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  • Showing 1-35 of 35
Additional fees apply. Taxes may be added.
    Exceptional! 5.0/5
    (5 reviews)
    avg/night
    • 9 BR
    • 8 BA
    • Sleeps 16
    Estate #717669vb
    5
    Viewed 12 times in the last 48 hours
      • 5 BR
      • 2 BA
      • Sleeps 10
      Estate #101843
        • 6 BR
        • 4 BA
        • 1 HF BA
        • Sleeps 12
        Estate #629154vb
        17
          Wonderful! 4.9/5
          (13 reviews)
          avg/night
          • 6 BR
          • 5 BA
          • Sleeps 10
          Estate #736279vb
          13
          Viewed 36 times in the last 48 hours
            Exceptional! 5.0/5
            (12 reviews)
            avg/night
            • 6 BR
            • 5 BA
            • Sleeps 20
            Estate #4258796
            12
            Viewed 73 times in the last 48 hours
              • 4 BR
              • 4 BA
              • Sleeps 10
              Estate #721760vb
              3
                avg/night
                • 5 BR
                • 4 BA
                • 2 HF BA
                • Sleeps 10
                Estate #558988vb
                4
                Viewed 5 times in the last 48 hours
                  avg/night
                  • 7 BR
                  • 4 BA
                  • Sleeps 16
                  Estate #4199353
                  Viewed 33 times in the last 48 hours
                    • 3 BR
                    • 3 BA
                    • Sleeps 6
                    Estate #221705vb
                    2 Reviews
                      avg/night
                      • 10 BR
                      • 9 BA
                      • 1 HF BA
                      • Sleeps 17
                      Estate #4174661
                      Viewed 23 times in the last 48 hours
                        • 5 BR
                        • 6 BA
                        • Sleeps 10
                        Estate #879089vb
                          Exceptional! 5.0/5
                          (6 reviews)
                          avg/night
                          • 6 BR
                          • 5 BA
                          • 1 HF BA
                          • Sleeps 13
                          Estate #665300vb
                          6
                          Viewed 35 times in the last 48 hours
                            • 2 BR
                            • 1 BA
                            • Sleeps 6
                            Estate #837730vb
                            1 Review
                            Viewed 12 times in the last 48 hours
                              Excellent! 4.7/5
                              (23 reviews)
                              avg/night
                              • 3 BR
                              • 2 BA
                              • Sleeps 8
                              Estate #101832
                              23
                              Viewed 36 times in the last 48 hours
                                Wonderful! 4.9/5
                                (9 reviews)
                                avg/night
                                • 4 BR
                                • 3 BA
                                • Sleeps 10
                                Estate #377377vb
                                9
                                Viewed 12 times in the last 48 hours
                                  Exceptional! 5.0/5
                                  (14 reviews)
                                  avg/night
                                  • 4 BR
                                  • 3 BA
                                  • Sleeps 9
                                  Estate #4067367
                                  14
                                  Viewed 11 times in the last 48 hours
                                    • 4 BR
                                    • 4 BA
                                    • 1 HF BA
                                    • Sleeps 12
                                    Estate #433963vb
                                    13
                                      • 5 BR
                                      • 3 BA
                                      • 1 HF BA
                                      • Sleeps 12
                                      Estate #3755996
                                      4
                                      Viewed 21 times in the last 48 hours
                                        • 4 BR
                                        • 4 BA
                                        • Sleeps 10
                                        Estate #4141377
                                          Wonderful! 4.8/5
                                          (29 reviews)
                                          avg/night
                                          • 10 BR
                                          • 6 BA
                                          • Sleeps 22
                                          Estate #367819vb
                                          29
                                          Viewed 34 times in the last 48 hours
                                            Very Good! 4.2/5
                                            (53 reviews)
                                            avg/night
                                            • 11 BR
                                            • 7 BA
                                            • 1 HF BA
                                            • Sleeps 24
                                            Estate #366016vb
                                            53
                                            Viewed 45 times in the last 48 hours
                                              • 5 BR
                                              • 2 BA
                                              • 1 HF BA
                                              • Sleeps 10
                                              Estate #4056959
                                              2 Reviews
                                              Viewed 10 times in the last 48 hours
                                                • 5 BR
                                                • 7 BA
                                                • Sleeps 16
                                                Estate #950496vb
                                                Viewed 15 times in the last 48 hours
                                                  • 8 BR
                                                  • 4 BA
                                                  • 2 HF BA
                                                  • Sleeps 17
                                                  Estate #945611
                                                  14
                                                    avg/night
                                                    • 2 BR
                                                    • 1 HF BA
                                                    • Sleeps 4
                                                    Estate #3006090
                                                    Viewed 5 times in the last 48 hours
                                                      Exceptional! 5.0/5
                                                      (8 reviews)
                                                      avg/night
                                                      • 14 BR
                                                      • 9 BA
                                                      • Sleeps 33
                                                      Estate #623080vb
                                                      8
                                                      Viewed 84 times in the last 48 hours
                                                        • 3 BR
                                                        • 3 BA
                                                        • Sleeps 6
                                                        Estate #804183vb
                                                          • 8 BR
                                                          • 4 BA
                                                          • 1 HF BA
                                                          • Sleeps 18
                                                          Estate #296197
                                                          4
                                                            avg/night
                                                            • 6 BR
                                                            • 6 BA
                                                            • Sleeps 11
                                                            Estate #800214vb
                                                            Viewed 5 times in the last 48 hours
                                                              Exceptional! 5.0/5
                                                              (8 reviews)
                                                              avg/night
                                                              • 7 BR
                                                              • 9 BA
                                                              • 1 HF BA
                                                              • Sleeps 14
                                                              Estate #100476vb
                                                              8
                                                              Viewed 6 times in the last 48 hours
                                                                • 7 BR
                                                                • 7 BA
                                                                • 1 HF BA
                                                                • Sleeps 14
                                                                Estate #174224
                                                                8
                                                                  • 4 BR
                                                                  • 3 BA
                                                                  • Sleeps 10
                                                                  Estate #417245vb
                                                                  2 Reviews
                                                                    • 6 BR
                                                                    • 6 BA
                                                                    • Sleeps 14
                                                                    Estate #979942
                                                                    2 Reviews
                                                                    Viewed 8 times in the last 48 hours
                                                                      avg/night
                                                                      • 8 BR
                                                                      • 4 BA
                                                                      • 2 HF BA
                                                                      • Sleeps 20
                                                                      Estate #836757vb
                                                                      2 Reviews
                                                                      Viewed 95 times in the last 48 hours
                                                                      • 1 - 35 of 35

