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  • Showing 1-50 of 300+
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    Wonderful! 4.9/5
    (37 reviews)
    avg/night
    • 3 BR
    • 1 BA
    • Sleeps 6
    House #469617vb
    37
    Viewed 9 times in the last 48 hours
      Wonderful! 4.9/5
      (27 reviews)
      avg/night
      • 3 BR
      • 2 BA
      • Sleeps 12
      House #420727vb
      27
      Viewed 18 times in the last 48 hours
        Wonderful! 4.8/5
        (23 reviews)
        avg/night
        • 1 BR
        • 1 BA
        • Sleeps 4
        House #310035vb
        23
        Viewed 29 times in the last 48 hours
          Very Good! 4/5
          (8 reviews)
          avg/night
          • 3 BR
          • 2 BA
          • Sleeps 7
          House #344576vb
          8
          Viewed 26 times in the last 48 hours
            Wonderful! 4.8/5
            (23 reviews)
            avg/night
            • 7 BR
            • 3 BA
            • Sleeps 18
            House #251195vb
            23
            Viewed 26 times in the last 48 hours
              • 4 BR
              • 3 BA
              • 1 HF BA
              • Sleeps 12
              House #1020471vb
              3
              Viewed 36 times in the last 48 hours
                avg/night
                • 8 BR
                • 5 BA
                • Sleeps 20
                House #985738vb
                Viewed 11 times in the last 48 hours
                  Exceptional! 5/5
                  (6 reviews)
                  avg/night
                  • 2 BR
                  • 2 BA
                  • Sleeps 6
                  House #804956vb
                  6
                  Viewed 48 times in the last 48 hours
                    Wonderful! 4.9/5
                    (9 reviews)
                    avg/night
                    • 3 BR
                    • 2 BA
                    • Sleeps 7
                    House #330190
                    9
                    Viewed 31 times in the last 48 hours
                      Wonderful! 4.9/5
                      (26 reviews)
                      avg/night
                      • 5 BR
                      • 5 BA
                      • Sleeps 12
                      House #729783vb
                      26
                      Viewed 43 times in the last 48 hours
                        Wonderful! 4.8/5
                        (21 reviews)
                        avg/night
                        • 2 BR
                        • 2 BA
                        • Sleeps 8
                        House #236935vb
                        21
                        Viewed 10 times in the last 48 hours
                          Wonderful! 4.8/5
                          (19 reviews)
                          avg/night
                          • 3 BR
                          • 3 BA
                          • 1 HF BA
                          • Sleeps 10
                          House #272149vb
                          19
                          Viewed 35 times in the last 48 hours
                            Exceptional! 5/5
                            (10 reviews)
                            avg/night
                            • 6 BR
                            • 3 BA
                            • Sleeps 10
                            House #4064007
                            10
                            Viewed 28 times in the last 48 hours
                              Exceptional! 5/5
                              (10 reviews)
                              avg/night
                              • 3 BR
                              • 2 BA
                              • Sleeps 8
                              House #4193492
                              10
                              Viewed 16 times in the last 48 hours
                                • 4 BR
                                • 1 BA
                                • 1 HF BA
                                • Sleeps 8
                                House #700566vb
                                7
                                  Exceptional! 5/5
                                  (5 reviews)
                                  avg/night
                                  • 5 BR
                                  • 3 BA
                                  • Sleeps 8
                                  House #4160350
                                  5
                                    Wonderful! 4.9/5
                                    (33 reviews)
                                    avg/night
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 3
                                    House #135474vb
                                    33
                                    Viewed 28 times in the last 48 hours
                                      Exceptional! 5/5
                                      (16 reviews)
                                      avg/night
                                      • 6 BR
                                      • 5 BA
                                      • 1 HF BA
                                      • Sleeps 16
                                      House #396147vb
                                      16
                                      Viewed 49 times in the last 48 hours
                                        Excellent! 4.5/5
                                        (13 reviews)
                                        avg/night
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 4
                                        House #3860654
                                        13
                                        Viewed 34 times in the last 48 hours
                                          Exceptional! 5/5
                                          (18 reviews)
                                          avg/night
                                          • 4 BR
                                          • 3 BA
                                          • 1 HF BA
                                          • Sleeps 12
                                          House #583082vb
                                          18
                                          Viewed 35 times in the last 48 hours
                                            avg/night
                                            • 4 BR
                                            • 2 BA
                                            • 1 HF BA
                                            • Sleeps 8
                                            House #4222851
                                            Viewed 7 times in the last 48 hours
                                              Excellent! 4.6/5
                                              (12 reviews)
                                              avg/night
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 7
                                              House #479396vb
                                              12
                                              Viewed 22 times in the last 48 hours
                                                Exceptional! 5/5
                                                (16 reviews)
                                                avg/night
                                                • 3 BR
                                                • 1 BA
                                                • 1 HF BA
                                                • Sleeps 8
                                                House #3811779
                                                16
                                                Viewed 20 times in the last 48 hours
                                                  Wonderful! 4.8/5
                                                  (29 reviews)
                                                  avg/night
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 8
                                                  House #419897vb
                                                  29
                                                  Viewed 17 times in the last 48 hours
                                                    Wonderful! 4.9/5
                                                    (18 reviews)
                                                    avg/night
                                                    • 5 BR
                                                    • 2 BA
                                                    • 1 HF BA
                                                    • Sleeps 12
                                                    House #561543vb
                                                    18
                                                    Viewed 13 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (14 reviews)
                                                      avg/night
                                                      • 5 BR
                                                      • 3 BA
                                                      • Sleeps 10
                                                      House #603552vb
                                                      14
                                                      Viewed 20 times in the last 48 hours
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 8
                                                        House #570547vb
                                                        3
                                                        Viewed 5 times in the last 48 hours
                                                          Exceptional! 5/5
                                                          (20 reviews)
                                                          avg/night
                                                          • 3 BR
                                                          • 3 BA
                                                          • Sleeps 8
                                                          House #224680
                                                          20
                                                          Viewed 79 times in the last 48 hours
                                                            Excellent! 4.6/5
                                                            (23 reviews)
                                                            avg/night
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 10
                                                            House #283894vb
                                                            23
                                                            Viewed 43 times in the last 48 hours
                                                              Exceptional! 5/5
                                                              (20 reviews)
                                                              avg/night
                                                              • 5 BR
                                                              • 3 BA
                                                              • 1 HF BA
                                                              • Sleeps 15
                                                              House #660967vb
