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Classic Modern House on its Own Point of Land with Astounding Views

Chilmark, MA, USA
  • House
  • Bedrooms5
  • Sleeps11
  • Bathrooms1
  • Half Baths1
  • Mininum Stay7 nights

Modern House, 5 Bedrooms, 1.5 Baths, (Sleeps 11)

Designed by a student of the famous architect Walter Gropius, our house was built in 1949. The house is open and light, with floor to ceiling windows and sliding glass doors, a fireplace with a 50's "conversation pit" for cozying up in, perfect for an evening of charades or quiet reading. The giant dining table has room for a large family to spread out, or have a group of friends over for a long summer dinner. The multiple couches and seating areas suit a grandma reading aloud to small ones while in another area teenagers chat or grownups have cocktails on the porch, looking at the serene view of the nature preserve across the pond. There is a good layout for two families with children to share the house. It is also a romantic spot for two people to enjoy a beautiful private place.

We have lots of amusements and we are TV free, but there is Wi-Fi. We have a fantastic collection of children's books, from picture books to favorite read-alouds and young adult books. There is a croquet set and lots of rainy day games and little kid toys. We have a modest but peaceful writers cabin/shed that can be used for quiet work time (no Wi-Fi there).

Our point of land the house sits on (see map) is 9/10ths surrounded by water, Menemsha Pond on one side and Quitsa Pond on the other. Part of the 11 acres is conserved land and the view is beautiful from anywhere. Children love exploring the mowed paths and most likely will find the hidden tree house. Chockers Point has always been occupied by sailors and you can beach a sunfish easily. It is also excellent for jumping into a kayak and exploring the ponds. We provide 2 single kayaks. We also have clamming supplies, our beach is rich with steamer clams in the summer.

This house is perfect for small children, the third generation of our family is now proving that. Children can toddle or paddle about on the private beach on Menemsha Pond, 'Short Beach' (we share it with the other houses on our short road but there is always room) where we all learned to swim. Beach passes for the restricted town ocean beaches are available for purchase from the town with your lease. The free Menemsha public beach and it's great fish markets are nearby. There is a fantastic local farmer's market in nearby West Tisbury twice a week.

Chilmark has a wonderful community center summer camp program that runs every weekday morning for children up to 12, where your kids can play sports or make glorious messes. You can sign up by the week. Retrieve your children at noon and go across the street to get a pizza for lunch from the popular Chilmark store. The Chilmark library is excellent and has a lot of kid's programs.

In the fall it is a great spot for quiet adult time. The island is more peaceful and the colors are spectacular. The weather is generally wonderful then and if it is not the wood stove is exceedingly cosy.

This is not a fancy house. It is built very simply, in a style of '50's summer camp minimalism. The comfortable furniture is a little worn, but it's classic style (Eames etc) echos the house. We have only one full and one half bath and a beautiful reconstructed outdoor shower. The house has a very warm feel that we hope you love as we do.

We do not rent for under 1 week, NO weekends. We give discounts for long rentals.

Keywords: Summer House, Derby, Kayaks, Dogs


Hazel Ryerson

Member Since 2008
Response rate:
Response time:
within a few days
Calendar last updated:
Jan 30, 2018


    • Internet
    • Pets Welcome
    • Fireplace
    • Kids Welcome
    • Washer & Dryer
    • Parking
    • No Smoking


      • 5 Bedrooms, Sleeps 11
      • Bedroom 1
        1 double
      • Bedroom 2
        1 double
      • Bedroom 3
        1 double
      • Bedroom 4
        4 bunk bed
      • Bedroom 5
        1 twin/ single
      • Double Beds (3), Twin or Single Beds (1), Bunk beds (4) , Sleep Sofa or Futons (2) pac-n-play (1)


      • 1 Bathroom, 1 Half Bath
      • Bathroom 1
        toilet, combination tub/shower
      • Bathroom 2
        toilet, sink
      • Bathroom 3
        outdoor shower
      • Spacious cedar outdoor shower

      Location Type

        • Beachfront
        • Near The Ocean
        • Waterfront
          Salt water ponds with opening to Vineyard Sound


            • Adventure
            • Away From It All
            • Family
            • Romantic
            • Sports & Activities


                • Guests provide their own meals


                    • Clothes Dryer
                    • Iron & Board
                    • Linens Provided
                    • Living Room
                    • Parking
                    • Towels Provided
                    • Washing Machine
                    • Wireless Internet
                      Due to the location on a peninsula, the Wi-Fi is a "jetpack" hot spot that is reasonable, but not extremely powerful. Guests who need high speed internet can bring hot spots. Verizon works well.
                    • Wood Fireplace
                      There is a lowered fireplace with sofas around it. Great for cozy evenings.
                    • Wood Stove
                      Very efficient wood stove in the kitchen half of the house. It does a great job for chilly fall evenings.


