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Berkshires Ski Vacation Rentals(445)

445 Results
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4 night minimum stay
  • 4 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
    (9)
    2 - 7 night minimum stay
    • 6 BR,
    • 5 BA,
    • 1 HF BA,
    • Sleeps 16
      (8)
      3 night minimum stay
      • 5 BR,
      • 5 BA,
      • 1 HF BA,
      • Sleeps 14
        (10)
        $700 - $860
        per night
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        3 - 7 night minimum stay
        • 5 BR,
        • 4 BA,
        • 1 HF BA,
        • Sleeps 11
          (5)
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          2 - 7 night minimum stay
          • 4 BR,
          • 3 BA,
          • Sleeps 10
            (8)
            1 - 2 night minimum stay
            • 1 BR,
            • 1 BA,
            • Sleeps 6
              (6)
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              2 night minimum stay
              • 4 BR,
              • 1 BA,
              • Sleeps 8
                1 Review
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                3 night minimum stay
                • 4 BR,
                • 3 BA,
                • 1 HF BA,
                • Sleeps 12
                  7 night minimum stay
                  • 4 BR,
                  • 3 BA,
                  • 1 HF BA,
                  • Sleeps 8
                    1 Review
                    $3,600 - $15,000
                    per month
                    30 night minimum stay
                    • 3 BR,
                    • 3 BA,
                    • 1 HF BA,
                    • Sleeps 8
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                      2 - 5 night minimum stay
                      • 4 BR,
                      • 3 BA,
                      • Sleeps 15
                        (8)
                        $350 - $500
                        per night
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                        3 - 4 night minimum stay
                        • 4 BR,
                        • 3 BA,
                        • 1 HF BA,
                        • Sleeps 8
                          (5)
                          Book it Now!
                          2 - 3 night minimum stay
                          • 5 BR,
                          • 2 BA,
                          • Sleeps 10
                            (3)
                            • 4 BR,
                            • 2 BA,
                            • Sleeps 8
                              (16)
                              3 - 7 night minimum stay
                              • 3 BR,
                              • 3 BA,
                              • Sleeps 8
                                (12)
                                $325 - $425
                                per night
                                2 - 3 night minimum stay
                                • 3 BR,
                                • 2 BA,
                                • Sleeps 6
                                  (4)
                                  2 - 7 night minimum stay
                                  • 5 BR,
                                  • 2 BA,
                                  • 2 HF BA,
                                  • Sleeps 12
                                    (6)
                                    • 4 BR,
                                    • 2 BA,
                                    • Sleeps 10
                                      (12)
                                      3 - 31 night minimum stay
                                      • 4 BR,
                                      • 3 BA,
                                      • Sleeps 9
                                        (26)
                                        7 night minimum stay
                                        • 5 BR,
                                        • 4 BA,
                                        • 1 HF BA,
                                        • Sleeps 11
                                          3 night minimum stay
                                          • 2 BR,
                                          • 2 BA,
                                          • 1 HF BA,
                                          • Sleeps 6
                                            2 Reviews
                                            • 7 BR,
                                            • 4 BA,
                                            • 1 HF BA,
                                            • Sleeps 16
                                              (27)
                                              30 - 31 night minimum stay
                                              • 4 BR,
                                              • 3 BA,
                                              • 1 HF BA,
                                              • Sleeps 8
                                                1 Review
                                                $117 - $300
                                                per night
                                                Book it Now!
                                                3 - 60 night minimum stay
                                                • 4 BR,
                                                • 2 BA,
                                                • 1 HF BA,
                                                • Sleeps 10
                                                  1 Review
                                                  Book it Now!
                                                  2 - 3 night minimum stay
                                                  • 2 BR,
                                                  • 2 BA,
                                                  • Sleeps 6
                                                    (16)
                                                    Book it Now!
                                                    2 - 4 night minimum stay
                                                    • 3 BR,
                                                    • 2 BA,
                                                    • Sleeps 8
                                                      1 Review
                                                      2 - 3 night minimum stay
                                                      • 5 BR,
                                                      • 4 BA,
                                                      • 1 HF BA,
                                                      • Sleeps 10
                                                        (27)
                                                        • 3 BR,
                                                        • 2 BA,
                                                        • Sleeps 7
                                                          (7)
                                                          4 - 7 night minimum stay
                                                          • 3 BR,
                                                          • 1 BA,
                                                          • 1 HF BA,
                                                          • Sleeps 6
                                                            (3)
                                                            2 night minimum stay
                                                            • 3 BR,
                                                            • 1 BA,
                                                            • Sleeps 6
                                                              (4)
                                                               

                                                              Recent Berkshires Reviews

                                                              AMAZING PLACE TO STAY IN LENOX!

                                                              5 of 5
                                                              This property is extraordinary and is like staying at a 5 star hotel. Everything was beautiful, very tasteful, impeccably clean, with amazing views. Thanks for a great experience for three generations to stay for our daughter's graduation!
                                                              • Submitted: Jul 20, 2014
                                                              • Stayed: Jun 2014

                                                              TANGLEWOOD TREAT

                                                              5 of 5
                                                              The house was perfect for our group of 6 who stayed for 4 nights over the 4th of July weekend. We had tickets for James Taylor and for the BSO at Tanglewood. We loved the decor, the great dinnerware and glassware, the location (so close to Tanglewood!), and the outdoor spaces. We used the deck and the screened porch constantly. It was nice to have a big recycling barrel. We did not need to use the a/c, tho it would have been good on a hot/humid day. In addition, the house was within walking distance of The Mount (Edith Wharton's house and grounds) and very convenient to Lenox, Lee and Stockbridge. Susan, the owner, was very accommodating and helpful.
                                                              • Submitted: Jul 11, 2014
                                                              • Stayed: Jul 2014

                                                              GREAT RENTAL ON A BEAUTIFUL PROPERTY!

                                                              5 of 5
                                                              We had a great time in this beautiful apartment! I spent two nights in the red apartment ( 1 bedroom) with my husband and toddler. The hosts were incredibly welcoming and generous. A fresh fruit basket on arrival was a nice touch. It was definitely like staying with family as another reviewer mentioned. The view from the sun room is amazing, and the entire property is very well maintained. The area is a little isolated ( what we wanted!) but there is a pub/ tavern and convenience store less than a mile away. Grocery store about a 20 min drive. There is also a farm next door and my son had a great time visiting the animals and playing on the grounds. This is a beautiful spot for a quiet weekend getaway. We will hopefully be back!
                                                              • Submitted: Jul 6, 2014
                                                              • Stayed: Jul 2014