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Member since: 2012
Speaks: english

Historic Waterfront Estate in North Chatham with Private Beach on Pleasant Bay

7 Reviews
Bedrooms 6
Half Baths1
Property type estate
Minimum Stay 7 nights


Chatham Estate Rental Photos and Description

The perfect setting for a relaxing vacation, family reunion or special event, this historic 3800 sq. ft. house is at the end of a 900ft seashell driveway on 3 secluded acres with a fantastic view of Strong Island and Pleasant Bay. Step out of the 6 person hot tub on the 1200 sq ft deck, pick up your beach chairs and walk across the large yard down to the 500' private beach to collect seashells, dig clams, take a walk, or launch the 2 kayaks that are provided. This location is ideal for young children and family dogs in every way.

On the first floor in the main house, there is a fully equipped eat-in kitchen, historic dining room with beehive fireplace, fire-placed living room, den with DVD player,wide screen TV, and fireplace, and a queen fire-placed master bedroom with wide screen TV and new sky-lit tiled bathroom with walk-in shower. Second floor has another queen fire-placed master bedroom with private bath (with shower), wide screen TV and windows on 3 sides, as well as 2 twin bedrooms sharing a cathedral ceiling full bath with tub and shower. There is an attached annex on the first floor with a private entrance accessed off a large flagstone patio that holds one twin bedroom, 1 room with pullout queen sized couch and a shared bathroom with shower. Every bedroom in the house has its own air-conditioning unit.

While the house is situated in a private and serene setting, Chatham's quaint and lively downtown shopping district, Fish Pier and famous Lighthouse Beach are just a short drive away. Take the kids to a Friday night Band Concert, ride the Cape Cod Bike Trail, or hop on a boat trip to see the seals on Monomoy Island.

One unique detail we offer is that due to the traffic congestion getting onto and off of the Cape on summer weekends, our ***Friday-to-Friday*** rental period is aimed at making your vacation start and end stress-free.

More Details
  • children welcome
  • limited accessibility
  • non smoking only
  • pets considered
Doug (Owner)
Member since: 2012
Speaks: english

What makes this estate unique

Our house has been in the family for over 40 years. It is a special place for us and we hope you will feel the same after spending your vacation here. We have been renting it out through a realtor for many years. This will be the 2nd summer we are doing it on our own. As in prior years, I take pride in making each renter's stay as comfortable and hassle-free as possible. It is our wish that everyone will treat and enjoy our home as much as we do.


based on 7 traveler reviews

Historic Waterfront Estate in North Chatham with Private Beach on Pleasant Bay
average rating of 5.0 based on 7 reviews

Charming Chatham home

  • 5 of 5

We rented this amazing home last summer for a family reunion and enjoyed it tremendously. The location is superb, being just a bike ride away to town and many fine restaurants. The property itself was perfect for all the kids and our dog to play frisbee, etc on the huge back lawn with the beach right behind it. We spent many hours collecting shells and enjoying the beautiful view. The house was a fun, VERY HISTORIC, rambling home, with lots of different living spaces so everyone could find there own quite spot if needed. This is not a modern new home, but well lived in and loved. A beautiful slice of Chatham. The owners live right around the corner and could not be more helpful with all of our questions. Thank you for sharing this property with us!

The Stone family,

  • Submitted: Apr 26, 2016
  • Stayed: Jul 2015
  • Source: VRBO, from HomeAway
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Exceptional Home and Owners

  • 5 of 5

Our extended family of 12 just returned from an amazing week at this home. The setting was serene, the beach was fantastic and there was plenty for everyone to enjoy. We kayaked, played baseball in the sprawling backyard and there were many great mornings with coffee, and evenings with cocktails on the expansive deck. The sunsets were unmatched. The house was the real show stopper for us. Being from Utah, Vegas, and Montana, we felt as if we were literally living in a piece of history for a week. The wide-plank floors, massive fireplaces and quirky historical touches of this home gave us something new to experience every day. The owners were gracious, kind, lovely, and went above and beyond to make us feel at home. This was by far our best VRBO experience to date and we can't recommend this rental enough.

  • Submitted: Aug 9, 2015
  • Stayed: Jul 2015
  • Source: VRBO, from HomeAway
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Wellesley, MA, USA

Great Chatham rental

  • 5 of 5

Our extended family and friends rented this home over the 4th of July. The house is clean, comfortable and set up well for families, kids and dogs. We got to use their kayaks and there was a great hot tub that all ages enjoyed! You have your own beach and we played soccer and croquet in the huge yard. An added bonus was the amazing fireworks display that we watched from the beach - seeing the Harwich fireworks and the neighbors pretty impressive display to our right. We highly recommend this vacation rental.

  • Submitted: Jul 24, 2015
  • Stayed: Jul 2015
  • Source: VRBO, from HomeAway
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nyc ny

Owners lovely!

  • 5 of 5

Forgot to mention earlier that the owners were readily available and went out of their way to assist us. One of the guys in my group had ordered a hat to be shipped to the Cape and the owner of the house came by and delivered it, as the mail to the house gets forwarded to his PO box. We thought we had a small issue which turned out to be nothing, but he came by anyways. Correspondence was easy and speedy.

