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Book Online or call HomeAway Booking Assistance 888-640-7927

Chatham Family Compound - 4 Bedroom 2 1/2 Bath

Bedrooms 4
Half Baths1
Space 3,000 sq. ft.
Property type house
Minimum Stay 2 - 7 nights


About the property

4 Bedrooms, 2 Baths, Central AC, Finished Basement, Patio, Deck, Outdoor Shower

A warm welcome awaits you to build your own Pleasant Memories in beautiful, quaint Chatham, Massachusetts. Fully renovated in 2011 and appointed with the finest finished carpentry & detail, enjoy the comforts of home in our new 4 bedroom home – Pleasant Memories - conveniently located just minutes from downtown Chatham, downtown Orleans and one mile from Pleasant Bay Beach. This is what can be defined as the premier Cape Cod luxury rental experience. Our house offers all of the conveniences of home: Sleeps 8 comfortably in 4 bedrooms (2 with queen beds, 2 with two twin beds each), 2 full baths, half bath, outdoor shower, large deck with table and chairs, central AC, spacious kitchen with a breakfast nook, central stereo system, 55 inch LCD TV, large dining/living room perfect for family gatherings and a great yard for the kids to play! Also included is a fully remodeled finished basement with home theatre, 60 inch TV, Pool Table, half bath & Washer/Dryer! Finished living space is now almost 3000 SF on 3 levels.

The house itself has an open floor plan. For those who love to cook and enjoy spending time in the kitchen, this is your place. There is ample counter and cabinet space to cook up a delicious summer meal. It is equipped with a gas stove above-range microwave & fan, full size dishwasher and side-by-side refrigerator with ice maker and filtered water. There is a butcher block center island with two stools for those who would like some company while they cook. A breakfast nook (built in benches with table) with another bar above invites everyone into the conversation. Beyond the kitchen is an open dining/living space with an extendable dining table and inviting living room. A full wrap around sectional couch faces a mounted 55 inch flat screen TV. Built in stereo surround sound is an added bonus.

On the grounds of the house you will find a large south-facing deck off of the kitchen. Built in to the deck is the outdoor shower (a must for every summer home!) and spacious back yard. The deck is flanked by a bluestone patio where the grill is located just behind the outdoor shower – convenient yet out of the way of the main outdoor living space. To the left of the garage is an open space that provides for a great whiffle ball field and/or badminton court and the front/side of the house also has a wide open yard. The yard is surrounded by many trees, sea grass, hydrangea and mulch. Very appealing to the eye.

Keywords: 4 bedroom, outdoor shower, deck, patio, TV, Internet, Central AC, 2 Full Bath, Bike Path, Running Trails

More Details

Timothy Davis
Member since: 2011
Speaks: english
Response time:
Within an hour
Response rate:
Calendar last updated:
January 22, 2018

Why Timothy Davis chose Chatham

After renting homes all around New England for almost 20 years, we became frustrated with old, out dated houses that were uncomfortable to stay in and never had anything you were looking for. If you have ever stayed at a vacation home and noticed that the silverware was a combination of 8 different sets, the china didn't match and the furniture was last updated during the Eisenhower Administration then you know what we are talking about. If you are looking for the home-away-from-home with everything you need, this is your spot. Our goal is to provide Clean, Comfortable & Convenient vacation experience for our clients. We took everything we didn't like about renting on Cape Cod and Nantucket for many years and made sure our houses (three in Chatham, the other listings are at VRBO Listing #791618 & 973795) we are the premier luxury, turn-key vacation rental experience. If we don't have it, you don't need it! Based on our client feedback, you will enjoy your time in Chatham staying with us.

