check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar

Laurie Sherman Graff

Member since: 2011
Call Owner
Speaks english, italian

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

24 Reviews
Bedrooms 8
Property type estate
Minimum Stay 2 nights


Photos and Description of this Old Chatham holiday estate

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 rentals available
  • children welcome
  • non smoking only
Laurie Sherman Graff (Owner)
Member since: 2011
Call Owner
Speaks english, italian


based on 24 traveller 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.

  • 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
Did you find this review helpful?
0 0

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
Did you find this review helpful?
0 1

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.

  • Review Submitted: Mar 16, 2016
  • Date of Stay: 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
Did you find this review helpful?
0 0
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!

  • Review Submitted: Mar 14, 2016
  • Date of Stay: 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
Did you find this review helpful?
0 0

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.

  • Review Submitted: Feb 5, 2016
  • Date of Stay: 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
Did you find this review helpful?
0 0

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.

  • Review Submitted: Dec 17, 2015
  • Date of Stay: 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
Did you find this review helpful?
0 0


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

Rental Rates for this holiday estate in Old Chatham, New York

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

Additional information about rental rates

Cleaning Fee A$362
Refundable Damage Deposit A$1,974

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 is 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

Please ask the owner or check their rental agreement when booking the property.
Enter dates to see total
Send a Message
Available arrival
Available stay (no arrival)


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:
  • 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 , bath (no shower) , shower enclosure , jacuzzi , bidet
    Bathroom 2 - toilet , bath (no shower) , shower enclosure , bidet
    Bathroom 3 - toilet , shower enclosure , bidet
    Bathroom 4 - toilet , shower enclosure
    Bathroom 5 - toilet , shower enclosure
  • 8 Bedrooms, Sleeps 16
  • Bedroom 7 - 2 single bed
    Bedroom 8 - 1 sofa bed/futon
    Bedroom 1 - 1 extra lg. double bed , Fireplace/sitting room
    Bedroom 2 - Fireplace/sitting room/library
    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
  • 5 master bedrooms 3 ensuite with separate sitting/work/library rooms, fireplaces, soak & jacuzzi tubs, lots of closets
  • 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 ...
  • Events Allowed
  • long term rentals available
  • children welcome
  • non smoking only
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