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Great Barrington: Houses, Cottages & More (180)

  • 1 - 50 of 180
Additional fees apply. Taxes may be added.
    Wonderful! 4.9/5
    (16 reviews)
    avg/night
    • 2 BR
    • 1 BA
    • Sleeps 5
    16
      • 4 BR
      • 2 BA
      • Sleeps 8
      3
        • 6 BR
        • 4 BA
        • 1 HF BA
        • Sleeps 12
        17
          Exceptional! 5.0/5
          (6 reviews)
          avg/night
          • 3 BR
          • 2 BA
          • 1 HF BA
          • Sleeps 6
          6
            • 5 BR
            • 2 BA
            • Sleeps 10
            17
              • 4 BR
              • 3 BA
              • Sleeps 8
              7
                • 4 BR
                • 2 BA
                • 1 HF BA
                • Sleeps 8
                6
                  • 5 BR
                  • 3 BA
                  • Sleeps 7
                    Wonderful! 4.8/5
                    (44 reviews)
                    avg/night
                    • 2 BR
                    • 1 BA
                    • Sleeps 5
                    44
                      Wonderful! 4.9/5
                      (24 reviews)
                      avg/night
                      • 2 BR
                      • 2 BA
                      • Sleeps 6
                      24
                        • 4 BR
                        • 2 BA
                        • 1 HF BA
                        • Sleeps 8
                          Exceptional! 5.0/5
                          (16 reviews)
                          avg/night
                          • 3 BR
                          • 2 BA
                          • Sleeps 6
                          16
                            • 3 BR
                            • 2 BA
                            • Sleeps 6
                            1 Review
                              • 1 BR
                              • 1 BA
                              • Sleeps 4
                              17
                                Wonderful! 4.8/5
                                (15 reviews)
                                avg/night
                                • 2 BR
                                • 1 BA
                                • Sleeps 10
                                15
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 8
                                  13
                                    Excellent! 4.4/5
                                    (23 reviews)
                                    avg/night
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 6
                                    23
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 5
                                      3
                                        NEW!
                                        • 4 BR
                                        • 3 BA
                                        • Sleeps 9
                                          Very Good! 4.2/5
                                          (6 reviews)
                                          avg/night
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 8
                                          6
                                            • 4 BR
                                            • 3 BA
                                            • Sleeps 8
                                            1 Review
                                              • 5 BR
                                              • 3 BA
                                              • 1 HF BA
                                              • Sleeps 12
                                              26
                                                Wonderful! 4.8/5
                                                (6 reviews)
                                                avg/night
                                                • 3 BR
                                                • 2 BA
                                                • 1 HF BA
                                                • Sleeps 6
                                                6
                                                  • 4 BR
                                                  • 3 BA
                                                  • Sleeps 10
                                                    • 4 BR
                                                    • 3 BA
                                                    • 1 HF BA
                                                    • Sleeps 8
                                                    1 Review
                                                      Excellent! 4.7/5
                                                      (6 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 4
                                                      6
                                                        Wonderful! 4.8/5
                                                        (10 reviews)
                                                        avg/night
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 2
                                                        10
                                                          • 4 BR
                                                          • 2 BA
                                                          • Sleeps 7
                                                          3
                                                            • 5 BR
                                                            • 2 BA
                                                            • 1 HF BA
                                                            • Sleeps 10
                                                            11
                                                              Exceptional! 5.0/5
                                                              (10 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 3 BA
                                                              • Sleeps 10
                                                              10
                                                                Exceptional! 5.0/5
                                                                (26 reviews)
                                                                avg/night
                                                                • 4 BR
                                                                • 2 BA
                                                                • Sleeps 8
                                                                26
                                                                  Wonderful! 4.8/5
                                                                  (17 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 3 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 10
                                                                  17
                                                                    Excellent! 4.7/5
                                                                    (10 reviews)
                                                                    avg/night
                                                                    • 4 BR
                                                                    • 1 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 8
                                                                    10
                                                                      • 3 BR
                                                                      • 1 BA
                                                                      • Sleeps 6
                                                                      12
                                                                        • Studio
                                                                        • 1 BA
                                                                        • Sleeps 2
                                                                        2 Reviews
                                                                          Exceptional! 5.0/5
                                                                          (7 reviews)
                                                                          avg/night
                                                                          • 5 BR
                                                                          • 4 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 12
                                                                          7
                                                                            • 5 BR
                                                                            • 2 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 12
                                                                            9
                                                                              Wonderful! 4.8/5
                                                                              (27 reviews)
                                                                              avg/night
                                                                              • 5 BR
                                                                              • 3 BA
                                                                              • Sleeps 12
                                                                              27
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 6
                                                                                  Wonderful! 4.8/5
                                                                                  (19 reviews)
                                                                                  avg/night
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 8
                                                                                  19
                                                                                    Excellent! 4.7/5
                                                                                    (10 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    10
                                                                                      Exceptional! 5.0/5
                                                                                      (12 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 9
                                                                                      12
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 8
                                                                                        4
                                                                                          • 4 BR
                                                                                          • 1 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 9
                                                                                          10
                                                                                            Wonderful! 4.9/5
                                                                                            (16 reviews)
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 1 BA
                                                                                            • 2 HF BA
                                                                                            • Sleeps 7
                                                                                            16
                                                                                              Excellent! 4.7/5
                                                                                              (22 reviews)
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 5
                                                                                              22
                                                                                                Wonderful! 4.9/5
                                                                                                (8 reviews)
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 6
                                                                                                8
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                    • 4 BR
                                                                                                    • 1 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 8
                                                                                                    6
                                                                                                      Wonderful! 4.8/5
                                                                                                      (6 reviews)
                                                                                                      avg/night
                                                                                                      • 4 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 10
                                                                                                      6
                                                                                                      • 1 - 50 of 180
                                                                                                       

