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  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
    • 2 BR
    • 1 BA
    • Sleeps 8
    House #868730vb
    1 Review
    Viewed 5 times in the last 48 hours
      Exceptional! 5.0/5
      (6 reviews)
      avg/night
      • 4 BR
      • 3 BA
      • Sleeps 10
      House #129127vb
      6
      Viewed 11 times in the last 48 hours
        Excellent! 4.6/5
        (10 reviews)
        avg/night
        • 5 BR
        • 3 BA
        • Sleeps 12
        House #334430
        10
        Viewed 12 times in the last 48 hours
          Wonderful! 4.8/5
          (10 reviews)
          avg/night
          • 5 BR
          • 2 BA
          • Sleeps 12
          House #622687vb
          10
          Viewed 14 times in the last 48 hours
            Wonderful! 4.9/5
            (23 reviews)
            avg/night
            • 3 BR
            • 2 BA
            • Sleeps 10
            House #340808
            23
            Viewed 23 times in the last 48 hours
              Exceptional! 5.0/5
              (10 reviews)
              avg/night
              • 5 BR
              • 3 BA
              • Sleeps 14
              House #345355
              10
              Viewed 10 times in the last 48 hours
                Wonderful! 4.8/5
                (21 reviews)
                avg/night
                • 3 BR
                • 2 BA
                • Sleeps 10
                House #166942vb
                21
                Viewed 31 times in the last 48 hours
                  Wonderful! 4.9/5
                  (9 reviews)
                  avg/night
                  • 3 BR
                  • 1 BA
                  • 1 HF BA
                  • Sleeps 8
                  House #429854vb
                  9
                    Wonderful! 4.9/5
                    (57 reviews)
                    avg/night
                    • 3 BR
                    • 2 BA
                    • 1 HF BA
                    • Sleeps 15
                    House #148104vb
                    57
                    Viewed 5 times in the last 48 hours
                      avg/night
                      • 4 BR
                      • 2 BA
                      • Sleeps 11
                      House #759492vb
                      Viewed 9 times in the last 48 hours
                        • 4 BR
                        • 2 BA
                        • Sleeps 8
                        House #3861821
                          Exceptional! 5.0/5
                          (10 reviews)
                          avg/night
                          • 5 BR
                          • 3 BA
                          • Sleeps 14
                          House #259766vb
                          10
                          Viewed 9 times in the last 48 hours
                            • 3 BR
                            • 3 BA
                            • Sleeps 6
                            House #764994vb
                            Viewed 12 times in the last 48 hours
                              • 3 BR
                              • 2 BA
                              • 1 HF BA
                              • Sleeps 6
                              House #4328487
                                • 4 BR
                                • 2 BA
                                • Sleeps 11
                                House #4307851
                                  Wonderful! 4.8/5
                                  (20 reviews)
                                  avg/night
                                  • 10 BR
                                  • 3 BA
                                  • 2 HF BA
                                  • Sleeps 16
                                  House #147901vb
                                  20
                                  Viewed 34 times in the last 48 hours
                                    avg/night
                                    • 4 BR
                                    • 3 BA
                                    • Sleeps 10
                                    House #380384vb
                                    1 Review
                                    Viewed 104 times in the last 48 hours
                                      avg/night
                                      • 4 BR
                                      • 3 BA
                                      • Sleeps 10
                                      House #4089596
                                      Viewed 23 times in the last 48 hours
                                        avg/night
                                        • 2 BR
                                        • 1 BA
                                        • 1 HF BA
                                        • Sleeps 6
                                        House #4146635
                                        2 Reviews
                                        Viewed 17 times in the last 48 hours
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 8
                                          House #958924vb
                                          Viewed 15 times in the last 48 hours
                                            Excellent! 4.7/5
                                            (20 reviews)
                                            avg/night
                                            • 5 BR
                                            • 2 BA
                                            • Sleeps 22
                                            House #94002vb
                                            20
                                            Viewed 95 times in the last 48 hours
                                              avg/night
                                              • 3 BR
                                              • 2 BA
                                              • 1 HF BA
                                              • Sleeps 10
                                              House #3837975
                                              1 Review
                                              Viewed 30 times in the last 48 hours
                                                avg/night
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 6
                                                House #4030215
                                                2 Reviews
                                                Viewed 10 times in the last 48 hours
                                                  Exceptional! 5.0/5
                                                  (6 reviews)
                                                  avg/night
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 9
                                                  House #4055252
                                                  6
                                                  Viewed 13 times in the last 48 hours
                                                    • 4 BR
                                                    • 3 BA
                                                    • Sleeps 12
                                                    House #4329162
                                                    Viewed 37 times in the last 48 hours
                                                      • 8 BR
                                                      • 5 BA
                                                      • Sleeps 16
                                                      House #4358338
                                                      Viewed 65 times in the last 48 hours
                                                        Exceptional! 5.0/5
                                                        (7 reviews)
                                                        avg/night
                                                        • 4 BR
                                                        • 3 BA
                                                        • Sleeps 12
                                                        House #119176
                                                        7
                                                        Viewed 20 times in the last 48 hours
                                                          Wonderful! 4.8/5
                                                          (20 reviews)
                                                          avg/night
                                                          • 4 BR
                                                          • 2 BA
                                                          • Sleeps 8
                                                          House #263559
                                                          20
                                                          Viewed 8 times in the last 48 hours
                                                            • 4 BR
                                                            • 4 BA
                                                            • Sleeps 12
                                                            House #325069
                                                            3
                                                            Viewed 9 times in the last 48 hours
                                                              • 4 BR
                                                              • 2 BA
                                                              • 1 HF BA
                                                              • Sleeps 11
                                                              House #918418vb
                                                              Viewed 15 times in the last 48 hours
                                                                avg/night
                                                                • 4 BR
                                                                • 3 BA
                                                                • Sleeps 10
                                                                House #4346619
                                                                Viewed 7 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (17 reviews)
                                                                  avg/night
                                                                  • 4 BR
                                                                  • 2 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 10
                                                                  House #10877vb
                                                                  17
                                                                  Viewed 16 times in the last 48 hours
                                                                    Excellent! 4.7/5
                                                                    (39 reviews)
                                                                    avg/night
                                                                    • 6 BR
                                                                    • 4 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 14
