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  • Showing 51-100 of 300+
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    avg/night
    • 4 BR
    • 2 BA
    • Sleeps 8
    House #266327
    Viewed 6 times in the last 48 hours
      Wonderful! 4.9/5
      (14 reviews)
      avg/night
      • 6 BR
      • 5 BA
      • Sleeps 16
      House #382474vb
      14
      Viewed 93 times in the last 48 hours
        Exceptional! 5.0/5
        (6 reviews)
        avg/night
        • 2 BR
        • 2 BA
        • Sleeps 6
        House #804956vb
        6
        Viewed 32 times in the last 48 hours
          Exceptional! 5.0/5
          (15 reviews)
          avg/night
          • 6 BR
          • 5 BA
          • Sleeps 20
          Estate #4258796
          15
          Viewed 195 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 31 times in the last 48 hours
                Exceptional! 5.0/5
                (30 reviews)
                avg/night
                • 3 BR
                • 2 BA
                • Sleeps 4
                House #424508vb
                30
                Viewed 44 times in the last 48 hours
                  Exceptional! 5.0/5
                  (53 reviews)
                  avg/night
                  • 4 BR
                  • 3 BA
                  • Sleeps 9
                  House #95599vb
                  53
                  Viewed 21 times in the last 48 hours
                    Exceptional! 5.0/5
                    (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
                      Excellent! 4.6/5
                      (49 reviews)
                      avg/night
                      • 2 BR
                      • 1 BA
                      • Sleeps 4
                      Cabin #182224
                      49
                      Viewed 53 times in the last 48 hours
                        • 4 BR
                        • 2 BA
                        • Sleeps 8
                        House #711169vb
                        3
                        Viewed 34 times in the last 48 hours
                          Wonderful! 4.9/5
                          (23 reviews)
                          avg/night
                          • 5 BR
                          • 5 BA
                          • Sleeps 12
                          House #729783vb
                          23
                          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 91 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 65 times in the last 48 hours
                                Excellent! 4.7/5
                                (7 reviews)
                                avg/night
                                • 4 BR
                                • 3 BA
                                • Sleeps 8
                                Farmhouse #3765427
                                7
                                Viewed 15 times in the last 48 hours
                                  Wonderful! 4.8/5
                                  (22 reviews)
                                  avg/night
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 5
                                  Cabin #189705vb
                                  22
                                  Viewed 20 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (27 reviews)
                                    avg/night
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 12
                                    House #420727vb
                                    27
                                    Viewed 34 times in the last 48 hours
                                      Exceptional! 5.0/5
                                      (14 reviews)
                                      avg/night
                                      • 5 BR
                                      • 2 BA
                                      • 1 HF BA
                                      • Sleeps 10
                                      Barn #616214vb
                                      14
                                      Viewed 32 times in the last 48 hours
                                        Very Good! 4.0/5
                                        (8 reviews)
                                        avg/night
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 7
                                        House #344576vb
                                        8
                                        Viewed 38 times in the last 48 hours
                                          Exceptional! 5.0/5
                                          (17 reviews)
                                          avg/night
                                          • 6 BR
                                          • 4 BA
                                          • 1 HF BA
                                          • Sleeps 12
                                          Estate #629154vb
                                          17
                                          Viewed 13 times in the last 48 hours
                                            Excellent! 4.7/5
                                            (25 reviews)
                                            avg/night
                                            • 3 BR
                                            • 1 BA
                                            • 1 HF BA
                                            • Sleeps 6
                                            House #178378
                                            25
                                            Viewed 66 times in the last 48 hours
                                              Exceptional! 5.0/5
                                              (10 reviews)
                                              avg/night
                                              • 6 BR
                                              • 3 BA
                                              • Sleeps 10
                                              House #4064007
                                              10
                                              Viewed 33 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (13 reviews)
                                                $89
                                                avg/night
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 3
                                                Cottage #555172vb
                                                13
                                                Viewed 12 times in the last 48 hours
                                                  Exceptional! 5.0/5
                                                  (8 reviews)
                                                  avg/night
                                                  • 7 BR
                                                  • 4 BA
                                                  • Sleeps 24
                                                  Lodge #3967190
                                                  8
                                                  Viewed 113 times in the last 48 hours
                                                    Wonderful! 4.9/5
                                                    (17 reviews)
                                                    avg/night
                                                    • 5 BR
                                                    • 2 BA
                                                    • 1 HF BA
                                                    • Sleeps 12
                                                    House #561543vb
                                                    17
                                                    Viewed 8 times in the last 48 hours
                                                      Wonderful! 4.8/5
                                                      (9 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 5
                                                      Farmhouse #719766vb
                                                      9
                                                      Viewed 19 times in the last 48 hours
                                                        Exceptional! 5.0/5
                                                        (10 reviews)
                                                        avg/night
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 8
                                                        House #4193492
                                                        10
                                                        Viewed 25 times in the last 48 hours
                                                          avg/night
                                                          • 4 BR
                                                          • 2 BA
                                                          • 1 HF BA
                                                          • Sleeps 8
                                                          House #4222851
                                                          Viewed 5 times in the last 48 hours
                                                            Wonderful! 4.8/5
                                                            (25 reviews)
                                                            avg/night
                                                            • 3 BR
                                                            • 1 BA
                                                            • Sleeps 6
                                                            House #3002193
                                                            25
                                                            Viewed 33 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (32 reviews)
                                                              avg/night
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 3
                                                              House #135474vb
                                                              32
                                                              Viewed 17 times in the last 48 hours
                                                                Wonderful! 4.8/5
                                                                (5 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                Cottage #3953792
                                                                5
                                                                Viewed 34 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (10 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 6
                                                                  Cottage #361931vb
                                                                  10
                                                                  Viewed 31 times in the last 48 hours
