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  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
    Exceptional! 5.0/5
    (16 reviews)
    avg/night
    • 6 BR
    • 5 BA
    • 1 HF BA
    • Sleeps 16
    House #396147vb
    16
    Viewed 57 times in the last 48 hours
      Exceptional! 5.0/5
      (16 reviews)
      avg/night
      • 4 BR
      • 3 BA
      • 1 HF BA
      • Sleeps 12
      House #583082vb
      16
      Viewed 105 times in the last 48 hours
        Exceptional! 5.0/5
        (20 reviews)
        avg/night
        • 3 BR
        • 3 BA
        • Sleeps 8
        House #224680
        20
        Viewed 45 times in the last 48 hours
          Exceptional! 5.0/5
          (14 reviews)
          avg/night
          • 4 BR
          • 3 BA
          • Sleeps 10
          House #230883vb
          14
          Viewed 38 times in the last 48 hours
            Excellent! 4.7/5
            (22 reviews)
            avg/night
            • 2 BR
            • 1 BA
            • Sleeps 6
            Condo #3471790
            22
            Viewed 12 times in the last 48 hours
              Exceptional! 5.0/5
              (25 reviews)
              avg/night
              • Studio
              • 1 BA
              • Sleeps 2
              Cottage #571465vb
              25
              Viewed 23 times in the last 48 hours
                Exceptional! 5.0/5
                (8 reviews)
                avg/night
                • 3 BR
                • 2 BA
                • 1 HF BA
                • Sleeps 8
                House #854910vb
                8
                Viewed 16 times in the last 48 hours
                  Wonderful! 4.9/5
                  (15 reviews)
                  avg/night
                  • 6 BR
                  • 6 BA
                  • Sleeps 12
                  Estate #568397vb
                  15
                  Viewed 33 times in the last 48 hours
                    Wonderful! 4.9/5
                    (7 reviews)
                    avg/night
                    • 2 BR
                    • 1 BA
                    • Sleeps 6
                    Condo #3712818
                    7
                    Viewed 23 times in the last 48 hours
                      Exceptional! 5.0/5
                      (9 reviews)
                      avg/night
                      • 2 BR
                      • 2 BA
                      • Sleeps 6
                      Cottage #3790476
                      9
                      Viewed 15 times in the last 48 hours
                        Exceptional! 5.0/5
                        (6 reviews)
                        avg/night
                        • 3 BR
                        • 2 BA
                        • 1 HF BA
                        • Sleeps 8
                        House #871926vb
                        6
                        Viewed 10 times in the last 48 hours
                          Wonderful! 4.9/5
                          (16 reviews)
                          avg/night
                          • 2 BR
                          • 1 BA
                          • 1 HF BA
                          • Sleeps 6
                          House #419961vb
                          16
                          Viewed 11 times in the last 48 hours
                            Exceptional! 5.0/5
                            (10 reviews)
                            avg/night
                            • 3 BR
                            • 2 BA
                            • Sleeps 6
                            House #124735
                            10
                            Viewed 12 times in the last 48 hours
                              Excellent! 4.7/5
                              (10 reviews)
                              avg/night
                              • 2 BR
                              • 1 BA
                              • 1 HF BA
                              • Sleeps 6
                              House #280365vb
                              10
                                Wonderful! 4.9/5
                                (20 reviews)
                                avg/night
                                • 3 BR
                                • 2 BA
                                • Sleeps 5
                                House #759695vb
                                20
                                Viewed 16 times in the last 48 hours
                                  Wonderful! 4.8/5
                                  (18 reviews)
                                  avg/night
                                  • 3 BR
                                  • 3 BA
                                  • 1 HF BA
                                  • Sleeps 10
                                  House #272149vb
                                  18
                                  Viewed 16 times in the last 48 hours
                                    Very Good! 4.2/5
                                    (13 reviews)
                                    avg/night
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 8
                                    Cabin #249218vb
                                    13
                                    Viewed 17 times in the last 48 hours
                                      Wonderful! 4.9/5
                                      (11 reviews)
                                      avg/night
                                      • 4 BR
                                      • 1 BA
                                      • 1 HF BA
                                      • Sleeps 7
                                      Cottage #479116vb
                                      11
                                      Viewed 7 times in the last 48 hours
                                        • 3 BR
                                        • 1 BA
                                        • 1 HF BA
                                        • Sleeps 6
                                        House #4221107
                                        13
                                        Viewed 45 times in the last 48 hours
                                          Exceptional! 5.0/5
                                          (8 reviews)
                                          avg/night
                                          • 4 BR
                                          • 2 BA
                                          • Sleeps 7
                                          House #509787vb
                                          8
                                            avg/night
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 4
                                            Cottage #872747vb
                                            3
                                            Viewed 17 times in the last 48 hours
                                              • 2 BR
                                              • 1 BA
                                              • Sleeps 6
                                              Cottage #876320vb
                                              3
                                              Viewed 20 times in the last 48 hours
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 8
                                                House #977495vb
                                                2
                                                Viewed 9 times in the last 48 hours
                                                  Wonderful! 4.9/5
                                                  (10 reviews)
                                                  avg/night
                                                  • 3 BR
                                                  • 3 BA
                                                  • Sleeps 6
                                                  House #627318vb
                                                  10
                                                  Viewed 6 times in the last 48 hours
                                                    Wonderful! 4.9/5
                                                    (10 reviews)
                                                    avg/night
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    Cottage #554803vb
                                                    10
                                                      • 4 BR
                                                      • 3 BA
                                                      • 1 HF BA
                                                      • Sleeps 8
                                                      House #288088
                                                      2
                                                      Viewed 17 times in the last 48 hours
                                                        Wonderful! 4.8/5
                                                        (13 reviews)
                                                        avg/night
                                                        • 4 BR
                                                        • 2 BA
                                                        • 1 HF BA
                                                        • Sleeps 9
                                                        House #33917vb
                                                        13
                                                        Viewed 26 times in the last 48 hours
                                                          Excellent! 4.5/5
                                                          (10 reviews)
                                                          avg/night
                                                          • 3 BR
                                                          • 1 BA
                                                          • 1 HF BA
                                                          • Sleeps 8
                                                          House #374268vb
                                                          10
                                                          Viewed 21 times in the last 48 hours
                                                            Exceptional! 5.0/5
                                                            (6 reviews)