                                                                                                      Recent Great Barrington Reviews

                                                                                                      Perfect getaway

                                                                                                      5 of 5
                                                                                                      This is our 3rd time returning to the schoolhouse cottage and we plan to continue the yearly tradition. The cottage is clean, spacious and feels like a home away from home. Nestled up against wooded property it is quiet and peaceful yet a few minutes drive to the center of town. Excellent restaurants, shopping and hiking nearby. Our host is more than welcoming every year and we look forward to our return trip.
                                                                                                      • Submitted: Sep 19, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      A Great Time in Great Barrington

                                                                                                      5 of 5
                                                                                                      Retired in Colorado, my wife and I spent May and June at Paula's place in Great Barrington while we looked for a vacation home closer to family and friends. Paul's place was perfect. Family and friends had their own separate living corders while we stayed in a beautiful master suite up stairs. The pictures say it all - large living areas to get together, 3 TV's, air conditioning, a fully stacked kitchen - Paula has thought of everything. Whatever little things we needed, Paula not only addressed it on the spot, but did it with a full heart and a great smile. A perfect host. Whether for a simple weekend or for an extended stay, it's a great place to put down your hat . Highly recommended. Wayne and Janie
                                                                                                      • Submitted: Sep 9, 2016
                                                                                                      • Stayed: May 2016

                                                                                                      Perfect Weekend

                                                                                                      5 of 5
                                                                                                      This cottage is exactly as described. Very clean. Super cute. We were four people and each of us managed to have our own space at night with a futon in both the living room and sun room, and then a queen bed in one bedroom, and two twins in another. It's located just over the hill from the lake. Just a two minute walk. We had so much fun hanging out on the dock and paddling around the lake in the canoe. In the local surrounding area we went apple picking, did a wine tasting, bought fresh raspberries by the side of the road, hiked some neighboring trails. The location is also very convenient to Great Barrington for restaurants and groceries. As some of the other comments mentioned, the bedroom walls don't reach the ceiling, so if you're a light sleeper, it might be tough as you can hear everything going on anywhere in the cottage. It didn't bother us one bit and we learned that this is the style of other lake houses in the area. Would rent this place again in a heartbeat. The owners were incredibly responsive, helpful, and kind. A+
                                                                                                      • Submitted: Sep 8, 2016
                                                                                                      • Stayed: Sep 2016