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

Antique Farmhouse Totally Restored

Bedrooms 4
Property type house
Minimum Stay 2 - 7 nights


About the property

House, 4 Bedrooms + 2Convertible beds, 3 Baths, (Sleeps 8-14) Shepherd Hut

This rambling farmhouse has a balanced mix of meticulous restoration with an eccentric flair. Undermountain Farm is a home carefully designed with warmth and spirit. It also has a unique collection of fascinating antiques and collectibles.

Enjoy cooking in the state-of-the-art kitchen with your only dilemma being where to eat. You might choose the solarium, surrounded by exotic plants and the sun streaming through the glass; or the patio where you might hear the roar of the waterfall which tumbles down the mountain behind the house after a rainfall, or you could try the formal dining room which still has the original Dutch oven from the 18th century. The veranda is a good choice where you can watch the highland cattle in the meadows. Or you may choose the informal dining area and eat in the luminous kitchen delicately accented with orchids. The hand-crafted cabinetry in the kitchen was all made from one maple tree.We recently had a large dinner party for forty people in the breakfast sitting room after we removed the couch and chairs.Tis was the very max I would like to say .With all the downstairs rooms we were able to have hor dourves in the dinning room , a bar in the green house and dancing complete with a disco ball in the stable

This farmhouse has many rooms to enjoy. If you like a large space, then the former stables might suit you. This room, with its high vaulted ceilings and original beams boasts a magnificent stone fireplace, and huge windows that offer a pastoral view of the surrounding meadows. If you prefer a cosy room, then the den is ideal. The antique wood paneling, the big comfy leather chairs and the soothing, ambient feeling will make you want to curl up with a good book in front of the wood stove and forget about the outside world.

You might choose the formal living room or the informal living area adjoining the kitchen for a friendly gathering place. This home has six fireplaces and two wood stoves to keep you warm, and there’s also a fire cauldron and grill on the patio.

If you’re staying with friends, you might have to draw straws for the huge master bedroom, where the rising sun illuminates the artfully plastered walls creating a deep orange, radiant light in the morning. The added bonus in the master bathroom with the shower and its floor of river stones and the jacuzzi where you can gaze over the meadows.

Those who drew the shorter straws will be happy in the other three bedrooms which have lovely outlooks over the Berkshire Hills and offer a quiet respite for a restful sleep; including the soothing sounds of a seasonal babbling brook.

Upstairs two bedrooms with a shared bathroom. Master bedroom with a dressing room, shower and jacuzzi from where you can watch the cows! Six fireplaces and two wood stoves. Fire cauldron and grill on the patio.

Four bedrooms with queen beds, several other bedding options, two fold out sofas, futons and an air mattress.

Check out our English Shepherd Hut which sleeps two in the orchard .

Hiking and cross country skiing right from the back door. Nature Conservancy land abuts the house, with the Appalachian trail up at the top of the ridge next to Bear rock falls behind the house !

Keywords: House, Shepherd Hut ,Midden, plaster, unique, pastoral, stunning , bucolic , calming, unbelievable pictures do not show the full effect.

More Details

Robin (AKA Basil) or Sally (Sometimes called Sybil!)
Member since: 2009
Speaks: english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
August 19, 2018

About Robin (AKA Basil) or Sally (Sometimes called Sybil!)

English man rebuilding old houses.

Saving American history for the future!

Robin (AKA Basil) or Sally (Sometimes called Sybil!) purchased this house in 1999

Why Robin (AKA Basil) or Sally (Sometimes called Sybil!) chose Sheffield

I bought this property so as to save and restore this American beauty that had served her builders for over 150 years as their family home .

What makes this house unique

Untouched beauty surrounds this old house, experience life as a settler in the New world, living in the present ! Check out our new Shepherd Hut located in the orchard .

Guestbook comments from the owner

Well I was disappointed and surprised to find this less than five star review from this party as all of my others are so good. These retired school teachers did not have any negative comments when I spent time with them on a couple occasion to make sure that everything was in order .My assistant does live in the barns so as to facilitate any question or resolve any situations that may arise sometimes and provide on site security .

I would also point out that we were in the process of painting the house and completing some carpentry repairs that were required to keep this 200 year old lady in good shape. Had they bought any of their points to my attention at the time they were staying in my house we would have dealt with them promptly as you can see if you read in all of the reviews. I guess should have bought an apple !