                                                            avg/night
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            House #207123
                                                            6
                                                            Viewed 16 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (9 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 7
                                                              House #330190
                                                              9
                                                              Viewed 7 times in the last 48 hours
                                                                • 4 BR
                                                                • 3 BA
                                                                • Sleeps 10
                                                                House #451048vb
                                                                4
                                                                Viewed 7 times in the last 48 hours
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  Cottage #702529vb
                                                                  0
                                                                  Viewed 9 times in the last 48 hours
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    House #663389vb
                                                                    1
                                                                      • 4 BR
                                                                      • 2 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 7
                                                                      House #855541vb
                                                                      1
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        House #101829
                                                                        0
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 6
                                                                          Cabin #125379
                                                                          2
                                                                          Viewed 10 times in the last 48 hours
                                                                            avg/night
                                                                            • 5 BR
                                                                            • 5 BA
                                                                            • Sleeps 8
                                                                            Estate #850244vb
                                                                            0
                                                                            Viewed 5 times in the last 48 hours
                                                                              Exceptional! 5.0/5
                                                                              (6 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 6
                                                                              Farmhouse #587386vb
                                                                              6
                                                                              Viewed 9 times in the last 48 hours
                                                                                avg/night
                                                                                • 7 BR
                                                                                • 4 BA
                                                                                • Sleeps 16
                                                                                Estate #4199353
                                                                                0
                                                                                Viewed 34 times in the last 48 hours
                                                                                  • 7 BR
                                                                                  • 5 BA
                                                                                  • Sleeps 12
                                                                                  House #711240vb
                                                                                  1
                                                                                    • 3 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 6
                                                                                    Cottage #663462vb
                                                                                    0
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                      Cottage #709006vb
                                                                                      0
                                                                                      Viewed 13 times in the last 48 hours
                                                                                        • 1 BR
                                                                                        • 2 HF BA
                                                                                        • Sleeps 4
                                                                                        Apartment #3747746
                                                                                        0
                                                                                          $89
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          Hotel #3816474
                                                                                          0
                                                                                          Viewed 10 times in the last 48 hours
                                                                                            $85
                                                                                            avg/night
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            Hotel #3816475
                                                                                            0
                                                                                            Viewed 8 times in the last 48 hours
                                                                                              • 4 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 6
                                                                                              House #671475vb
                                                                                              0
                                                                                                • 3 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 5
                                                                                                House #821707vb
                                                                                                0
                                                                                                  Wonderful! 4.9/5
                                                                                                  (14 reviews)
                                                                                                  avg/night
                                                                                                  • 6 BR
                                                                                                  • 5 BA
                                                                                                  • Sleeps 16
                                                                                                  House #382474vb
                                                                                                  14
                                                                                                  Viewed 99 times in the last 48 hours
                                                                                                    Exceptional! 5.0/5
                                                                                                    (39 reviews)
                                                                                                    avg/night
                                                                                                    • 4 BR
                                                                                                    • 3 BA
                                                                                                    • Sleeps 8
                                                                                                    House #3721423
                                                                                                    39
                                                                                                    Viewed 26 times in the last 48 hours
                                                                                                      Exceptional! 5.0/5
                                                                                                      (14 reviews)
                                                                                                      avg/night
                                                                                                      • 6 BR
                                                                                                      • 5 BA
                                                                                                      • Sleeps 20
                                                                                                      Estate #4258796
                                                                                                      14
                                                                                                      Viewed 182 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Stockbridge: Vacation Rentals (440)

