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  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
    Excellent! 4.6/5
    (11 reviews)
    avg/night
    • 4 BR
    • 1 BA
    • 1 HF BA
    • Sleeps 8
    House #467696vb
    11
    Viewed 19 times in the last 48 hours
      Exceptional! 5.0/5
      (12 reviews)
      avg/night
      • 3 BR
      • 3 BA
      • Sleeps 9
      House #593614vb
      12
      Viewed 6 times in the last 48 hours
        Wonderful! 4.9/5
        (17 reviews)
        avg/night
        • 5 BR
        • 2 BA
        • 1 HF BA
        • Sleeps 12
        House #561543vb
        17
        Viewed 21 times in the last 48 hours
          Wonderful! 4.8/5
          (6 reviews)
          avg/night
          • 4 BR
          • 2 BA
          • Sleeps 10
          Chalet #793621vb
          6
          Viewed 33 times in the last 48 hours
            • 3 BR
            • 2 BA
            • Sleeps 6
            House #921303vb
            0
            Viewed 8 times in the last 48 hours
              avg/night
              • 4 BR
              • 3 BA
              • Sleeps 8
              House #788022vb
              2
              Viewed 6 times in the last 48 hours
                avg/night
                • 3 BR
                • 1 BA
                • Sleeps 8
                House #833424vb
                3
                Viewed 10 times in the last 48 hours
                  Wonderful! 4.8/5
                  (6 reviews)
                  avg/night
                  • 2 BR
                  • 1 BA
                  • Sleeps 6
                  Chalet #480749vb
                  6
                  Viewed 25 times in the last 48 hours
                    avg/night
                    • 3 BR
                    • 2 BA
                    • 1 HF BA
                    • Sleeps 8
                    House #590505vb
                    2
                    Viewed 17 times in the last 48 hours
                      Excellent! 4.7/5
                      (10 reviews)
                      avg/night
                      • 5 BR
                      • 2 BA
                      • Sleeps 8
                      House #349905vb
                      10
                      Viewed 18 times in the last 48 hours
                        • 6 BR
                        • 4 BA
                        • Sleeps 12
                        Chateau / Country House #3928747
                        2
                        Viewed 10 times in the last 48 hours
                          • 4 BR
                          • 4 BA
                          • 1 HF BA
                          • Sleeps 8
                          House #874227vb
                          1
                          Viewed 19 times in the last 48 hours
                            Wonderful! 4.9/5
                            (14 reviews)
                            avg/night
                            • 4 BR
                            • 2 BA
                            • 1 HF BA
                            • Sleeps 7
                            Cottage #3023396
                            14
                            Viewed 9 times in the last 48 hours
                              avg/night
                              • 3 BR
                              • 2 BA
                              • Sleeps 6
                              Chateau / Country House #908959vb
                              1
                              Viewed 9 times in the last 48 hours
                                avg/night
                                • 3 BR
                                • 4 BA
                                • Sleeps 6
                                House #3960887
                                0
                                Viewed 17 times in the last 48 hours
                                  • 3 BR
                                  • 3 BA
                                  • Sleeps 6
                                  Farmhouse #873131vb
                                  0
                                    • 5 BR
                                    • 5 BA
                                    • Sleeps 12
                                    House #3632142
                                    0
                                    Viewed 5 times in the last 48 hours
                                      Wonderful! 4.9/5
                                      (12 reviews)
                                      avg/night
                                      • 4 BR
                                      • 3 BA
                                      • Sleeps 8
                                      House #227099
                                      12
                                      Viewed 8 times in the last 48 hours
                                        Excellent! 4.4/5
                                        (5 reviews)
                                        avg/night
                                        • 5 BR
                                        • 2 BA
                                        • Sleeps 8
                                        House #123410
                                        5
                                        Viewed 13 times in the last 48 hours
                                          avg/night
                                          • 4 BR
                                          • 3 BA
                                          • Sleeps 8
                                          House #143111vb
                                          0
                                          Viewed 14 times in the last 48 hours
                                            Wonderful! 4.8/5
                                            (5 reviews)
                                            avg/night
                                            • 4 BR
                                            • 2 BA
                                            • Sleeps 7
                                            House #774024vb
                                            5
                                            Viewed 21 times in the last 48 hours
                                              Exceptional! 5.0/5
                                              (12 reviews)
                                              avg/night
                                              • 5 BR
                                              • 2 BA
                                              • 1 HF BA
                                              • Sleeps 12
                                              House #621016vb
                                              12
                                              Viewed 38 times in the last 48 hours
                                                avg/night
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 4
                                                Cottage #4429078
                                                4
                                                Viewed 32 times in the last 48 hours
                                                  Exceptional! 5.0/5
                                                  (10 reviews)
                                                  avg/night
                                                  • 4 BR
                                                  • 1 BA
                                                  • 1 HF BA
                                                  • Sleeps 9
                                                  House #4154013
                                                  10
                                                  Viewed 26 times in the last 48 hours
                                                    Exceptional! 5.0/5
                                                    (6 reviews)
                                                    avg/night
                                                    • 6 BR
                                                    • 6 BA
                                                    • 1 HF BA
                                                    • Sleeps 14
                                                    House #3540891
                                                    6
                                                    Viewed 30 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (20 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 5
                                                      Cottage #707780vb
                                                      20
                                                      Viewed 38 times in the last 48 hours
                                                        avg/night
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 8
                                                        House #929167vb
                                                        0
                                                        Viewed 20 times in the last 48 hours
                                                          Exceptional! 5.0/5
                                                          (12 reviews)
                                                          avg/night
                                                          • 3 BR
                                                          • 1 BA
                                                          • Sleeps 6
                                                          Cottage #513698vb
                                                          12
                                                          Viewed 8 times in the last 48 hours
                                                            Wonderful! 4.8/5
                                                            (5 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            Cottage #3953792
                                                            5
                                                            Viewed 42 times in the last 48 hours
                                                              Wonderful! 4.8/5
                                                              (12 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              Cabin #556947vb
                                                              12
                                                              Viewed 25 times in the last 48 hours
                                                                Wonderful! 4.8/5
                                                                (28 reviews)
                                                                avg/night
                                                                • 5 BR
                                                                • 3 BA
                                                                • Sleeps 12
                                                                House #424518vb
