(2 reviews )

Two structures
Spacious patio at the main house
A beautifully maintained, classic Chatham property, echoing an elegance of times gone by.
Views of Pleasant Bay from both the main house and the guest house.
A nicely appointed kitchen that has everything you need to operate
Breakfast table within the kitchen
Formal dining room, a perfect place for the entire family to gather for a meal
Cozy living room with easy access to the dining room and three season room
First floor master bedroom with a King bed
First floor bedroom with two Twin beds
Three-season room just off the living room and patio
One of two full bathrooms on the main level
Second full bathroom on the main level
Second floor master bedroom with a king bed and private en suite bath
One of three second floor bedrooms with two twin beds
Another upper level bedroom with twin beds
The third and final upper level bedroom with twin beds
Full bathroom on the second floor
First floor washer and dryer at the main house
The second house is more modern and features two bedrooms, two bathrooms, and a ping pong table.
Spacious brick patio at the guest house looking out toward the water
View as you enter the guest house
A fully equipped kitchen at the guest house, which includes a washer/dryer
Guest house dining area just off the kitchen and living room
View of the living room from the kitchen and dining area
Guest house living room
Guest house master bedroom on a 1/2 floor with a private en suite bathroom
Another perspective of the guest house master bedroom.
Guest house master bedroom private full bath
Guest house hallway leading from the master bedroom to the Twin bedroom
Twin bedroom on the second floor of the guest house
Guest house second full bathroom
Huge yard for any and all activities
Ping pong table in the lower level of the guest house.
Sleeps: 16 Bedrooms: 8 Bathrooms: 6 Pets: 1


Chatham Family Compound Sleeps 16 , Walk to Public Beach, Pets Considered, Linens Included
Rents Saturday - Saturday during peak season
Peak Rates $9,900 - $11,000 plus tax

PLEASE NOTE:  July 4, 2020 is a Saturday
To avoid an unpopular rental turnover day on the July 4th holiday, this property provides for a six-night term from Saturday, June 27 to Friday, July 3; and an eight-night term from Friday, July 3 to Saturday, July 11 – with rates adjusted accordingly.  


Please click on the "Virtual Tour" to see a 3D tour of the home
Welcome to sublime summer living at the Chatham shore.

Located just 0.2 miles from the small public beach, this is an ideal estate for multi-generational families or other large groups to spend time together with plenty of space on nearly three acres to spread out and enjoy the idyllic Cape setting.

You can walk five minutes to the Town Scatteree Beach on beautiful Pleasant Bay, or drive a few minutes to either Chatham or Orleans Center, where you will find restaurants, coffee shops, boutiques, band concerts and Cape Cod Baseball League games. There are also a number of golf courses nearby.

Located in historic North Chatham, the property offers elevated views of Pleasant Bay, a large yard, and sleeping for up to 16 in the main house and a guest house, with eight bedrooms and six bathrooms total.  Each house is fully air conditioned.

The main house has six bedrooms, four bathrooms, a formal living room, dining room and a three-season room, creating flexible sleeping options and plenty of living space. The smaller guest house is located about 200 feet across the lawn and features a full kitchen, large open living/dining room, two bedrooms, and two full bathrooms. There is even a ping-pong table on the lower level.

Please note: This property offers both the charm and quirks of an antique Cape home, from hand crafted wide-board wood floors to rooms with low ceilings and doorways in certain areas. The stairs to the second level of the main house are also steeper with more narrow steps than you’ll find in more modern homes.

Please enter in your travel dates in top right corner of this page for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include $125 reservation fee and an $50 non-refundable Accidental Damage Protection (ADP) fee. In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 12.45%.

This property offers a 3-night minimum stay during select weeks in May – June & September – November. Guests are charged a cleaning fee for all stays less than 7-nights. Stay 7-nights or more and the cleaning fee is waived.

Be sure to search the Pretty Picky site for your best selection of prime vacation homes available for summer rental on Cape Cod. 


  • Air Conditioning (In-wall units)
  • Beach Chairs
  • Beach Towels
  • Blender
  • Books
  • Cable TV
  • Ceiling Fans
  • Classic Cape Decor
  • Coffee Maker
  • Dishwasher
  • DVD Player
  • Fully Equipped Kitchen
  • Gas Stove
  • Grill (Gas)
  • Grocery Provisioning (for a fee)
  • Hair Dryer
  • Hammock
  • Ice Maker
  • Iron/Board
  • Linens Included (beds made)
  • Lobster Pot
  • Microwave
  • Non-Smoking Home
  • Outdoor eating area
  • Outdoor Play Space
  • Outdoor Shower (enclosed)
  • Pets Considered
  • Picnic Table
  • Ping Pong Table
  • Portable Fans
  • Private Chef Available
  • Private Lot
  • Rents Saturday to Saturday during peak weeks
  • Resort/Reunion Property
  • Screened Porch
  • Three-Season room (enclosed)
  • Toaster/Toaster Oven
  • Umbrella For Porch/Deck
  • Walk to Beach
  • Walk to Salt Water
  • Washer/Dryer
  • Water View
  • Wine Bottle Opener
  • Wireless Internet (WiFi)




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