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Check prices for these dates

Next weekend
25 Apr - 27 Apr
In two weeks
2 May - 4 May
In one month
16 May - 18 May
In two months
13 Jun - 15 Jun

Compare 18 Farmstay in Sheffield with updated reviews, rates, and availability.

5BR Farmhouse☆King Size Bed☆Mountain View☆28 Acres
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (16)
"Beautiful property and location "
5BR Farmhouse☆King Size Bed☆Mountain View☆28 Acres
Mountain View Farmhouse, pool/hot tub, fire pit, 4 seasons porch, game room
Outdoor pool

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!
Books

Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!

9.6 out of 10, Exceptional, (14)
"We had a great stay here. The hosts are wonderful and welcoming. Jodi was super helpful with places to visit in the area. This is the perfect location if you are visiting Tanglewood or the Berkshires."
Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!
Charming 5-bedroom farmhouse with AC, WiFi in delightful Ghent
Outdoor dining

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

The price is AED 1,102
AED 2,039 total
includes taxes & fees
17 Apr - 18 Apr
Charming 5-bedroom farmhouse with AC, WiFi in delightful Ghent
New 4500 sq ft modern 5 bed-5.5 bath on Housatonic River and walk to Stockbridge
Fridge, microwave, oven, stovetop

New 4500 sq ft modern 5 bed-5.5 bath on Housatonic River and walk to Stockbridge

2.0 star property
10.0 out of 10, Exceptional, (6)
"We recently rented this house for two weeks in order to spend time under the same roof with our grown children and baby grandson - and we couldn't have had a more enjoyable time! The house provided ample space for us to gather in small groups or larger ones whether we were indoors, outside on the deck or in the yard. The location in town was ideal for pushing the baby stroller along all the sidewalks as well as easily accessing all the shops and restaurants. With the Red Lion Inn only a block...
New 4500 sq ft modern 5 bed-5.5 bath on Housatonic River and walk to Stockbridge
Farm House Getaway on 200 acre horse farm!
Exterior

Farm House Getaway on 200 acre horse farm!

10.0 out of 10, Exceptional, (32)
"The house and setting are beautiful. The host was outstandingly welcoming and available."
Farm House Getaway on 200 acre horse farm!
the suite @ barn & bike - private, bucolic, serene setting
Interior

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

10.0 out of 10, Exceptional, (12)
"We enjoyed our stay at this quiet, cozy property."
The price is AED 584
AED 710 total
includes taxes & fees
20 Apr - 21 Apr
the suite @ barn & bike - private, bucolic, serene setting
TREEMENDOUS VIEWS COTTAGE
Fridge, microwave, oven, stovetop

TREEMENDOUS VIEWS COTTAGE

10.0 out of 10, Exceptional, (20)
"The owner worked with us to complete the rental and answer questions. Our stay was great and we will be back in the future as well."
TREEMENDOUS VIEWS COTTAGE
18th century Berkshires farmhouse on 12 acres, impeccably updated.
Terrace/patio

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

18th century Berkshires farmhouse on 12 acres, impeccably updated.
Private Unit in shared 1830 Farmhouse
2 bedrooms, iron/ironing board, WiFi, bed sheets

Private Unit in shared 1830 Farmhouse

2.0 star property
Private Unit in shared 1830 Farmhouse
Farmhouse on Otis Pond
Property grounds

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
Historic 1817 Berkshire Farmhouse- Close to Everything!
Aerial view

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

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.
10 Minutes to Ski Butternut! Dogs Welcome!
Exterior

10 Minutes to Ski Butternut! Dogs Welcome!

10 Minutes to Ski Butternut! Dogs Welcome!
Renovated Berkshires Farmhouse - minutes from hiking, swimming, and Tanglewood
Exterior

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

Renovated Berkshires Farmhouse - minutes from hiking, swimming, and Tanglewood
Beautiful Berkshires Farmhouse with game room and plenty of room
Fridge, microwave, oven, stovetop

Beautiful Berkshires Farmhouse with game room and plenty of room

Beautiful Berkshires Farmhouse with game room and plenty of room
Charming 4-bedroom Farmhouse in Hudson with WiFi, AC/Fireplace on 11 acres Land
Interior

Charming 4-bedroom Farmhouse in Hudson with WiFi, AC/Fireplace on 11 acres Land

Charming 4-bedroom Farmhouse in Hudson with WiFi, AC/Fireplace on 11 acres Land
Farm Historic House 1789
Private kitchen

Farm Historic House 1789

Farm Historic House 1789
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

Guesthouse Cabin vacation rentals in Berkshire County
Exterior

Guesthouse Cabin vacation rentals in Berkshire County

10.0 out of 10, Exceptional, (5)
"Really enjoyed the cabin. The pictures don’t do the view justice as it’s an amazing vista overlooking the Berkshires. "
The price is AED 1,855
AED 3,188 total
includes taxes & fees
21 Apr - 22 Apr
Guesthouse Cabin vacation rentals in Berkshire County
The Ponds at Foxhollow
Property grounds

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The Ponds at Foxhollow
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
Terrace/patio

Elegant 19th Century New England Newly Renovated 1BR Vacation Rental

9.4 out of 10, Exceptional, (61)
"Cute and comfy place, great location. We walked to dinner twice and enjoyed how convenient this place was to all of the Berkshires. "
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
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.