• Sleeps: 16
  • Bedrooms: 8
  • Bathrooms: 7.5
  • Pets: 0
(11 reviews )

Chatham Landmark Estate, Awesome Barn/Guest House, Pool
Sleeps 16
Rents Friday to Friday during peak season
Linens included
Pool is open from Memorial Day through Columbus Day weekend.

Please click on the "Virtual Tour" to see a 3D tour of the home

This property and its guests are protected by: Extra Steps Cleaning & Prep
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As you roll up the extended driveway and catch your first glimpse of the homes, you realize the impressive individuality of this property. From the Federalist style side gambrel roof on the expanded Colonial main house to the thoroughly exposed wood posts, beams and rafters inside, this place retains the unique charm demanded by its original sea captain owner 220 years ago.

First, soak in the location and setting. Here you have 1.61 acres of artfully landscaped privacy, abutting the upscale Eastward Ho! private golf course, with the beautiful Pleasant Bay beyond. The carefully kept, expansive lawns make a wonderful and safe play space for children. Note the line of grape arbors leading to an unexpected wishing well.

Your private, heated pool is a large one, complete with its own freestanding and well equipped cabana. When you need some beach time, it’s only a two-minute drive over to Jackknife Cove Beach on Pleasant Bay.

Or go in the opposite direction for a minute more and discover Strong Island Landing Beach.

Inside the two story main manor house, centuries’ old charm mingles perfectly with thoughtful renovation for the best of beauty, function and comfort. The completely updated and outfitted kitchen adjoins a handy breakfast nook and flows into one of the most impressive dining rooms you’ll ever experience.

There are three separate lounge and gathering places on the main level, a living room, sitting room and family room. Two of the main house’s six bedrooms and 2.5 of its baths are located here as well.

The upper level provides another four bedrooms, including two master bedrooms with ensuite baths and two other bedrooms, one with two queens and one with two twins. There is also another full bath upstairs.

Enter the nearby Guest House/Barn, and it’s hard not to gape at the expanse and sheer visual impact of the great room, so aptly named. It’s positively gigantic in every way, accentuated by the soaring ceiling with its dramatic exposed beams and rafters.

The rest of the Guest House includes a second fully equipped kitchen, two more bedrooms and two more full baths.  Please note that the barn will not have the water on Mid-October through April for off-season stays. 

The 4,350 square feet of the Main House and Guest House combined are centrally air conditioned or serviced by high efficiency split units and serviced by high speed Wi-Fi, as well as several smart flat screen TVs with cable. NOTE: the main part of the barn is not air conditioned, just the bedrooms and the kitchen/living room area.

Please enter your travel dates 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 a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $ 225 . 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 three-night minimum stay during select weeks in May–June and September–November. Guests are charged a cleaning fee for all stays less than seven nights. Stay seven 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.

  • Enhanced Cleaning Practices
  • Cleaning Disinfection
  • Self Check In / Check Out
  • All towels and bedding washed in hot water that's at least 60ºC
  • High-touch surfaces cleaned with disinfectant
  • Carbon Monoxide Detector
  • Fire Extinguisher
  • Smoke Detector
  • Air Conditioning (Central)
  • Air Conditioning (split units)
  • Beach Chairs
  • Beach Towels
  • Blender
  • Board Games
  • Boat Friendly
  • Books
  • Cable/Satellite TV
  • Coffee Maker (Standard)
  • Coffee Maker (Keurig)
  • Cooking Spices
  • Covered Porch
  • Dishwasher
  • Fully Equipped Kitchen
  • Gas Stove
  • Generator
  • Grill (Charcoal)
  • Grill (Gas)
  • Grocery Provisioning Available
  • Hair Dryer
  • Kids Toys
  • Linens Included (beds made)
  • Lobster Pot
  • Luxury Collection
  • Microwave
  • Non-Smoking Home
  • Outdoor eating area
  • Outdoor Fire Pit -- Wood
  • Outdoor Shower (enclosed)
  • Pool
  • Pool - heated
  • Portable Fans
  • Private Chef Available
  • Rents Friday to Friday during peak weeks
  • Smart TV/Apple TV
  • SONOS System
  • Toaster/Toaster Oven
  • Updated Kitchen
  • Walk to Beach
  • Walk to Salt Water
  • Washer/Dryer
  • Water View
  • Wireless Internet (WiFi)
  • Checkin Available
  • Checkout Available
  • Not Available

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Room Bedroom Details Baths Comments
Master Bedroom #1 King
  • Toilet
  • Step-in Shower
Main House - Second Level
Master Bedroom #2 King
  • Toilet
  • Step-in Shower
Main House - Second Level
Guest Bedroom #1 Queen (2)
Main House - Second Level
Guest Bedroom #2 Twin Single (2)
Main House - Second Level
Guest Bedroom #3 Queen
  • Toilet
  • Step-in Shower
Main House - Main Level
Guest Bedroom #4 Twin Single (2)
  • Toilet
  • Combo Tub Shower
Main House - Main Level
Guest Bedroom #5 Twin Single (2)
Guest House - Second Level
Guest Bedroom #6 Twin Single (2)
Guest House - Second Level
Den Queen Sleep Sofa
Guest House - Main Level

including taxes and fees
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