                                                                28
                                                                Viewed 33 times in the last 48 hours
                                                                  avg/night
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  Cottage #4142288
                                                                  0
                                                                  Viewed 5 times in the last 48 hours
                                                                    avg/night
                                                                    • 4 BR
                                                                    • 3 BA
                                                                    • Sleeps 12
                                                                    House #788340vb
                                                                    2
                                                                    Viewed 18 times in the last 48 hours
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 8
                                                                      Cabin #563653vb
                                                                      3
                                                                      Viewed 18 times in the last 48 hours
                                                                        Excellent! 4.7/5
                                                                        (15 reviews)
                                                                        avg/night
                                                                        • 1 BR
                                                                        • 2 BA
                                                                        • Sleeps 4
                                                                        Chalet #384598vb
                                                                        15
                                                                        Viewed 43 times in the last 48 hours
                                                                          Excellent! 4.7/5
                                                                          (23 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 5
                                                                          Cottage #3624808
                                                                          23
                                                                          Viewed 11 times in the last 48 hours
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            House #3897254
                                                                            4
                                                                              Wonderful! 4.8/5
                                                                              (5 reviews)
                                                                              avg/night
                                                                              • 5 BR
                                                                              • 4 BA
                                                                              • 2 HF BA
                                                                              • Sleeps 10
                                                                              Estate #558988vb
                                                                              5
                                                                              Viewed 12 times in the last 48 hours
                                                                                Wonderful! 4.8/5
                                                                                (13 reviews)
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 8
                                                                                House #607741vb
                                                                                13
                                                                                Viewed 37 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (13 reviews)
                                                                                  avg/night
                                                                                  • 6 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 12
                                                                                  House #559190vb
                                                                                  13
                                                                                  Viewed 71 times in the last 48 hours
                                                                                    Wonderful! 4.8/5
                                                                                    (5 reviews)
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    House #830744vb
                                                                                    5
                                                                                    Viewed 43 times in the last 48 hours
                                                                                      Exceptional! 5.0/5
                                                                                      (6 reviews)
                                                                                      avg/night
                                                                                      • 5 BR
                                                                                      • 3 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 16
                                                                                      House #866131vb
                                                                                      6
                                                                                      Viewed 56 times in the last 48 hours
                                                                                        • 4 BR
                                                                                        • 3 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 10
                                                                                        House #820818vb
                                                                                        0
                                                                                        Viewed 12 times in the last 48 hours
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 8
                                                                                          Bungalow #717959vb
                                                                                          5
                                                                                            Wonderful! 4.9/5
                                                                                            (11 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            Cottage #214201
                                                                                            11
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 7
                                                                                              House #124984
                                                                                              4
                                                                                              Viewed 13 times in the last 48 hours
                                                                                                Wonderful! 4.8/5
                                                                                                (16 reviews)
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 10
                                                                                                House #601571vb
                                                                                                16
                                                                                                Viewed 39 times in the last 48 hours
                                                                                                  Exceptional! 5.0/5
                                                                                                  (5 reviews)
                                                                                                  avg/night
                                                                                                  • 5 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 10
                                                                                                  Lodge #487322vb
                                                                                                  5
                                                                                                  Viewed 8 times in the last 48 hours
                                                                                                    Exceptional! 5.0/5
                                                                                                    (8 reviews)
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 6
                                                                                                    House #4153058
                                                                                                    8
                                                                                                    Viewed 12 times in the last 48 hours
                                                                                                      Exceptional! 5.0/5
                                                                                                      (39 reviews)
                                                                                                      avg/night
                                                                                                      • 4 BR
                                                                                                      • 3 BA
                                                                                                      • Sleeps 8
                                                                                                      House #3721423
                                                                                                      39
                                                                                                      Viewed 26 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Monterey: Vacation Rentals (373)

