check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit
  • Showing 1-50 of 198
Additional fees apply. Taxes may be added.
  View map Map
    Exceptional! 5.0/5
    (15 reviews)
    avg/night
    • 6 BR
    • 4 BA
    • 1 HF BA
    • Sleeps 16
    House #3484286
    15
    Viewed 17 times in the last 48 hours
      avg/night
      • 4 BR
      • 2 BA
      • Sleeps 7
      House #899434vb
      1
      Viewed 60 times in the last 48 hours
        • 3 BR
        • 2 BA
        • Sleeps 6
        House #4359969
        1
        Viewed 9 times in the last 48 hours
          Wonderful! 4.9/5
          (58 reviews)
          avg/night
          • 1 BR
          • 1 BA
          • 1 HF BA
          • Sleeps 2
          House #443453vb
          58
          Viewed 58 times in the last 48 hours
            avg/night
            • 3 BR
            • 2 BA
            • Sleeps 8
            House #4176273
            3
            Viewed 55 times in the last 48 hours
              Wonderful! 4.9/5
              (20 reviews)
              avg/night
              • 3 BR
              • 1 BA
              • 1 HF BA
              • Sleeps 6
              House #4034861
              20
              Viewed 34 times in the last 48 hours
                Wonderful! 4.9/5
                (21 reviews)
                avg/night
                • 5 BR
                • 3 BA
                • 1 HF BA
                • Sleeps 11
                House #733403vb
                21
                Viewed 88 times in the last 48 hours
                  Exceptional! 5.0/5
                  (102 reviews)
                  avg/night
                  • 4 BR
                  • 3 BA
                  • Sleeps 14
                  House #383697vb
                  102
                  Viewed 60 times in the last 48 hours
                    Excellent! 4.6/5
                    (14 reviews)
                    avg/night
                    • 1 BR
                    • 1 BA
                    • Sleeps 4
                    House #35944vb
                    14
                    Viewed 91 times in the last 48 hours
                      Wonderful! 4.8/5
                      (59 reviews)
                      avg/night
                      • 4 BR
                      • 2 BA
                      • 1 HF BA
                      • Sleeps 8
                      House #82301vb
                      59
                      Viewed 78 times in the last 48 hours
                        Wonderful! 4.9/5
                        (21 reviews)
                        avg/night
                        • 3 BR
                        • 2 BA
                        • Sleeps 10
                        House #390280
                        21
                        Viewed 112 times in the last 48 hours
                          Exceptional! 5.0/5
                          (24 reviews)
                          avg/night
                          • 3 BR
                          • 3 BA
                          • 1 HF BA
                          • Sleeps 7
                          House #450403vb
                          24
                          Viewed 14 times in the last 48 hours
                            Wonderful! 4.9/5
                            (41 reviews)
                            avg/night
                            • 4 BR
                            • 2 BA
                            • Sleeps 12
                            House #592911vb
                            41
                            Viewed 39 times in the last 48 hours
                              avg/night
                              • 4 BR
                              • 3 BA
                              • Sleeps 12
                              House #652816vb
                              2
                              Viewed 34 times in the last 48 hours
                                Wonderful! 4.9/5
                                (8 reviews)
                                avg/night
                                • 4 BR
                                • 1 BA
                                • 1 HF BA
                                • Sleeps 7
                                House #888282vb
                                8
                                Viewed 43 times in the last 48 hours
                                  Wonderful! 4.9/5
                                  (16 reviews)
                                  avg/night
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 6
                                  House #4176678
                                  16
                                  Viewed 60 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (13 reviews)
                                    avg/night
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 6
                                    House #390278
                                    13
                                    Viewed 50 times in the last 48 hours
                                      Exceptional! 5.0/5
                                      (45 reviews)
                                      avg/night
                                      • 4 BR
                                      • 2 BA
                                      • 1 HF BA
                                      • Sleeps 8
                                      House #619920vb
                                      45
                                      Viewed 52 times in the last 48 hours
                                        avg/night
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 4
                                        House #3622323
                                        6
                                        Viewed 18 times in the last 48 hours
                                          Exceptional! 5.0/5
                                          (15 reviews)
                                          avg/night
                                          • 3 BR
                                          • 3 BA
                                          • Sleeps 9
                                          House #452069vb
                                          15
                                          Viewed 63 times in the last 48 hours
                                            Excellent! 4.6/5
                                            (10 reviews)
                                            avg/night
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 7
                                            House #835850vb
                                            10
                                            Viewed 41 times in the last 48 hours
                                              • 3 BR
                                              • 1 BA
                                              • Sleeps 7
                                              House #577054vb
                                              4
                                              Viewed 19 times in the last 48 hours
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 5
                                                House #777580vb
                                                3
                                                Viewed 19 times in the last 48 hours
                                                  Excellent! 4.4/5
                                                  (14 reviews)
                                                  avg/night
                                                  • 6 BR
                                                  • 4 BA
                                                  • Sleeps 14
                                                  House #4104919
                                                  14
                                                  Viewed 86 times in the last 48 hours
                                                    avg/night
                                                    • 3 BR
                                                    • 3 BA
                                                    • Sleeps 5
                                                    House #708537vb
                                                    4
                                                    Viewed 21 times in the last 48 hours
                                                      Exceptional! 5.0/5
                                                      (37 reviews)
                                                      avg/night
                                                      • 4 BR
                                                      • 2 BA
                                                      • Sleeps 9
                                                      House #395122vb
                                                      37
                                                      Viewed 36 times in the last 48 hours
                                                        Excellent! 4.5/5
                                                        (16 reviews)
                                                        avg/night
                                                        • 5 BR
                                                        • 3 BA
                                                        • Sleeps 10
                                                        House #376897
                                                        16
                                                        Viewed 67 times in the last 48 hours
                                                          Excellent! 4.5/5
                                                          (6 reviews)
                                                          avg/night
                                                          • 7 BR
                                                          • 4 BA
                                                          • 1 HF BA
                                                          • Sleeps 16
                                                          House #4234629
                                                          6
                                                          Viewed 39 times in the last 48 hours
                                                            Excellent! 4.5/5
                                                            (32 reviews)
                                                            avg/night
                                                            • 5 BR
                                                            • 1 BA
                                                            • 1 HF BA
                                                            • Sleeps 12
                                                            House #937028
                                                            32
                                                            Viewed 5 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (14 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 1 BA
                                                              • 1 HF BA
                                                              • Sleeps 6
                                                              House #210351vb
                                                              14
                                                              Viewed 32 times in the last 48 hours
                                                                avg/night
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 6
                                                                House #758797vb
