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 #236935
    21
    Viewed 10 times in the last 48 hours
      • 3 BR
      • 2 BA
      • Sleeps 10
      House #570547
      3
      Viewed 20 times in the last 48 hours
        Wonderful! 4.8/5
        (9 reviews)
        avg/night
        • 2 BR
        • 2 BA
        • Sleeps 5
        Farmhouse #719766
        9
        Viewed 8 times in the last 48 hours
          • 3 BR
          • 2 BA
          • 1 HF BA
          • Sleeps 7
          House #467070
          8
            Wonderful! 4.9/5
            (16 reviews)
            avg/night
            • 5 BR
            • 5 BA
            • Sleeps 10
            Estate #736279
            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 #856467
              6
              Viewed 14 times in the last 48 hours
                avg/night
                • 4 BR
                • 4 BA
                • Sleeps 10
                Estate #721760
                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 #597498
                  5
                  Viewed 10 times in the last 48 hours
                    Exceptional! 5/5
                    (5 reviews)
                    avg/night
                    • 3 BR
                    • 3 BA
                    • Sleeps 9
                    House #122516
                    5
                    Viewed 10 times in the last 48 hours
                      avg/night
                      • 5 BR
                      • 2 BA
                      • 1 HF BA
                      • Sleeps 12
                      Farmhouse #166620ha
                      1
                      Viewed 9 times in the last 48 hours
                        • 1 BR
                        • 1 BA
                        • Sleeps 4
                        Studio #973364
                          • 5 BR
                          • 4 BA
                          • Sleeps 10
                          House #700753
                          2
                            • 3 BR
                            • 5 BA
                            • Sleeps 10
                            Estate #830576
                              • 3 BR
                              • 2 BA
                              • 1 HF BA
                              • Sleeps 6
                              House #1003563
                                • 4 BR
                                • 3 BA
                                • Sleeps 9
                                House #1037985
                                Viewed 5 times in the last 48 hours
                                  • 5 BR
                                  • 6 BA
                                  • Sleeps 10
                                  Estate #879089
                                  1
                                    Exceptional! 5/5
                                    (6 reviews)
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 6
                                    House #804956
                                    6
                                    Viewed 73 times in the last 48 hours
                                      Exceptional! 5/5
                                      (22 reviews)
                                      avg/night
                                      • 6 BR
                                      • 5 BA
                                      • Sleeps 20
                                      Estate #4258796ha
                                      22
                                      Viewed 127 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (9 reviews)
                                        avg/night
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 7
                                        House #330190ha
                                        9
                                        Viewed 13 times in the last 48 hours
                                          Exceptional! 5/5
                                          (9 reviews)
                                          avg/night
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 6
                                          Cottage #3790476ha
                                          9
                                          Viewed 12 times in the last 48 hours
                                            Exceptional! 5/5
                                            (31 reviews)
                                            avg/night
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 4
                                            House #424508
                                            31
                                            Viewed 70 times in the last 48 hours
                                              Wonderful! 4.9/5
                                              (20 reviews)
                                              avg/night
                                              • 2 BR
                                              • 1 BA
                                              • Sleeps 5
                                              Cottage #707780
                                              20
                                              Viewed 35 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (32 reviews)
                                                avg/night
                                                • 3 BR
                                                • 3 BA
                                                • Sleeps 8
                                                House #406592
                                                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 #627684
                                                  10
                                                  Viewed 11 times in the last 48 hours
                                                    Exceptional! 5/5
                                                    (53 reviews)
                                                    avg/night
                                                    • 4 BR
                                                    • 3 BA
                                                    • Sleeps 9
                                                    House #95599
                                                    53
                                                    Viewed 13 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (28 reviews)
                                                      avg/night
                                                      • 5 BR
                                                      • 5 BA
                                                      • Sleeps 12
                                                      House #729783
                                                      28
                                                      Viewed 12 times in the last 48 hours
                                                        • 4 BR
                                                        • 2 BA
                                                        • Sleeps 8
                                                        House #711169
                                                        3
                                                        Viewed 41 times in the last 48 hours
                                                          Wonderful! 4.9/5
                                                          (8 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 6
                                                          Condo #3712818ha
                                                          8
                                                          Viewed 12 times in the last 48 hours
                                                            Excellent! 4.6/5
                                                            (51 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            Cabin #182224ha
                                                            51
                                                            Viewed 77 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (14 reviews)
                                                              avg/night
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 3
                                                              Cottage #555172
                                                              14
                                                              Viewed 22 times in the last 48 hours
                                                                avg/night
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                Cottage #4142288ha
                                                                Viewed 9 times in the last 48 hours
                                                                  avg/night
                                                                  • 4 BR
                                                                  • 2 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 8
                                                                  House #4222851ha
                                                                  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 #777079
                                                                    7
                                                                    Viewed 23 times in the last 48 hours
                                                                      Wonderful! 4.8/5
                                                                      (38 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      Cottage #293009ha
