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  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
    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
      • 2 BR
      • 1 BA
      • Sleeps 8
      House #868730vb
      1 Review
      Viewed 5 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
          (9 reviews)
          avg/night
          • 3 BR
          • 2 BA
          • Sleeps 8
          Chalet #3642810
          9
          Viewed 6 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
              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! 4.9/5
                (57 reviews)
                avg/night
                • 3 BR
                • 2 BA
                • 1 HF BA
                • Sleeps 15
                House #148104vb
                57
                Viewed 5 times in the last 48 hours
                  • 3 BR
                  • 2 BA
                  • Sleeps 20
                  Chalet #640519vb
                  2 Reviews
                  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
                      avg/night
                      • 4 BR
                      • 2 BA
                      • Sleeps 11
                      House #759492vb
                      Viewed 9 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! 4.8/5
                          (21 reviews)
                          avg/night
                          • 3 BR
                          • 2 BA
                          • Sleeps 10
                          House #166942vb
                          21
                          Viewed 31 times in the last 48 hours
                            avg/night
                            • 5 BR
                            • 3 BA
                            • Sleeps 16
                            Condo #938633
                            1 Review
                            Viewed 51 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
                                        (48 reviews)
                                        avg/night
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 8
                                        House #151465vb
                                        48
                                        Viewed 21 times in the last 48 hours
                                          Wonderful! 4.9/5
                                          (10 reviews)
                                          avg/night
                                          • 3 BR
                                          • 3 BA
                                          • Sleeps 8
                                          House #474848vb
                                          10
                                            avg/night
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 7
                                            Chalet #204550vb
                                            1 Review
                                            Viewed 12 times in the last 48 hours
                                              Wonderful! 4.8/5
                                              (19 reviews)
                                              avg/night
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 6
                                              Farmhouse #394111vb
                                              19
                                              Viewed 15 times in the last 48 hours
                                                Exceptional! 5.0/5
                                                (5 reviews)
                                                avg/night
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 6
                                                Cabin #312902vb
                                                5
                                                Viewed 16 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
                                                    avg/night
                                                    • 6 BR
                                                    • 3 BA
                                                    • Sleeps 21
                                                    House #935042vb
                                                    1 Review
                                                    Viewed 15 times in the last 48 hours
                                                      Excellent! 4.6/5
                                                      (5 reviews)
                                                      avg/night
                                                      • 5 BR
                                                      • 3 BA
                                                      • 1 HF BA
                                                      • Sleeps 13
                                                      House #853465vb
                                                      5
                                                      Viewed 34 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
                                                          • 3 BA
                                                          • Sleeps 8
                                                          House #772545vb
                                                          3
                                                          Viewed 30 times in the last 48 hours
                                                            Exceptional! 5.0/5
                                                            (5 reviews)
                                                            avg/night
                                                            • 4 BR
                                                            • 2 BA
                                                            • Sleeps 10
                                                            Farmhouse #756172vb
                                                            5
                                                            Viewed 7 times in the last 48 hours
                                                              Exceptional! 5.0/5
                                                              (7 reviews)
                                                              avg/night
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 5
                                                              Chalet #645213vb
                                                              7
                                                              Viewed 15 times in the last 48 hours
                                                                avg/night
                                                                • 4 BR
                                                                • 3 BA
                                                                • 2 HF BA
                                                                • Sleeps 12
                                                                House #4216957
                                                                1 Review
                                                                Viewed 16 times in the last 48 hours
                                                                  Wonderful! 4.8/5
                                                                  (13 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 8
                                                                  House #264368
                                                                  13
                                                                  Viewed 5 times in the last 48 hours
                                                                    Exceptional! 5.0/5
                                                                    (10 reviews)
                                                                    avg/night
                                                                    • 4 BR
                                                                    • 2 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 13
                                                                    House #644647vb
                                                                    10
                                                                    Viewed 59 times in the last 48 hours
                                                                      Excellent! 4.7/5
                                                                      (11 reviews)
                                                                      avg/night
                                                                      • 4 BR
                                                                      • 3 BA
                                                                      • Sleeps 12
                                                                      Chalet #788299vb
                                                                      11
                                                                      Viewed 38 times in the last 48 hours
                                                                        avg/night
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        Condo #932185vb
                                                                        Viewed 11 times in the last 48 hours
                                                                          • 5 BR
                                                                          • 3 BA
                                                                          • Sleeps 14
                                                                          Lodge #334087vb
                                                                          16
                                                                            avg/night
                                                                            • 4 BR
                                                                            • 2 BA
                                                                            • Sleeps 10
                                                                            House #3861978
                                                                            2 Reviews
                                                                            Viewed 13 times in the last 48 hours
                                                                              Wonderful! 4.8/5
                                                                              (35 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              Condo #128197
                                                                              35
                                                                              Viewed 69 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
                                                                                  • 4 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 12
                                                                                  House #200427
                                                                                  3
                                                                                  Viewed 11 times in the last 48 hours
                                                                                    Very Good! 4.1/5
                                                                                    (11 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 6
                                                                                    House #126984
                                                                                    11
                                                                                    Viewed 15 times in the last 48 hours
                                                                                      avg/night
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 2
                                                                                      Studio #972788vb
                                                                                      Viewed 14 times in the last 48 hours
                                                                                        Wonderful! 4.8/5
                                                                                        (12 reviews)
                                                                                        avg/night
                                                                                        • 5 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 16
                                                                                        House #662431vb
                                                                                        12
                                                                                        Viewed 25 times in the last 48 hours
                                                                                          avg/night
                                                                                          • 4 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 10
                                                                                          Cabin #4018112
                                                                                          3
                                                                                          Viewed 24 times in the last 48 hours
                                                                                            Excellent! 4.6/5
                                                                                            (18 reviews)
                                                                                            avg/night
                                                                                            • 5 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 12
                                                                                            House #148363
                                                                                            18
                                                                                            Viewed 17 times in the last 48 hours
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 6
                                                                                              Condo #4081070
                                                                                              4
                                                                                              Viewed 10 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (25 reviews)
                                                                                                avg/night
                                                                                                • 6 BR
                                                                                                • 3 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 16
                                                                                                Farmhouse #209094
                                                                                                25
                                                                                                Viewed 20 times in the last 48 hours
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 8
                                                                                                  Townhome #4319000
                                                                                                  Viewed 21 times in the last 48 hours
                                                                                                    Exceptional! 5.0/5
                                                                                                    (19 reviews)
                                                                                                    avg/night
                                                                                                    • 4 BR
                                                                                                    • 2 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 12
                                                                                                    House #651874vb
                                                                                                    19
                                                                                                    Viewed 63 times in the last 48 hours
                                                                                                      Exceptional! 5.0/5
                                                                                                      (6 reviews)
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 8
                                                                                                      Condo #3618937
                                                                                                      6
                                                                                                      Viewed 11 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Pittsfield: Houses, Condos & More (300+)

