Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon
  • Showing 1-50 of 300+
  View map Map
Additional fees apply. Taxes may be added.
    Wonderful! 4.8/5
    (21 reviews)
    avg/night
    • 2 BR
    • 2 BA
    • Sleeps 8
    House #236935vb
    21
    Viewed 10 times in the last 48 hours
      • 3 BR
      • 2 BA
      • Sleeps 10
      House #570547vb
      3
      Viewed 20 times in the last 48 hours
        Wonderful! 4.8/5
        (9 reviews)
        avg/night
        • 2 BR
        • 2 BA
        • Sleeps 5
        Farmhouse #719766vb
        9
        Viewed 8 times in the last 48 hours
          • 3 BR
          • 2 BA
          • 1 HF BA
          • Sleeps 7
          House #467070vb
          8
            Wonderful! 4.9/5
            (16 reviews)
            avg/night
            • 5 BR
            • 5 BA
            • Sleeps 10
            Estate #736279vb
            16
            Viewed 6 times in the last 48 hours
              Exceptional! 5/5
              (6 reviews)
              avg/night
              • 3 BR
              • 4 BA
              • Sleeps 10
              Chateau / Country House #856467vb
              6
              Viewed 14 times in the last 48 hours
                avg/night
                • 4 BR
                • 4 BA
                • Sleeps 10
                Estate #721760vb
                3
                Viewed 16 times in the last 48 hours
                  Wonderful! 4.8/5
                  (5 reviews)
                  avg/night
                  • 3 BR
                  • 3 BA
                  • 1 HF BA
                  • Sleeps 6
                  House #597498vb
                  5
                  Viewed 10 times in the last 48 hours
                    Exceptional! 5/5
                    (5 reviews)
                    avg/night
                    • 3 BR
                    • 3 BA
                    • Sleeps 9
                    House #122516vb
                    5
                    Viewed 10 times in the last 48 hours
                      • 1 BR
                      • 1 BA
                      • Sleeps 4
                      Studio #973364vb
                        • 5 BR
                        • 4 BA
                        • Sleeps 10
                        House #700753vb
                        2
                          • 3 BR
                          • 5 BA
                          • Sleeps 10
                          Estate #830576vb
                            • 3 BR
                            • 2 BA
                            • 1 HF BA
                            • Sleeps 6
                            House #1003563vb
                              • 4 BR
                              • 3 BA
                              • Sleeps 9
                              House #1037985vb
                              Viewed 5 times in the last 48 hours
                                Exceptional! 5/5
                                (6 reviews)
                                avg/night
                                • 2 BR
                                • 2 BA
                                • Sleeps 6
                                House #804956vb
                                6
                                Viewed 73 times in the last 48 hours
                                  Exceptional! 5/5
                                  (22 reviews)
                                  avg/night
                                  • 6 BR
                                  • 5 BA
                                  • Sleeps 20
                                  Estate #4258796
                                  22
                                  Viewed 127 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (9 reviews)
                                    avg/night
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 7
                                    House #330190
                                    9
                                    Viewed 13 times in the last 48 hours
                                      Exceptional! 5/5
                                      (9 reviews)
                                      avg/night
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 6
                                      Cottage #3790476
                                      9
                                      Viewed 12 times in the last 48 hours
                                        Exceptional! 5/5
                                        (31 reviews)
                                        avg/night
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 4
                                        House #424508vb
                                        31
                                        Viewed 70 times in the last 48 hours
                                          Wonderful! 4.9/5
                                          (20 reviews)
                                          avg/night
                                          • 2 BR
                                          • 1 BA
                                          • Sleeps 5
                                          Cottage #707780vb
                                          20
                                          Viewed 35 times in the last 48 hours
                                            Wonderful! 4.9/5
                                            (32 reviews)
                                            avg/night
                                            • 3 BR
                                            • 3 BA
                                            • Sleeps 8
                                            House #406592vb
                                            32
                                            Viewed 48 times in the last 48 hours
                                              Wonderful! 4.9/5
                                              (10 reviews)
                                              avg/night
                                              • 4 BR
                                              • 2 BA
                                              • 1 HF BA
                                              • Sleeps 8
                                              Farmhouse #627684vb
                                              10
                                              Viewed 11 times in the last 48 hours
                                                Exceptional! 5/5
                                                (53 reviews)
                                                avg/night
                                                • 4 BR
                                                • 3 BA
                                                • Sleeps 9
                                                House #95599vb
                                                53
                                                Viewed 13 times in the last 48 hours
                                                  Wonderful! 4.9/5
                                                  (28 reviews)
                                                  avg/night
                                                  • 5 BR
                                                  • 5 BA
                                                  • Sleeps 12
                                                  House #729783vb
                                                  28
                                                  Viewed 12 times in the last 48 hours
                                                    • 4 BR
                                                    • 2 BA
                                                    • Sleeps 8
                                                    House #711169vb
                                                    3
                                                    Viewed 41 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (8 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 6
                                                      Condo #3712818
                                                      8
                                                      Viewed 12 times in the last 48 hours
                                                        Excellent! 4.6/5
                                                        (51 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        Cabin #182224
                                                        51
                                                        Viewed 77 times in the last 48 hours
                                                          Wonderful! 4.9/5
                                                          (14 reviews)
                                                          avg/night
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 3
                                                          Cottage #555172vb
                                                          14
                                                          Viewed 22 times in the last 48 hours
                                                            avg/night
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            Cottage #4142288
                                                            Viewed 9 times in the last 48 hours
                                                              avg/night
                                                              • 4 BR
                                                              • 2 BA
                                                              • 1 HF BA
                                                              • Sleeps 8
                                                              House #4222851
                                                              Viewed 8 times in the last 48 hours
                                                                Exceptional! 5/5
                                                                (7 reviews)
                                                                avg/night
                                                                • 5 BR
                                                                • 4 BA
                                                                • 1 HF BA
                                                                • Sleeps 12
                                                                Chateau / Country House #777079vb
                                                                7
                                                                Viewed 23 times in the last 48 hours
                                                                  Wonderful! 4.8/5
                                                                  (38 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  Cottage #293009
                                                                  38
                                                                  Viewed 52 times in the last 48 hours
                                                                    Excellent! 4.7/5
                                                                    (10 reviews)
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 1 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 6
                                                                    Chateau / Country House #4149878
