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Berkshires Vacation Rentals(50)

50 Results
$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)
      Book it Now!
      • 4 BR,
      • 3 BA,
      • Sleeps 9
        1 Review
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        3 - 7 night minimum stay
        • 3 BR,
        • 2 BA,
        • Sleeps 8
          (5)
          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
                  Book it Now!
                  2 - 7 night minimum stay
                  • 3 BR,
                  • 1 BA,
                  • Sleeps 6
                    (15)
                    $600 - $1,000
                    per week
                    Book it Now!
                    7 night minimum stay
                    • 1 BR,
                    • 1 BA,
                    • Sleeps 3
                      (5)
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                      7 night minimum stay
                      • 4 BR,
                      • 3 BA,
                      • Sleeps 8
                        (3)
                        Book it Now!
                        2 - 30 night minimum stay
                        • 5 BR,
                        • 4 BA,
                        • 1 HF BA,
                        • Sleeps 10
                          (8)
                          Book it Now!
                          2 night minimum stay
                          • 2 BR,
                          • 2 BA,
                          • Sleeps 14
                            2 Reviews
                            Book it Now!
                            2 - 7 night minimum stay
                            • 14 BR,
                            • 9 BA,
                            • 2 HF BA,
                            • Sleeps 32
                              1 Review
                              Book it Now!
                              3 - 7 night minimum stay
                              • 3 BR,
                              • 1 BA,
                              • Sleeps 6
                                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!
                                    3 night minimum stay
                                    • 3 BR,
                                    • 2 BA,
                                    • Sleeps 6
                                      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
                                              3 night minimum stay
                                              • 3 BR,
                                              • 3 BA,
                                              • Sleeps 8
                                                $200 - $275
                                                per night
                                                2 - 7 night minimum stay
                                                • 2 BR,
                                                • Sleeps 4
                                                  (20)
                                                  2 night minimum stay
                                                  • 3 BR,
                                                  • 3 BA,
                                                  • Sleeps 6
                                                    (3)
                                                    3 night minimum stay
                                                    • 3 BR,
                                                    • 2 BA,
                                                    • Sleeps 11
                                                      (3)
                                                      3 night minimum stay
                                                      • 3 BR,
                                                      • 2 BA,
                                                      • Sleeps 6
                                                        1 Review
                                                        • 4 BR,
                                                        • 2 BA,
                                                        • 2 HF BA,
                                                        • Sleeps 17
                                                          22 more choices from the HomeAway Network
                                                          Book it Now!
                                                          2 - 4 night minimum stay
                                                          • 4 BR,
                                                          • 3 BA,
                                                          • Sleeps 12
                                                            (7)
                                                            Book it Now!
                                                            2 - 3 night minimum stay
                                                            • 7 BR,
                                                            • 5 BA,
                                                            • 1 HF BA,
                                                            • Sleeps 13
                                                              (7)
                                                               

                                                              Recent Berkshires Reviews

                                                              Beautiful Simplicity!

                                                              5 of 5
                                                              VERY comfortable, easy, clean and inviting home. The lake is breathtaking. Book it!!
                                                              • Submitted: Sep 18, 2014
                                                              • Stayed: Sep 2014

                                                              September weekend

                                                              4 of 5
                                                              Excellent floor plan with lots of quirky details. Kitchen better equipped than listed so check first with Thom. Log burning stove redeemed a wet September Saturday! Trading Post a hidden gem for lunch and breakfast, Beer Diviner was popular and used bookstore worth a browse.
                                                              • Submitted: Sep 14, 2014
                                                              • Stayed: Sep 2014

                                                              Perfect Family Summer Getaway

                                                              5 of 5
                                                              My family and I rent a cabin almost every summer, usually in Woodstock. This was our first trip to Copake, didn't know what to expect. It Was Gorgeous. Better than the photos. The house itself is incredibly well stocked - from kitchen utensils, pots, condiments, spices, to bathroom towels, detergent, toilet paper, etc. We have found most rentals skimp on these items. My husband is a serious cook and was so pleased with the kitchen space. The living room and kitchen are bright and airy with soaring ceilings, modern, pretty furniture in great condition - nothing shabby, tv/cable/internet/cd system with great cd collection. Room is lined with large windows overlooking the deck. The Deck! Lots of privacy. Flower troughs spilling over with blooms, great deck chairs, chaise lounge on lower deck level where we enjoyed cocktails at sunset, umbrella and dining table where we had every meal, all overlooking the lake. The Lake! The views are incredible, you are literally on top of the lake, steps leading down beautifully yet naturally landscaped grounds, down to your private, small dock. 2 kayaks and a large rowboat were supplied. You can boat around the entire island, absolutely serene and lovely. The entire family took the rowboat just across the water to a small white sand beach, had the whole place to ourselves, swam and and sunned. The area is very quiet and peaceful, no rowdy vacationers (a few motorboats, but rare and not disruptive). The surrounding countryside is gorgeous, timeless. We hiked up to Bash Bish Falls and swam beneath the waterfall, had picnic at the top of the mountain, went to farmers markets and sheep farms, bought locally grown veggies and fruits, even had the nicest grass-fed beef farmer who actually meet us in person in town to sell us his beef for our bbq that evening! Took our kids to a fantastic, classic drive in movie theater about a half hour away, took a short drive to beautiful Hudson, a quintessential old New York town on the Hudson River. I can go on and on. Whether you're looking for a romantic getaway, or a fun filled family vacation, this was probably the best trip we've ever had upstate. Also, Tony was so gracious, calling me back immediately after I texted about Wi-Fi problems. Very considerate and personable owners, couldn't have asked for a nicer experience. Thank you so much, Tony! We'd love to come back!
                                                              • Submitted: Aug 22, 2014
                                                              • Stayed: Aug 2014