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
Cancel Clear Filters Apply Filters

Property Type

Booking Options

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!
  • Showing 1-50 of 75
Additional fees apply. Taxes may be added.
    Excellent! 4.7/5
    (20 reviews)
    avg/night
    • 4 BR
    • 4 BA
    • Sleeps 10
    House #3535127
    20
    Viewed 22 times in the last 48 hours
      • 4 BR
      • 3 BA
      • Sleeps 8
      House #3938540
      8
        Exceptional! 5.0/5
        (6 reviews)
        avg/night
        • 5 BR
        • 4 BA
        • 1 HF BA
        • Sleeps 9
        House #3778159
        6
          Exceptional! 5.0/5
          (11 reviews)
          avg/night
          • 3 BR
          • 2 BA
          • Sleeps 7
          House #276430vb
          11
          Viewed 11 times in the last 48 hours
            • 3 BR
            • 2 BA
            • 1 HF BA
            • Sleeps 6
            House #847310vb
            1
              • 5 BR
              • 3 BA
              • Sleeps 10
              House #3597853
              4
                • 6 BR
                • 6 BA
                • Sleeps 10
                House #933219vb
                  • 4 BR
                  • 3 BA
                  • Sleeps 8
                  House #742973vb
                    Exceptional! 5.0/5
                    (20 reviews)
                    avg/night
                    • 3 BR
                    • 2 BA
                    • Sleeps 6
                    House #433008vb
                    20
                      • 2 BR
                      • 1 BA
                      • Sleeps 6
                      House #287122vb
                      34
                        Exceptional! 5.0/5
                        (8 reviews)
                        avg/night
                        • 3 BR
                        • 2 BA
                        • Sleeps 6
                        House #572212vb
                        8
                        Viewed 8 times in the last 48 hours
                          Excellent! 4.7/5
                          (9 reviews)
                          avg/night
                          • 3 BR
                          • 3 BA
                          • Sleeps 7
                          House #997342
                          9
                          Viewed 5 times in the last 48 hours
                            Excellent! 4.4/5
                            (10 reviews)
                            avg/night
                            • 2 BR
                            • 1 BA
                            • Sleeps 6
                            House #594844vb
                            10
                            Viewed 6 times in the last 48 hours
                              Exceptional! 5.0/5
                              (11 reviews)
                              avg/night
                              • 3 BR
                              • 1 BA
                              • 1 HF BA
                              • Sleeps 8
                              House #143286vb
                              11
                                • 5 BR
                                • 4 BA
                                • Sleeps 12
                                House #407258vb
                                4
                                  Wonderful! 4.8/5
                                  (12 reviews)
                                  avg/night
                                  • 2 BR
                                  • 1 BA
                                  • 1 HF BA
                                  • Sleeps 6
                                  House #477259vb
                                  12
                                  Viewed 7 times in the last 48 hours
                                    • 4 BR
                                    • 3 BA
                                    • Sleeps 10
                                    House #439263vb
                                    12
                                      • 3 BR
                                      • 1 HF BA
                                      • Sleeps 6
                                      House #829524vb
                                      5
                                        Viewed 9 times in the last 48 hours
                                          • 4 BR
                                          • 3 BA
                                          • 1 HF BA
                                          • Sleeps 8
                                          House #703198vb
                                            Wonderful! 4.9/5
                                            (7 reviews)
                                            avg/night
                                            • 3 BR
                                            • 3 BA
                                            • Sleeps 6
                                            House #3683637
                                            7
                                            Viewed 10 times in the last 48 hours
                                              avg/night
                                              • 2 BR
                                              • 1 BA
                                              • 1 HF BA
                                              • Sleeps 5
                                              House #750115vb
                                              1
                                              Viewed 6 times in the last 48 hours
                                                • 4 BR
                                                • 2 BA
                                                • 1 HF BA
                                                • Sleeps 15
                                                House #874852vb
                                                Viewed 5 times in the last 48 hours
                                                  avg/night
                                                  • 5 BR
                                                  • 4 BA
                                                  • 1 HF BA
                                                  • Sleeps 18
                                                  House #886764vb
                                                  1
                                                  Viewed 10 times in the last 48 hours
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 5
                                                    House #143503vb
                                                    3
                                                      • 4 BR
                                                      • 2 BA
                                                      • Sleeps 7
                                                      House #924064vb
                                                      2
                                                      Viewed 15 times in the last 48 hours
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 7
                                                        House #4231080
                                                        2
                                                        Viewed 6 times in the last 48 hours
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 8
                                                          House #484407vb
                                                          1
                                                          Viewed 9 times in the last 48 hours
                                                            • 4 BR
                                                            • 2 BA
                                                            • 1 HF BA
                                                            • Sleeps 7
                                                            House #294005vb
                                                            10
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              House #3011270
                                                              6
                                                                • 3 BR
                                                                • 3 BA
                                                                • Sleeps 10
                                                                House #909445vb
                                                                  Exceptional! 5.0/5
                                                                  (10 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 6
                                                                  House #3828517
                                                                  10
                                                                  Viewed 19 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (8 reviews)
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 8
                                                                    House #195483vb
                                                                    8
                                                                      • 5 BR
                                                                      • 4 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 12
                                                                      House #227554vb
                                                                      Viewed 15 times in the last 48 hours
                                                                        • 4 BR
                                                                        • 2 BA
                                                                        • Sleeps 7
                                                                        House #3689571
                                                                        2
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 10
                                                                          House #899717vb
                                                                          3
                                                                            • 3 BR
                                                                            • 3 BA
                                                                            • Sleeps 6
                                                                            House #750422vb
                                                                              • 3 BR
                                                                              • 3 BA
                                                                              • Sleeps 6
                                                                              House #931820
                                                                              11
                                                                                Exceptional! 5.0/5
                                                                                (5 reviews)
                                                                                avg/night
                                                                                • 4 BR
                                                                                • 3 BA
                                                                                • Sleeps 8
                                                                                House #223786vb
                                                                                5
                                                                                  Exceptional! 5.0/5
                                                                                  (12 reviews)
                                                                                  avg/night
                                                                                  • 4 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 8
                                                                                  House #3796973
                                                                                  12
                                                                                  Viewed 5 times in the last 48 hours
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 6
                                                                                    House #841239vb
                                                                                    2
                                                                                      • 4 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 8
                                                                                      House #918653vb
                                                                                        • Studio
                                                                                        • 1 BA
                                                                                        • Sleeps 8
                                                                                        House #869314vb
                                                                                          • 4 BR
                                                                                          • 4 BA
                                                                                          • Sleeps 10
                                                                                          House #847381vb
                                                                                          Viewed 11 times in the last 48 hours
                                                                                            • 2 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 4
                                                                                            House #928247vb
                                                                                              • 4 BR
                                                                                              • 4 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 12
                                                                                              House #600059vb
                                                                                              1
                                                                                                • 5 BR
                                                                                                • 5 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 10
                                                                                                House #954738vb
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 10
                                                                                                  House #368135vb
                                                                                                  1
                                                                                                  Viewed 6 times in the last 48 hours
                                                                                                    • 7 BR
                                                                                                    • 4 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 7
                                                                                                    House #760954vb
                                                                                                    1
                                                                                                    • 1 - 50 of 75
                                                                                                     

