check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr
Use filters to narrow your search results!

Great Barrington: Houses, Cottages & More (577)

  • 1 - 50 of 577
    • 6 BR
    • 4 BA
    • 1 HF BA
    • Sleeps 12
    16
      • 4 BR
      • 2 BA
      • Sleeps 8
      2 Reviews
        • 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
                • 2 BR
                • 1 BA
                • Sleeps 5
                43
                  • 2 BR
                  • 2 BA
                  • Sleeps 6
                  24
                    • 4 BR
                    • 2 BA
                    • 1 HF BA
                    • Sleeps 8
                      • 3 BR
                      • 2 BA
                      • Sleeps 6
                      15
                        • 3 BR
                        • 2 BA
                        • 1 HF BA
                        • Sleeps 6
                        6
                          • 2 BR
                          • 1 BA
                          • Sleeps 5
                          15
                            • 1 BR
                            • 1 BA
                            • Sleeps 4
                            16
                              • 3 BR
                              • 2 BA
                              • Sleeps 8
                              12
                                • 2 BR
                                • 1 BA
                                • Sleeps 6
                                22
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 8
                                  6
                                    • 4 BR
                                    • 3 BA
                                    • Sleeps 8
                                    1 Review
                                      • 5 BR
                                      • 3 BA
                                      • 1 HF BA
                                      • Sleeps 12
                                      25
                                        • 5 BR
                                        • 3 BA
                                        • Sleeps 10
                                        3
                                          • 3 BR
                                          • 2 BA
                                          • 1 HF BA
                                          • Sleeps 6
                                          6
                                            • 4 BR
                                            • 3 BA
                                            • 1 HF BA
                                            • Sleeps 8
                                            1 Review
                                              • 4 BR
                                              • 3 BA
                                              • Sleeps 10
                                                • 5 BR
                                                • 4 BA
                                                • 1 HF BA
                                                • Sleeps 11
                                                1 Review
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  1 Review
                                                    • 2 BR
                                                    • 1 BA
                                                    • Sleeps 10
                                                    15
                                                      • 1 BR
                                                      • 1 BA
                                                      • Sleeps 2
                                                      9
                                                        • 4 BR
                                                        • 2 BA
                                                        • Sleeps 7
                                                        2 Reviews
                                                          • 5 BR
                                                          • 2 BA
                                                          • 1 HF BA
                                                          • Sleeps 10
                                                          9
                                                            • 4 BR
                                                            • 1 BA
                                                            • 1 HF BA
                                                            • Sleeps 8
                                                            9
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              6
                                                                • 3 BR
                                                                • 3 BA
                                                                • Sleeps 10
                                                                10
                                                                  • 3 BR
                                                                  • 1 BA
                                                                  • Sleeps 6
                                                                  12
                                                                    • Studio
                                                                    • 1 BA
                                                                    • Sleeps 2
                                                                    1 Review
                                                                      • 5 BR
                                                                      • 2 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 12
                                                                      8
                                                                        • 3 BR
                                                                        • 3 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 10
                                                                        17
                                                                          • 4 BR
                                                                          • 2 BA
                                                                          • Sleeps 8
                                                                          25
                                                                            • 4 BR
                                                                            • 1 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 9
                                                                            8
                                                                              • 5 BR
                                                                              • 4 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 12
                                                                              7
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 8
                                                                                19
                                                                                  • 3 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 9
                                                                                  11
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 6
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                      8
                                                                                        • 5 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 12
                                                                                        26
                                                                                          • 3 BR
                                                                                          • 1 BA
                                                                                          • 2 HF BA
                                                                                          • Sleeps 7
                                                                                          14
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 5
                                                                                              20
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 8
                                                                                                4
                                                                                                  • 4 BR
                                                                                                  • 1 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 8
                                                                                                  5
                                                                                                    • 3 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 6
                                                                                                    7
                                                                                                    • 1 - 50 of 577
                                                                                                     

                                                                                                    Recent Great Barrington Reviews

                                                                                                    Really enjoy life in the Berkshires

                                                                                                    5 of 5
                                                                                                    What a pleasure to stay with Susan and Tom in their beautiful suite in Alford. This is a great alternative to the very busy hustle and bustle of a hotel in the area, especially during peak season. The private suite has all of the amenities you would need, including wi-fi and tv, a great bathroom, and the little things that matter like lots of outlets, and a very comfy bed. Susan delivered muffins and coffee in the morning, and,even offered to let me use their land line (Cell service in the area is very spotty) Do be aware that this is the only suite on the property, but I felt perfectly safe and comfortable for the two days I spent there. I look forward to visiting again on my next visit to the area.
                                                                                                    • Submitted: Aug 27, 2016
                                                                                                    • Stayed: Aug 2016

                                                                                                    Great house, very close to town, fantastic stay!

                                                                                                    5 of 5
                                                                                                    My wife and two young kids stayed in Trish's house for a week in August. The house is fantastic as it is basically all new and very comfortable, and big too. The kitchen is great and we were able to cook a lot, and the porch has great views. Beds are comfy and there is really a ton of room to spread out, which is great for us (a family living in an apartment in NYC). Also, the house is so close to downtown Great Barrington, it is just down the hill and over the train tracks. And Great Barrington is very centrally located in the Berkshires. Finally, Trish was the nicest owner I've ever dealt with on VRBO, she is great and will endeavor to make your stay the best. Five stars!
                                                                                                    • Submitted: Aug 23, 2016
                                                                                                    • Stayed: Aug 2016

                                                                                                    Perfect Cottage

                                                                                                    5 of 5
                                                                                                    Super cute & cozy - perfect for our family. The lake is a 3 minute walk, where there is a great dock to swim from, fish and soak up the sunshine. Canoe was a big hit too. The cottage has everything you need; looks brand new inside. All amenities. Charcoal grill outside excellent for grilling burgers and smores. A 10-15 minute drive to awesome restaurants, donut shop, grocery store, etc. (including my personal Favorite, Four Brothers Pizza)! Wi-Fi worked great, so checking emails was not problem. I 100% recommend this property. Very neat community around the lake - super friendly neighbors and very relaxed vibe.
                                                                                                    • Submitted: Aug 17, 2016
                                                                                                    • Stayed: Jul 2016