                                                                                                       

                                                                                                      Recent Monterey Reviews

                                                                                                      Beautiful property in charming town with wonderful manager

                                                                                                      5 of 5
                                                                                                      I came to stay at the South Lee Schoolhouse to celebrate New Year's Eve and had a wonderful time there. I visited with a party of 6, though there is easily space for a few more. The house is gorgeous with tall ceilings and open spaces. It had available everything we needed, including a fully stocked (and beautiful) kitchen for cooking full meals at home. There is also wood available for a cozy fire in winter. The house has a scenic view, is easy to locate, and is only a short drive from downtown Stockbridge. The owner, Mary, is great. She is easily available if any questions come up, and is very responsive if you should need anything. She really went above and beyond in making our stay happy and smooth. Finally, the area is scenic and filled with great things to do. Since we visited in winter, we went snow shoeing at Hilltop Orchards, for a sleigh ride at SweetBrook Farm, and really enjoyed the hot chocolate menu at the Blantyre. We also loved the Norman Rockwell museum and the Clark Institute. Plus, walking around downtown Stockbridge finds iconic settings and fun shops. Altogether a great stay!
                                                                                                      • Submitted: Jan 15, 2017
                                                                                                      • Stayed: Dec 2016

                                                                                                      Lakefront Relaxation

                                                                                                      5 of 5
                                                                                                      We booked a stay at this gorgeous hidden gem for Christmas Break. Just ten minutes away from town, we enjoyed peace and quiet with all brand new appliances, adjustable bed, beautiful vaulted ceilings, rainfall shower, views all around and a walk ON the lake! The hosts were very kind, easy to reach and responded promptly. Would definitely stay again! -Allison
                                                                                                      • Submitted: Jan 7, 2017
                                                                                                      • Stayed: Dec 2016

                                                                                                      Great House & Wonderful Owner

                                                                                                      5 of 5
                                                                                                      We rented this house for a month for the past three summers. The landlord was both proactive and reactive, always anticipating what would make it more comfortable, and responding immediately for the smallest of problems. Great location, close to Lake Garfield, and near the local store and library. House makes entertaining easy and fun; nice deck, large dining room table, lots of room for visitors, well-equipped kitchen, tons of games, chairs for Tanglewood --- everything you might think of is right there. There is a lower level with 2 bedrooms, bath an living room which is very private. What we used as master bedroom was an open loft area. We have rented for many summers and this was by and far, the best!
                                                                                                      • Submitted: Dec 17, 2016
                                                                                                      • Stayed: Aug 2016