                                                                    House #971056
                                                                    39
                                                                    Viewed 26 times in the last 48 hours
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 1 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 8
                                                                      House #913180vb
                                                                      1 Review
                                                                      Viewed 17 times in the last 48 hours
                                                                        avg/night
                                                                        • 4 BR
                                                                        • 4 BA
                                                                        • Sleeps 8
                                                                        House #4295267
                                                                        Viewed 8 times in the last 48 hours
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 2 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 9
                                                                          House #4316614
                                                                          2 Reviews
                                                                          Viewed 12 times in the last 48 hours
                                                                            Wonderful! 4.9/5
                                                                            (28 reviews)
                                                                            avg/night
                                                                            • 7 BR
                                                                            • 3 BA
                                                                            • Sleeps 19
                                                                            House #137934
                                                                            28
                                                                            Viewed 58 times in the last 48 hours
                                                                              Exceptional! 5.0/5
                                                                              (25 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 8
                                                                              House #294008
                                                                              25
                                                                              Viewed 18 times in the last 48 hours
                                                                                Wonderful! 4.8/5
                                                                                (46 reviews)
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                House #940258
                                                                                46
                                                                                Viewed 55 times in the last 48 hours
                                                                                  Exceptional! 5.0/5
                                                                                  (20 reviews)
                                                                                  avg/night
                                                                                  • 4 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 12
                                                                                  House #313079vb
                                                                                  20
                                                                                  Viewed 46 times in the last 48 hours
                                                                                    Exceptional! 5.0/5
                                                                                    (13 reviews)
                                                                                    avg/night
                                                                                    • 4 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 11
                                                                                    House #937557
                                                                                    13
                                                                                    Viewed 59 times in the last 48 hours
                                                                                      avg/night
                                                                                      • 4 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 10
                                                                                      House #152698vb
                                                                                      1 Review
                                                                                      Viewed 16 times in the last 48 hours
                                                                                        Wonderful! 4.8/5
                                                                                        (11 reviews)
                                                                                        avg/night
                                                                                        • 4 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 8
                                                                                        House #209848vb
                                                                                        11
                                                                                        Viewed 29 times in the last 48 hours
                                                                                          Exceptional! 5.0/5
                                                                                          (5 reviews)
                                                                                          avg/night
                                                                                          • 6 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 14
                                                                                          House #3713536
                                                                                          5
                                                                                          Viewed 5 times in the last 48 hours
                                                                                            • 3 BR
                                                                                            • 1 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 6
                                                                                            House #618168vb
                                                                                            17
                                                                                              Excellent! 4.5/5
                                                                                              (11 reviews)
                                                                                              avg/night
                                                                                              • 5 BR
                                                                                              • 2 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 13
                                                                                              House #214455
                                                                                              11
                                                                                              Viewed 7 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (11 reviews)
                                                                                                avg/night
                                                                                                • 4 BR
                                                                                                • 4 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 14
                                                                                                House #145276
                                                                                                11
                                                                                                Viewed 38 times in the last 48 hours
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 11
                                                                                                  House #4068829
                                                                                                  Viewed 29 times in the last 48 hours
                                                                                                    Excellent! 4.6/5
                                                                                                    (23 reviews)
                                                                                                    avg/night
                                                                                                    • 4 BR
                                                                                                    • 4 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 10
                                                                                                    House #105092
                                                                                                    23
                                                                                                    Viewed 9 times in the last 48 hours
                                                                                                      avg/night
                                                                                                      • 4 BR
                                                                                                      • 3 BA
                                                                                                      • Sleeps 16
                                                                                                      House #432502vb
                                                                                                      3
                                                                                                      Viewed 22 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Pittsfield: House Rentals (343)