Thanks Robin .
Jul 2013
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Sheffield House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
House Rules:
  • Check-in: 12:00 PM
  • /
  • Check-out: 4:00 PM
  • Max. occupancy: 16
  • Min. age of primary renter: 25 ...
  • Children welcome ...
  • Parties/events allowed ...
  • Pets considered ...
  • Smoking allowed ...
  • All parties must be confirmed in advance. Please strip the beds and and towels can placed near the laundry. Thanks. If you eat me out of house then I
  • If you book and then cancel We will charge a minimum of $250 as a processing fee .
Location Type:
  • Mountain View ...
  • Adventure
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Broadband Access
  • Clothes Dryer ...
  • Computer Available
  • Covered Parking ...
  • Elevator
  • Fireplace ...
  • Fitness Room / Equipment ...
  • Garage ...
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Parking ...
  • Parking Off Street ...
  • Parking for RV/Boat/Trailer ...
  • Telephone
  • Towels Provided ...
  • Washing Machine ...
  • Wireless Internet
  • Wood Fireplace ...
  • Wood Stove ...
  • Catering Available ...
  • Coffee Maker
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Ice Maker
  • Kitchen ...
  • Microwave ...
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Toaster
  • Dining ...
  • Dining Room
  • seating for 8 people
  • 3 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
    Bathroom 3 -
  • 3
  • 4 Bedrooms, Sleeps 16
  • King size beds (1) Deposed, Queen size Beds (6) Every bedroom has a queen, Double Beds (1) Nine, Twin or Single Beds (1) Non, Child Beds (1) Small futons are available, Baby Cribs (1) In de city, Sleep Sofa or Futons (2) Two pull out couches, Bunk Beds (1) Niet, Murphy Beds (1) He has gone to Ireland for a pint of Liffy !
  • Books ...
  • CD Player
  • DVD Player ...
  • Game Room ...
  • Games ...
  • Music Library ...
  • Satellite / Cable ...
  • Stereo ...
  • Television
  • Toys ...
  • VCR
  • Video Games ...
  • Video Library ...
  • Boat ...
  • Deck / Patio ...
  • Outdoor Grill
  • 12 garden chairs
  • alternative lifestyle
  • wheelchair accessible
  • churches
  • cinemas
  • festivals
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • playground
  • restaurants
  • theme parks
  • water parks
  • zoo
Leisure Activities:
  • antiquing
  • bird watching
  • boating
  • eco tourism
  • gambling casinos
  • horseback riding
  • horseshoes
  • miniature golf
  • outlet shopping
  • photography
  • scenic drives
  • shopping
  • shuffleboard
  • sight seeing
  • sledding
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cross country skiing
  • cycling
  • fishing
  • fly fishing
  • freshwater fishing
  • golf
  • hiking
  • hot air ballooning
  • hunting
  • jet skiing
  • kayaking
  • mountain biking
  • mountain climbing
  • parasailing
  • racquetball
  • rafting
  • rock climbing
  • sailing
  • ski lift privileges
  • skiing
  • snorkeling/diving
  • snowboarding
  • snowmobiling
  • spelunking
  • swimming
  • tennis
  • water skiing
  • water tubing
  • whitewater rafting
  • wind-surfing
Surrounded by pastures and cows roaming in the fields


Wonderful! 4.9/5 -
(38 traveler reviews)

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Antique Farmhouse Totally Restored
average rating of 4.9473686 based on 39 reviews

Absolutely wonderful!

  • 5 of 5

My friends and I had a wonderful time here. The land and the house were absolutely gorgeous, and Robin was so nice and helpful!

  • Submitted: Jul 29, 2018
  • Stayed: July 2018
  • Source: HomeAway
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Brooklyn, NY USA

Amazing time at farmhouse

  • 5 of 5

We are a group of 4 families: 8 adults and 8 kids from NY and Boston. Following our group's tradition to gather for New Years vacation somewhere in the middle, we've decided to rent Robin's house this year. Last year's rental was a disaster - the house was cold, unkempt and felt crammed for us. Robin's house was exactly the opposite: it was warm (both in temperature wise and vibe), spacious and beautiful. As soon as we've entered we could feel the love the owner has for his property. Robin is was always a phone call away and was very accommodating.

