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Exceptional Estate on 60 acres with pool, pond, party barn, trails, gym and more

Bedrooms 8
Space 1,114 m²
Property type estate
Minimum Stay 2 - 7 nights


About the property

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.

If desired, indulge in an ultimate culinary experience and enjoy gourmet dinners of your choice prepared by personal chef. Children's menus available too.

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

Laurie Sherman Graff
Member since: 2011
Speaks english, italian
Response time
Within an hour
Response rate
Calendar last updated:
19 August, 2017


Accommodation and facilities for this holiday estate rental in Old Chatham, New York

Property Type:
  • estate
  • Catering available
  • Breakfast - Booking Possible
  • Lunch - Booking Possible
  • Dinner - Booking Possible
  • Housekeeper Optional
Floor Area:
  • 1114 m²
House Rules:
  • Check-in: Flexible
  • /
  • Check-out: Flexible
  • Max. occupancy: 16
  • Parties/events allowed ...
  • Pets considered ...
  • Non smoking only ...
  • Al guests at the Berkshire Country Estate must review and sign our rental agreement, which offers additional information about the estate.
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 3 - toilet , shower enclosure , bidet
    Bathroom 4 - toilet , shower enclosure
    Bathroom 5 - toilet , shower enclosure
    Bathroom 1 - toilet , shower enclosure , jacuzzi , bidet , Over-sized Jacuzzi tub in spacious master bathroom
    Bathroom 2 - toilet , bath (no shower) , shower enclosure , bidet , Oversized deep soak tub in spacious master bathroom
  • 8 Bedrooms, Sleeps 16
  • Bedroom 8 - 1 sofa bed/futon
    Bedroom 1 - 1 extra lg. double bed , Fireplace/sitting room
    Bedroom 4 - 1 double bed
    Bedroom 3 - 1 double bed , sitting area,private entrance
    Bedroom 5 - 1 large double bed
    Bedroom 6 - 1 large double bed
    Bedroom 7 - 1 large double bed , 2 single bed
    Bedroom 2 - 1 large double bed , Fireplace/sitting room/library
  • 5 master bedrooms 3 ensuite with separate sitting rooms, fireplaces, soak & jacuzzi tubs, beautifully furnished, yet comfortable and spacious
  • Air Hockey
  • Books
  • books - fiction/non-fiction
  • books - kids
  • CD Player
  • DVD Player
  • Table Football
  • Game Room
  • Games
  • games - kids
  • Music Library
  • Ping Pong Table
  • Radio
  • Satellite / Cable ...
  • Stereo
  • Television ...
  • Toys
  • Video Library
  • Barbecue
  • deck chairs
  • Beach Towels
  • Binoculars
  • Child's Swing
  • Deck / Patio
  • Golf ...
  • Golf Clubs
  • Kayak / Canoe ...
  • Lawn / Garden
  • Outdoor Grill
  • patio
  • Veranda / Loggia ...
  • Raft
  • sand pit
  • conservatory
  • Ski & Snowboard ...
  • Small Cooler
  • Tennis ...
  • long term rentals available
Pool / Spa:
  • Heated Pool
  • In Ground Pool
  • Jacuzzi
  • Outdoor Pool
  • Private Pool
  • jacuzzi
Onsite Services:
  • Massage
  • arboretum
  • autumn foliage
  • botanical garden
  • caves
  • churches
  • cinemas
  • festivals
  • forests
  • library
  • live theatre
  • museums
  • playground
  • pond
  • recreation centre
  • restaurants
  • synagogues
  • water parks
  • waterfalls
  • winery tours
Leisure Activities:
  • antique hunting
  • bird watching
  • horse riding
  • outlet shopping
  • paddle boating
  • photography
  • scenic drives
  • sight seeing
  • sledding
  • walking
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness centre
  • groceries
  • hospital
  • laundrette - serviced
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cycling
  • equestrian events
  • fishing
  • fly fishing
  • freshwater fishing
  • golf
  • golf pass optional
  • hiking
  • hunting
  • ice skating
  • mountain biking
  • mountain climbing
  • rafting
  • sailing
  • ski pass optional
  • ski
  • swimming
  • tennis
  • water skiing
  • water tubing
Great privacy for 3 couple share....Wonderful for larger families