  • Submitted: Sep 16, 2014
  • Stayed: Aug 2014
  • Source: VRBO, from HomeAway
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nyc ny

Historic Home Plus Jacuzzi!

  • 5 of 5

My friends and our kids had a great time at this house! The house's original wood flooring and hearths were astounding; parts of the home have been around since the 1700s. Of course, the majority of the house has been updated. The outdoor space will amaze you. The back lawn and deck, complete with jacuzzi, were great places to lounge and play. Super special bonus is the fact that the beach is so close to the house.

  • Submitted: Sep 4, 2014
  • Stayed: Aug 2014
  • Source: VRBO, from HomeAway
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New York

Beach, Privacy, and History!

  • 5 of 5

I stayed at this house last year with my extended family (two families and a set of grandparents). This can be a very picky group that has vacationed together and has varied specific needs and expectations in a summer rental, and we all unanimously decided to go back again this summer. When you finally get on the Cape, you have a sense of vacation starting, when you drive down the driveway to this house, it's beautifully kept grounds, and amazing beach, you really know your vacation has begun. While the house itself is very old and historic, you have all the comforts of modern day technology with wifi, flat screens, and a hot tub...You can take day trips in either direction to Provincetown, or down to Hyannis to catch the ferry to Martha's Vineyard or Nantucket. The town of Chatham is great, and there is easy access to the Cape Cod bike path system. If you don't want to over do it with activities, you can just walk right off the deck to your private beach and do nothing but read or nap, or just stare out at the water and relax. There is plenty of room to spread out, so everybody stays happy until the end of the week! The process with the owners via VRBO is seamless, and trustworthy. I cannot wait to go back!

  • Submitted: Jul 9, 2014
  • Stayed: Aug 2013
  • Source: VRBO, from HomeAway
Owner's Response: It's always nice to hear when extended families have a great time staying in our home - so much so, that they come back for a 2nd summer. Over the winter, we replaced the furniture in the den and added other pieces and touches throughout the house. We hope you like the changes and have an even more comfortable and enjoyable stay this year!
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Rates & Availability

Chatham Estate Rental Rates

Rental Basis:
per property
Owner accepts payment in:
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Rate Period Nightly Weekend Night Weekly Monthly Event
My Standard Rate
7 night minimum stay

Additional information about rental rates

Refundable damage deposit $1,000
Pet Fee $150
Cleaning Fee $350

***NOTE*** Weekly summer rentals are Friday to Friday.
Pet fee of $100 is per dog per week. Pet addedndum added to standard lease.

Dates reserved upon receipt of 50% rental charge
Remaining 50% due within 30 days of arrival

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Chatham Estate Accommodation and Amenities

Property Type:
  • estate
  • Guests provide their own meals
Location Type:
  • Beachfront
  • Oceanfront
  • Waterfront
  • Air Conditioning ...
  • Broadband Access
  • Clothes Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking Off Street
  • Parking for RV/Boat/Trailer ...
  • Telephone ...
  • Towels Provided ...
  • Washing Machine
  • Wireless Internet
  • Wood Fireplace ...
  • Coffee Maker
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher
  • Ice Maker
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 8 people
  • 4 Bathrooms
  • 1 Half Bath
  • 1st floor master bathroom - toilet , shower , Recently renovated; skylit shower
    2nd floor master bathroom - toilet , shower
    2nd floor shared bathroom - toilet , combination tub/shower , Wonderful views
    Annex bathroom - toilet , shower
    1st floor lav - toilet
    Cabana - outdoor shower , Private; hot & cold water
  • 6 Bedrooms, Sleeps 12
  • BR #1 1st floor master with private bathroom - 1 queen
    BR #2 - 2nd floor master with private bathroom - 1 queen
    BR #3 - 2nd floor 'Lighthouse' room - 2 twin/ single
    BR #4 - 2nd floor 'Chimney' room - 2 twin/ single
    BR #5 - Annex bedroom - 2 twin/ single
    BR #6 Annex bedroom/Sitting room - 1 sleep sofa /futon , queen
  • DVD Player
  • Satellite / Cable
  • Television ...
  • VCR
  • Video Library ...
  • Deck / Patio ...
  • Lawn / Garden ...
  • Outdoor Grill
  • children welcome
  • limited accessibility ...
  • non smoking only
  • pets considered
Pool / Spa:
  • Hot Tub ...
  • churches
  • library
  • live theater
  • marina
  • museums
  • playground
  • restaurants
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • eco tourism
  • miniature golf
  • scenic drives
  • shelling
  • shopping
  • walking
  • whale watching
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • freshwater fishing
  • golf
  • golf privileges optional
  • kayaking
  • sailing
  • sound/bay fishing
  • surf fishing
  • swimming
  • wind-surfing
Outdoor furniture to enjoy cocktails and dining for at least 20, 2 kayaks with life preservers, Beach chairs & beach towels.

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