What makes this house unique

*** Off-Peak Weekend Special - Stay 2 nights, get the 3rd Half Off!!! ***

Guestbook comments from the owner

Our 4th year at Pleasant Memories in Chatham. As wonderful as always. We celebrated our son's 10th birthday here this year. We found kayaking at Pleasant Bay great and we caught a play at the Academy Playhouse. Finished up with dinner at The Squire - a tradition. Wonderful summer vaca in Chatham. See you next year! Thank you for the new TV in the master bedroom too!
Aug 2016
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Chatham House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 3000 sq. ft.
House Rules:
  • Check-in: 3:00 PM
  • /
  • Check-out: 9:00 AM
  • Max. occupancy: 8
  • Parties/events not allowed
  • Pets not allowed
  • Non smoking only
  • Away From It All
  • Family
  • Romantic
  • Spa
  • Sports & Activities
  • Air Conditioning
  • Broadband Access
  • Clothes Dryer
  • Free Long Distance
  • Garage
  • Hair Dryer
  • Internet
  • Iron & Board
  • Parking
  • Telephone
  • Washing Machine
  • Wireless Internet
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Child's Highchair
  • Dining Area
  • seating for 8 people
  • 2 Bathrooms
  • 1 Half Bath
  • Bathroom 1 - toilet , combination tub/shower
    Bathroom 2 - toilet , shower
    Bathroom 3 - outdoor shower
    Bathroom 4 - toilet
  • 4 Bedrooms, Sleeps 8
  • Bedroom 1 - 1 queen , Master 1st Floor
    Bedroom 2 - 2 twin/ single , Kids First Floor
    Bedroom 3 - 1 queen , Master 2nd Floor
    Bedroom 4 - 2 twin/ single , Kids 2nd Floor
  • Queen size Beds (2), Twin or Single Beds (4), Baby Cribs (1), Sleep Sofa or Futons (1) Full size futon in one of the kids room.
  • CD Player
  • DVD Player
  • Game Room
  • Satellite / Cable
  • Stereo
  • Television
  • Video Library
  • Deck / Patio
  • Golf ...
  • Lawn / Garden
  • Outdoor Grill
  • wheelchair accessible
  • churches
  • cinemas
  • health/beauty spa
  • library
  • live theater
  • marina
  • playground
  • recreation center
  • restaurants
Leisure Activities:
  • beachcombing
  • bird watching
  • boating
  • horseback riding
  • miniature golf
  • paddle boating
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • walking
  • whale watching
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • groceries
  • hospital
Sports & Adventure Activities:
  • basketball court
  • deepsea fishing
  • fishing
  • golf
  • hiking
  • jet skiing
  • kayaking
  • mountain biking
  • parasailing
  • pier fishing
  • roller blading
  • sailing
  • snorkeling
  • sound/bay fishing
  • surf fishing
  • surfing
  • swimming
  • tennis
  • water skiing
  • wind-surfing


Wonderful! 4.9/5 -
(38 traveler reviews)

94% Complete
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Chatham Family Compound - 4 Bedroom 2 1/2 Bath
average rating of 4.9473686 based on 40 reviews

Wonderful property and well managed.

  • 5 of 5

We spent the Holiday here to be closer to family. Despite brutally cold weather the house was comfortable and was very well equipped. Definitely recommend.

  • Submitted: Jan 10, 2018
  • Stayed: December 2017
  • Source: VRBO, from HomeAway
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Wyckoff, NJ

A really beautiful home in a great location.

  • 5 of 5

I have rented homes all over the world and Tim Davis is by far the nicest, most accommodating and easiest home owner I have ever dealt with. This home was updated and very clean. The decor is very tasteful and a kitchen well stocked for your cooking needs. I will definitely rent this home again!

  • Submitted: Nov 15, 2017
  • Stayed: November 2017
  • Source: HomeAway
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Girls weekend

  • 5 of 5

Excellent property - so comfortable! Thank you!

  • Submitted: Oct 26, 2017
  • Stayed: October 2017
  • Source: VRBO, from HomeAway
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Boston, MA

Perfect cape house!

  • 5 of 5

We spent the weekend here while in town for a family wedding in Chatham. The house was great for our extended family group - the 4 bedrooms provided plenty of sleeping room and privacy. The house is impeccably clean, making use feel comfortable and at home. Tim was really easy to work with.

  • Submitted: Sep 19, 2017
  • Stayed: September 2017
  • Source: VRBO, from HomeAway
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This house is a wonderful well stocked rental near the bike path in Chatham.

  • 4 of 5

We enjoyed another summer vacation In Chatham. The BBQ, Lobster Pot and Pool Table were all put to good use. We enjoy the clean well kept kitchen and baths. Beds are comfortable and the house is full of comforts from home. Close to town, beaches including our favorite Ridgevale. The wine and cheese shop nearby is a must stop to stock up for cocktail hours. We'll be back again for our 6th summer! Great place for extended families.

  • Submitted: Aug 29, 2017
  • Stayed: August 2017
  • Source: VRBO, from HomeAway
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Great for family!

  • 5 of 5

My family (5 adults and three children) stayed at Pleasant Memories in July 2017 and had a wonderful time. The house is spacious and clean, with a great, user-friendly kitchen, a comfortable living room and basement hang out. It is well located, just a quick drive to the beach and town. We all enjoyed barbecuing in the backyard and lounging on the hammock. The kids loved the bonus kiddie pool and other surprise toys waiting in the garage. We were especially grateful to the owner Tim for all of his terrific recommendations and for being accessible to us during the week to answer questions about the area. This was our first visit to Chatham and we are looking forward to going back!

  • Submitted: Jul 25, 2017
  • Stayed: July 2017
  • Source: HomeAway
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Nearest Airport
1 Miles
CQX - Chatham
Nearest Barpub
2 Miles
Nearest Ferry
10 Miles
Nearest Golf
3 Miles
Nearest Train
15 Miles
Nearest Motorway
5 Miles
Route 6
Nearest Restaurant
2 Miles
Nearest Ski
Nearest Beach
1 Miles
Pleasant Bay
Car: necessary


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning Fee $200
Damage Deposit $500

Please note we are in the process of adding an additional property to our portfolio. This 4 bedroom, 1 1/2 bath cape is on the edge of town with direct access to the bike path. Town & beaches are a short bike ride and a spacious back yard will keep your family busy in to the sun set! $3,000/week peak summer. Please email or call for further details.

Owner's Cancellation Policy

  • 50% refund if canceled at least 30 days before arrival date.
  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.