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    Exceptional! 5.0/5
    (10 reviews)
    avg/night
    • 5 BR
    • 3 BA
    • Sleeps 14
    House #259766vb
    10
      Exceptional! 5.0/5
      (10 reviews)
      avg/night
      • 5 BR
      • 3 BA
      • Sleeps 14
      House #345355
      10
      Viewed 32 times in the last 48 hours
        Wonderful! 4.9/5
        (23 reviews)
        avg/night
        • 3 BR
        • 2 BA
        • Sleeps 10
        House #340808
        23
        Viewed 22 times in the last 48 hours
          • 3 BR
          • 2 BA
          • Sleeps 20
          Chalet #640519vb
          2
          Viewed 11 times in the last 48 hours
            Exceptional! 5.0/5
            (6 reviews)
            avg/night
            • 4 BR
            • 3 BA
            • Sleeps 10
            House #129127vb
            6
            Viewed 10 times in the last 48 hours
              Excellent! 4.6/5
              (11 reviews)
              avg/night
              • 5 BR
              • 3 BA
              • Sleeps 12
              House #334430
              11
              Viewed 8 times in the last 48 hours
                avg/night
                • 3 BR
                • 2 BA
                • Sleeps 8
                Chalet #4335951
                2
                Viewed 14 times in the last 48 hours
                  Wonderful! 4.8/5
                  (10 reviews)
                  avg/night
                  • 3 BR
                  • 2 BA
                  • Sleeps 8
                  Chalet #3642810
                  10
                  Viewed 6 times in the last 48 hours
                    Wonderful! 4.8/5
                    (12 reviews)
                    avg/night
                    • 5 BR
                    • 2 BA
                    • Sleeps 12
                    House #622687vb
                    12
                      Wonderful! 4.9/5
                      (57 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • 1 HF BA
                      • Sleeps 15
                      House #148104vb
                      57
                      Viewed 8 times in the last 48 hours
                        Wonderful! 4.8/5
                        (21 reviews)
                        avg/night
                        • 3 BR
                        • 2 BA
                        • Sleeps 10
                        House #166942vb
                        21
                        Viewed 44 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
                            avg/night
                            • 4 BR
                            • 2 BA
                            • Sleeps 11
                            House #759492vb
                            Viewed 8 times in the last 48 hours
                              • 2 BR
                              • 1 BA
                              • Sleeps 8
                              House #868730vb
                              1
                              Viewed 41 times in the last 48 hours
                                avg/night
                                • 5 BR
                                • 3 BA
                                • Sleeps 16
                                Condo #938633
                                1
                                Viewed 12 times in the last 48 hours
                                  avg/night
                                  • 4 BR
                                  • 2 BA
                                  • Sleeps 8
                                  House #3861821
                                  Viewed 20 times in the last 48 hours
                                    • 3 BR
                                    • 3 BA
                                    • Sleeps 6
                                    House #764994vb
                                      Excellent! 4.7/5
                                      (9 reviews)
                                      View details for price
                                      • 3 BR
                                      • 2 BA
                                      • 1 HF BA
                                      • Sleeps 6
                                      House #4328487
                                      9
                                        Exceptional! 5.0/5
                                        (90 reviews)
                                        avg/night
                                        • 2 BR
                                        • 1 BA
                                        • 1 HF BA
                                        • Sleeps 5
                                        Cabin #176037
                                        90
                                        Viewed 114 times in the last 48 hours
                                          Wonderful! 4.8/5
                                          (37 reviews)
                                          avg/night
                                          • 5 BR
                                          • 2 BA
                                          • 1 HF BA
                                          • Sleeps 13
                                          House #119086
                                          37
                                          Viewed 95 times in the last 48 hours
                                            Excellent! 4.6/5
                                            (5 reviews)
                                            avg/night
                                            • 4 BR
                                            • 2 BA
                                            • Sleeps 10
                                            Condo #104286
                                            5
                                            Viewed 61 times in the last 48 hours
                                              Wonderful! 4.8/5
                                              (9 reviews)
                                              avg/night
                                              • 2 BR
                                              • 1 BA
                                              • Sleeps 4
                                              Cabin #754153vb
                                              9
                                              Viewed 36 times in the last 48 hours
                                                avg/night
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 4
                                                Condo #846796vb
                                                4
                                                Viewed 62 times in the last 48 hours
                                                  avg/night
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  Condo #628992vb
                                                  3
                                                  Viewed 26 times in the last 48 hours
                                                    avg/night
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    Apartment #4053247
                                                    2
                                                    Viewed 56 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (33 reviews)
                                                      avg/night
                                                      • 4 BR
                                                      • 2 BA
                                                      • Sleeps 10
                                                      House #3809315
                                                      33
                                                      Viewed 20 times in the last 48 hours
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        Condo #3840565
                                                        Viewed 33 times in the last 48 hours
                                                          Wonderful! 4.9/5
                                                          (14 reviews)
                                                          avg/night
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 4
                                                          Condo #758489vb
                                                          14
                                                          Viewed 24 times in the last 48 hours
                                                            avg/night
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            Cottage #4272059
                                                            3
                                                            Viewed 17 times in the last 48 hours
                                                              Wonderful! 4.8/5
                                                              (9 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 1 BA
                                                              • Sleeps 8
                                                              Cottage #3929442
                                                              9
                                                              Viewed 16 times in the last 48 hours
                                                                Wonderful! 4.8/5
                                                                (11 reviews)
                                                                avg/night
                                                                • 5 BR
                                                                • 3 BA
                                                                • Sleeps 18
                                                                House #4086336
                                                                11
                                                                Viewed 97 times in the last 48 hours
                                                                  Excellent! 4.7/5
                                                                  (85 reviews)
                                                                  avg/night
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  Condo #374633vb
                                                                  85
                                                                  Viewed 50 times in the last 48 hours
                                                                    Excellent! 4.4/5
                                                                    (16 reviews)
                                                                    avg/night
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    Condo #264900
                                                                    16
                                                                    Viewed 34 times in the last 48 hours
                                                                      Excellent! 4.6/5
                                                                      (14 reviews)
                                                                      avg/night
