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Berkshires Ski Vacation Rentals(88)

88 Results
  • 8 BR,
  • 5 BA,
  • Sleeps 14
    (5)
    $449 - $949
    per night
    Book it Now!
    2 - 4 night minimum stay
    • 3 BR,
    • 3 BA,
    • Sleeps 15
      (18)
      2 night minimum stay
      • 4 BR,
      • 3 BA,
      • Sleeps 12
        (8)
        5 night minimum stay
        • 3 BR,
        • 2 BA,
        • Sleeps 6
          (5)
          Book it Now!
          • 4 BR,
          • 3 BA,
          • Sleeps 9
            1 Review
            • 3 BR,
            • 2 BA,
            • Sleeps 7
              Book it Now!
              3 - 7 night minimum stay
              • 3 BR,
              • 2 BA,
              • Sleeps 8
                (4)
                Book it Now!
                5 night minimum stay
                • 5 BR,
                • 2 BA,
                • 1 HF BA,
                • Sleeps 12
                  Book it Now!
                  7 night minimum stay
                  • 2 BR,
                  • 2 BA,
                  • Sleeps 6
                    3 - 7 night minimum stay
                    • 2 BR,
                    • 1 BA,
                    • Sleeps 4
                      (33)
                      2 - 7 night minimum stay
                      • 9 BR,
                      • 6 BA,
                      • Sleeps 22
                        7 night minimum stay
                        • 3 BR,
                        • 2 BA,
                        • Sleeps 8
                          (4)
                          • 6 BR,
                          • 5 BA,
                          • 1 HF BA,
                          • Sleeps 18
                            31 night minimum stay
                            • 5 BR,
                            • 5 BA,
                            • Sleeps 15
                              3 night minimum stay
                              • 3 BR,
                              • 2 BA,
                              • Sleeps 8
                                (6)
                                • 5 BR,
                                • 3 BA,
                                • Sleeps 12
                                  (15)
                                  Book it Now!
                                  2 - 7 night minimum stay
                                  • 3 BR,
                                  • 1 BA,
                                  • Sleeps 6
                                    (15)
                                    Book it Now!
                                    2 - 30 night minimum stay
                                    • 5 BR,
                                    • 4 BA,
                                    • 1 HF BA,
                                    • Sleeps 10
                                      (8)
                                      Book it Now!
                                      2 - 7 night minimum stay
                                      • 14 BR,
                                      • 9 BA,
                                      • 2 HF BA,
                                      • Sleeps 32
                                        1 Review
                                        Book it Now!
                                        2 night minimum stay
                                        • 2 BR,
                                        • 1 BA,
                                        • Sleeps 4
                                          1 Review
                                          Book it Now!
                                          2 - 7 night minimum stay
                                          • 10 BR,
                                          • 7 BA,
                                          • 2 HF BA,
                                          • Sleeps 24
                                            Book it Now!
                                            2 night minimum stay
                                            • 3 BR,
                                            • 3 BA,
                                            • Sleeps 6
                                              Book it Now!
                                              • 3 BR,
                                              • 2 BA,
                                              • Sleeps 9
                                                Book it Now!
                                                30 night minimum stay
                                                • 4 BR,
                                                • 4 BA,
                                                • Sleeps 12
                                                  2 - 7 night minimum stay
                                                  • 4 BR,
                                                  • 2 BA,
                                                  • Sleeps 8
                                                    2 Reviews
                                                    2 night minimum stay
                                                    • 2 BR,
                                                    • 1 BA,
                                                    • Sleeps 6
                                                      (17)
                                                      $200 - $275
                                                      per night
                                                      2 - 7 night minimum stay
                                                      • 2 BR,
                                                      • Sleeps 4
                                                        (20)
                                                        3 - 7 night minimum stay
                                                        • 3 BR,
                                                        • 1 BA,
                                                        • 1 HF BA,
                                                        • Sleeps 6
                                                          (16)
                                                          2 night minimum stay
                                                          • 3 BR,
                                                          • 3 BA,
                                                          • Sleeps 6
                                                            (3)
                                                            3 night minimum stay
                                                            • 3 BR,
                                                            • 2 BA,
                                                            • Sleeps 11
                                                              (3)
                                                               

                                                              Recent Berkshires Reviews

                                                              A Perfect Stay!

                                                              5 of 5
                                                              We had a great time at William's home on Copake Lake. We spent the week with our 4 year old son. We had so much fun swimming, fishing, canoeing and playing in the grass. The area is beautiful. We ate at Crossroads in Hillsdale 2 times and loved it. We also ate in Hudson and in Great Barrington. If you go with children I recommend a visit to the Hawthorne Valley Farm. We saw piglets that were only 3 days old. William's home is beautiful and spacious. Nothing is missing. We cooked great meals on the grill and ate outside on the porch for most of our meals. And we slept great!
                                                              • Submitted: Aug 25, 2014
                                                              • Stayed: Aug 2014

                                                              Only wish we could have stayed and relaxed longer!

                                                              5 of 5
                                                              Some friends and I spent a long weekend at this cabin to get away from the hustle and bustle of NYC. We prepared for a weekend of rain (the house has a ton of board games!) but ended up getting lucky and getting a sunny and hot weekend! The house was wonderful and equipped with everything we needed; towels, linens, kitchen stuff, etc. The decor was nothing special, but perfectly functional, and the redone kitchen is absolutely lovely! The view of the lake from the house is phenomenal! It felt like we had practically a 180 degree view in front of us at all times. We spent most of our time out on the deck and docks, and enjoyed walking around the neighborhood in the evening. We fell in love with the Oakhurst diner in nearby Millerton and ended up having breakfast there when we weren’t making it at the house. Millerton also has a ton of great antique shops and other little stores. We also spent an afternoon hiking at Bash Bish Falls, which is beautiful waterfall only a short car ride/hike away. My friends also used the kayak one afternoon which they absolutely loved! At night we built campfires in the house's fire pit and roasted marshmallows and told ghost stories. My one note to avid lake swimmers such as myself, is that it’s a good idea to bring a floatie if you plan on swimming. The water is a little mucky right next to the dock, so it was nice to be able to float out a bit beyond the dock without having to swim through the muck. The public beach is right across the way, so it was also fun to be able to swim over in the warm and refreshing water and lay on the floating raft there. Overall, we thoroughly enjoyed ourselves and only wish we could have stayed longer! It was quiet, clean, beautiful, and relaxing… everything we wanted. My friends and I spoke the day after we got back and agreed that our bodies may be back in the city, but our minds are still back on lovely Robinson Pond in Copake.
                                                              • Submitted: Aug 5, 2014
                                                              • Stayed: Aug 2014

                                                              Cozy Cottage, Peaceful Setting

                                                              5 of 5
                                                              My family of five had a wonderful time in this lovely little cottage in the woods! The property is beautifully maintained and Fran has thought of everything that you might need while traveling away from home! It felt so homey. My kids loved staying up in the little loft. It was so comfortable and in such a peaceful setting with only the sounds of the nearby waterfall and chirping birds to help you relax and unwind from a busy life! We have family in the area and were in town for a reunion at nearby Lake Taghkanic Park. We will definitely be back and hope that the cottage is available when we return!
                                                              • Submitted: Jul 16, 2014
                                                              • Stayed: Jul 2014