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Pittsfield: Condos, Houses & More (402)

  • 1 - 50 of 402
Additional fees apply. Taxes may be added.
    • 3 BR
    • 2 BA
    • Sleeps 10
    23
      • 2 BR
      • 1 BA
      • Sleeps 8
      1 Review
        • 5 BR
        • 3 BA
        • Sleeps 14
        10
          • 3 BR
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          • Sleeps 8
          8
            • 3 BR
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            • 1 HF BA
            • Sleeps 15
            55
              • 5 BR
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              • Sleeps 12
              10
                • 3 BR
                • 2 BA
                • Sleeps 20
                2 Reviews
                  • 3 BR
                  • 2 BA
                  • Sleeps 8
                  47
                    • 5 BR
                    • 3 BA
                    • Sleeps 16
                    1 Review
                      • 4 BR
                      • 3 BA
                      • Sleeps 10
                      6
                        • 5 BR
                        • 2 BA
                        • Sleeps 14
                        10
                          • 3 BR
                          • 1 BA
                          • 1 HF BA
                          • Sleeps 8
                          9
                            • 3 BR
                            • 3 BA
                            • Sleeps 8
                            8
                              • 4 BR
                              • 2 BA
                              • Sleeps 8
                                • 3 BR
                                • 2 BA
                                • Sleeps 10
                                21
                                  • 3 BR
                                  • 3 BA
                                  • Sleeps 6
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 6
                                    9
                                      • 4 BR
                                      • 2 BA
                                      • 1 HF BA
                                      • Sleeps 14
                                      1 Review
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 7
                                        1 Review
                                          • 5 BR
                                          • 3 BA
                                          • 1 HF BA
                                          • Sleeps 13
                                          5
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                                            • 2 BA
                                            • Sleeps 6
                                            5
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                                              18
                                                • 2 BR
                                                • 2 BA
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                                                • Sleeps 8
                                                13
                                                  • 3 BR
                                                  • 3 BA
                                                  • Sleeps 8
                                                  3
                                                    • 4 BR
                                                    • 3 BA
                                                    • Sleeps 12
                                                    3
                                                      • 4 BR
                                                      • 2 BA
                                                      • 1 HF BA
                                                      • Sleeps 13
                                                      10
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 5
                                                        6
                                                          • 4 BR
                                                          • 2 BA
                                                          • Sleeps 10
                                                          5
                                                            • 5 BR
                                                            • 3 BA
                                                            • Sleeps 16
                                                            12
                                                              • 5 BR
                                                              • 3 BA
                                                              • Sleeps 14
                                                              16
                                                                • 4 BR
                                                                • 2 BA
                                                                • Sleeps 10
                                                                2 Reviews
                                                                  • 4 BR
                                                                  • 3 BA
                                                                  • 2 HF BA
                                                                  • Sleeps 8
                                                                  1 Review
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    4
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 6
                                                                      11
                                                                        • 6 BR
                                                                        • 3 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 16
                                                                        25
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          34
                                                                            • 4 BR
                                                                            • 2 BA
                                                                            • Sleeps 10
                                                                            1 Review
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              21
                                                                                NEW!
                                                                                • 3 BR
                                                                                • 1 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 8
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 6
                                                                                  2 Reviews
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 10
                                                                                    3
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                        • 5 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 12
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          4
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 10
                                                                                            1 Review
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 8
                                                                                              6
                                                                                                NEW!
                                                                                                • 1 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                4
                                                                                                  • 5 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 10
                                                                                                  1 Review
                                                                                                    • 3 BR
                                                                                                    • 3 BA
                                                                                                    • Sleeps 10
                                                                                                    4
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 4
                                                                                                      2 Reviews
                                                                                                      • 1 - 50 of 402
                                                                                                       

                                                                                                      Recent Pittsfield Reviews

                                                                                                      Great property, easy check in and out, good property owner

                                                                                                      5 of 5
                                                                                                      We stayed in the condos for the Spartan Beast race for two nights. The condo was priced right and didn't have all the add on fees that other homes on HomeAway had. We we happy that everything we needed was already provided such as towels, sheets, plates and other items. Like Jeremy said, just bring your own beer. The condo slept 6 people comfortably and everything was very clean and ready for our stay. Thanks for a wonderful stay Jeremy, we finished the Beast race and hopefully we will be back next year!
                                                                                                      • Submitted: Sep 29, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      Great place to stay

                                                                                                      5 of 5
                                                                                                      We were very pleased with our stay in The Heart of Killington. There was lots of room, our space was exceptionally clean and very comfortable. We are pleased to recommend Killington Suites. We especially want to thank Dave for his courtesies. L and D
                                                                                                      • Submitted: Sep 29, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      A Perfect Place

                                                                                                      5 of 5
                                                                                                      We couldn't have been happier with this farmhouse. The outside is as wonderful as the inside. We spent a weekend with our kids and grandkids while participating in a large family reunion. A regret was that because of all the reunion goings-on we didn't have enough time to explore and see all that's there. The owners went out of their way to be sure we were happy. Little touches were everywhere to enhance the visit. We highly recommend it!
                                                                                                      • Submitted: Sep 28, 2016
                                                                                                      • Stayed: Sep 2016