                                                                      • 5 BR
                                                                      • 2 BA
                                                                      • Sleeps 18
                                                                      House #112754
                                                                      14
                                                                      Viewed 28 times in the last 48 hours
                                                                        Exceptional! 5.0/5
                                                                        (29 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 3 BA
                                                                        • Sleeps 6
                                                                        House #411999vb
                                                                        29
                                                                        Viewed 8 times in the last 48 hours
                                                                          Excellent! 4.5/5
                                                                          (13 reviews)
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 8
                                                                          House #104116
                                                                          13
                                                                          Viewed 30 times in the last 48 hours
                                                                            avg/night
                                                                            • 5 BR
                                                                            • 2 BA
                                                                            • Sleeps 7
                                                                            House #495543vb
                                                                            4
                                                                            Viewed 5 times in the last 48 hours
                                                                              Exceptional! 5.0/5
                                                                              (19 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              Cabin #401479vb
                                                                              19
                                                                              Viewed 76 times in the last 48 hours
                                                                                Wonderful! 4.8/5
                                                                                (18 reviews)
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 1 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 6
                                                                                House #618168vb
                                                                                18
                                                                                Viewed 34 times in the last 48 hours
                                                                                  Exceptional! 5.0/5
                                                                                  (23 reviews)
                                                                                  avg/night
                                                                                  • 7 BR
                                                                                  • 4 BA
                                                                                  • Sleeps 24
                                                                                  Farmhouse #3839959
                                                                                  23
                                                                                  Viewed 38 times in the last 48 hours
                                                                                    Excellent! 4.6/5
                                                                                    (5 reviews)
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 6
                                                                                    Cottage #256292
                                                                                    5
                                                                                    Viewed 29 times in the last 48 hours
                                                                                      Wonderful! 4.9/5
                                                                                      (12 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      Condo #4053986
                                                                                      12
                                                                                      Viewed 27 times in the last 48 hours
                                                                                        Exceptional! 5.0/5
                                                                                        (51 reviews)
                                                                                        $96
                                                                                        avg/night
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 4
                                                                                        Apartment #354330
                                                                                        51
                                                                                        Viewed 52 times in the last 48 hours
                                                                                          Wonderful! 4.8/5
                                                                                          (8 reviews)
                                                                                          avg/night
                                                                                          • 5 BR
                                                                                          • 3 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 13
                                                                                          House #853465vb
                                                                                          8
                                                                                          Viewed 28 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (9 reviews)
                                                                                            avg/night
                                                                                            • 4 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 7
                                                                                            House #258826vb
                                                                                            9
                                                                                            Viewed 17 times in the last 48 hours
                                                                                              Exceptional! 5.0/5
                                                                                              (14 reviews)
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 10
                                                                                              House #3992583
                                                                                              14
                                                                                              Viewed 54 times in the last 48 hours
                                                                                                Wonderful! 4.8/5
                                                                                                (13 reviews)
                                                                                                avg/night
                                                                                                • 4 BR
                                                                                                • 3 BA
                                                                                                • Sleeps 12
                                                                                                Chalet #788299vb
                                                                                                13
                                                                                                Viewed 15 times in the last 48 hours
                                                                                                  avg/night
                                                                                                  • 7 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 15
                                                                                                  House #127098
                                                                                                  4
                                                                                                  Viewed 21 times in the last 48 hours
                                                                                                    Wonderful! 4.9/5
                                                                                                    (37 reviews)
                                                                                                    avg/night
                                                                                                    • 4 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 12
                                                                                                    House #211351
                                                                                                    37
                                                                                                    Viewed 28 times in the last 48 hours
                                                                                                      Wonderful! 4.9/5
                                                                                                      (41 reviews)
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 6
                                                                                                      Condo #221835
                                                                                                      41
                                                                                                      Viewed 39 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Pittsfield: Houses, Condos & More (300+)