                        • Coffee Maker
                        • Cooking Utensils
                          Very well supplied, including lobster size pots.
                        • Dishes & Utensils
                          Plentiful, enough for 15 people, not matching but quite decent.
                        • Dishwasher
                        • Kitchen
                        • Microwave
                        • Oven
                        • Refrigerator
                        • Stove
                        • Toaster


                            • Child's Highchair
                            • Dining
                              Table seats 12 with a little squeezing in. We have even gotten 15 there.
                            • Dining Area


                                • Books
                                  Wonderful collection of children's books for all ages. Moderate collection of nature books. A hodge-podge of novels and non-fiction
                                • CD Player
                                • Games
                                  Good collection of board games, cards, checked, chess, etc.
                                • Stereo
                                  Bluetooth speaker
                                • Toys
                                  Lots of well loved children's toys, appropriate items for ages 1 and up.


                                    • Deck / Patio
                                    • Kayak / Canoe
                                      2 single kayaks with paddles and life jackets. A waiver is required for their use.
                                    • Lawn / Garden
                                    • Outdoor Grill
                                    • Water Sports Gear
                                      There is some basic beach equipment including sand toys, some boogie boards, folding chairs and usually an umbrella.


                                        • limited accessibility
                                          Most of the house is on one level. There is a 10 inch step to the central porch.The main bathroom door is narrow but the one bedroom with the half bath was designed with a grandmother in mind.


                                            • arboretum
                                            • churches
                                            • cinemas
                                            • library
                                            • live theater
                                            • playground
                                            • recreation center
                                            • restaurants
                                            • synagogues

                                              Leisure Activities

                                                • miniature golf
                                                • antiquing
                                                • bird watching
                                                • boating
                                                • horseback riding
                                                • beachcombing
                                                • scenic drives
                                                • shopping
                                                • sight seeing
                                                • walking
                                                • whale watching

                                                  Local Services & Businesses

                                                    • ATM/bank
                                                    • fitness center
                                                    • groceries
                                                    • hospital
                                                    • laundromat
                                                    • massage therapist
                                                    • medical services

                                                      Sports & Adventure Activities

                                                        • sailing
                                                        • cycling
                                                        • fishing
                                                        • fly fishing
                                                        • golf
                                                        • hiking
                                                        • kayaking
                                                        • pier fishing
                                                        • deepsea fishing
                                                        • snorkeling
                                                        • surf fishing
                                                        • surfing
                                                        • swimming
                                                        • tennis
                                                        • water skiing
                                                        • wind-surfing


                                                            • Renters may use the nearby but separate little 'cabin' used as a writer's work room. The small out of sight guest house on Quitsa Pond, occasionally used by family, is not included in the rental.

                                                              House Rules

                                                              Check-in: 4:00 PM

                                                              Check-out: 10:00 AM

                                                              Cancellation Policy

                                                              100% refund if canceled at least 60 days before arrival date. 50% refund if canceled at least 30 days before arrival date. You must contact the owner directly to request cancellation.

                                                              7 Reviews


                                                              Latest reviews

                                                              Amazing property

                                                              andrew c.cambridge, ma

                                                              Unique house on an amazing, tranquil peninsula far up-island. The house easily accommodated our large group, with lots of private nooks and open space. We spent a lot of time on Short Beach just near the house, and rented a sunfish to augment the activities. Not a fancy place, but well supplied and equipped, with a lot of character and charm, and a location that is unparalleled.

                                                              Fab family retreat

                                                              gillian h.queens

                                                              highly recommend , loved the view and the hammock . I really felt like we went back in time . This home understated in the best way , charming , plenty of games even for indoors if it rains .

                                                              The private bay beach is a two minute walk and the sunset there deserves an evening picnic .

                                                              It was magical for my two boys they thought their hut like bunk beds were hideaways . It's actually better that there is no TV.

                                                              The location is amazing , this is the side of the island to stay no questions asked .

