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Winchester: Apartment Rentals (856)

  • 1 - 50 of 300+
Additional fees apply. Taxes may be added.
    Wonderful! 4.9/5
    (7 reviews)
    avg/night
    • 3 BR
    • 1 BA
    • Sleeps 6
    Apartment #862808vb
    7
      avg/night
      • 1 BR
      • 1 BA
      • Sleeps 4
      Apartment #908191vb
      1
      Viewed 9 times in the last 48 hours
        • 2 BR
        • 1 BA
        • Sleeps 6
        Apartment #252013
        94
          • 3 BR
          • 2 BA
          • Sleeps 9
          Apartment #4202225
          3
            Very Good! 4.0/5
            (14 reviews)
            avg/night
            • Studio
            • 1 BA
            • Sleeps 4
            Apartment #656334vb
            14
            Viewed 6 times in the last 48 hours
              avg/night
              • 2 BR
              • 1 BA
              • 1 HF BA
              • Sleeps 4
              Apartment #4289500
              1
              Viewed 7 times in the last 48 hours
                • 5 BR
                • 4 BA
                • Sleeps 8
                Apartment #4315383
                  avg/night
                  • 3 BR
                  • 3 BA
                  • Sleeps 9
                  Apartment #4267543
                  1
                  Viewed 12 times in the last 48 hours
                    Exceptional! 5.0/5
                    (7 reviews)
                    avg/night
                    • 2 BR
                    • 1 BA
                    • Sleeps 6
                    Apartment #812046vb
                    7
                    Viewed 5 times in the last 48 hours
                      Exceptional! 5.0/5
                      (15 reviews)
                      avg/night
                      • 1 BR
                      • 1 BA
                      • Sleeps 4
                      Apartment #609643vb
                      15
                      Viewed 7 times in the last 48 hours
                        • 2 BR
                        • 1 BA
                        • Sleeps 4
                        Apartment #4219477
                        4
                          avg/night
                          • 3 BR
                          • 2 BA
                          • Sleeps 9
                          Apartment #4271621
                          Viewed 5 times in the last 48 hours
                            Excellent! 4.5/5
                            (11 reviews)
                            avg/night
                            • 2 BR
                            • 2 BA
                            • Sleeps 5
                            Apartment #4105862
                            11
                            Viewed 16 times in the last 48 hours
                              avg/night
                              • 3 BR
                              • 1 BA
                              • Sleeps 8
                              Apartment #4265048
                              1
                              Viewed 13 times in the last 48 hours
                                • Studio
                                • 2 BA
                                • Sleeps 5
                                Apartment #4247474
                                  • 5 BR
                                  • 2 BA
                                  • Sleeps 9
                                  Apartment #4275417
                                  1
                                    • Studio
                                    • 1 BA
                                    • Sleeps 2
                                    Apartment #875977vb
                                    1
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 5
                                      Apartment #4247510
                                        Excellent! 4.7/5
                                        (6 reviews)
                                        avg/night
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 6
                                        Apartment #4023544
                                        6
                                          • 4 BR
                                          • 3 BA
                                          • Sleeps 8
                                          Apartment #4346632
                                            avg/night
                                            • 5 BR
                                            • 3 BA
                                            • Sleeps 9
                                            Apartment #4242744
                                            Viewed 6 times in the last 48 hours
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 4
                                              Apartment #4268456
                                              3
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 6
                                                Apartment #4258162
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  Apartment #4326981
                                                    • 3 BR
                                                    • 1 BA
                                                    • Sleeps 6
                                                    Apartment #784193vb
                                                    8
                                                      • Studio
                                                      • 2 BA
                                                      • Sleeps 5
                                                      Apartment #4247399
                                                        Wonderful! 4.9/5
                                                        (16 reviews)
                                                        avg/night
                                                        • 4 BR
                                                        • 4 BA
                                                        • 1 HF BA
                                                        • Sleeps 8
                                                        Apartment #4061075
                                                        16
                                                        Viewed 16 times in the last 48 hours
                                                          Wonderful! 4.9/5
                                                          (11 reviews)
                                                          avg/night
                                                          • 4 BR
                                                          • 4 BA
                                                          • Sleeps 8
                                                          Apartment #4061076
                                                          11
                                                          Viewed 8 times in the last 48 hours
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            Apartment #948700vb
                                                              Wonderful! 4.9/5
                                                              (35 reviews)
                                                              avg/night
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              Apartment #616212vb
                                                              35
                                                              Viewed 5 times in the last 48 hours
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 2
                                                                Apartment #439273vb
                                                                11
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 5
                                                                  Apartment #767661vb
                                                                  1
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    Apartment #4219483
                                                                    2
                                                                      Wonderful! 4.9/5
                                                                      (12 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 5
                                                                      Apartment #834817vb
                                                                      12
                                                                      Viewed 15 times in the last 48 hours
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 5
                                                                        Apartment #3831107
                                                                        1
                                                                        Viewed 5 times in the last 48 hours
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          Apartment #4272057
                                                                            Wonderful! 4.9/5
                                                                            (32 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 5
                                                                            Apartment #4025774
                                                                            32
                                                                            Viewed 15 times in the last 48 hours
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 2
                                                                              Apartment #3834975
                                                                              18
                                                                                Excellent! 4.5/5
                                                                                (12 reviews)
                                                                                $79
                                                                                avg/night
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 3
                                                                                Apartment #824311vb
                                                                                12
                                                                                Viewed 25 times in the last 48 hours
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 5
                                                                                  Apartment #3834771
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 8
                                                                                    Apartment #4267748
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 3
                                                                                      Apartment #579471vb
                                                                                      5
                                                                                        Excellent! 4.7/5
                                                                                        (27 reviews)
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 7
                                                                                        Apartment #4055099
                                                                                        27
                                                                                        Viewed 10 times in the last 48 hours
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 4
                                                                                          Apartment #836982vb
                                                                                          1
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 4
                                                                                            Apartment #4311141
                                                                                            Viewed 15 times in the last 48 hours
                                                                                              Excellent! 4.5/5
                                                                                              (46 reviews)
                                                                                              avg/night
                                                                                              • Studio
                                                                                              • 1 BA
                                                                                              • Sleeps 2
                                                                                              Apartment #296086
                                                                                              46
                                                                                              Viewed 8 times in the last 48 hours
                                                                                                Excellent! 4.3/5
                                                                                                (11 reviews)
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 3 BA
                                                                                                • Sleeps 8
                                                                                                Apartment #801605vb
                                                                                                11
                                                                                                Viewed 12 times in the last 48 hours
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 3
                                                                                                  Apartment #3831096
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 5
                                                                                                    Apartment #3960911
                                                                                                    Viewed 5 times in the last 48 hours
                                                                                                    • 1 - 50 of 300+
                                                                                                     