                                                                4
                                                                Viewed 9 times in the last 48 hours
                                                                  Excellent! 4.7/5
                                                                  (6 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 1 BA
                                                                  • Sleeps 7
                                                                  House #861718vb
                                                                  6
                                                                  Viewed 25 times in the last 48 hours
                                                                    • 4 BR
                                                                    • 1 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 7
                                                                    House #4209095
                                                                    1
                                                                    Viewed 8 times in the last 48 hours
                                                                      Excellent! 4.6/5
                                                                      (13 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 6
                                                                      House #900119
                                                                      13
                                                                      Viewed 23 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (10 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 1 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 8
                                                                        House #3854478
                                                                        10
                                                                        Viewed 47 times in the last 48 hours
                                                                          • 4 BR
                                                                          • 5 BA
                                                                          • 2 HF BA
                                                                          • Sleeps 10
                                                                          House #913330vb
                                                                          1
                                                                          Viewed 65 times in the last 48 hours
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 5
                                                                            House #3768127
                                                                            2
                                                                            Viewed 13 times in the last 48 hours
                                                                              Good! 3.8/5
                                                                              (23 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 6
                                                                              House #591368vb
                                                                              23
                                                                              Viewed 84 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (18 reviews)
                                                                                avg/night
                                                                                • 4 BR
                                                                                • 2 BA
                                                                                • Sleeps 10
                                                                                House #499709vb
                                                                                18
                                                                                Viewed 36 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (58 reviews)
                                                                                  avg/night
                                                                                  • 5 BR
                                                                                  • 2 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 11
                                                                                  House #374217vb
                                                                                  58
                                                                                  Viewed 60 times in the last 48 hours
                                                                                    Wonderful! 4.8/5
                                                                                    (6 reviews)
                                                                                    avg/night
                                                                                    • 4 BR
                                                                                    • 2 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 10
                                                                                    House #3929445
                                                                                    6
                                                                                    Viewed 55 times in the last 48 hours
                                                                                      Wonderful! 4.9/5
                                                                                      (11 reviews)
                                                                                      $83
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 8
                                                                                      House #583358vb
                                                                                      11
                                                                                      Viewed 26 times in the last 48 hours
                                                                                        Exceptional! 5.0/5
                                                                                        (6 reviews)
                                                                                        avg/night
                                                                                        • 4 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 8
                                                                                        House #616917vb
                                                                                        6
                                                                                        Viewed 25 times in the last 48 hours
                                                                                          avg/night
                                                                                          • 4 BR
                                                                                          • 2 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 8
                                                                                          House #3013997
                                                                                          2
                                                                                          Viewed 26 times in the last 48 hours
                                                                                            Exceptional! 5.0/5
                                                                                            (15 reviews)
                                                                                            avg/night
                                                                                            • 4 BR
                                                                                            • 4 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 12
                                                                                            House #587607vb
                                                                                            15
                                                                                            Viewed 15 times in the last 48 hours
                                                                                              avg/night
                                                                                              • 4 BR
                                                                                              • 2 BA
                                                                                              • 2 HF BA
                                                                                              • Sleeps 10
                                                                                              House #981701vb
                                                                                              Viewed 13 times in the last 48 hours
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                House #957632
                                                                                                3
                                                                                                Viewed 9 times in the last 48 hours
                                                                                                  Exceptional! 5.0/5
                                                                                                  (10 reviews)
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 4
                                                                                                  House #691344vb
                                                                                                  10
                                                                                                  Viewed 20 times in the last 48 hours
                                                                                                    Excellent! 4.7/5
                                                                                                    (19 reviews)
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    House #257236
                                                                                                    19
                                                                                                    Viewed 32 times in the last 48 hours
                                                                                                      • 3 BR
                                                                                                      • 3 BA
                                                                                                      • Sleeps 6
                                                                                                      House #4337221
                                                                                                      Viewed 21 times in the last 48 hours
                                                                                                      • 1 - 50 of 198

