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Winchester: House Rentals (233)

  • 1 - 50 of 233
Additional fees apply. Taxes may be added.
    Exceptional! 5.0/5
    (132 reviews)
    avg/night
    • 4 BR
    • 1 BA
    • 1 HF BA
    • Sleeps 10
    House #24790vb
    132
    Viewed 20 times in the last 48 hours
      avg/night
      • 4 BR
      • 4 BA
      • Sleeps 8
      House #100657
      3
      Viewed 14 times in the last 48 hours
        • 5 BR
        • 2 BA
        • Sleeps 8
        House #3995320
        3
          avg/night
          • 3 BR
          • 1 BA
          • Sleeps 6
          House #788476vb
          Viewed 17 times in the last 48 hours
            Wonderful! 4.9/5
            (115 reviews)
            avg/night
            • 3 BR
            • 2 BA
            • Sleeps 10
            House #181030vb
            115
            Viewed 23 times in the last 48 hours
              Wonderful! 4.9/5
              (10 reviews)
              avg/night
              • 2 BR
              • 1 BA
              • Sleeps 6
              House #734308vb
              10
              Viewed 5 times in the last 48 hours
                • 2 BR
                • 1 BA
                • 1 HF BA
                • Sleeps 4
                House #764151vb
                5
                  • 2 BR
                  • 1 BA
                  • Sleeps 4
                  House #4357819
                  Viewed 28 times in the last 48 hours
                    avg/night
                    • 3 BR
                    • 2 BA
                    • Sleeps 6
                    House #226000
                    1 Review
                    Viewed 22 times in the last 48 hours
                      Exceptional! 5.0/5
                      (20 reviews)
                      avg/night
                      • 4 BR
                      • 4 BA
                      • Sleeps 12
                      House #603829vb
                      20
                      Viewed 22 times in the last 48 hours
                        • 2 BR
                        • 1 BA
                        • 1 HF BA
                        • Sleeps 4
                        House #3994869
                        2 Reviews
                          Excellent! 4.6/5
                          (5 reviews)
                          avg/night
                          • 2 BR
                          • 2 BA
                          • Sleeps 6
                          House #610146vb
                          5
                          Viewed 13 times in the last 48 hours
                            • Studio
                            • 2 BA
                            • Sleeps 8
                            House #696435vb
                            3
                            Viewed 31 times in the last 48 hours
                              • 3 BR
                              • 1 BA
                              • 1 HF BA
                              • Sleeps 8
                              House #911013vb
                              Viewed 6 times in the last 48 hours
                                Exceptional! 5.0/5
                                (8 reviews)
                                avg/night
                                • 3 BR
                                • 2 BA
                                • Sleeps 7
                                House #329662vb
                                8
                                Viewed 8 times in the last 48 hours
                                  • 4 BR
                                  • 2 BA
                                  • 1 HF BA
                                  • Sleeps 8
                                  House #748038vb
                                  7
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 8
                                    House #940461vb
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 6
                                      House #420747vb
                                      2 Reviews
                                        Exceptional! 5.0/5
                                        (14 reviews)
                                        avg/night
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 6
                                        House #130854
                                        14
                                        Viewed 24 times in the last 48 hours
                                          Exceptional! 5.0/5
                                          (68 reviews)
                                          avg/night
                                          • 2 BR
                                          • 1 BA
                                          • Sleeps 8
                                          House #593765vb
                                          68
                                          Viewed 30 times in the last 48 hours
                                            Excellent! 4.6/5
                                            (11 reviews)
                                            avg/night
                                            • 3 BR
                                            • 1 BA
                                            • 1 HF BA
                                            • Sleeps 6
                                            House #586468vb
                                            11
                                            Viewed 11 times in the last 48 hours
                                              Exceptional! 5.0/5
                                              (27 reviews)
                                              avg/night
                                              • 4 BR
                                              • 3 BA
                                              • Sleeps 10
                                              House #664365vb
                                              27
                                              Viewed 56 times in the last 48 hours
                                                avg/night
                                                • 3 BR
                                                • 2 BA
                                                • 1 HF BA
                                                • Sleeps 9
                                                House #812330vb
                                                4
                                                Viewed 24 times in the last 48 hours
                                                  Exceptional! 5.0/5
                                                  (10 reviews)
                                                  avg/night
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  House #484771vb
                                                  10
                                                    Exceptional! 5.0/5
                                                    (21 reviews)
                                                    avg/night
                                                    • 3 BR
                                                    • 1 BA
                                                    • Sleeps 6
                                                    House #3855112
                                                    21
                                                    Viewed 16 times in the last 48 hours
                                                      Excellent! 4.6/5
                                                      (8 reviews)
                                                      $95
                                                      avg/night
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 4
                                                      House #4191257
                                                      8
                                                      Viewed 11 times in the last 48 hours
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 8
                                                        House #3863137
                                                        13
                                                        Viewed 43 times in the last 48 hours
                                                          Wonderful! 4.9/5
                                                          (17 reviews)
                                                          avg/night
                                                          • 3 BR
                                                          • 2 BA
                                                          • 1 HF BA
                                                          • Sleeps 10
                                                          House #573963vb
                                                          17
                                                          Viewed 5 times in the last 48 hours
                                                            Exceptional! 5.0/5
                                                            (13 reviews)
                                                            avg/night
                                                            • 4 BR
                                                            • 2 BA
                                                            • Sleeps 10
                                                            House #3837343
                                                            13
                                                            Viewed 30 times in the last 48 hours
                                                              Exceptional! 5.0/5
                                                              (10 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              House #631585vb
                                                              10
                                                              Viewed 12 times in the last 48 hours
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 5
                                                                House #3769500
                                                                6
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 3 BA
                                                                  • Sleeps 6
                                                                  House #906330vb
                                                                  Viewed 10 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (19 reviews)
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 1 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 7
