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  • Showing 1-50 of 166
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 25 times in the last 48 hours
      Exceptional! 5.0/5
      (17 reviews)
      avg/night
      • 2 BR
      • 1 BA
      • Sleeps 6
      Apartment #971040
      17
        • 2 BR
        • 1 BA
        • Sleeps 9
        Cottage #576715vb
        4
        Viewed 6 times in the last 48 hours
          avg/night
          • 4 BR
          • 4 BA
          • Sleeps 8
          House #100657
          3
          Viewed 21 times in the last 48 hours
            avg/night
            • 5 BR
            • 2 BA
            • Sleeps 8
            House #3995320
            3
            Viewed 7 times in the last 48 hours
              avg/night
              • 2 BR
              • 1 BA
              • Sleeps 7
              Cottage #360242vb
              3
              Viewed 10 times in the last 48 hours
                • 3 BR
                • 1 BA
                • Sleeps 6
                House #788476vb
                  avg/night
                  • 4 BR
                  • 2 BA
                  • Sleeps 18
                  Chateau / Country House #4255236
                  2
                  Viewed 38 times in the last 48 hours
                    avg/night
                    • 3 BR
                    • 2 BA
                    • Sleeps 6
                    House #226000
                    1
                    Viewed 36 times in the last 48 hours
                      Exceptional! 5.0/5
                      (13 reviews)
                      avg/night
                      • 4 BR
                      • 2 BA
                      • 1 HF BA
                      • Sleeps 12
                      Lodge #724765vb
                      13
                      Viewed 39 times in the last 48 hours
                        Exceptional! 5.0/5
                        (6 reviews)
                        $73
                        avg/night
                        • 2 BR
                        • 1 BA
                        • Sleeps 4
                        Apartment #940695
                        6
                        Viewed 8 times in the last 48 hours
                          Very Good! 4.2/5
                          (12 reviews)
                          avg/night
                          • 1 BR
                          • 1 BA
                          • Sleeps 3
                          Apartment #3650560
                          12
                          Viewed 19 times in the last 48 hours
                            • 2 BR
                            • 1 BA
                            • Sleeps 4
                            Apartment #880665vb
                            5
                              Wonderful! 4.8/5
                              (24 reviews)
                              avg/night
                              • 7 BR
                              • 3 BA
                              • Sleeps 14
                              House #287416
                              24
                              Viewed 26 times in the last 48 hours
                                avg/night
                                • 4 BR
                                • 2 BA
                                • 1 HF BA
                                • Sleeps 8
                                Chateau / Country House #643170vb
                                4
                                Viewed 11 times in the last 48 hours
                                  Wonderful! 4.9/5
                                  (17 reviews)
                                  avg/night
                                  • 4 BR
                                  • 3 BA
                                  • Sleeps 8
                                  Farmhouse #945599
                                  17
                                  Viewed 14 times in the last 48 hours
                                    Excellent! 4.5/5
                                    (6 reviews)
                                    avg/night
                                    • 4 BR
                                    • 3 BA
                                    • Sleeps 10
                                    House #353800
                                    6
                                    Viewed 17 times in the last 48 hours
                                      • 5 BR
                                      • 2 BA
                                      • Sleeps 10
                                      House #3814262
                                      1
                                      Viewed 5 times in the last 48 hours
                                        Excellent! 4.6/5
                                        (25 reviews)
                                        avg/night
                                        • 5 BR
                                        • 2 BA
                                        • Sleeps 10
                                        House #104714
                                        25
                                        Viewed 30 times in the last 48 hours
                                          Wonderful! 4.8/5
                                          (16 reviews)
                                          avg/night
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 2
                                          Cabin #508793vb
                                          16
                                          Viewed 9 times in the last 48 hours
                                            Exceptional! 5.0/5
                                            (13 reviews)
                                            avg/night
                                            • 4 BR
                                            • 2 BA
                                            • Sleeps 10
                                            House #3837343
                                            13
                                            Viewed 42 times in the last 48 hours
                                              Exceptional! 5.0/5
                                              (8 reviews)
                                              $83
                                              avg/night
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 4
                                              Apartment #4069856
                                              8
                                              Viewed 6 times in the last 48 hours
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 8
                                                House #925114vb
                                                3
                                                Viewed 27 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 10 times in the last 48 hours
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    House #887241vb
                                                    Viewed 12 times in the last 48 hours
                                                      Exceptional! 5.0/5
                                                      (10 reviews)
                                                      avg/night
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      House #631585vb
                                                      10
                                                      Viewed 8 times in the last 48 hours
                                                        Wonderful! 4.8/5
                                                        (15 reviews)
                                                        avg/night
                                                        • 4 BR
                                                        • 3 BA
                                                        • 1 HF BA
                                                        • Sleeps 8
                                                        Farmhouse #351598vb
                                                        15
                                                        Viewed 19 times in the last 48 hours
                                                          • Studio
                                                          • 2 BA
                                                          • 1 HF BA
                                                          • Sleeps 8
                                                          House #686288vb
                                                          1
                                                            Exceptional! 5.0/5
                                                            (8 reviews)
                                                            $99
                                                            avg/night
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 4
                                                            Apartment #4108122
                                                            8
                                                            Viewed 7 times in the last 48 hours
                                                              • 4 BR
                                                              • 2 BA
                                                              • Sleeps 12
                                                              House #250948
                                                              11
                                                                Wonderful! 4.9/5
                                                                (18 reviews)
                                                                avg/night
                                                                • 3 BR
                                                                • 1 BA
                                                                • Sleeps 6
                                                                Cottage #622655vb
                                                                18
                                                                  Exceptional! 5.0/5
                                                                  (10 reviews)
                                                                  avg/night
                                                                  • 5 BR
                                                                  • 3 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 14
                                                                  House #250506
                                                                  10
                                                                  Viewed 33 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (116 reviews)
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 10
                                                                    House #181030vb
                                                                    116
                                                                    Viewed 19 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (12 reviews)
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      Apartment #3694377
                                                                      12
                                                                      Viewed 9 times in the last 48 hours
                                                                        Wonderful! 4.8/5
                                                                        (26 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 13
                                                                        Chalet #143599
                                                                        26
                                                                        Viewed 26 times in the last 48 hours
                                                                          Wonderful! 4.9/5
                                                                          (18 reviews)
                                                                          avg/night
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 2
                                                                          Apartment #489635vb
                                                                          18
                                                                          Viewed 9 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
                                                                              $83
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 1 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 4
                                                                              House #948090vb
                                                                              Viewed 23 times in the last 48 hours
                                                                                • 3 BR
                                                                                • 3 BA
                                                                                • Sleeps 6
                                                                                House #935135vb
                                                                                  Very Good! 4.2/5
                                                                                  (29 reviews)
                                                                                  avg/night
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 10
                                                                                  Cabin #3772464
                                                                                  29
                                                                                  Viewed 30 times in the last 48 hours
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    House #748624vb
                                                                                    3
                                                                                      Exceptional! 5.0/5
                                                                                      (27 reviews)
                                                                                      avg/night
                                                                                      • 4 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 14
                                                                                      House #577551vb
                                                                                      27
                                                                                      Viewed 20 times in the last 48 hours
                                                                                        Exceptional! 5.0/5
                                                                                        (11 reviews)
                                                                                        avg/night
                                                                                        • 5 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 18
                                                                                        House #4069778
                                                                                        11
                                                                                        Viewed 23 times in the last 48 hours
                                                                                          Exceptional! 5.0/5
                                                                                          (20 reviews)
                                                                                          avg/night
                                                                                          • 4 BR
                                                                                          • 4 BA
                                                                                          • Sleeps 12
                                                                                          House #603829vb
                                                                                          20
                                                                                          Viewed 25 times in the last 48 hours
                                                                                            Exceptional! 5.0/5
                                                                                            (21 reviews)
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 6
                                                                                            House #3855112
                                                                                            21
                                                                                            Viewed 19 times in the last 48 hours
                                                                                              • 5 BR
                                                                                              • 4 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 12
                                                                                              Cottage #3563396
                                                                                              18
                                                                                                Exceptional! 5.0/5
                                                                                                (28 reviews)
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 6
                                                                                                Farmhouse #394406vb
                                                                                                28
                                                                                                  Wonderful! 4.8/5
                                                                                                  (5 reviews)
                                                                                                  avg/night
                                                                                                  • 6 BR
                                                                                                  • 4 BA
                                                                                                  • Sleeps 12
                                                                                                  Farmhouse #621274vb
                                                                                                  5
                                                                                                  Viewed 101 times in the last 48 hours
                                                                                                    Exceptional! 5.0/5
                                                                                                    (10 reviews)
                                                                                                    avg/night
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    Apartment #878355vb
                                                                                                    10
                                                                                                    Viewed 7 times in the last 48 hours
                                                                                                      Exceptional! 5.0/5
                                                                                                      (6 reviews)
                                                                                                      avg/night
                                                                                                      • 4 BR
                                                                                                      • 3 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 14
                                                                                                      House #3921940
                                                                                                      6
                                                                                                      Viewed 9 times in the last 48 hours
                                                                                                      • 1 - 50 of 166

