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Compare 16 Farmstay in Sheffield with updated reviews, rates, and availability.

Mountain View Farmhouse, pool/hot tub, fire pit, 4 seasons porch, game room
Property grounds

Mountain View Farmhouse, pool/hot tub, fire pit, 4 seasons porch, game room

9.4 out of 10, Exceptional, (16)
"Lovely view from the backyard and nice short walk to Millerton"
Mountain View Farmhouse, pool/hot tub, fire pit, 4 seasons porch, game room
Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!
Property grounds

Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!

9.6 out of 10, Exceptional, (14)
"Apartment was clean, bright with comfortable beds. Great location for Berkshires visit, close to Tanglewood and all places fun. Only drawback for us (me and two college friends) was that we brought food for breakfasts and it’s not set up for eating in. No sink in the small kitchen so paper plates and plastic utensils are provided. Small but useful refrigerator. Only a microwave. Small coffee maker but Jodi nicely provided lots of coffee so we weren’t ornery in the morning! Brought in picnic food...
Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!
5BR Farmhouse☆King Size Bed☆Mountain View☆28 Acres
Living area

5BR Farmhouse☆King Size Bed☆Mountain View☆28 Acres

9.6 out of 10, Exceptional, (14)
"We were able to escape the craziness of NYC with just a 2 hour drive. Highly recommend!"
5BR Farmhouse☆King Size Bed☆Mountain View☆28 Acres
the suite @ barn & bike - private, bucolic, serene setting
Mid-century furniture, books galore, and a quaint farmhouse kitchenette.

the suite @ barn & bike - private, bucolic, serene setting

9.8 out of 10, Exceptional, (10)
"Wonderful eclectic book collection. Very quiet and comfortable over two nights. Good hikes nearby. "
The price is SAR 597
SAR 696 total
includes taxes & fees
5 Jan - 6 January 2025
the suite @ barn & bike - private, bucolic, serene setting
Historic 1817 Berkshire Farmhouse- Close to Everything!
Our sun-filled kitchen stocked with basic cooking supplies. Original wood beams.

Historic 1817 Berkshire Farmhouse- Close to Everything!

10.0 out of 10, Exceptional, (1)
"A sweet little farm house perfect for a long weekend getaway. We love the lofty primary bed room and excellent mattress, exposed beams and well-supplied and modern kitchen. Great location between Lee and Lenox, made it easy to get all around the Berkshires. All the equipment and appliances m the house were clean and updated. Quiet neighborhood, lovely and large state forest right close by. "
Historic 1817 Berkshire Farmhouse- Close to Everything!
Farmhouse on Otis Pond
Exterior

Farmhouse on Otis Pond

10.0 out of 10, Exceptional, (1)
"We had a wonderful time at the farmhouse. It is a charming old home. Our son loved being able to wake up and go fishing. The owner quickly responded to any questions. I loved sitting on the porch swing and listening to the birds."
Farmhouse on Otis Pond
TREEMENDOUS VIEWS COTTAGE
Swing on our porch!

TREEMENDOUS VIEWS COTTAGE

10.0 out of 10, Exceptional, (20)
"The home and property were the perfect place to spend Christmas. There were two bedrooms on the first floor and three more on the second floor. We had a wonderful time. I was able to bake and prepare many special meals and goodies. The host had a few beautiful decorations for the holiday which gave it a feeling of home. The Christmas tree farm behind the property was picturesque for the season and the neighbors had lights in their trees and around their home."
TREEMENDOUS VIEWS COTTAGE
1847 New Marlborough Farmhouse. a 4-BR home right in our quiet village.
Exterior

1847 New Marlborough Farmhouse. a 4-BR home right in our quiet village.

1847 New Marlborough Farmhouse. a 4-BR home right in our quiet village.
18th century Berkshires farmhouse on 12 acres, impeccably updated.
Exterior

18th century Berkshires farmhouse on 12 acres, impeccably updated.

18th century Berkshires farmhouse on 12 acres, impeccably updated.
Private Unit in shared 1830 Farmhouse
Exterior of home and entry

Private Unit in shared 1830 Farmhouse

2.0 star property
Private Unit in shared 1830 Farmhouse
10 Minutes to Ski Butternut! Dogs Welcome!
Interior

10 Minutes to Ski Butternut! Dogs Welcome!

10 Minutes to Ski Butternut! Dogs Welcome!
Beautiful Berkshires Farmhouse with game room and plenty of room
Exterior

Beautiful Berkshires Farmhouse with game room and plenty of room

Beautiful Berkshires Farmhouse with game room and plenty of room
Farm Historic House 1789
Outdoor dining

Farm Historic House 1789

Farm Historic House 1789
Charming 5-bedroom farmhouse with AC, WiFi in delightful Ghent
Room

Charming 5-bedroom farmhouse with AC, WiFi in delightful Ghent

The price is SAR 1,127
SAR 2,013 total
includes taxes & fees
25 Dec - 26 Dec
Charming 5-bedroom farmhouse with AC, WiFi in delightful Ghent
Renovated Berkshires Farmhouse - minutes from hiking, swimming, and Tanglewood
Living area

Renovated Berkshires Farmhouse - minutes from hiking, swimming, and Tanglewood

Renovated Berkshires Farmhouse - minutes from hiking, swimming, and Tanglewood
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Sheffield

Antique Farmhouse Totally Restored
Sunrise lights up the front of the house. Moon sets over the mountain.

Antique Farmhouse Totally Restored

10.0 out of 10, Exceptional, (83)
"I'd describe the house as elegantly eclectic. The owner is clearly a collector of interesting items which they arrange in a way that enhance (rather than potentially clutter) the interior. The kitchen and living spaces are open and easy to mingle around. The four bedrooms and three bathrooms easily and comfortably accommodated two couples and two singles. Our stay could not have been better! "
Antique Farmhouse Totally Restored
Cheerful 3-bedroom cottage with woodstove
great kitchen for cooking in

Cheerful 3-bedroom cottage with woodstove

10.0 out of 10, Exceptional, (33)
"We stayed at this home about the same time last year and we were so happy with everything about it, we jumped at the opportunity to stay there again. The house has absolutely everything you'd need and is close to Canaan, CT and Great Barrington, MA and everything the Bershires have to offer. Sabrina is a great host and responded within minutes to any questions I had. We HIGHLY recommend this home."
The price is SAR 1,161
SAR 2,249 total
includes taxes & fees
1 Jan - 2 January 2025
Cheerful 3-bedroom cottage with woodstove
Peace and quiet on the lake
Exterior

Peace and quiet on the lake

9.6 out of 10, Exceptional, (200)
"My family and I really enjoyed our stay at the lake. My kids enjoyed playing outside in the snow. We had such a quality family time playing board games, watching movies and drinking hot cocoa. Justin was such a great host and really helpful when needed. We’re definitely coming back!"
Peace and quiet on the lake
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.