                                                                                                    Recent Litchfield Reviews

                                                                                                    A Perfect Getaway!

                                                                                                    5 of 5
                                                                                                    We spent a few weekends here to escape NYC and to celebrate Thanksgiving. This was our country "babymoon" and it couldn't have been a more perfect place to nest. The house is clean and well-appointed: comfortable furniture, modern bathrooms and kitchen, top of the line appliances and amenities. We enjoyed morning coffee in the sunroom and evenings by the fire. The area is terrific--lots of farms for fresh food, state parks for hikes--and this house was the perfect retreat to come home to after our adventures. Liza is a dream of an owner. She's attentive, accommodating, and kind. We hope to celebrate Thanksgiving here again next year!
                                                                                                    • Submitted: Nov 28, 2016
                                                                                                    • Stayed: Nov 2016

                                                                                                    Charming and cozy cottage over thanksgiving

                                                                                                    5 of 5
                                                                                                    My family and I had a wonderful time over thanksgiving at John's cottage on the lake. The pictures and description were accurate. The lake is indeed gorgeous and the cottage has a lot of historic character (original materials used throughout the renovation in a very cool way). We were extremely fortunate to witness the first snowfall of the season over the lake on Thanksgiving day. The radiant heated floors, the fireplace, and the central air were awesome! John is a great host/owner who communicated thoroughly before and during the stay and made us all feel welcome by providing tips on where to shop for groceries and some of his recommendations on nearby restaurants. I highly recommend renting his cottage and I hope to do so again when the weather is warm so that we can jump into the lake from his deck!
                                                                                                    • Submitted: Nov 26, 2016
                                                                                                    • Stayed: Nov 2016

                                                                                                    Perfect family homecoming and reunion

                                                                                                    5 of 5
                                                                                                    Dear VRBO, My extended family and I recently stayed at The Boulders, and I wanted to reach out personally and tell you how FANTASTIC it is. I grew up in Washington (CT), and the Boulders has always been an iconic place in our lives. One sister worked as a waitress there while in high school/college, my two sisters and I all had our wedding dinners there, and many visiting guests have stayed there over the years. My parents emigrated from Ireland in 1955, directly to Washington, where they married and have lived happily ever since. We gathered for 4 days in early August for our annual family reunion, which was extra special this year as we celebrated my parents’ 60th anniversary. It was at once the perfect homecoming for all of us, and the perfect holiday destination. Mostly I want to commend and thank the owners for the sensitive and beautiful restoration and renovation of this historic building, which is so close to the heart of so many from the area—certainly all of us. You’ve managed to tastefully upgrade the place in every possible way, and yet its heart and soul and historic beauty are perfectly intact. We loved every detail---the beautiful lake photos all around the house, and the historical ones in the entryway; the magnificent (and fun to work in) kitchen; the comfortable and lovely bedrooms; the crooked floors; the abundant outdoor furniture; the lakefront complete with kayaks and paddleboards---and the boat house, complete with ping pong! The house beautifully accommodated our family. We felt both privileged to be there and totally protective and proprietary about the house and its surroundings---a place to be treasured and loved even as it is being fully used. Jeff and Amanda were fantastic---both in advance of and during our stay. You couldn’t have better stewards of the property. They were attentive and easygoing at the same time, eager for us to relax and enjoy and share their obvious love of the place while also being clear about house rules and neighborhood respect. So---from Weston and Washington, CT, Lancaster, PA, Houston, Scarsdale, NY, Boston, Chicago, and New York City---you have our heartfelt thanks. We'll be back!
                                                                                                    • Submitted: Nov 17, 2016
                                                                                                    • Stayed: Aug 2016