                                                                    House #476575vb
                                                                    19
                                                                    Viewed 9 times in the last 48 hours
                                                                      Exceptional! 5.0/5
                                                                      (27 reviews)
                                                                      avg/night
                                                                      • 4 BR
                                                                      • 3 BA
                                                                      • Sleeps 14
                                                                      House #577551vb
                                                                      27
                                                                      Viewed 11 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (16 reviews)
                                                                        avg/night
                                                                        • 5 BR
                                                                        • 3 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 10
                                                                        House #3993646
                                                                        16
                                                                        Viewed 48 times in the last 48 hours
                                                                          Exceptional! 5.0/5
                                                                          (26 reviews)
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 8
                                                                          House #3777828
                                                                          26
                                                                          Viewed 23 times in the last 48 hours
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 5
                                                                            House #969631vb
                                                                            Viewed 22 times in the last 48 hours
                                                                              Exceptional! 5.0/5
                                                                              (11 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 8
                                                                              House #761823vb
                                                                              11
                                                                              Viewed 10 times in the last 48 hours
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 6
                                                                                House #246335
                                                                                17
                                                                                  Wonderful! 4.9/5
                                                                                  (16 reviews)
                                                                                  avg/night
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                  House #256266vb
                                                                                  16
                                                                                  Viewed 41 times in the last 48 hours
                                                                                    Exceptional! 5.0/5
                                                                                    (10 reviews)
                                                                                    avg/night
                                                                                    • 4 BR
                                                                                    • 3 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 14
                                                                                    House #332678vb
                                                                                    10
                                                                                    Viewed 13 times in the last 48 hours
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 8
                                                                                      House #883037vb
                                                                                      Viewed 46 times in the last 48 hours
                                                                                        Exceptional! 5.0/5
                                                                                        (6 reviews)
                                                                                        avg/night
                                                                                        • 4 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 9
                                                                                        House #872603vb
                                                                                        6
                                                                                        Viewed 9 times in the last 48 hours
                                                                                          Wonderful! 4.9/5
                                                                                          (11 reviews)
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          House #479583vb
                                                                                          11
                                                                                          Viewed 11 times in the last 48 hours
                                                                                            Exceptional! 5.0/5
                                                                                            (11 reviews)
                                                                                            avg/night
                                                                                            • 5 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 18
                                                                                            House #4069778
                                                                                            11
                                                                                            Viewed 14 times in the last 48 hours
                                                                                              Exceptional! 5.0/5
                                                                                              (9 reviews)
                                                                                              avg/night
                                                                                              • 6 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 17
                                                                                              House #629321vb
                                                                                              9
                                                                                              Viewed 13 times in the last 48 hours
                                                                                                Exceptional! 5.0/5
                                                                                                (5 reviews)
                                                                                                avg/night
                                                                                                • 4 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 10
                                                                                                House #4210002
                                                                                                5
                                                                                                Viewed 40 times in the last 48 hours
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 5
                                                                                                  House #750957vb
                                                                                                  2 Reviews
                                                                                                    Wonderful! 4.9/5
                                                                                                    (10 reviews)
                                                                                                    avg/night
                                                                                                    • 5 BR
                                                                                                    • 3 BA
                                                                                                    • Sleeps 10
                                                                                                    House #617826vb
                                                                                                    10
                                                                                                    Viewed 5 times in the last 48 hours
                                                                                                      Wonderful! 4.9/5
                                                                                                      (23 reviews)
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 8
                                                                                                      House #146552
                                                                                                      23
                                                                                                      Viewed 10 times in the last 48 hours
                                                                                                      • 1 - 50 of 233
                                                                                                       

