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Stockbridge: Vacation Rentals (426)

  • 1 - 50 of 300+
Additional fees apply. Taxes may be added.
    Exceptional! 5.0/5
    (13 reviews)
    avg/night
    • 6 BR
    • 5 BA
    • 1 HF BA
    • Sleeps 16
    House #396147vb
    13
    Viewed 28 times in the last 48 hours
      Exceptional! 5.0/5
      (15 reviews)
      avg/night
      • 4 BR
      • 3 BA
      • 1 HF BA
      • Sleeps 12
      House #583082vb
      15
      Viewed 26 times in the last 48 hours
        Exceptional! 5.0/5
        (20 reviews)
        avg/night
        • 3 BR
        • 3 BA
        • Sleeps 8
        House #224680
        20
        Viewed 24 times in the last 48 hours
          Exceptional! 5.0/5
          (14 reviews)
          avg/night
          • 4 BR
          • 3 BA
          • Sleeps 10
          House #230883vb
          14
          Viewed 9 times in the last 48 hours
            • 2 BR
            • 1 BA
            • Sleeps 6
            Condo #3471790
            22
              Exceptional! 5.0/5
              (25 reviews)
              avg/night
              • Studio
              • 1 BA
              • Sleeps 2
              Cottage #571465vb
              25
              Viewed 9 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 10 times in the last 48 hours
                  • 2 BR
                  • 1 BA
                  • Sleeps 6
                  Condo #3712818
                  6
                    Wonderful! 4.9/5
                    (15 reviews)
                    avg/night
                    • 6 BR
                    • 6 BA
                    • Sleeps 12
                    Estate #568397vb
                    15
                    Viewed 22 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 18 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
                        Viewed 14 times in the last 48 hours
                          Wonderful! 4.9/5
                          (20 reviews)
                          avg/night
                          • 3 BR
                          • 2 BA
                          • Sleeps 5
                          House #759695vb
                          20
                          Viewed 10 times in the last 48 hours
                            • 2 BR
                            • 2 BA
                            • Sleeps 6
                            Cottage #3790476
                            9
                              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
                                Wonderful! 4.9/5
                                (9 reviews)
                                avg/night
                                • 3 BR
                                • 2 BA
                                • Sleeps 6
                                Cottage #554803vb
                                9
                                Viewed 9 times in the last 48 hours
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 6
                                  Cottage #876320vb
                                  3
                                    Exceptional! 5.0/5
                                    (9 reviews)
                                    avg/night
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 6
                                    House #124735
                                    9
                                    Viewed 22 times in the last 48 hours
                                      • 3 BR
                                      • 1 BA
                                      • 1 HF BA
                                      • Sleeps 6
                                      House #4221107
                                      11
                                      Viewed 14 times in the last 48 hours
                                        • 3 BR
                                        • 3 BA
                                        • Sleeps 6
                                        House #627318vb
                                        10
                                          Wonderful! 4.9/5
                                          (15 reviews)
                                          avg/night
                                          • 2 BR
                                          • 1 BA
                                          • 1 HF BA
                                          • Sleeps 6
                                          House #419961vb
                                          15
                                            • 3 BR
                                            • 2 BA
                                            • 1 HF BA
                                            • Sleeps 8
                                            House #871926vb
                                            5
                                              Exceptional! 5.0/5
                                              (8 reviews)
                                              avg/night
                                              • 4 BR
                                              • 2 BA
                                              • Sleeps 7
                                              House #509787vb
                                              8
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 8
                                                Cabin #249218vb
                                                13
                                                  Wonderful! 4.9/5
                                                  (11 reviews)
                                                  avg/night
                                                  • 4 BR
                                                  • 1 BA
                                                  • 1 HF BA
                                                  • Sleeps 7
                                                  Cottage #479116vb
                                                  11
                                                    • 2 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    Cottage #872747vb
                                                    3
                                                      avg/night
                                                      • 7 BR
                                                      • 4 BA
                                                      • Sleeps 16
                                                      Estate #4199353
                                                      Viewed 38 times in the last 48 hours
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 6
                                                        Cabin #125379
                                                        2 Reviews
                                                          • 4 BR
                                                          • 3 BA
                                                          • Sleeps 10
                                                          House #451048vb
                                                          4
                                                            Exceptional! 5.0/5
                                                            (6 reviews)
                                                            avg/night
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            House #207123
                                                            6
                                                            Viewed 23 times in the last 48 hours
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              House #663389vb
                                                              1 Review
                                                                Wonderful! 4.9/5
                                                                (9 reviews)
                                                                avg/night
                                                                • 3 BR
                                                                • 2 BA
                                                                • Sleeps 7
                                                                House #330190
                                                                9
                                                                  Exceptional! 5.0/5
                                                                  (6 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 6
                                                                  Farmhouse #587386vb
                                                                  6
                                                                  Viewed 5 times in the last 48 hours
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    Cottage #709006vb
                                                                      • 4 BR
                                                                      • 2 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 7
                                                                      House #855541vb
                                                                      1 Review
                                                                        • 5 BR
                                                                        • 5 BA
                                                                        • Sleeps 8
                                                                        Estate #850244vb
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          Hotel #3816474
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            Cottage #702529vb
                                                                              • 3 BR
                                                                              • 3 BA
                                                                              • Sleeps 6
                                                                              Cottage #663462vb
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 4
                                                                                Townhome #798315vb
                                                                                Viewed 5 times in the last 48 hours
                                                                                  • 7 BR
                                                                                  • 5 BA
                                                                                  • Sleeps 12
                                                                                  House #711240vb
                                                                                  1 Review
                                                                                  Viewed 12 times in the last 48 hours
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    Hotel #3816475
                                                                                      • 4 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 6
                                                                                      House #671475vb
                                                                                        • 3 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 5
                                                                                        House #821707vb
                                                                                          • 4 BR
                                                                                          • 3 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 8
                                                                                          House #288088
                                                                                          2 Reviews
                                                                                          Viewed 17 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (14 reviews)
                                                                                            avg/night
                                                                                            • 6 BR
                                                                                            • 5 BA
                                                                                            • Sleeps 16
                                                                                            House #382474vb
                                                                                            14
                                                                                            Viewed 24 times in the last 48 hours
                                                                                              Exceptional! 5.0/5
                                                                                              (29 reviews)
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 4
                                                                                              House #424508vb
                                                                                              29
                                                                                              Viewed 14 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (12 reviews)
                                                                                                $91
                                                                                                avg/night
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 3
                                                                                                Cottage #555172vb
                                                                                                12
                                                                                                Viewed 12 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (17 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  House #3893831
                                                                                                  17
                                                                                                  Viewed 10 times in the last 48 hours
                                                                                                    Wonderful! 4.9/5
                                                                                                    (18 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 5
                                                                                                    Cottage #707780vb
                                                                                                    18
                                                                                                    Viewed 21 times in the last 48 hours
                                                                                                      Excellent! 4.7/5
                                                                                                      (18 reviews)
                                                                                                      avg/night
                                                                                                      • 4 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 8
                                                                                                      House #118052
                                                                                                      18
                                                                                                      Viewed 12 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Stockbridge Reviews