                                                                                                       

                                                                                                      Recent Stockbridge Reviews

                                                                                                      Lovely weekend getaway

                                                                                                      5 of 5
                                                                                                      This is a lovely house and was perfect for 5 adults. The house is rustic and situated in a remote, beautiful part of the Berkshires, yet close to Stockbridge, the Norman Rockwell museum and other sites. It was toasty warm and we had a warm fire in the cozy living room at night. The house was very clean and the owners give you lots of information about the local area to help plan your stay. We will definitely visit again.
                                                                                                      • Submitted: Jan 16, 2017
                                                                                                      • Stayed: Jan 2017

                                                                                                      Beautiful property in charming town with wonderful manager

                                                                                                      5 of 5
                                                                                                      I came to stay at the South Lee Schoolhouse to celebrate New Year's Eve and had a wonderful time there. I visited with a party of 6, though there is easily space for a few more. The house is gorgeous with tall ceilings and open spaces. It had available everything we needed, including a fully stocked (and beautiful) kitchen for cooking full meals at home. There is also wood available for a cozy fire in winter. The house has a scenic view, is easy to locate, and is only a short drive from downtown Stockbridge. The owner, Mary, is great. She is easily available if any questions come up, and is very responsive if you should need anything. She really went above and beyond in making our stay happy and smooth. Finally, the area is scenic and filled with great things to do. Since we visited in winter, we went snow shoeing at Hilltop Orchards, for a sleigh ride at SweetBrook Farm, and really enjoyed the hot chocolate menu at the Blantyre. We also loved the Norman Rockwell museum and the Clark Institute. Plus, walking around downtown Stockbridge finds iconic settings and fun shops. Altogether a great stay!
                                                                                                      • Submitted: Jan 15, 2017
                                                                                                      • Stayed: Dec 2016

                                                                                                      Lovely!!!

                                                                                                      5 of 5
                                                                                                      We arrived a bit early and the housekeeper was just finishing up. The photos do not do this beautiful home justice!!! It was so very clean and tidy. We chatted with her for a bit and she filled us in on some places to eat, things to do. The beds were comfortable and the master suite was AMAZING. All linens were of exceptional quality and fresh smelling. The kitchen had everything needed to prepare a meal. The owner was very friendly and prompt with her replies to my emails. I highly suggest staying here if this is the area you are traveling to!!!
                                                                                                      • Submitted: Jan 2, 2017
                                                                                                      • Stayed: Jun 2016