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Berkshire Country Estate: Enjoy beautiful 60 acre estate for a special vacation!

24 Reviews
Bedrooms 8
Property type estate
Minimum Stay 2 nights

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Minimum Stay
2 nights


Old Chatham Estate Rental Photos and Description

6-8 Bedrooms, 5 Full Bathrooms, Sleeps 15+

Now available for short term rentals or long term leases. Great for all seasons!

The Berkshire Country Estate is located on 60 acres in the foothills of the Berkshires within equal distance to the Hudson Valley. It is a large elegant, yet comfortable family Georgian estate with five fireplaces.

Amenities include a gym, pinball, table tennis, air hockey, heated pool, pond, miles of walking and riding trails, library etc

We also have a 4,500 square foot barn on the property, which offers a great additional space to hang out, and for events.

Enjoy year round vacations on your 60 acre estate situated in Old Chatham on miles of riding/hiking trails...12,000 sq ft brick Georgian home with In ground pool, ponds, 6 bedrooms, two double room suites can convert to 8 total bedrooms... 5 baths, 5 fireplaces, library, maid/nanny quarters, finished attic which can sleep six or more kids easily…pinball, air hockey , 3 story barn with ping pong darts, canoe.... picnic by the pond…

We're here to make your stay extra special! We can stock your refrigerator, cater dinner parties, (we make great picnic baskets), arrange for pick ups at the train station, get advance tickets for the many events in and around the Berkshires, set up massages and spa time...

Also, great for special events, weddings, birthdays etc with professional caterers and full event planning available, we'll work with you to design your 'perfect memories'.

Grounds and lawn care, pool maintenance.

Outdoor Activities all year:: Surrounded by rolling fields, manicured lawns, forest & farmland make up your estate. Pitch and putt from your front door on to the 10+ acres of manicured rolling lawns... BBQ and picnic on your brick inlaid patios next to your in ground L shaped pool with mature perennial garden. Relax in the shade of your screened in porch..Hike or ride on the miles of Hunt Club trails surrounding and winding through your estate. Professional Indoor tennis facility less than 1/2 mile down the road. Several fine golf courses or drop your canoe in several lakes and fast running rivers all just minutes away. In the winter Ski Jiminy Peak, Bousquet, Catamount all within 25 minutes or less also abundant Cross country ski trails too...

Culture Vultures & Pamper Too!: The Berkshires is a unique cultural much to see and do...

Tanglewood (summer home of the Boston Symphony Orchestra), Shakespeare & Co., Berkshire Theatre Festival...see the worlds finest dance troupes at Jacobs PIllow...and let's not forget Canyon Ranch, Kirpalu Yoga Center and the Cranwell Golf & Spa Center....all minutes away

Special Events... : Create a perfect weekend for that special event whether its a wedding, birthday anniversary etc...Affiliated with the estate are professional caterers, great chefs and party planners...Events within the house or extended to a white tent affair. Inquire and let us help you build a Special Memory...

More Details
  • Events Allowed
  • Long-term Renters Welcome
  • children welcome
  • non smoking only

Laurie Sherman Graff
Member since: 2011
Speaks: english, italian
Response time:
Within an hour
Response rate:
Calendar last updated:
October 20, 2016
Call Owner


based on 24 traveler reviews

Berkshire Country Estate: Enjoy beautiful 60 acre estate for a special vacation!
average rating of 4.75 based on 24 reviews

Small Wedding

  • 5 of 5

We stayed at Berkshire in mid July. At the end of the week we had a very small wedding. First of all, the house is fantastic. Everything you possibly could want in a vacation home. It is very clean & well maintained. Laurie was very accommodating. It is obvious she wants you to enjoy the house & the area, as much as she does. Whatever your interests are, Laurie will surely know where to find it & if not she is willing to do the research.

The house is the perfect venue for a wedding. With all the rage for barn weddings, the backdrop is just beautiful. My guests were in awe of the house, the location & the grounds. Being a destination wedding for us, we depended on Laurie for recommendations. Just when you think you thought of it all, Laurie reminds you about something you wouldn't even think about.

I had a more rustic, small, intimate affair. But the grounds are so large & secluded, that it is perfect for any size wedding. You could go all out, rent a large tent for eating & use the barn for dancing. We used the barn for food service, dancing & supplied our own music. If you are looking for something different, you can't go wrong at this beautiful Estate.

  • Submitted: Oct 8, 2016
  • Stayed: Jul 2016
  • Source: VRBO, from HomeAway
Owner's Response: We really enjoyed hosting your special day and creating beautiful memories for you and yours at the Berkshire Country Estate! Wishing you both a beautiful life together! Warmest wishes, Laurie
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College reunion get together

  • 5 of 5

We stayed at the Berkshire Country Estate in early March. Very clean and well appointed home and Laurie is an extraordinary Concierge, always cheerful and willing to help. The location was picturesque and the yard was perfect for impromptu whiffle ball games. There is nothing more that I can say that hasn't been said in the other 5 star reviews. Laurie and her magnificent home deserve a thumbs up.

