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Pittsfield: Vacation Rentals (308)

  • 1 - 50 of 308
Additional fees apply. Taxes may be added.
    • 2 BR
    • 1 BA
    • Sleeps 8
    1 Review
      • 3 BR
      • 2 BA
      • 1 HF BA
      • Sleeps 15
      54
        • 3 BR
        • 2 BA
        • Sleeps 10
        23
          • 5 BR
          • 3 BA
          • Sleeps 14
          10
            • 3 BR
            • 2 BA
            • Sleeps 8
            8
              • 3 BR
              • 2 BA
              • Sleeps 6
              9
                • 5 BR
                • 3 BA
                • Sleeps 16
                1 Review
                  • 3 BR
                  • 2 BA
                  • Sleeps 20
                  2 Reviews
                    • 5 BR
                    • 3 BA
                    • Sleeps 12
                    10
                      • 3 BR
                      • 2 BA
                      • Sleeps 8
                      47
                        • 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
                                  20
                                    • 3 BR
                                    • 3 BA
                                    • Sleeps 6
                                      • 4 BR
                                      • 2 BA
                                      • 1 HF BA
                                      • Sleeps 14
                                      1 Review
                                        NEW!
                                        • 4 BR
                                        • 2 BA
                                        • Sleeps 10
                                          • 5 BR
                                          • 3 BA
                                          • 1 HF BA
                                          • Sleeps 13
                                          5
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 6
                                            4
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 6
                                              18
                                                • 2 BR
                                                • 2 BA
                                                • 1 HF BA
                                                • Sleeps 8
                                                13
                                                  • 3 BR
                                                  • 3 BA
                                                  • Sleeps 8
                                                  3
                                                    • 4 BR
                                                    • 3 BA
                                                    • Sleeps 12
                                                    2 Reviews
                                                      • 4 BR
                                                      • 2 BA
                                                      • Sleeps 10
                                                      5
                                                        • 4 BR
                                                        • 2 BA
                                                        • 1 HF BA
                                                        • Sleeps 13
                                                        10
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 5
                                                          6
                                                            • 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
                                                                      NEW!
                                                                      • 3 BR
                                                                      • 1 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 8
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 6
                                                                        11
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          34
                                                                            • 6 BR
                                                                            • 3 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 16
                                                                            25
                                                                              • 4 BR
                                                                              • 2 BA
                                                                              • Sleeps 10
                                                                              1 Review
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                21
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 10
                                                                                    3
                                                                                      • 5 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 12
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 6
                                                                                        2 Reviews
                                                                                          • 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
                                                                                              3
                                                                                                • 5 BR
                                                                                                • 3 BA
                                                                                                • Sleeps 10
                                                                                                  • 3 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 10
                                                                                                  4
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    2 Reviews
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 9
                                                                                                      • 1 - 50 of 308
                                                                                                       

                                                                                                      Recent Pittsfield Reviews

                                                                                                      A delightful "home away from home"...

                                                                                                      5 of 5
                                                                                                      This is a wonderful, comfortable "home away from home" in the charming town of Pittsfield, VT. It is literally equipped with everything, including a sauna and BBQ on the deck! Our family loves this newly renovated property with divine views of the surrounding mountains. In the winter, there is fantastic skiing at Killington (only minutes away) and in the summers we enjoy rafting/fishing on the Tweed River, swimming in the pond just below the house, and golfing at the challenging Green Mountain Golf Course. We can't wait to go back!
                                                                                                      • Submitted: Sep 1, 2016
                                                                                                      • Stayed: Dec 2015

                                                                                                      The property was clean and comfortable. The access to the Spa was a nice bonus.

                                                                                                      4 of 5
                                                                                                      We thoroughly enjoyed our experience at the killington condo. All of the amenities were provided. The location is near several excellent restaurants, which we enjoyed. The kitchen was set up nicely for preparing our own meals as well. While access to the spa was great, not all of the services were offered because if renovations. I would recommend this rental for an enjoyable vacation.
                                                                                                      • Submitted: Aug 24, 2016
                                                                                                      • Stayed: Aug 2016

                                                                                                      Great affordable vacation spot!

                                                                                                      5 of 5
                                                                                                      The grounds are neat but not too much grassy area. The unit was impeccable. Everything was there to the last detail. The owner Dave was wonderful, and made sure everything was in order. The pool was clean although it was not heated. We were there as a family of 2 adults and four children plus a baby and it was spacious enough. Was a great choice! We would definitely recommend this as a first choice!
                                                                                                      • Submitted: Aug 24, 2016
                                                                                                      • Stayed: Aug 2016