                                                                                                      Winchester: Houses, Apartments & More (166)

                                                                                                       

                                                                                                      Recent Winchester Reviews

                                                                                                      Great welcome to Vermont!

                                                                                                      4 of 5
                                                                                                      We were fortunate to find Julia and David's kitty-friendly apartment in Brattleboro for our first month in Vermont. They were welcoming and friendly but also gave us plenty of privacy. The apartment was comfy and cozy and had every convenience we needed. Thanks, Julia and David!
                                                                                                      • Submitted: Dec 1, 2016
                                                                                                      • Stayed: Oct 2016

                                                                                                      Beautiful lakeside getaway

                                                                                                      5 of 5
                                                                                                      We needed a short notice weekend getaway for some rest and relaxation. This rental fit the profile to a tee and was a wonderful place to stay. The owner was great and gave us all the help we needed leading up to our trip and then once we got there. Very friendly and thorough. The house was beautiful and came with everything we needed. We would love to come back in the warmer months to take full advantage of the lake and all the amenities offered. We would highly recommend this rental. Everything about it was fabulous.
                                                                                                      • Submitted: Nov 7, 2016
                                                                                                      • Stayed: Oct 2016

                                                                                                      Relaxing and peaceful

                                                                                                      5 of 5
                                                                                                      My husband and I were visiting our son at UMass for parents weekend this quaint apartment was just perfect for our needs it was relaxing very peaceful the host provided breakfast fruit even some drinks we felt like we were at home definitely would go back
                                                                                                      • Submitted: Nov 3, 2016
                                                                                                      • Stayed: Oct 2016