  • Submitted: Mar 28, 2016
  • Stayed: Mar 2016
  • Source: VRBO, from HomeAway
Owner's Response: Thank you, Christina for the kind words. I was happy to host your college reunion get together at the Berkshire Country Estate, and help make special memories for you & yours. Hope that you will be back again! Warmest wishes, Laurie
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Weekend Getaway with family and friends

  • 4 of 5

We stayed at The Berkshire Country Estate over a holiday weekend with two other families (total of 6 adults, 8 kids). Laurie met us at the house, showed us around, and answered all of our questions. It was actually very helpful having her meet us at the house and she was very welcoming.

The house is simply huge and there was more than enough room for all of us. We didn't even use all of the rooms. The kids loved playing in the basement (air hockey table, TV, pinball). The only room that is in need of an upgrade is the kitchen, but it was completely usable and didn't inconvenience us at all.

Laurie was very responsive whenever I had a question for her. We happened to stay at the estate over one of the coldest weekends in history and one of the bedrooms was very cold. However, as soon as I told her about the issue, she sent a heating company to check out the HVAC system. While they were unable to resolve the issue, most likely because of the record breaking frigid temperatures, we did appreciate Laurie's responsiveness and concern. In fact, Laurie was gracious enough to provide a credit on the returned security deposit as a courtesy. Lastly, the security deposit was returned within a reasonable timeframe.

Overall, we had a great weekend with great friends at The Berkshire Country Estate and I would stay there again.

  • Submitted: Mar 16, 2016
  • Stayed: Feb 2016
  • Source: VRBO, from HomeAway
Owner's Response: Hi Dan, Great to hear that you had a great time at the Berkshire Country Estate! Please know that during your next visit, you will be able to enjoy the brand new refrigerator and other kitchen updates:) Look forward to hosting you and yours again at the Berkshire Country Estate! Warm wishes, Laurie
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Queens, NY

Most Accommodating!!

  • 5 of 5

I plan multiple group trips throughout the year and always use the same formula in making the final selection: speak to the owner. From our very first conversation through to receiving my security deposit, Laura was extremely cordial, quick with her responses and super helpful.

She helped me with an itinerary for our weekend (15 guests) and the winery and restaurant were big hits for my group. The porperty is extremely spacious and endearing. I would definitely return!

  • Submitted: Mar 14, 2016
  • Stayed: Feb 2016
  • Source: VRBO, from HomeAway
Owner's Response: Reggie, I'm happy to hear that you enjoyed the Berkshire Country Estate and the area. Thanks for staying, and come visit again soon! Warm wishes, Laurie
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Awesome house for a large group

  • 5 of 5

We stayed at the Berkshire Country Estate over the MLK weekend with three other families - 15 people total. The house was perfect for us. Everyone had a comfortable bed, and each family had their own space. The kitchen was great for making post-skiing dinners, and the large living room with the wood burning fireplace was very accommodating. Laurie was a gracious host, meeting us upon our arrival and showing us around. Overall a wonderful stay. We'll be back.

  • Submitted: Feb 5, 2016
  • Stayed: Jan 2016
  • Source: VRBO, from HomeAway
Owner's Response: I'm so happy to hear that you enjoyed your stay at the Berkshire Country Estate. Thank YOU or being such great guests! Look forward to your next visit! Warmest wishes, Laurie
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Incredible Stay - Great Property

  • 5 of 5

Went to the property with a group of 10. The combination of the spacious home and large lawn was more than we could have hoped. Games in the front lawn and dinner on the back patio. We love the outdoors but could have comfortably spent the entire stay indoors with all 10 of us. The host (Laurie) was very easy to communicate with. This property is strongly recommended and we will be returning.

  • Submitted: Dec 17, 2015
  • Stayed: Oct 2015
  • Source: VRBO, from HomeAway
Owner's Response: Thanks Shiva, You and your group were wonderful, and we enjoyed hosting you at the Berkshire Country Estate. We look forward to welcoming you back anytime:) Warmest wishes, Lauriue
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Nearest Airport
20 Miles
Albany International
Nearest Barpub
6 Miles
Town of Chatham
Nearest Golf
5 Miles
Several quality courses in area
Nearest Train
10 Miles
Hudson Station AmTrak
Nearest Motorway
3 Miles
Taconic State Parkway and US 90
Nearest Restaurant
6 Miles
Town of Chatham
Nearest Ski
12 Miles
Bousquet or Catamount
Car: necessary

20 Minutes to Lenox MA and all the cultural attractions of the Berkshires including; Tangelwood(summer home of the Boston Symphony Orchestra), Shakespeare & Co., Berkshire Theatre Festival, Jacobs Pillow Dance Center


In the winter enjoy local skiing at Bousquet, Jiminy/Brody, Butternut, Catamount or cross country and snow shoeing on your own property.