                                                              20
                                                              Viewed 82 times in the last 48 hours
                                                                Exceptional! 5/5
                                                                (8 reviews)
                                                                avg/night
                                                                • 3 BR
                                                                • 2 BA
                                                                • 1 HF BA
                                                                • Sleeps 6
                                                                House #4153058
                                                                8
                                                                Viewed 9 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (17 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  House #3893831
                                                                  17
                                                                  Viewed 16 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (16 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    House #3720156
                                                                    16
                                                                    Viewed 6 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (10 reviews)
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 6
                                                                      House #4155013
                                                                      10
                                                                      Viewed 49 times in the last 48 hours
                                                                        Exceptional! 5/5
                                                                        (29 reviews)
                                                                        avg/night
                                                                        • 4 BR
                                                                        • 2 BA
                                                                        • Sleeps 8
                                                                        House #346304vb
                                                                        29
                                                                        Viewed 25 times in the last 48 hours
                                                                          Wonderful! 4.9/5
                                                                          (10 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          House #892478vb
                                                                          10
                                                                          Viewed 46 times in the last 48 hours
                                                                            Wonderful! 4.9/5
                                                                            (11 reviews)
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 10
                                                                            House #580955vb
                                                                            11
                                                                            Viewed 9 times in the last 48 hours
                                                                              Exceptional! 5/5
                                                                              (9 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 8
                                                                              House #640319vb
                                                                              9
                                                                              Viewed 9 times in the last 48 hours
                                                                                Exceptional! 5/5
                                                                                (10 reviews)
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 8
                                                                                House #854910vb
                                                                                10
                                                                                Viewed 10 times in the last 48 hours
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 10
                                                                                  House #471272vb
                                                                                  Viewed 9 times in the last 48 hours
                                                                                    Exceptional! 5/5
                                                                                    (40 reviews)
                                                                                    avg/night
                                                                                    • 4 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 8
                                                                                    House #3721423
                                                                                    40
                                                                                    Viewed 17 times in the last 48 hours
                                                                                      Wonderful! 4.8/5
                                                                                      (10 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 7
                                                                                      House #701122vb
                                                                                      10
                                                                                      Viewed 14 times in the last 48 hours
                                                                                        Wonderful! 4.8/5
                                                                                        (6 reviews)
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        House #830744vb
                                                                                        6
                                                                                        Viewed 30 times in the last 48 hours
                                                                                          Exceptional! 5/5
                                                                                          (4 reviews)
                                                                                          avg/night
                                                                                          • 7 BR
                                                                                          • 3 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 14
                                                                                          House #4223261
                                                                                          4
                                                                                          Viewed 50 times in the last 48 hours
                                                                                            Excellent! 4.7/5
                                                                                            (19 reviews)
                                                                                            avg/night
                                                                                            • 9 BR
                                                                                            • 4 BA
                                                                                            • Sleeps 20
                                                                                            House #428459vb
                                                                                            19
                                                                                            Viewed 98 times in the last 48 hours
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              House #237215
                                                                                              5
                                                                                                • 3 BR
                                                                                                • 1 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 6
                                                                                                House #4221107
                                                                                                14
                                                                                                Viewed 45 times in the last 48 hours
                                                                                                  avg/night
                                                                                                  • 4 BR
                                                                                                  • 3 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 10
                                                                                                  House #843035vb
                                                                                                  1
                                                                                                  Viewed 14 times in the last 48 hours
                                                                                                    Wonderful! 4.9/5
                                                                                                    (22 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 6
                                                                                                    House #381805vb
                                                                                                    22
                                                                                                    Viewed 16 times in the last 48 hours
                                                                                                      Very Good! 4.1/5
                                                                                                      (10 reviews)
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 6
                                                                                                      House #91299vb
                                                                                                      10
                                                                                                      Viewed 32 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Pittsfield: House Rentals (312)