                                                                    Wonderful! 4.8/5
                                                                    (28 reviews)
                                                                    avg/night
                                                                    • 5 BR
                                                                    • 3 BA
                                                                    • Sleeps 12
                                                                    House #424518vb
                                                                    28
                                                                    Viewed 31 times in the last 48 hours
                                                                      Excellent! 4.6/5
                                                                      (21 reviews)
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 10
                                                                      House #283894vb
                                                                      21
                                                                      Viewed 25 times in the last 48 hours
                                                                        Exceptional! 5.0/5
                                                                        (5 reviews)
                                                                        avg/night
                                                                        • 5 BR
                                                                        • 3 BA
                                                                        • Sleeps 8
                                                                        House #4160350
                                                                        5
                                                                        Viewed 25 times in the last 48 hours
                                                                          Exceptional! 5.0/5
                                                                          (5 reviews)
                                                                          avg/night
                                                                          • 5 BR
                                                                          • 3 BA
                                                                          • Sleeps 10
                                                                          Lodge #487322vb
                                                                          5
                                                                          Viewed 7 times in the last 48 hours
                                                                            • 5 BR
                                                                            • 2 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 14
                                                                            Farmhouse #728971vb
                                                                            6
                                                                              Good! 3.9/5
                                                                              (10 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 8
                                                                              Cottage #3576605
                                                                              10
                                                                              Viewed 13 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (15 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                House #3720156
                                                                                15
                                                                                Viewed 23 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (11 reviews)
                                                                                  avg/night
                                                                                  • 4 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 10
                                                                                  House #830745vb
                                                                                  11
                                                                                  Viewed 13 times in the last 48 hours
                                                                                    Wonderful! 4.9/5
                                                                                    (10 reviews)
                                                                                    avg/night
                                                                                    • 4 BR
                                                                                    • 4 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 12
                                                                                    House #4050256
                                                                                    10
                                                                                    Viewed 50 times in the last 48 hours
                                                                                      Wonderful! 4.8/5
                                                                                      (11 reviews)
                                                                                      avg/night
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                      Apartment #437137vb
                                                                                      11
                                                                                      Viewed 18 times in the last 48 hours
                                                                                        Exceptional! 5.0/5
                                                                                        (10 reviews)
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 6
                                                                                        Cottage #507657vb
                                                                                        10
                                                                                        Viewed 43 times in the last 48 hours
                                                                                          Exceptional! 5.0/5
                                                                                          (15 reviews)
                                                                                          avg/night
                                                                                          • 4 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 8
                                                                                          House #592104vb
                                                                                          15
                                                                                          Viewed 23 times in the last 48 hours
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 8
                                                                                            Bungalow #717959vb
                                                                                            5
                                                                                              Excellent! 4.7/5
                                                                                              (27 reviews)
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 8
                                                                                              House #419897vb
                                                                                              27
                                                                                              Viewed 15 times in the last 48 hours
                                                                                                Wonderful! 4.8/5
                                                                                                (13 reviews)
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 8
                                                                                                House #607741vb
                                                                                                13
                                                                                                Viewed 12 times in the last 48 hours
                                                                                                  Wonderful! 4.8/5
                                                                                                  (6 reviews)
                                                                                                  avg/night
                                                                                                  • 4 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 10
                                                                                                  Chalet #793621vb
                                                                                                  6
                                                                                                  Viewed 29 times in the last 48 hours
                                                                                                    Wonderful! 4.9/5
                                                                                                    (36 reviews)
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 6
                                                                                                    House #469617vb
                                                                                                    36
                                                                                                    Viewed 22 times in the last 48 hours
                                                                                                      Exceptional! 5.0/5
                                                                                                      (8 reviews)
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 6
                                                                                                      House #4153058
                                                                                                      8
                                                                                                      • 51 - 100 of 300+