                                                                                                       

                                                                                                      Recent Pittsfield Reviews

                                                                                                      We had a very relaxing stay at this private and fully equipped cabin.

                                                                                                      5 of 5
                                                                                                      The cabin had everything and more. Quiet. Clean. Walk into nature out the back door. Amazing home theater setup with loads of movie DVDs. Great hot tub. Couldn't ask for more.
                                                                                                      • Submitted: Jan 20, 2017
                                                                                                      • Stayed: Jan 2017

                                                                                                      Relaxing ski house close to the mountains

                                                                                                      5 of 5
                                                                                                      I rented the chalet for a group of six adults skiing at Killington for a long weekend. The location was 20 mins from the mountain, ample parking for 3 cars and had everything we needed in the kitchen. The house was spacious for everyone and Kathy was very accommodating when I booked the house 9 days prior to our getaway.
                                                                                                      • Submitted: Jan 17, 2017
                                                                                                      • Stayed: Jan 2017

                                                                                                      Great place for an extended stay

                                                                                                      5 of 5
                                                                                                      We stayed at this house over a long holiday weekend for our skiing and snowboarding trip. It was very conveniently located not even 30 minutes away from Killington Mountain, with a rental shop on the way. The house is located in a rather private area with no neighboring houses in sight. It is a bit dated on the interior, but it is very well kept and quite a few things have been updated, like the master bathroom. There were plenty of items left around to make us comfortable, ranging from tons of towels, to DVDs, books, and kitchen supplies. Interior has a nice communal area with the combined living room and dining room creating a nice open atmosphere. The owner is very accommodating and incredibly easy to communicate with. Would stay there again given the opportunity.
                                                                                                      • Submitted: Jan 16, 2017
                                                                                                      • Stayed: Jan 2017