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Captain Jonathon Sherman House. Built in 1768. 2 Story &Cupola

Eastham, MA, USA
  • House2800 sqft
  • Bedrooms4
  • Sleeps8
  • Bathrooms2
  • Half Baths0
  • Minimum Stay4 - 7 nights

House, 4 Bedrooms + Den, 2 Baths, (Sleeps 8)

The Captain Jonathan Sherman house is a historic Eastham home built in 1768 and having a long and colorful history. There are several paintings of the home in the Eastham library one of which is an oil painted in the early 1800's.

Home is a comfortable 4 bedroom 2 bath (plus outdoor shower) house. There is a large kitchen and separate eat in area adjacent to the kitchen. Adjacent to kitchen is a full bath and next to this is a large den with a 50 inch HDTV.There are no Televisions in the living room or dining rooms.

Great garden environment with large very private yard. To one side of the yard is the Nauset marsh and this affords Kayaking access to a tidal stream which accesses the Boat-meadow river and Cape Cod bay. I use the stream often. The Cape Cod Bay beach is several hundred yards walk from the house.

The front entrance to the house is reached from the large driveway via a brick walkway that terminates at a large screened porch which is a wonderful spot to enjoy coffee in the morning and wine and cheese in the evening. There is comfortable furniture on the front porch

We have restored this home these past 10 years and as with any older home this is a continuing labor. There is a brass plaque attached to the front door frame and this is an award from the Eastham historic commission for restoration activities by our family. The home is currently recommended for placement on the National Historic Register.

The Cupola on the 3rd floor is a wonderful reading room and a great getaway from the lower floors. There are 3 large windows and a view of the marsh. There is also a penciled drawing done by Captain Sherman referring to his painting of the building and dated in June of 1869.

On the first floor is a large bedroom with a queen bed. Second floor has two large bedrooms, one w/a king bed and the other w/a queen. Both have air conditioners. A third bedroom is small w/bunk beds.

Keywords: Singe Family 4 bedroom 2 bath home on tidal stream in S. Eastham.


Don Watson

Member Since 2011
Response rate:
Response time:
within one day
Calendar last updated:
Apr 19, 2018
About Don Watson

I am a retired psychologist. My home is my favorite place and the family spend lots of time here. It is a family home and there are many family photos throughout. I am a Kayak-er and often use the back yard stream to travel to the ocean and do some river or ocean swimming. Our back yard is a very private area and is complete with perennial gardens and numerous apple and pear trees. There is a Weber charcoal grill and a large gas grill on the back patio.

Don Watson purchased this House in 2002

What makes this House unique

Parking at all Eastham beaches, fresh water ponds, Cape Cod Bay and are accessed with an Eastham sticker. which is available at the town maintenance yard on Old Orchard Road. There is a $65.charge for this but the sticker also allows you to park at all ponds, bay beaches in Eastham. There is a $15. daily charge to park at the 2 Seashore beaches in Eastham/the daily sticker is also valid at all National Seashore beaches on the Cape/Truro/Wellfleet and Provincetown. You are able to purchase a National Seashore sticker for the season. Seniors 65+ may purchase a Sr. citizen pass for $10.at the Seashore Headquarters in Eastham that allows you access to all National Parks and beaches for life.


    • Internet
    • Air Conditioning
    • Accessible
    • Heater
    • Fireplace
    • Satellite or Cable
    • Kids Welcome
    • Washer & Dryer
    • Parking
    • TV
    • No Smoking


      • 4 Bedrooms, Sleeps 8
      • Bedroom 1
        1 queen, first floor
      • Bedroom 2
        1 king
      • Bedroom 3
        1 queen
      • Bedroom 4
        1 bunk bed
      • King size beds (1), Queen size Beds (2), , Bunk Beds (1)


      • 2 Bathrooms
      • Bathroom 1
        toilet, combination tub/shower, tub
      • Bathroom 2
        toilet, shower
      • 2 full bathrooms/outdoor shower

      Location Type

        • Beach View
          Marsh view only with a steel fire pit next to marsh.