                                                              If you want to entairtain the kids do the pirate adventure and the farm tour . If you want to buy beer make sure and go to the liquor store by the airport .

                                                              You need a car to stay here .

                                                              Midland, Virginia

                                                              JudeMidland, Virginia

                                                              My husband and I have spent over thirty years vacationing on the Island and this year chose to stay in a different area. We were attracted by the privacy and solitude of what comes close to being your own island. The delightful vistas and tranquil setting is perfect for someone wanting to kick back and relax. Being close to Menemsha and its excellent fish markets we enjoyed seafood feasts on the lawn surrounded by unforgettable sunsets. Our two dogs roamed the property as if it was their own. This idyllic setting and large and comfortable house will make this a "repeat" vacation spot for us.

                                                              SEPTEMBER TO REMEMBER ON CHOCKER'S LANE!

                                                              Will P.Boston, MA

                                                              My wife, Dad, two kids and two labrador retrievers spent a week here in September of 2011, which is a beautiful time of year on Martha's Vineyard. Francie, one of the owners, went out of her way to address our questions prior to renting the property and remained in contact as needed during and after the rental period. She is also more than welcome to tell you about things to do while you are there. The description of the property on the website doesn't give it justice since no words can give it justice as it is absolutely stunning and one-of-a-kind. The privacy is incredible as you are essentially staying on an island connected only by a one lane road. The views are breathtaking from all directions from the house and from all areas of the "island" and you have acres of space and hundreds of yards of beach to roam/fish/lounge with your family and canines. The interior was spotless when we arrived and is also atypical from most rental properties because it actually looks like a family lives there when you arrive and there are lots of games and toys and books and binoculars and even an old electric Doors-era organ. The house itself is just as the website describes in that is very comfortable and lived-in and not super fancy so you don't feel like you have to tiptoe from room to room. The kitchen is also quite professional and everything you would need to prepare gourmet meals every night, as we did, are there. There is no TV, but we do not have one so it was a non-issue. There is wireless internet that works well so you can always watch things online if need be. I would highly recommend this property to my friends and family, and even President Obama if the secret service felt they could surround the perimeter safely, so enjoy it and know that wonderful memories made there will remain in your family for years to come.

                                                              Gorgeous MidCentury Compound

                                                              Jessica M.NYC

                                                              It's nearly too good to be true - a quirkily fabulous family house on its own point in Menemsha Pond. Perfect for unforgettable Vineyard vacations in the classic style - big meals, lots of reading and walks, bocce and wiffle ball, paddling around and fishing.

                                                              Leo Millbury,MA


                                                              I started fishing at the Vineyard in the fall during the early 70’s and fell in love with the Chilmark area, particularly the village of Menemsha. I subsequently started family vacations during the summer months. Eventually, my daughter and my son both married and blessed us with four grandchildren. Unfortunately, many times we did not have a location which could accommodate all of us. Mary and I were forced to spend part of the vacation with one family and the balance with the other. We then discovered Chocker’s Point. It comfortably accommodatesd ten of us. The house has a lot of character, there is adequate sleeping quarters, complete kitchen, great dinning area, and plenty of space if you want some private time. We enjoyed gathering around the conversation pit each evening. The lawn area is huge….great for ball games, racing, and flying kites. There are several areas on the large parcel of property for swimming, crabbing, fishing and kayaking. Our favorite was the sand bar on the channel leading into Quitsa Pond. Each morning, the four grandchildren would select a location. No need to load ten people and their gear to travel to a beach. In the event we all decided to return to the house, we simply left everything at the swimming area. I guess our experience can be summarized in one word….wonderful!! Already booked for 2012.


                                                              Chilmark, MA, USA

                                                              There are many fishing charter boats that go out from nearby very charming Menemsha harbor, where you can also get wonderful local seafood, cooked to eat on the docks or bring home to cook. There are also a multitude of really good restaurants on the island where the foodie scene is very active. Our beautiful beach on Menemsha Pond ("Short Beach") is really near the house. It is the best place in the world for little ones to play and swim. The Chilmark Community Center has a great morning day camp that is easy to join by the week and a good way for kids to meet other kids. Then at noon, pick them up and walk across the street for the popular pizza at the Chilmark Store. And then, for a perfect day, take them to one of the town ocean beaches. The local library is fantastic, available for your use and good for a rainy day activity.

                                                              7 Reviews

                                                              Exceptional 5/5

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                                                              For booking assistance, call 888-640-7927

                                                              Property # 216987