                                                                                                    Recent Winchester Reviews

                                                                                                    Truly a Home Away from Home

                                                                                                    5 of 5
                                                                                                    I can't say enough about how wonderful this rental is! After spending some time in Boston for a conference, it was so nice to have an extended girls weekend with friends. Rosemarie was so responsive when I had questions for her, and although we didn't get a chance to meet, she made sure we had everything we needed. This rental has all the personality we were looking for with plenty of space, fun interior decorating, and the beds were very comfortable. Rosemarie and Guy provided plenty of transportation information as well as restaurant menus which came in handy to order in our first night there. We ended up using Uber while there, and it was usually just a quick $10-12 ride to downtown Boston to do our sightseeing. This rental really has everything - the character, amenities, location, and wonderful homeowners! I highly recommend this home away from home!
                                                                                                    • Submitted: Dec 2, 2016
                                                                                                    • Stayed: Nov 2016

                                                                                                    Comfort and Hospitality

                                                                                                    5 of 5
                                                                                                    The unit was comfortable and cozy in the heart of the beautiful, historic Beacon Hill neighborhood. Steps away from some wonderful shops and restaurants, and a few blocks from the State House, Public Garden and Commons. And our host good not be more gracious and accommodating. He was quick to respond prior to our vist and during our stay. We would highly recommend this place to others looking for a wonderful stay in Boston.
                                                                                                    • Submitted: Nov 25, 2016
                                                                                                    • Stayed: Nov 2016

                                                                                                    Loved it.

                                                                                                    5 of 5
                                                                                                    Great location across the street from Wholefoods and down the street from coffee/pastry shop. Easy walk to a beautiful park. Interior was beautiful. Nice sized kitchen, breakfast and family room. Good sized master and secondary bedrooms. Loved it.
                                                                                                    • Submitted: Nov 22, 2016
                                                                                                    • Stayed: Nov 2016