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Berkshires Vacation Home Rentals with Pool(20)

20 Results
Book it Now!
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 9
    1 Review
    3 night minimum stay
    • 4 BR,
    • 4 BA,
    • Sleeps 18
      (3)
      • 6 BR,
      • 5 BA,
      • 1 HF BA,
      • Sleeps 18
        2 night minimum stay
        • 3 BR,
        • 2 BA,
        • Sleeps 7
          Book it Now!
          2 - 7 night minimum stay
          • 14 BR,
          • 9 BA,
          • 2 HF BA,
          • Sleeps 32
            1 Review
            Book it Now!
            2 - 7 night minimum stay
            • 10 BR,
            • 7 BA,
            • 2 HF BA,
            • Sleeps 24
              2 night minimum stay
              • 3 BR,
              • 3 BA,
              • Sleeps 6
                (3)
                3 - 7 night minimum stay
                • 3 BR,
                • 1 BA,
                • 1 HF BA,
                • Sleeps 6
                  (16)
                  $429 - $500
                  per night
                  6 - 10 night minimum stay
                  • 4 BR,
                  • 3 BA,
                  • 1 HF BA,
                  • Sleeps 8
                    2 Reviews
                    • 7 BR,
                    • 6 BA,
                    • 1 HF BA,
                    • Sleeps 18
                      (13)
                      2 night minimum stay
                      • 6 BR,
                      • 4 BA,
                      • Sleeps 12
                        2 Reviews
                        • 8 BR,
                        • 5 BA,
                        • Sleeps 16
                          1 Review
                          Book it Now!
                          2 - 7 night minimum stay
                          • 6 BR,
                          • 3 BA,
                          • 2 HF BA,
                          • Sleeps 12
                            (4)
                            Book it Now!
                            2 night minimum stay
                            • 5 BR,
                            • 4 BA,
                            • Sleeps 11
                              (4)
                              2 - 7 night minimum stay
                              • 6 BR,
                              • 4 BA,
                              • 1 HF BA,
                              • Sleeps 12
                                2 Reviews
                                7 night minimum stay
                                • 3 BR,
                                • 3 BA,
                                • Sleeps 8
                                  (8)
                                  • 6 BR,
                                  • Sleeps 18
                                    (4)
                                    $583 - $1,800
                                    per week
                                    7 - 30 night minimum stay
                                    • 3 BR,
                                    • 2 BA,
                                    • Sleeps 5
                                      1 Review
                                      3 - 30 night minimum stay
                                      • 4 BR,
                                      • 4 BA,
                                      • Sleeps 12
                                        (3)
                                        • 3 BR,
                                        • Sleeps 8
                                           

                                          Recent Berkshires Reviews

                                          Third Time Back

                                          5 of 5
                                          Obviously, three times renting, means we like it a lot! Quiet area, comfortable cottage, very nice owner, good fishing and golf. What else is there to say!
                                          • Submitted: Jul 14, 2014
                                          • Stayed: Jun 2014

                                          Large enclosed porch and pool

                                          5 of 5
                                          Our family spent two relaxing weeks at this home on a heavily wooded hillside on a quiet rural road. We spent most of our time in the large porch and in the pool.This is a perfect spot to relax and and get away from the stress of city life. It is close to restaurants and other activities in Chatham, NY and Great Barrington, MA as well as Tanglewood. The home is comfortable and perfect for entertaining friends.
                                          • Submitted: Feb 26, 2014
                                          • Stayed: Aug 2013

                                          Heaven on Earth

                                          5 of 5
                                          Listing is accurate and does not do this property justice. Over the last 4 years we have stayed in the farmhouse or the modern ranch for much of August. The houses are clean, tastefully furnished and beautifully decorated. Simply put: they are comfortable, well-equipped and fun to stay in. Grounds, view and pool are all drop-dead gorgeous. Located in farm country: nearby rolling pastures abound. Owners could not be nicer or more thoughtful, responsive to any issue without being intrusive. Easy access to Hudson, Williamstown and general Berkshire area. We look forward to returning year after year.
                                          • Submitted: Sep 7, 2013
                                          • Stayed: Aug 2013