                                                                    10
                                                                    Viewed 34 times in the last 48 hours
                                                                      Wonderful! 4.8/5
                                                                      (22 reviews)
                                                                      avg/night
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 5
                                                                      Cabin #189705vb
                                                                      22
                                                                      Viewed 51 times in the last 48 hours
                                                                        Excellent! 4.7/5
                                                                        (7 reviews)
                                                                        avg/night
                                                                        • 4 BR
                                                                        • 3 BA
                                                                        • Sleeps 8
                                                                        Farmhouse #3765427
                                                                        7
                                                                        Viewed 20 times in the last 48 hours
                                                                          Exceptional! 5/5
                                                                          (14 reviews)
                                                                          avg/night
                                                                          • 5 BR
                                                                          • 2 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 10
                                                                          Barn #616214vb
                                                                          14
                                                                          Viewed 44 times in the last 48 hours
                                                                            Wonderful! 4.9/5
                                                                            (29 reviews)
                                                                            avg/night
                                                                            • 4 BR
                                                                            • 2 BA
                                                                            • Sleeps 10
                                                                            House #656445vb
                                                                            29
                                                                            Viewed 31 times in the last 48 hours
                                                                              Wonderful! 4.8/5
                                                                              (20 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 3 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 10
                                                                              House #272149vb
                                                                              20
                                                                              Viewed 34 times in the last 48 hours
                                                                                Excellent! 4.7/5
                                                                                (6 reviews)
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 8
                                                                                Bungalow #717959vb
                                                                                6
                                                                                Viewed 5 times in the last 48 hours
                                                                                  Exceptional! 5/5
                                                                                  (19 reviews)
                                                                                  avg/night
                                                                                  • 4 BR
                                                                                  • 3 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 12
                                                                                  House #583082vb
                                                                                  19
                                                                                  Viewed 33 times in the last 48 hours
                                                                                    Wonderful! 4.9/5
                                                                                    (10 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    House #892478vb
                                                                                    10
                                                                                    Viewed 70 times in the last 48 hours
                                                                                      Exceptional! 5/5
                                                                                      (11 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 8
                                                                                      House #4193492
                                                                                      11
                                                                                      Viewed 32 times in the last 48 hours
                                                                                        Wonderful! 4.8/5
                                                                                        (25 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        Condo #238631vb
                                                                                        25
                                                                                        Viewed 32 times in the last 48 hours
                                                                                          Exceptional! 5/5
                                                                                          (10 reviews)
                                                                                          avg/night
                                                                                          • 6 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 10
                                                                                          House #4064007
                                                                                          10
                                                                                          Viewed 24 times in the last 48 hours
                                                                                            Wonderful! 4.8/5
                                                                                            (6 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            Cottage #3953792
                                                                                            6
                                                                                            Viewed 28 times in the last 48 hours
                                                                                              Exceptional! 5/5
                                                                                              (6 reviews)
                                                                                              avg/night
                                                                                              • 5 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 8
                                                                                              House #4160350
                                                                                              6
                                                                                              Viewed 14 times in the last 48 hours
                                                                                                Excellent! 4.6/5
                                                                                                (23 reviews)
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 10
                                                                                                House #283894vb
                                                                                                23
                                                                                                Viewed 30 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (34 reviews)
                                                                                                  avg/night
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 3
                                                                                                  House #135474vb
                                                                                                  34
                                                                                                  Viewed 20 times in the last 48 hours
                                                                                                    Exceptional! 5/5
                                                                                                    (16 reviews)
                                                                                                    avg/night
                                                                                                    • 6 BR
                                                                                                    • 5 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 16
                                                                                                    House #396147vb
                                                                                                    16
                                                                                                    Viewed 21 times in the last 48 hours
                                                                                                      Wonderful! 4.8/5
                                                                                                      (30 reviews)
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 8
                                                                                                      House #419897vb
                                                                                                      30
                                                                                                      Viewed 18 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent West Stockbridge Reviews

