Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Cottages
Barns
Boats
Bungalows
Cabins
Castles
Chalets
Condos
Estates
Farmhouses
Hotels
Homes
Lodges
Studios
Townhomes
Villas
Yachts

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Berkshires Apartments or Cottages(95)

95 Results
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
    1 Review
    2 - 14 night minimum stay
    • 2 BR,
    • 1 BA,
    • Sleeps 4
      30 - 31 night minimum stay
      • 4 BR,
      • 2 BA,
      • 1 HF BA,
      • Sleeps 8
        (3)
        4 - 7 night minimum stay
        • 3 BR,
        • 1 BA,
        • 1 HF BA,
        • Sleeps 6
          (3)
          Book it Now!
          1 - 2 night minimum stay
          • 2 BR,
          • 1 BA,
          • Sleeps 3
            1 Review
            Book it Now!
            2 - 7 night minimum stay
            • 2 BR,
            • 2 BA,
            • Sleeps 6
              (16)
              Book it Now!
              2 - 3 night minimum stay
              • 3 BR,
              • 1 BA,
              • Sleeps 6
                2 Reviews
                $236 - $300
                per night
                Book it Now!
                3 - 14 night minimum stay
                • 3 BR,
                • 2 BA,
                • Sleeps 5
                  2 night minimum stay
                  • 4 BR,
                  • 3 BA,
                  • 1 HF BA,
                  • Sleeps 12
                    (17)
                    2 night minimum stay
                    • 4 BR,
                    • Sleeps 6
                      (16)
                      2 night minimum stay
                      • 3 BR,
                      • 1 BA,
                      • Sleeps 6
                        (4)
                        2 - 90 night minimum stay
                        • 2 BR,
                        • 1 BA,
                        • Sleeps 4
                          (3)
                          2 - 7 night minimum stay
                          • 3 BR,
                          • 1 BA,
                          • Sleeps 6
                            (7)
                            Book it Now!
                            2 night minimum stay
                            • 1 BR,
                            • 1 BA,
                            • Sleeps 4
                              1 Review
                              Book it Now!
                              2 night minimum stay
                              • 1 BR,
                              • 1 BA,
                              • Sleeps 3
                                Book it Now!
                                2 night minimum stay
                                • 2 BR,
                                • 1 BA,
                                • Sleeps 6
                                  (9)
                                  Book it Now!
                                  2 night minimum stay
                                  • 4 BR,
                                  • 2 BA,
                                  • 1 HF BA,
                                  • Sleeps 7
                                    (5)
                                    Book it Now!
                                    3 night minimum stay
                                    • 2 BR,
                                    • 1 BA,
                                    • Sleeps 6
                                      Book it Now!
                                      2 night minimum stay
                                      • 2 BR,
                                      • 1 BA,
                                      • Sleeps 6
                                        (5)
                                        2 - 3 night minimum stay
                                        • 2 BR,
                                        • 1 BA,
                                        • 1 HF BA,
                                        • Sleeps 4
                                          (11)
                                          Book it Now!
                                          3 night minimum stay
                                          • 2 BR,
                                          • 2 BA,
                                          • Sleeps 6
                                            1 Review
                                            Book it Now!
                                            5 night minimum stay
                                            • 4 BR,
                                            • 3 BA,
                                            • Sleeps 8
                                              Book it Now!
                                              2 - 7 night minimum stay
                                              • 2 BR,
                                              • 2 BA,
                                              • Sleeps 6
                                                Book it Now!
                                                7 night minimum stay
                                                • 2 BR,
                                                • 1 BA,
                                                • 2 HF BA,
                                                • Sleeps 4
                                                  $190 - $249
                                                  per night
                                                  1 - 2 night minimum stay
                                                  • 2 BR,
                                                  • 1 BA,
                                                  • Sleeps 5
                                                    (6)
                                                    Book it Now!
                                                    2 night minimum stay
                                                    • 2 BR,
                                                    • 1 BA,
                                                    • Sleeps 7
                                                      Book it Now!
                                                      7 night minimum stay
                                                      • 1 BR,
                                                      • 1 BA,
                                                      • Sleeps 4
                                                        Book it Now!
                                                        3 night minimum stay
                                                        • 2 BR,
                                                        • 1 BA,
                                                        • Sleeps 4
                                                          2 - 5 night minimum stay
                                                          • 2 BR,
                                                          • 1 BA,
                                                          • Sleeps 8
                                                            (3)
                                                            2 night minimum stay
                                                            • 2 BR,
                                                            • 1 BA,
                                                            • Sleeps 4
                                                              (11)
                                                               

                                                              Recent Berkshires Reviews

                                                              Excellent apartment, Very Comfortable !

                                                              5 of 5
                                                              This apartment was newly renovated. Everything in it is brand new. The location is perfect for anyone wanting to be right downtown and close the the galleries, shops and eateries. It was a pleasure dealing with the owner and we had a wonderful time. The apartment is a quick drive to Tanglewood and the Shakespearean Theater as well as to Monument Mountain, and a five minute walk to the Chabbad Shabbos minyan in Lenox and there are so many other interesting sites nearby. If it were possible, I would give this apartment and owner a ten star rating, but they only allow us to give a maximum of five !!!! We had one of our nicest vacations ever !!! Come to the Berkshires and stay in this apartment. I promise you will not be disappointed.
                                                              • Submitted: Aug 15, 2014
                                                              • Stayed: Aug 2014

                                                              Perfect lake vacation for families!

                                                              5 of 5
                                                              My family (2 adults, 1 toddler age ~2) had an incredibly relaxing vacation at this remote, scenic home. It was exactly as described. In fact, I think it was better than we expected -- much of the home has been remodeled, the backyard is huge and gorgeous, the house was clean and well-cared for, the lake access was perfect for our little family, even the life jackets look new. The welcome packet that the owner emails to you prior to your arrival is incredibly helpful, truly welcoming, and very sweet. The kitchen is well-stocked: everything you could need to prepare meals, including some non-perishable staples that the community of tenants adds to over time (it appears). I'd recommend stopping by the house to check the pantry stock before getting any pantry staples (or do what we did -- leave extras of things for future renters). We have no complaints and can't wait to return next summer. We fell in love with this vacation rental. It makes for an easy family vacation. Tips for families with young children -- the house is easy to baby/toddler-proof: bring at least a dozen outlet covers (minimum, we'll bring a few extra next time), and bring one or two babygates with extenders. The stairway is lovely and wide -- almost too wide for the ordinary tension gate we brought! Next time, we'll bring our step-through gates with extenders so we're less nervous about the stairs. I'd recommend 2 gates (top and bottom of the stairs), but you can survive with one (or none, if your child is less of a daredevil!). You may want to bring one door knob cover as the door to the basement is easily opened. (We didn't have a problem with this since our child doesn't open doors yet, but we'll bring a knob cover next year.) Otherwise, we had no babyproofing needs.
                                                              • Submitted: Jul 16, 2014
                                                              • Stayed: Jun 2014

                                                              A quiet base in the Berkshires

                                                              5 of 5
                                                              The Ashintully cottage was a cozy base for our weekend in the Berkshires. We enjoyed the great collection of old board games and books and the cottage was perfectly clean and charmingly decorated. Our group of 5 friends and 1 toddler loved staying directly across the street from the beautiful Ashintully gardens and a short drive from some great hikes. Jennifer was responsive and informative, anticipating any questions we had about the house and area. Renting from her could not have been easier. I would not hesitate to recommend the cottage to anyone looking for a quiet getaway.
                                                              • Submitted: Jun 24, 2014
                                                              • Stayed: Jun 2014