            • Family
            • Historic
            • Sports & Activities


                • Guests provide their own meals


                    • Living Room
                      Compact and comfortable/couchw/3 chairs
                    • Air Conditioning
                      all bedrooms but bunkroom/large AC unit in Ell room.
                    • Clothes Dryer
                    • Fireplace
                      Cannot be used/too old/looks nice only!
                    • Gas Fireplace
                      Jotul gas stove in living room.
                    • Hair Dryer
                    • Heating
                      Yes, but Not needed in summer months
                    • Internet
                      WlFl Password is my phone # no dashes 5084799452
                    • Linens Provided
                      All beds made up/certainly may wash and dry if need arises. There are extra pillows in closets
                    • Broadband Access
                      HDTV in Ell room/minimal local access stations/Netflix and Amazon Prime movies
                    • Parking
                      Room for 6 autos in driveway
                    • Parking Off Street
                      Driveway allows six autos offstreet.
                    • Parking for RV/Boat/Trailer
                      Drive will accommodate a boat and trailer of moderate size but would limit cars to 2-3
                    • Telephone
                      No Land Line
                    • Towels Provided
                      Both baths have ample towels with extras in the King room closet
                    • Washing Machine
                      Convenient in area across from Bathroom downstairs
                    • Wireless Internet
                      Captain Sherman WIFI PW: 5084799452
                    • Wood Stove
                      For looks only


                        • Coffee Maker
                          Cuisinart 12 cup can be programmed for AM coffee.
                        • Cooking Utensils
                          Extensive cooking paraphernalia/large lobster pot/large Kitchen Aide Mixer/new Cuisinart mixer 14 cup size/great grating and chopping blades./Ninja smoothie Blender/soda stream.
                        • Dishes & Utensils
                        • Dishwasher
                          New/easy to use.
                        • Kitchen
                          Comfortable and large. Convection oven, dishwasher, granite counter tops. Complete Chef's kitchen w/all of the cooking implements you would find in a restaurant.
                        • Microwave
                          Large capacity
                        • Pantry Items
                          Extensive bowls/slow cooker/lobster pot/Paninni grill/waffle iron/wine glasses/beer glasses etc.
                        • Refrigerator
                          European Refrigerator 14.5 cu ft/will lose appropriate temperature if the door remains open.
                        • Stove
                          5 burner gas stove with convection oven.
                        • Toaster
                          Two toast type


                            • Dining
                              Breakfast dining area next to kitchen separated by chimney but open to kitchen over granite counter top. Dining room has a large table which seats 8. 4 stools around granite counter breakfast/coffee.
                            • Dining Room
                            • comfy seating for 8 people


                                • Books
                                  Many. Be very careful of the book collection please.
                                • Games
                                • Satellite / Cable
                                  Cable is limited to news stations/Netflix and Amazon movies
                                • Stereo
                                  Sonos music in Kitchen operated by IPAD
                                • Television
                                  50 inch HD /local Boston channels/Netflix and Amazon Prime movies No television in living room area.
                                • Toys
                                  good collection of toys and childrens books in bunk room
                                • Video Library
                                  We have about 30 CD movies and several series including Ken Birns Baseball.


                                    • Bicycles
                                      2 older giant bikes
                                    • Deck / Patio
                                      Stone patio off kitchen with grill/ table and chairs w/ umbrella
                                    • Golf
                                      Nearby public courses in Chatham/Truro and Wellfleet.
                                    • Kayak / Canoe
                                      2 /11 foot kayaks w/paddles and 2 jackets
                                    • Lawn / Garden
                                      extensive garden and an acre of lawn down to the marsh
                                    • Outdoor Grill
                                      Weber charcoal and a Kitchen Aide gas grill.
                                    • Water Sports Gear
                                      2 kayaks w/paddles/2 lifevests


                                        • wheelchair accessible
                                          The first floor is accessible through the front door only with a rise of about 6 inches same for porch entrance via brick walkway.


                                            • playground
                                            • churches
                                            • library
                                            • live theater
                                            • marina
                                            • cinemas
                                            • recreation center
                                            • restaurants
                                            • synagogues
                                            • water parks
                                            • winery tours

                                              Leisure Activities

                                                • shelling
                                                • antiquing
                                                • bird watching
                                                • boating
                                                • miniature golf
                                                • scenic drives
                                                • beachcombing
                                                • shopping
                                                • sight seeing
                                                • walking
                                                • whale watching
                                                • wildlife viewing

                                                  Local Services & Businesses

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

                                                      Sports & Adventure Activities

                                                        • pier fishing
                                                        • basketball court
                                                        • deepsea fishing
                                                        • fishing
                                                        • fly fishing
                                                        • freshwater fishing
                                                        • golf
                                                        • hiking
                                                        • kayaking
                                                        • mountain biking
                                                        • paragliding
                                                        • cycling
                                                        • roller blading
                                                        • sailing
                                                        • scuba diving or snorkeling
                                                        • snorkeling/diving
                                                        • sound/bay fishing
                                                        • surf fishing
                                                        • surfing
                                                        • swimming
                                                        • tennis
                                                        • water skiing
                                                        • wind-surfing


