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

*We are booked for the entire summer of 2017 but do have select availability at our house by Ridgevale Beach*

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:
July 22, 2017

Why Timothy Davis chose Cape Cod

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:
  • Max. occupancy: 8
  • children welcome
  • 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


Exceptional! 5/5 -
(33 traveler reviews)

96% Complete
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Chatham Family Compound - 4 Bedroom 2 1/2 Bath
average rating of 4.969697 based on 35 reviews

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: Jul 2017
  • Source: HomeAway
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Plymouth, MA

Exceeded expectations!

  • 5 of 5

Had high expectations based on previous reviews and this place exceeded them! Great location and lots of space. Beautifully decorated. Timothy was extremely responsive and a pleasure to work with! Hope to stay here again in the future! Thank you!

  • Submitted: Jun 26, 2017
  • Stayed: Jun 2017
  • Source: HomeAway
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Wonderful and comfortable stay for the wedding weekend.

  • 4 of 5

The house was very clean and spacious and perfect for our family. Thank you!

  • Submitted: Jun 4, 2017
  • Stayed: Jun 2017
  • Source: HomeAway
Owner's Response: Thank you for staying wit us. While we always strive for 5 stars, we will take 4 too. Please come back again.
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Nice house with a lot of space

  • 5 of 5

Had a great time at this place - plenty of room for 8 people.

Note to future guests - Please remember to bring your own bedsheets and towels, as they are not provided.

  • Submitted: May 24, 2017
  • Stayed: May 2017
  • Source: HomeAway
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Winter Getaway to Chatham

  • 5 of 5

our group of 4 couples stayed in this lovely home for a winter getaway. The house was very clean, spacious and it was obvious that great care was taken with the furnishings and amenities. The kitchen is big with plenty of room for several cooks to be preparing at the same time. Beds were very comfortable and rooms were spacious. The basement level has a pool table and media area. It is in a good location to access many areas of the Cape (close to Chatham center, Orleans, Harwich etc.) There is plenty to do in the winter months and we found many local shops and restaurants were open during our visit. The owner was responsive and easy to work with.

  • Submitted: Mar 20, 2017
  • Stayed: Feb 2017
  • Source: VRBO, from HomeAway
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Great home for families!

  • 5 of 5

This house was the perfect place for my family to stay for our Family Friend's wedding. The 7 of us had ample room to relax and enjoy a lovely Cape Cod weekend away. The house was close to downtown Chatham!

  • Submitted: Sep 26, 2016
  • Stayed: Sep 2016
  • Source: VRBO, from HomeAway
Owner's Response: Thank you for staying with us on your wedding weekend! Please come back and visit next year.
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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

Chatham House Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly * Event
Summer 2017
Jul 1 2017 - Sep 4 2017
7 night minimum stay
Fall 2017
Sep 5 2017 - Nov 30 2017
2 night minimum stay
My Standard Rate
2 night minimum stay

Additional information about rental rates

Refundable damage deposit $500
Cleaning $200

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

Please ask the owner or check their rental agreement when booking the property.
Contact Owner

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