The kitchen is really spacious and has everything one can think of. Bedrooms are nicely located and there was enough linens, blankets and pillows for everybody.

The location of the house is super convenient - everything (skiing, supermarket, restaurants) are within short driving distance.

Two added bonuses: delicious tea and the cows outside who were absolutely gorgeous.

Everybody loved our stay and we certainly hope to be back.

  • Submitted: Jan 5, 2018
  • Stayed: December 2017
  • Source: VRBO, from HomeAway
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Perfect home in a perfect location

  • 5 of 5

About 10 friends and I stayed in Robin's house for my birthday weekend, and everyone loved it. My friends arrived before I did for our stay, and Robin graciously met them and showed them around. The home is so beautiful (much of the handiwork is Robin's), peaceful, and in a great location. Sheffield, Stockbridge, and Great Barrington are all very close, and other Berkshire towns are nearby. The home was very clean and well-maintained and had every amenity you could need. I really can't recommend it highly enough! Thank you, Robin!

  • Submitted: Sep 17, 2017
  • Stayed: September 2017
  • Source: VRBO, from HomeAway
Owner's Response: Dear Vanessa . Sorry I did not get to meet you personally ,I am glad you had a great time and we look forward to seeing you again sometime in the future. All the best to you and your friends . PS thanks for taking good care of the farm . Best Robin.
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Beautiful, large farmhouse, perfect for a big family getaway.

  • 5 of 5

We were seven adults and two children and this beautiful property was a perfect place for us to gather for a long weekend. The house is big and welcoming, the grounds are lovely and spacious, and we enjoyed our stay thoroughly.

  • Submitted: Jul 9, 2017
  • Stayed: July 2017
  • Source: VRBO, from HomeAway
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Great Cranberry Island ,Me.04625

astounding presence!

  • 5 of 5

I was immediately transformed by every step from my car, to terrace,into entryway and then throughout all the rooms which were carefully yet comfortably arranged. Immaculately maintained, the house is a treasure where we were instantly at home and able to entertain friends well with dinner. For me , the best part was my early morning the front garden. across the road to the fields of cows, near-by turkey flights in other fields, roaming up the hill to discover,,, a peaceful interlude with spring flowerings ever surprising ...grateful for this visit!

  • Submitted: Jun 15, 2017
  • Stayed: May 2017
  • Source: VRBO, from HomeAway
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Boston, MA

Perfect Location for Family Thanksgiving

  • 5 of 5

Everyone in the family was delighted with our stay and Thanksgiving celebration at Undermountain Farm. The house has been renovated and maintained with care and some whimsy. Robin takes advantage of the history of the house and his own creative design-sense to create a number of inviting spaces to relax and congregate. The kitchen is large, with an easy to use wood burning stove (and plenty of wood). There are several eating areas, so we easily fit the 20 or so Thanksgiving guests. The dining room has a beautiful wood carved table, candle chandeliers and large colonial fire place. The master bedroom is expansive, with lots of light and windows looking out over the farm. The master bath has a luxuriously-sized shower and tub. The other bedrooms and bathrooms were well -equipped and comfortable. We were able to open a large sofa bed in one of the living rooms for the teenagers. All in all, lots of amenities and a wonderful feel to the house. Outside, Robin keeps cattle and a goat, which we enjoyed. While the property is on a main road, there is not a lot of traffic and it is peaceful and bucolic. Robin was easy to communicate with and responsive. Highly recommended!

  • Submitted: Feb 20, 2017
  • Stayed: November 2016
  • Source: HomeAway
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Kripalu Yoga center, Options Institute, Skiing at Butternut, and Catamount, Jiminy Peak ,Tanglewood ,Music Mountain, Omega Institute. Appalachian trail right out of the door, Race Brook Falls 1.8 miles , Sages Ravine 0.5 mile., Berkshire School, Hotchkiss School and Salisbury School are all near by The Mount


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Pet Fee $125
Refundable damage deposit $1,000
Cleaning Fee $200

Holidays three day minimum
The house is not available for Guy Fawkes November 5th !
Wedding and parties lets talk .
Events and gatherings welcome

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.

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