                                                                                                      Lovely!

                                                                                                      5 of 5
                                                                                                      What a warm and charming cottage! The location is extremely convenient. Ruth and Gareth were very welcoming. We will stay agian.
                                                                                                      • Submitted: Dec 1, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Very nice place.

                                                                                                      5 of 5
                                                                                                      The home is very organized and clean; it's very close to the A.T. which we used for day hiking. The owner stays in touch and is helpful. Thanks!
                                                                                                      • Submitted: Nov 21, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Quintessential New England

                                                                                                      5 of 5
                                                                                                      I can't say enough wonderful things about the Redway House. This was the perfect getaway for my mothers 70th birthday. We stayed two nights over Columbus Day weekend. The Redway is cozy and comfortable, fully stocked with everything you may need. THe owners are available with any questions you may have and also communicated with us as to when we could get to the house...early!! Perfect location for a quiet weekend from sitting on the deck in the evening listening to the owls or a leisurely stroll downtown in the shops and for a couple drinks. The home itself, what can we say? We didn't want to leave. The furniture is beautiful and I cannot say enough about how comfortable every single bed in the house was, I didn't want to get out of it in the morning. I cannot wait for my next trip to the Redway house. You will not be disappointed by staying at this fantastic home. Thank you, thank you, thank you for sharing your family gem with the rest of us.
                                                                                                      • Submitted: Oct 16, 2016
                                                                                                      • Stayed: Oct 2016