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Windsor: Houses, Condos & More (297)

  • 1 - 50 of 297
Additional fees apply. Taxes may be added.
    • 3 BR
    • 2 BA
    • 1 HF BA
    • Sleeps 9
    8
      • 2 BR
      • 1 BA
      • Sleeps 4
      12
        Excellent! 4.6/5
        (8 reviews)
        avg/night
        • 2 BR
        • 1 BA
        • Sleeps 4
        8
          Wonderful! 4.9/5
          (7 reviews)
          avg/night
          • 2 BR
          • 1 BA
          • Sleeps 4
          7
            Wonderful! 4.9/5
            (8 reviews)
            avg/night
            • 4 BR
            • 2 BA
            • Sleeps 8
            8
              Excellent! 4.7/5
              (15 reviews)
              avg/night
              • 2 BR
              • 1 BA
              • Sleeps 4
              15
                Excellent! 4.7/5
                (18 reviews)
                avg/night
                • 4 BR
                • 2 BA
                • Sleeps 8
                18
                  Excellent! 4.7/5
                  (19 reviews)
                  avg/night
                  • 4 BR
                  • 1 BA
                  • Sleeps 10
                  19
                    Wonderful! 4.9/5
                    (17 reviews)
                    avg/night
                    • 2 BR
                    • 1 BA
                    • Sleeps 6
                    17
                      • 2 BR
                      • 1 BA
                      • Sleeps 5
                      15
                        Exceptional! 5.0/5
                        (20 reviews)
                        avg/night
                        • 1 BR
                        • 1 BA
                        • Sleeps 4
                        20
                          Excellent! 4.7/5
                          (36 reviews)
                          avg/night
                          • 4 BR
                          • 1 BA
                          • 1 HF BA
                          • Sleeps 8
                          36
                            • 3 BR
                            • 4 BA
                            • Sleeps 10
                              • 2 BR
                              • 1 BA
                              • Sleeps 8
                              22
                                • 5 BR
                                • 3 BA
                                • Sleeps 10
                                1 Review
                                  Wonderful! 4.9/5
                                  (11 reviews)
                                  avg/night
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 4
                                  11
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 4
                                    21
                                      • 4 BR
                                      • 3 BA
                                      • 1 HF BA
                                      • Sleeps 12
                                      3
                                        • 4 BR
                                        • 2 BA
                                        • 1 HF BA
                                        • Sleeps 8
                                        3
                                          • 2 BR
                                          • 1 BA
                                          • Sleeps 8
                                            Wonderful! 4.9/5
                                            (13 reviews)
                                            avg/night
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 6
                                            13
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 8
                                              20
                                                Wonderful! 4.9/5
                                                (9 reviews)
                                                $94
                                                avg/night
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 6
                                                9
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  14
                                                    • 4 BR
                                                    • 2 BA
                                                    • Sleeps 8
                                                    10
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 6
                                                        Wonderful! 4.8/5
                                                        (22 reviews)
                                                        avg/night
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 5
                                                        22
                                                          Exceptional! 5.0/5
                                                          (16 reviews)
                                                          avg/night
                                                          • 3 BR
                                                          • 1 BA
                                                          • 1 HF BA
                                                          • Sleeps 8
                                                          16
                                                            • 6 BR
                                                            • 3 BA
                                                            • 1 HF BA
                                                            • Sleeps 17
                                                            10
                                                              • 3 BR
                                                              • 1 BA
                                                              • Sleeps 5
                                                                Wonderful! 4.8/5
                                                                (11 reviews)
                                                                avg/night
                                                                • 5 BR
                                                                • 3 BA
                                                                • Sleeps 10
                                                                11
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 8
                                                                  1 Review
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 12
                                                                    26
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 10
                                                                      1 Review
                                                                        • 4 BR
                                                                        • 2 BA
                                                                        • Sleeps 12
                                                                        11
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 8
                                                                          45
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 8
                                                                              • 3 BR
                                                                              • 1 BA
                                                                              • Sleeps 6
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                4
                                                                                  • 3 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 8
                                                                                  1 Review
                                                                                    Excellent! 4.6/5
                                                                                    (12 reviews)
                                                                                    avg/night
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    12
                                                                                      Wonderful! 4.8/5
                                                                                      (22 reviews)
                                                                                      avg/night
                                                                                      • 7 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 18
                                                                                      22
                                                                                        • 4 BR
                                                                                        • 2 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 12
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 8
                                                                                          2 Reviews
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                              • 1 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 4
                                                                                                • 4 BR
                                                                                                • 2 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 8
                                                                                                10
                                                                                                  • 3 BR
                                                                                                  • 1 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 6
                                                                                                  1 Review
                                                                                                    • 3 BR
                                                                                                    • 1 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 5
                                                                                                    • 1 - 50 of 297
                                                                                                     

                                                                                                    Recent Windsor Reviews

                                                                                                    Our lovely stay at Flights End

                                                                                                    5 of 5
                                                                                                    We spent 3 weeks in September 2016 at the house on Pond Road, Hawley, MA. It was delightful to be in the north woods. We got to see a flock of about 40 geese land in the pond. Only one stayed behind and squawked at us for several days. We also saw several wild turkeys. The house was very comfortable. Beth and Lark were great to get to know. It was so quiet and relaxing. The weather temp was perfect. We visited with friends and listened to one preform in the area. Had delightful meals at Elmers and connected with another New Orleanian. We also also recommend the Lake House Restaurant in Ashfield. All in all the atmophere was perfect and just what we wanted. Ray and Bev Nichols and our GSD Rocco
                                                                                                    • Submitted: Sep 25, 2016
                                                                                                    • Stayed: Sep 2016

                                                                                                    Beautiful Lake house!

                                                                                                    5 of 5
                                                                                                    Having never been to lake Ashmere, our expectations were not high. We wanted to be right on the water in a quiet setting in a comfortable and clean house. We got all of this and much more. Kayaking, canoeing, biking, swimming and leisurely walks were our daily activities and this doesn't even include reading by the Lake. The house was clean and had plenty of room for everyone. The back porch was a perfect place for coffee in the morning, lunch and a few games of gin rummy. We used the fire pit every night and even a few nights of S'more making. This was by far the most relaxing "staycation" we have ever had. We are already planning to book time next summer.
                                                                                                    • Submitted: Sep 24, 2016
                                                                                                    • Stayed: Aug 2016

                                                                                                    Great trip, highly recommend!

                                                                                                    5 of 5
                                                                                                    We just got back from a fantasic trip up in the Berkshires. We were all very pleased that SFA lodge was so comfortable and spacious. I picked this cabin out based on size, it's recent renovations, and its location (we went white water rafting, at a place just 5 minutes up the road). The cabin had everything needed to comfortably accomidate a group of 10-12. Having access to both wifi and land line helped us stay in contact with people during our stay because cell coverage was spotty for some of us. We were happy to grill on the large deck for dinner, and use the fire pit during the evenings. The game room in the basement would be a huge perk for families with children (or for the young at heart) It's a great location up in the Berkshires with many year round outdoor activities. We were very pleased with our stay at the SFA lodge and would happily go back in the future.
                                                                                                    • Submitted: Sep 19, 2016
                                                                                                    • Stayed: Sep 2016