                                                                                                      BEAUTIFUL, Exceeded my expectations!

                                                                                                      5 of 5
                                                                                                      I rented the Playhouse for a birthday celebration. I have a large family, there were 26 of us, and we have rented houses in the past for different holidays and celebrations. This house is one of the most beautiful and spacious places that we have rented. Everyone had their own space and privacy when needed. The house is so comfortable and has everything you need for a pleasant stay. My nephew is a chef and he prepared an 8 course meal for 26 people. Having the 2 kitchens made this an effortless task. The owner was very accommodating and responsive to my questions. Thank you Daniel for sharing your beautiful home. I would highly recommend this house.
                                                                                                      • Submitted: Mar 18, 2017
                                                                                                      • Stayed: Feb 2017

                                                                                                      We had a lovely and memorable time staying at your home! Will definitely book again!

                                                                                                      5 of 5
                                                                                                      Thank you for sharing your beautiful home with us. The house was clean and full of character! We appreciated the luxurious toiletries and quality bedding and towels. The location is great... as it is 15 min or less driving into the towns of Lenox, Lee, and Pittsfield. It took all of 10 minutes to get to the closest ski area, Bosquet. The backyard was lovely and we enjoyed grilling on the porch and sharing meals with family and friends. The foosball table in the basement was a fun bonus... It was such a joy to hear our kids running and laughing through the halls of your beautiful home!
                                                                                                      • Submitted: Mar 1, 2017
                                                                                                      • Stayed: Feb 2017

                                                                                                      Stylish, comfortable getaway in a scenic setting.

                                                                                                      5 of 5
                                                                                                      We had a wonderful time at Ed and Kathy's Berkshires retreat. Even before we arrived I knew this was the place for us—they were incredibly responsive and helpful in answering our Qs. The house is immaculate; it looks like it walked out of the pages of House Beautiful. The location is perfect; 2.5 hours from Brooklyn and close to little towns like Chatham, plus ski areas, etc. It snowed a lot the weekend we went up, but the property's caretaker came over early and plowed out the driveway, and then he came back to salt the pavement. The kitchen was well stocked; the beds and baths were super comfortable. I'd recommend this property to anyone looking for a chic getaway that blends the quiet seclusion of the country with modern, comfortable amenities!
                                                                                                      • Submitted: Feb 28, 2017
                                                                                                      • Stayed: Feb 2017