                                                                                                      Stockbridge: Houses, Cottages & More | Page 2 (300+)

                                                                                                       

                                                                                                      Recent Stockbridge Reviews

                                                                                                      Stunning- perfect group getaway!

                                                                                                      5 of 5
                                                                                                      Me & my husband came here for our weekend wedding celebration with our family & friends. This house has EVERYTHING you need to enjoy yourself. We had enough space for 20 people (including kids and even our pup!) to sleep and play with more than enough room. It goes without saying that the architecture is stunning (It looks even better in person than the photos!) The property manager was attentive to our needs if anything came up, without intruding on our privacy. They even left out a dog bed & water bowl for our pup! The downstairs was a great playroom with the tv and table tennis. They had already set up the airbeds for us for the extra guests sleeping in the yoga studio! It was the perfect weekend that we'll remember for ever! Just a couple things to note: the hot tub was at the house but elsewhere on the property (it might say this in the listing, so maybe we just didn't read correctly) and the fireplace is downstairs (and currently not working, which would have been nice to have a heads up on.) otherwise, this house far surpassed our expectations. The property its on is quiet & serene.
                                                                                                      • Submitted: Jan 20, 2017
                                                                                                      • Stayed: Jan 2017

                                                                                                      Perfect getaway!

                                                                                                      5 of 5
                                                                                                      Our group of 6 adults and 1 infant enjoyed our time at the Grey House over MLK weekend. The house is perfectly located, just 2.5 hours from NYC and Boston, for us to meet. Ed has decorated the place with beautiful furniture and art work from their travels in Europe. There are many houses in the area for rent, but the Grey House is just perfect for us with the decor, layout, and comfort. The house is also stocked with everything we needed including a fully functional kitchen, many extra towels, and sheets. Our group made use the kitchen and big dinning table for many lunches and dinners. Thank you for opening the house to us and we highly recommend the fabulous Grey House for your next Berkshire/Hudson Valley trip.
                                                                                                      • Submitted: Jan 17, 2017
                                                                                                      • Stayed: Jan 2017

                                                                                                      Amazing house for large group

                                                                                                      5 of 5
                                                                                                      Stayed here for a four day weekend to celebrate New Years with a group of ten of us. The house was perfect could not ask for a more accommodating place to get away from the city and relax with friends. There was more than enough room where ten adults felt spread out and there where extra beds and a futon still empty. The layout of the house is ideal all the bedrooms are upstairs with an extra tv space. The down stairs is a large open space with living room, dining room, and the kitchen. We had a chef come and cook for us for NYE and it was great being able to spread out in one room. Went skiing a few days at Jiminy Peak which is less than an hour drive. Every one already can't wait to return in the summer.
                                                                                                      • Submitted: Jan 5, 2017
                                                                                                      • Stayed: Dec 2016