                                                                      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 #4149878ha
                                                                        10
                                                                        Viewed 34 times in the last 48 hours
                                                                          Excellent! 4.7/5
                                                                          (7 reviews)
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 3 BA
                                                                          • Sleeps 8
                                                                          Farmhouse #3765427ha
                                                                          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 #616214
                                                                            14
                                                                            Viewed 44 times in the last 48 hours
                                                                              Wonderful! 4.9/5
                                                                              (29 reviews)
                                                                              avg/night
                                                                              • 4 BR
                                                                              • 2 BA
                                                                              • Sleeps 10
                                                                              House #656445
                                                                              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 #272149
                                                                                20
                                                                                Viewed 34 times in the last 48 hours
                                                                                  Excellent! 4.7/5
                                                                                  (6 reviews)
                                                                                  avg/night
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 8
                                                                                  Bungalow #717959
                                                                                  6
                                                                                  Viewed 5 times in the last 48 hours
                                                                                    Wonderful! 4.9/5
                                                                                    (10 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    House #892478
                                                                                    10
                                                                                    Viewed 70 times in the last 48 hours
                                                                                      Wonderful! 4.8/5
                                                                                      (22 reviews)
                                                                                      avg/night
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 5
                                                                                      Cabin #189705
                                                                                      22
                                                                                      Viewed 51 times in the last 48 hours
                                                                                        Exceptional! 5/5
                                                                                        (11 reviews)
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 8
                                                                                        House #4193492ha
                                                                                        11
                                                                                        Viewed 32 times in the last 48 hours
                                                                                          Exceptional! 5/5
                                                                                          (10 reviews)
                                                                                          avg/night
                                                                                          • 6 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 10
                                                                                          House #4064007ha
                                                                                          10
                                                                                          Viewed 24 times in the last 48 hours
                                                                                            Exceptional! 5/5
                                                                                            (19 reviews)
                                                                                            avg/night
                                                                                            • 4 BR
                                                                                            • 3 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 12
                                                                                            House #583082
                                                                                            19
                                                                                            Viewed 33 times in the last 48 hours
                                                                                              Wonderful! 4.8/5
                                                                                              (6 reviews)
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 4
                                                                                              Cottage #3953792ha
                                                                                              6
                                                                                              Viewed 28 times in the last 48 hours
                                                                                                Wonderful! 4.8/5
                                                                                                (25 reviews)
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                Condo #238631
                                                                                                25
                                                                                                Viewed 32 times in the last 48 hours
                                                                                                  Exceptional! 5/5
                                                                                                  (6 reviews)
                                                                                                  avg/night
                                                                                                  • 5 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 8
                                                                                                  House #4160350ha
                                                                                                  6
                                                                                                  Viewed 14 times in the last 48 hours
                                                                                                    Excellent! 4.6/5
                                                                                                    (23 reviews)
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 10
                                                                                                    House #283894
                                                                                                    23
                                                                                                    Viewed 30 times in the last 48 hours
                                                                                                      Wonderful! 4.9/5
                                                                                                      (34 reviews)
                                                                                                      avg/night
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 3
                                                                                                      House #135474
                                                                                                      34
                                                                                                      Viewed 20 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      West Stockbridge: Condos, Estates & More (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