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Pittsfield: Condos, Houses & More (392)

  • 1 - 50 of 392
Additional fees apply. Taxes may be added.
    • 3 BR
    • 2 BA
    • Sleeps 10
    23
      • 2 BR
      • 1 BA
      • Sleeps 8
      1 Review
        • 5 BR
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        • Sleeps 14
        10
          • 3 BR
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          8
            • 3 BR
            • 2 BA
            • 1 HF BA
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            54
              • 3 BR
              • 2 BA
              • Sleeps 20
              2 Reviews
                • 5 BR
                • 3 BA
                • Sleeps 12
                10
                  • 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
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                            8
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                              9
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                                  20
                                    • 3 BR
                                    • 3 BA
                                    • Sleeps 6
                                      • 4 BR
                                      • 2 BA
                                      • 1 HF BA
                                      • Sleeps 14
                                      1 Review
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 6
                                        5
                                          • 4 BR
                                          • 2 BA
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                                          2 Reviews
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                                            • 1 HF BA
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                                            10
                                              • 5 BR
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                                              5
                                                • 4 BR
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                                                  • 4 BR
                                                  • 2 BA
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                                                    • 2 BR
                                                    • 2 BA
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                                                    18
                                                      • 5 BR
                                                      • 2 BA
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                                                        • 4 BR
                                                        • 2 BA
                                                        • Sleeps 10
                                                        1 Review
                                                          • 4 BR
                                                          • 3 BA
                                                          • Sleeps 12
                                                          2 Reviews
                                                            • 4 BR
                                                            • 2 BA
                                                            • Sleeps 10
                                                            5
                                                              • 1 BR
                                                              • 1 BA
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                                                              6
                                                                • 5 BR
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                                                                16
                                                                  • 4 BR
                                                                  • 3 BA
                                                                  • Sleeps 10
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 8
                                                                    13
                                                                      • 3 BR
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                                                                      • Sleeps 8
                                                                      3
                                                                        • 6 BR
                                                                        • 3 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 16
                                                                        25
                                                                          • 3 BR
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                                                                            12
                                                                              • 5 BR
                                                                              • 3 BA
                                                                              • Sleeps 10
                                                                              1 Review
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                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                11
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 10
                                                                                  1 Review
                                                                                    • 1 BR
                                                                                    • 1 BA
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                                                                                    2 Reviews
                                                                                      • 4 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 10
                                                                                      2 Reviews
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                                                                                        • 2 BA
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                                                                                          • 3 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 10
                                                                                          4
                                                                                            • 4 BR
                                                                                            • 2 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 11
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 10
                                                                                              1 Review
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 6
                                                                                                11
                                                                                                  • 3 BR
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                                                                                                  3
                                                                                                    • 4 BR
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                                                                                                      • 2 BR
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                                                                                                      • Sleeps 8
                                                                                                      • 1 - 50 of 392
                                                                                                       

                                                                                                      Recent Pittsfield Reviews

                                                                                                      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

                                                                                                      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

                                                                                                      Fabulous family getaway

                                                                                                      5 of 5
                                                                                                      My family (husband, 2 young boys and teenage daughter) stayed for 4 days at this spectacular home in the midst of the forest. We thouroughly enjoyed every aspect of our stay. The house was beautiful, large, comfortable and equipped with everything we could possibly need. We particularly enjoyed grilling on the patio that was way up in the tree canopy. Great to have the pond out back. Special bonus for my boys was the large hammock in the yard. The location was also ideal, allowing for us to take daily hikes in the green mountains to great lookouts and waterfalls, as well as day trips to lovely nearby towns. Tubing down the river was another highlight. It was really the perfect getaway spot for my family and we highly recommend it to others.
                                                                                                      • Submitted: Aug 14, 2016
                                                                                                      • Stayed: Jul 2016