Wonderful! 4.8/5 -
(28 traveller reviews)

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Exceptional Estate on 60 acres with pool, pond, party barn, trails, gym and more
average rating of 4.785714 based on 28 reviews

As advertised

  • 5 of 5

We had 16 adults stay up at the Berkshire Country Estate this past weekend to celebrate my birthday. The house was in pristine condition with plenty of room to make everyone feel comfortable. With the unusual cold snap, we spent the majority of the weekend indoors at the house and enjoyed the game room, the living room and toasty fires (although the heat in the house was strong and we didn't need it). We also were able to sit in the dining room all at once and enjoy family meals together. We'll totally rent this house again, and will come back in the summer to enjoy the beautiful grounds and the pool!

  • Review Submitted: Mar 15, 2017
  • Date of Stay: Mar 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thank YOU for being such great guests! We're so happy that the Berkshire Country Estate was able to create wonderful memories for your special birthday weekend. Looking forward to hosting you & yours again at the Berkshire Country Estate!
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Wonderful 4-generation vacation

  • 5 of 5

We had a relaxing, fun vacation in this beautiful, spacious home. There was plenty of room for us, 12 adults and a toddler. Laurie made our stay so easy and pleasant, from making the reservation through checking out. We had everything we needed. We especially loved the pool and enclosed porch. There are even pool toys! We mostly stayed on the property, swimming, playing ping pong in the barn and air hockey in the basement. Everyone, from the great grandparents to the toddler, was comfortable and had a great time. Thanks so much, Laurie, for sharing your beautiful home with us!

  • Review Submitted: Aug 13, 2017
  • Date of Stay: Jun 2017
  • Source: HomeAway
Owner's Response: Alisa, It was a pleasure hosting you and your family! Please come back soon! You are welcome anytime! Warmest wishes, Laurie
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We really enjoyed our stay!

  • 5 of 5

We had 7 adults + 6 children over the weekend. Each child + couple had their own space to sleep which was a huge factor in making the weekend great. Would stay again!

  • Review Submitted: May 12, 2017
  • Date of Stay: May 2017
  • Source: VRBO, from HomeAway
Owner's Response: Julie, Thank you for being such wonderful guests! You are welcome back anytime. Hope that the weather cooperates and you can enjoy the pool, the BBQ and the new rec room items in the barn on your next visit! Warm wishes, Laurie
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Beautiful house!

  • 5 of 5

Laurie has done an amazing job with the house! We had a large group of family and everyone was comfortable. The barn has some great recreational activities which kept our group busy. The location is also very convenient being midway between the berkshires and the town of Hudson.

  • Review Submitted: Nov 14, 2016
  • Date of Stay: Nov 2016
  • Source: HomeAway
Owner's Response: Thank you for being such great guests! I hope that you will join us again at the Berkshire Country Estate. Warmest wishes, Laurie
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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.

  • Review Submitted: Oct 8, 2016
  • Date of Stay: 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.

  • Review Submitted: Mar 28, 2016
  • Date of Stay: 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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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

Taxes and fees are additional

Additional information about rental rates

Cleaning Fee A$348.7
Pet Fee A$190.2
Damage Insurance A$74.81
Damage Deposit A$1,902

Peak holiday stays will incur an additional rental rate.
Property manager or owner requires a phone call with all prospective guests prior to approving a booking for the Berkshire Country Estate. Please call (646) 761-7612. We need the full names of all guests who will be staying at the property. Additional day guests or events without the prior consent of the property owner are not permitted. Berkshire Country Estate has a standard rental agreement with additional details about the property which all guests must review and sign prior to check in. Thank you!

Owner's Cancellation Policy

  • 100% refund if canceled at least 60 days before arrival date.