                        • 5 BR
                                                        • 4 BA
                                                        • 1 HF BA
                                                        • Sleeps 14
                                                        6
                                                          • 4 BR
                                                          • 2 BA
                                                          • Sleeps 8
                                                            View details for price
                                                            • 3 BR
                                                            • 1 BA
                                                            • 1 HF BA
                                                            • Sleeps 6
                                                            4
                                                              NEW!
                                                              • 4 BR
                                                              • 1 BA
                                                              • 1 HF BA
                                                              • Sleeps 10
                                                              • 1 - 30 of 30
                                                               

                                                              Recent Berkshires Reviews

                                                              Alford Heaven with the STARS to prove it!

                                                              5 of 5
                                                              Sweet, comfortable, quiet, private, warm tasty breakfast pastries, wonderful walks, a wading brook, and great views. We chose to be away from the crowd for back to back concerts at Tanglewood, and chose the Smith Homestead from the pictures on the website. All was as pictured and described. Susan and Tom were congenial, helpful hosts for a wonderful anniversary get away weekend. The description was spot on, all was clean and welcoming with gorgeous Country Curtain linens and draperies. We had a fun lunch at the Brewery in Great Barrington, and did a couple of carry-in picnics to concerts the rest of the weekend. Susan's breakfasts hand-delivered in a big 'ol basket really were a special touch. The night sky from your doorway is beyond words. We will definitely share this with friends and family, and look forward to going back!
                                                              • Submitted: Aug 28, 2016
                                                              • Stayed: Aug 2016

                                                              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

                                                              Posh Without Pretention

                                                              5 of 5
                                                              I love your home-- posh without pretense -- comfortable, not fussy, yet every need anticipated and taken care of. The location perfect for music lovers, clean, phone number for help when needed -- a few minor caveats: need grab-bars in showers, broken toilet seat in masterbath.This is my second year renting it; if i can i 'll rent it again.
                                                              • Submitted: Aug 14, 2016
                                                              • Stayed: Jul 2015