                                                                                                      Winchester: House Rentals (198)

                                                                                                       

                                                                                                      Recent Winchester Reviews

                                                                                                      Home away from Home

                                                                                                      5 of 5
                                                                                                      My husband and I spent this Christmas with our married children in this lovely home. It was truly perfect for the six of us. The house was clean and welcoming. The kitchen was extremely well equipped. My family loves to cook and we found all the pots, pans and utensils we needed to make some wonderful meals. Donna left us a nice bottle of wine which we also enjoyed - lovely touch. The rooms were spacious and the beds were very comfortable. We also had plenty of linen. The listing description and pictures were accurate. We were able to spend some quality family time and we felt right at home. We had the pleasure of meeting Donna and her husband who were the most gracious hosts. We all agreed that we would love to stay here again should our travels bring us back and I would recommend it to my family and friends.
                                                                                                      • Submitted: Jan 8, 2017
                                                                                                      • Stayed: Dec 2016

                                                                                                      Fabulous house!

                                                                                                      5 of 5
                                                                                                      This immaculate home was perfect for our weekend stay. Our party of 6 people were comfortable all weekend with the open floor plan layout of the living room, dining area and kitchen perfect for us to spread out. It came equipped with all the amenities you could ask for plus some extra perks such as a large 3-D HDTV, heated toilet seat (!), a shower with three shower heads, and the 4' deep swimspa, which we thoroughly enjoyed all weekend when the temperatures plunged below 20 degrees. The home is within close proximity to Mass Ave., convenient to grocery stores, restaurants and the city and airport. You will need a car to get around, but the distance is not far at all. The neighborhood is very pretty, safe and secure as well. Alex graciously responded quickly to all emails and texts, and even followed up with us via email the day we checked in to ensure everything was okay. I highly recommend this home. Thank you, Alex!
                                                                                                      • Submitted: Dec 27, 2016
                                                                                                      • Stayed: Dec 2016

                                                                                                      Awesome-Perfect for business

                                                                                                      5 of 5
                                                                                                      Traveled to Boston for two days for business. There was something going on in Boston that caused the already high priced hotels to be even higher so we starting looking for an alternative for me and two colleagues. So we ended up booking the boat. Was a fun way to travel and extremely cost effective. The boat is exactly the way you see it in the pictures. Great communication and easy to get on and off of the property and boat. I plan to stay again next time with my family I enjoyed it so much. Although it was cold when we stayed, it was very pleasant on the boat.
                                                                                                      • Submitted: Dec 1, 2016
                                                                                                      • Stayed: Oct 2016