Wineries, apple picking, antiquing minutes away.


Rates & Availability

Old Chatham Estate Rental Rates

Rental Basis:
per property
Owner accepts payment in:
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Rate Period Nightly Weekend Night Weekly Monthly Event
New Years
Dec 28 2016 - Jan 2 2017
2 night minimum stay
May 22 2017 - Sep 4 2017
2 night minimum stay
My Standard Rate
2 night minimum stay

Additional information about rental rates

Peak holiday stays will incur an additional rental rate.

Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.
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Available arrival
Available stay (no arrival)


Old Chatham Estate Accommodation and Amenities

Property Type:
  • estate
  • Catering available
  • Breakfast - Booking Possible
  • Lunch - Booking Possible
  • Dinner - Booking Possible
  • Housekeeper Optional
Floor Area:
  • 12000 sq. ft.
Location Type:
  • Mountain
  • Mountain View
  • Rural
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Air Conditioning
  • Alarm System
  • Broadband Access
  • Clothes Dryer
  • Fireplace
  • Firewood
  • Fitness Room / Equipment
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room ...
  • Local Maps
  • Local Restaurant Guide
  • Parking
  • Security System
  • Telephone
  • Towels Provided
  • Washing Machine
  • Wireless Internet
  • Wood Fireplace ...
  • 4 Ring Stove
  • Blender
  • Coffee Grinder
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Freezer
  • Grill
  • Kitchen
  • Lobster Pot
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Stove
  • Toaster
  • Dining ...
  • Dining Room
  • seating for 8 people
  • 5 Bathrooms
  • Bathroom 1 - toilet , tub , shower , jetted tub , bidet
    Bathroom 2 - toilet , tub , shower , bidet
    Bathroom 3 - toilet , shower , bidet
    Bathroom 4 - toilet , shower
    Bathroom 5 - toilet , shower
  • 8 Bedrooms, Sleeps 16
  • Bedroom 7 - 2 twin/ single
    Bedroom 8 - 1 sleep sofa /futon
    Bedroom 1 - 1 king , Fireplace/sitting room
    Bedroom 2 - Fireplace/sitting room/library
    Bedroom 4 - 1 double
    Bedroom 3 - 1 double , sitting area,private entrance
    Bedroom 5 - 1 queen
    Bedroom 6 - 1 queen
  • 5 master bedrooms 3 ensuite with separate sitting/work/library rooms, fireplaces, soak & jacuzzi tubs, lots of closets
  • Air Hockey
  • Books
  • Books for Adults
  • Books for Kids
  • CD Player
  • DVD Player
  • Foosball
  • Game Room
  • Games
  • Games for Kids
  • Music Library
  • Ping Pong Table
  • Radio
  • Satellite / Cable ...
  • Stereo
  • Television ...
  • Toys
  • Video Library
  • Barbecue
  • Beach Chairs
  • Beach Towels
  • Binoculars
  • Child's Swing
  • Deck / Patio
  • Golf ...
  • Golf Clubs
  • Kayak / Canoe ...
  • Lawn / Garden
  • Outdoor Grill
  • Patio
  • Porch / Veranda ...
  • Raft
  • Sand Box
  • Screen Porch / Veranda
  • Ski & Snowboard ...
  • Small Cooler
  • Tennis ...
  • Events Allowed
  • Long-term Renters Welcome
  • children welcome
  • non smoking only
Pool / Spa:
  • Heated Pool
  • In Ground Pool
  • Jacuzzi
  • Outdoor Pool
  • Private Pool
  • jetted tub
Onsite Services:
  • Massage
  • arboretum
  • autumn foliage
  • botanical garden
  • caves
  • churches
  • cinemas
  • festivals
  • forests
  • library
  • live theater
  • museums
  • playground
  • pond
  • recreation center
  • restaurants
  • synagogues
  • water parks
  • waterfalls
  • winery tours
Leisure Activities:
  • antiquing
  • bird watching
  • horseback riding
  • outlet shopping
  • paddle boating
  • photography
  • scenic drives
  • sight seeing
  • sledding
  • walking
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cycling
  • equestrian events
  • fishing
  • fly fishing
  • freshwater fishing
  • golf
  • golf privileges optional
  • hiking
  • hunting
  • ice skating
  • mountain biking
  • mountain climbing
  • rafting
  • sailing
  • ski privileges optional
  • skiing
  • swimming
  • tennis
  • water skiing
  • water tubing
Great privacy for 3 couple share....Wonderful for larger families

Learn more about this vacation rental at the owner's website:

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