                                                                                                       

                                                                                                      Recent Pittsfield Reviews

                                                                                                      A relaxing weekend

                                                                                                      5 of 5
                                                                                                      We were lucky enough to stay at this house for a couple days. The home is spacious AND cozy. We enjoyed checking out Rochester's little downtown and talking with some locals. Sandy's is a great place to hang out especially if you like books books and more books. There's a farm nearby with friendly goats and kittens everywhere. Only the strong should make that stop or you'll be leaving with a furry friend. We were too soon for snow sports but enjoyed walking around the property, relaxing on the hammock by the pond and the puzzles inside the house. A great getaway.
                                                                                                      • Submitted: Nov 29, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Really cute cabin close to the lake

                                                                                                      5 of 5
                                                                                                      The cabin is the perfect size! The owners have thought of everything. Phil made sure to leave in depth instructions in case we had questions as well. It's a 5 minite walk to the lake and a gorgeous area for walking around and exploring. The bedrooms were a great size and beds super comfy. We would stay there again in a heart beat and recommend to anyone that needs a place!
                                                                                                      • Submitted: Nov 28, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Gorgeous, quiet, wonderful vacation house!

                                                                                                      5 of 5
                                                                                                      My family had an amazing autumn weekend staying in this house. It is a gorgeous property. The well-appointed kitchen, the comfy living room, the loft-style bedrooms and THAT bathroom. Wow! What a shower! Everyone in the family raved about the multi-head, steam shower. Felt like a relaxing massage every time you got in. And then there were those huge windows looking out into the gorgeous changing leaves outside. It was beyond perfect. I found the Plymouth area and the surrounding towns to be one of the prettiest areas in Vermont. It was almost sensory overload. Stunning lakes... Babbling brooks... Spectacular fall foliage... And covered bridges. Literally everything you could want. The owners of the house were awesome, offered great communication and were really accommodating to our needs. The house was very clean and the beds were super comfortable. They provided sheets, towels, coffee pods and many kitchen staples so we felt quite equipped when we walked in. And they refunded our security deposit right away too. The house is situated up on a steep hill, so I can see where a four-wheel drive vehicle would be absolutely essential in the winter, but we had no trouble getting up to the house in the fall. If I had one very small quibble, it would be that I was sorry that there wasn't a good deal of usable outdoor space. No porch or patio. No outdoor furniture. We happened to be there on a weekend with lovely weather. I wish we'd put a few outdoor chairs in the back of the car so we could have sat outside and drank a glass of wine while enjoying the stunning scenery. Next time I'll remember to do that. And I certainly hope there is a next time because this house is a keeper! This property is wonderful! I can't recommend it enough.
                                                                                                      • Submitted: Nov 2, 2016
                                                                                                      • Stayed: Oct 2016