                                                                                                      Recent Winchester Reviews

                                                                                                      Stunning property with every amenity

                                                                                                      5 of 5
                                                                                                      Myself and a group of friends stayed here with the hope of just relaxing and catching up with one another and it was perfect. The views were stunning and the house had everything we needed - from the game room, hot tub, deck overlooking the mountains, etc. The owner was easy to work with and we would recommend this house to others without hesitation.
                                                                                                      • Submitted: Nov 30, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Perfect place to stay!

                                                                                                      5 of 5
                                                                                                      Lee and Bill's 2 bedroom cottage was so wonderful to stay in while visiting my daughter at UMASS. My sister and I loved being able to cook our meals in and the breakfast staples supplied by Lee and Bill were additionally pleasant. We also had my daughter and her roommate over for dinner and they both loved the feeling of being in a comfortable home away from the dorms! This cottage is also close to a trail that we went on hike to and enjoyed as well. We also had a nice dinner out in Northampton and took a trip to Kringle candle flagship store/restaurant which is a half hour away. A lot of nice places to explore as well. We will be back to stay in the future on our visits out to Amherst. So nice to have the extra space and the quiet as well.
                                                                                                      • Submitted: Nov 22, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Warm and cozy vacation rental

                                                                                                      5 of 5
                                                                                                      My husband and I stayed at this location for two weeks mid-October and we are very happy with our decision to book this property. The exposed wood and ski cabin feel coupled with modern amenities was a really pleasant aesthetic. I loved their choice of artwork and color scheme throughout the property. We found the house to be very clean, the kitchen was well equipped with all appliances in good working condition. It was comfortable and relaxing to snuggle up at the fireplace in the evening and enjoy a cold beer or a glass of wine. The beds were clean and the mattress and pillows were comfortable and provided a good nights rest. Overall this place was almost perfect. The only nit-picky thing that I have to say is that while I did not mind some of the homeowners personal belongings in the closets and dresser drawers, it really disturbed me that one of the bedroom closet doors was locked. I may watch too many crime drama shows but it was really unsettling for me to not know what may have been behind that door. I'm sure if I had called to ask the owners about it they would have gladly told me but I didn't want to seem nosey. My husband wasn't bothered by it in the slightest but it kind of creeped me out a bit. I would highly recommend this rental if you are planning a trip to the area.
                                                                                                      • Submitted: Oct 25, 2016
                                                                                                      • Stayed: Oct 2016