Cancel Clear Filters Apply Filters

Property Type

Booking Options

Location Type

Even More Filters

Features

Managed By

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

Narrow Results

Berkshires: Houses, Cottages & More (16)

  • 1 - 16 of 16
    • 3 BR
    • 2 BA
    • Sleeps 6
    7
    Request to Book View Details
    24 hrs Confirmation within 24 hours
      • 7 BR
      • 6 BA
      • 1 HF BA
      • Sleeps 18
      16
        • 3 BR
        • 2 BA
        • Sleeps 7
        3
          • 3 BR
          • 2 BA
          • Sleeps 6
          Request to Book View Details
          24 hrs Confirmation within 24 hours
            • 4 BR
            • 2 BA
            • Sleeps 8
            4
            Request to Book View Details
            24 hrs Confirmation within 24 hours
              • 3 BR
              • 2 BA
              • Sleeps 6
              Request to Book View Details
              24 hrs Confirmation within 24 hours
                • 3 BR
                • 2 BA
                • Sleeps 6
                3
                Request to Book View Details
                24 hrs Confirmation within 24 hours
                  • 4 BR
                  • 3 BA
                  • Sleeps 8
                  3
                  Request to Book View Details
                  24 hrs Confirmation within 24 hours
                    $585
                    avg/night
                    • 4 BR
                    • 3 BA
                    • Sleeps 8
                    Request to Book View Details
                    24 hrs Confirmation within 24 hours
                      • 3 BR
                      • 2 BA
                      • Sleeps 11
                      12
                        • 2 BR
                        • 1 BA
                        • Sleeps 4
                        3
                        Request to Book View Details
                        24 hrs Confirmation within 24 hours
                          • 3 BR
                          • 2 BA
                          • 1 HF BA
                          • Sleeps 6
                          4
                          Request to Book View Details
                          24 hrs Confirmation within 24 hours
                            • 6 BR
                            • 5 BA
                            • Sleeps 12
                            9
                            Request to Book View Details
                            24 hrs Confirmation within 24 hours
                              • 6 BR
                              • 3 BA
                              • 2 HF BA
                              • Sleeps 10
                              12
                              Request to Book View Details
                              24 hrs Confirmation within 24 hours
                                • 3 BR
                                • 2 BA
                                • Sleeps 8
                                1 Review
                                Request to Book View Details
                                24 hrs Confirmation within 24 hours
                                  • 3 BR
                                  • 2 BA
                                  • 1 HF BA
                                  • Sleeps 6
                                  4
                                  • 1 - 16 of 16
                                   

                                  Recent Berkshires Reviews

                                  Wonderfull Christmas getaway

                                  5 of 5
                                  It was our second Christmas in Stephentown. We love the house-quite, cozy, close to Jimminy Peak. Nice, roomy and comfortable. Definitely recommended
                                  • Submitted: Jan 12, 2016
                                  • Stayed: Dec 2015

                                  Great family vacation for 4 generations!

                                  5 of 5
                                  Gillen Pond and the lake house were wonderful for everyone from the 2 year old to the 81 year old! The foliage and pond were beautiful. We walked the trails and in the woods, used the canoe, had great bonfires and s’mores, and played Scrabble and cards on the one rainy day. The house had everything we needed to feel like we were at home. Heather was great to work with and details were handled easily. We want to come back next Spring!
                                  • Submitted: Oct 18, 2015
                                  • Stayed: Oct 2015

                                  A quaint copake paradise

                                  5 of 5
                                  I rented this property for a long weekend full of wedding festivities at the country club. The house is adorable and comfortable and came with all the amenities a person could ask for. I'd like to rent it again when I have more time to actually be IN the house. Very enjoyable.
                                  • Submitted: Sep 23, 2015
                                  • Stayed: Sep 2015