                                                                                                       

                                                                                                      Recent Pittsfield Reviews

                                                                                                      Home away from home! True feeling!

                                                                                                      5 of 5
                                                                                                      Went up for our Thanksgiving tradition of skiing and boarding at Killington. Condo was so comfortable with 3 beds and a pull out sofa. Full size refrigerator and kitchen was perfect for stocking up on all of our needs. Cookware and utensils were provided and so useful. The living room table was perfect for card and board games. We arrived at 3am Thanksgiving night but lost our combo for the keypad entry. Owner answered right away helping us get into the unit with no additional problems. Fyi.. hit the “schlage” button first before entering the code! :) Best trip ever and great nights of sleep
                                                                                                      • Submitted: Dec 4, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Convenient to skiing yet peaceful

                                                                                                      5 of 5
                                                                                                      This house is convenient to all that Killington has to offer yet is in a wooded setting making it peaceful. The house has ample room for large families. We only had 4 in our family so we really did not need all the space. The house is nicely decorated and stocked to make your stay feel like you are home. I prepared Thanksgiving dinner with pots and pans provided. We would definitely come back. The entire family enjoyed!
                                                                                                      • Submitted: Nov 28, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Nice place to get away for some time in the mountains

                                                                                                      4 of 5
                                                                                                      A family reunion for a wedding led us to booking this nice cabin for 3 days in mid-October. Accommodations were just right for 3 couples, and a few more could be squeezed in if necessary. Everything was great. Only negatives were the fact that we needed to bring towels and sheets (from Minnesota), a fact that was not disclosed when we booked it. And the fireplace seemed to be mediocre at pulling all the smoke up the chimney; as a result it smelled smokey when we got there and every time we had a fire it got smokey again. (Note we have decades of experience building fires in fireplaces.) We were happy with it and would book again if we need to return.
                                                                                                      • Submitted: Nov 12, 2016
                                                                                                      • Stayed: Oct 2016