                                                                      Great Barrington: Vacation Rental Estates (35)

                                                                       

                                                                      Recent Great Barrington Reviews

                                                                      Serene and Beautiful Getaway in the Berkshires

                                                                      5 of 5
                                                                      My dearest friends and I wanted to get away from the world for a weekend, and Colesbrook Manor was just the place! As soon as we walked in the door we had a cozy feeling of being home. Andy has taken such great care in building a beautiful, warm, and peaceful oasis on this beautiful piece of property. We were truly delighted to sit by the fire, play music, and share a bottle of wine. We enjoyed exploring the trails and creek located right out the back door, as well as stargazing at night. The beds were cozy and the sauna was a treat, especially after taking a walk in the snow on Saturday. If you visit, check out the Dream Away Lodge (open seasonally from around April to Thanksgiving) for delicious food, a quirky atmosphere, and excellent music. However, we were happy that we bought groceries because we did not want to leave the house on Saturday. Andy, Thank you for being such an accommodating host and for building such a lovely home. We will be back!
                                                                      • Submitted: Nov 29, 2016
                                                                      • Stayed: Nov 2016

                                                                      Spectacular

                                                                      5 of 5
                                                                      Ten of us went there for a girls weekend. We had the most spectacular stay. The house is stunning. Great history and artwork! Sean, the Property Manager, was so sweet and gave us history of the house. We had just an amazing experience that we have decided to go back every year! Thank you Daniel and Sean!
                                                                      • Submitted: Nov 14, 2016
                                                                      • Stayed: Nov 2016

                                                                      Fantastic getaway on the beautiful Hudson River to commune with nature & beauty inside and outside!

                                                                      5 of 5
                                                                      The home is even better than shown in the photos and reviews! I had very high expectations based on the photos and reviews, and the home and surrounding property took my breath away. Our party of six were all comfortable and there was room for more guests beyond our party of six. The home was immaculately prepared, complete with a welcome note and bottle of wine from the owners! The bedrooms were beautifully appointed with comfortable beds and fine linens. The layout of the common living spaces on the lower level were quite conducive to cooking at home, playing board games, enjoying nature on the property, as well as comfortable spots to read quietly on the wrap around porch or grand living room. We had a question about using the internet upon arrival, and texted the owners, who responded quickly with the fix to get us online fast. Juan served as a concierge in advance of our arrival, answering all of my questions about recommended restaurants, activities and must see attractions in the area. I highly recommend this property for your family or friends who want to gather in a warm, inviting, fantastically designed home. Our stay was for five nights, and we were all sad to leave, however our family all said, we must return again! Some helpful recommendations for you regarding activities. If you wish to see the Olana Estate with a guided tour, book your reservation in advance. The grounds are amazing, and there are tours for the landscape and/or interior of the home. If you can do only one, do the landscape tour. For shopping, dining, taking in local Hudson feel, Warren Street in downtown Hudson has an abundance of restaurants, antique shops, vintage clothing stores, book stores that kept our young adult kids fully entertained. Juan provided a lovely list of recommended dining spots. The home is walking distance to main street Catskill which has great dining options, if you want to walk to eat one day for breakfast or dinner. We dined at The New York Restaurant and it was 10/10! We planned some of our party arriving at Hudson Train station, and enjoyed beers at a small brewery directly across from the station. Don't miss the antique warehouse further down from the train station for fantastic prices and beautiful antiques. On a personal note, as an interior designer, I am in awe of the renovation/design of the property. It is elegantly appointment, yet warm and inviting. You really must see this home to believe it!
                                                                      • Submitted: Oct 12, 2016
                                                                      • Stayed: Oct 2016