                                                            • 2 Kayaks-one small-11 ft. can be placed in tidal stream behind house w/access to river and Cape Cod Bay. One kayak 12 ft can be used in bay several hundred yards up street. It's mucky getting into and out of the stream/ I don't care because it's alot of fun/but you may not want to. Simply put the Kayaks into the car trunk and drive it down to the beach and launch from there.

                                                              5 Reviews


                                                              Latest reviews

                                                              A relaxing, warm and perfectly located home!

                                                              Ronny M.Dedham,

                                                              Our first thought after a comfortable and private week in this wonderful home was, "when can we come back"? Don, the owner is gracious, and cares about his guests as though we were friends and family. We had several visitors come and go and the home is suited for a romantic two some or a family. One of our guests was in a wheelchair and the first floor bedroom and bath made it possible for her to visit. The walk to the private beach is less than 1/2 mile (walking) and the overall location is close to several towns and activities. We cant wait to go back!

                                                              A perfect relaxing and gathering spot for families.

                                                              Tim O.

                                                              We stayed at this great house for a couple of weeks this summer. While there, we were visited by all our children and grandchildren (in shifts!) and had an absolutely great vacation. The owner is very gracious and made sure everything was perfect for our stay. The home is absolutely charming with warm and wonderful touches throughout. It's a very manageable walk to the bay beach and situated just minutes away from fresh water ponds, shopping and all sorts of dining options. Are you a chef? Then you'll love the kitchen. Do you like to read? You won't need to go to the library. Each of the sitting rooms has its own unique features and we spent many enjoyable hours in each. We HIGHLY recommend the Jonathan Sherman House.

                                                              A Cape Cod Historic Home Lover's Delight

                                                              Rich E. Arlington, VA

                                                              My wife and I thoroughly enjoyed our stay in this well-equipped historic home, a short walk from Boat Meadow Beach in Eastham. Its architecture is the essence of old Cape Cod, but with modern appliances and Internet service. The combination of the downstairs bedroom and three other bedrooms upstairs, plus a separate living room and den, provided plenty of privacy and space for all of our family members. The location on Bridge Road allowed us to take back roads to beaches and shopping in Eastham and Orleans without having to travel on Route 6. Don and Lynda were gracious and helpful hosts, and we would gladly rent their home again.



                                                              My sons, spouses and extended family had a wonderful week in Cape Cod. Our accommodations were perfect - everything was as described. We had a great time cooking, playing cards, kayaking and walking to and from the beach. This home easily accommodated 8 adults - although it should be noted that the adults need to be able to move about without walkers, as the age of this home keeps it from being completely accessible. We figured this was the case, and made arrangements for the elderly members to stay at a local hotel. They joined us for game nights though and moving about was a bit tricky but manageable. We had everything at the house that we needed for a relaxing and enjoyable vacation. Don was most helpful in giving us information about the area and making sure we had a great time. The internet access was amazing!

                                                              Beautiful Cape Cod vacation home~ close to all amenities and perfect for families!


                                                              Our family vacationed at the Captain Jonathon Sherman House in August 2011. The landlords were so welcoming and accommodating! We have young children and the beautiful yard, close proximity to beaches, and spacious layout of the home were perfect! We all had a wonderful time. The house is very warm and welcoming and the kitchen was stocked with a wonderful assortment of cookware. We enjoyed making many delicious family meals and dining in the cozy dining room with rustic farm table. Our boys especially loved the bedroom with bunk beds complete with toys and books for them to enjoy. After staying at many homes on Cape Cod, this home was our favorite by far! Great proximity to attractions as well as privacy for quiet evenings relaxing after a day on the beach!


                                                              Eastham, MA, USA

                                                              Back yard access to tidal stream for kayaking to Cape cod bay from back yard. One can also drive a kayak to Boatmeadow beach and launch from the beach.


                                                              Additional information about rental rates

                                                              Any bookings within 30 days of occupancy full payment with $500. deposit will be due with signed contract.

                                                              5 Reviews
                                                              Exceptional 5/5
                                                              Enter dates for accurate pricing
                                                              For booking assistance, call 888-640-7927

                                                              Property # 367421