                                                                                                       

                                                                                                      Recent Pittsfield Reviews

                                                                                                      Another Memorable Long Weekend

                                                                                                      5 of 5
                                                                                                      Our family of six returned for another long weekend and enjoyed every minute of our stay. From night skiing at Catamount and a day at Butternut to a trip to Mass MOCA, there is so much to do. We plan to return in the future. Thanks again to Mary who thought of everything that we needed.
                                                                                                      • Submitted: Feb 21, 2017
                                                                                                      • Stayed: Feb 2017

                                                                                                      Absolutely beautiful, serene, and comfortable!

                                                                                                      5 of 5
                                                                                                      We will definitely be staying here again! This house is amazing! It has so much charm and every comfort you can think of! The owners even provide keurig cups for you to use, a very cool icemaker, plus a ton of spices, paper towels, and toilet paper, dishwasher soap, laundry detergent, and even a complementary bathing kit! The house was immaculate and the kitchen appliances were new and up to date. You could tell that the owners took great time and care thinking about what their tenants would want. I loved the welcome book with their family story. It was dog and kid friendly, and our family had such a fabulous time! We went skiing at Butternut (our favorite ski resort), and we had 2 great dinners. We went to Once Upon a Table, which was fabulous. Great food and service. We also had take out sushi from Shiro which was also very good. We love this area!
                                                                                                      • Submitted: Feb 21, 2017
                                                                                                      • Stayed: Feb 2017

                                                                                                      Lovely spot!

                                                                                                      5 of 5
                                                                                                      Beautiful, warm, cozy house. We'll definitely go again!
                                                                                                      • Submitted: Feb 19, 2017
                                                                                                      • Stayed: Feb 2017