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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 28 Farmstay in Pittsfield with updated reviews, rates, and availability.

Charming Farmhouse - quiet, private & peaceful
Property grounds

Charming Farmhouse - quiet, private & peaceful

9.6 out of 10, Exceptional, (64)
"The house was perfect for our needs. A winter snow storm brought even more beauty to the outside view. Looking forward to returning on another trip to visit our son and his family."
Charming Farmhouse - quiet, private & peaceful
1789 Shaker Farmhouse in Berkshires/Hudson Valley
Miscellaneous

1789 Shaker Farmhouse in Berkshires/Hudson Valley

The price is AED 551
AED 1,529 total
includes taxes & fees
16 Apr - 17 Apr
1789 Shaker Farmhouse in Berkshires/Hudson Valley
Berkshire Rural Retreat
Exterior

Berkshire Rural Retreat

10.0 out of 10, Exceptional, (21)
"We had a very nice stay over the New Year’s holiday. The house was clean, comfortable and cozy. The host was responsive as well. "
Berkshire Rural Retreat
Modern Country Farmhouse, Walking Distance to Lake
Miscellaneous

Modern Country Farmhouse, Walking Distance to Lake

10.0 out of 10, Exceptional, (6)
"Great place to stay. Very clean and well stocked with everything we needed. Beds were very comfortable and the location was perfect. "
Modern Country Farmhouse, Walking Distance to Lake
NEW RENO - Historic Loft w/views of the Berkshires
Fridge, microwave, oven, stovetop

NEW RENO - Historic Loft w/views of the Berkshires

10.0 out of 10, Exceptional, (3)
"We were attending a weekend class. The bed was very comfortable and the apartment had everything we needed. The owner was very responsive. I would stay here again."
The price is AED 275
AED 630 total
includes taxes & fees
16 Apr - 17 Apr
NEW RENO - Historic Loft w/views of the Berkshires
Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!
Books

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!
NEW RENO - Chalet-style farm loft near Tanglewood
Fridge, microwave, oven, stovetop

NEW RENO - Chalet-style farm loft near Tanglewood

The price is AED 257
AED 612 total
includes taxes & fees
16 Apr - 17 Apr
NEW RENO - Chalet-style farm loft near Tanglewood
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
16 Apr - 17 Apr
Charming 5-bedroom farmhouse with AC, WiFi in delightful Ghent
Escape to this 120-acre farm in Upstate NY! Pet friendly.
Outdoor pool

Escape to this 120-acre farm in Upstate NY! Pet friendly.

The price is AED 1,690
AED 2,842 total
includes taxes & fees
16 Apr - 17 Apr
Escape to this 120-acre farm in Upstate NY! Pet friendly.
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)
"This property is stunningly beautiful! So peaceful. Our kids ran wild with all the space and we walked to say hello to the horses every day. My kids were also able to take riding lessons while we were there. It’s a great location for activities to keep you busy but set far enough away for quiet and privacy. We will definitely try to get back soon! "
Farm House Getaway on 200 acre horse farm!
Charming Farmhouse; 2 Bed / 2 Bath, only 1.5 miles to Jiminy Peak. Pet Friendly.
Property grounds

Charming Farmhouse; 2 Bed / 2 Bath, only 1.5 miles to Jiminy Peak. Pet Friendly.

9.0 out of 10, Wonderful, (2)
"A very quaint and well appointed house in a lovely neighborhood."
Charming Farmhouse; 2 Bed / 2 Bath, only 1.5 miles to Jiminy Peak. Pet Friendly.
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.
Modern Victorian - 2.5hrs from NYC - 100acres - Nature- Country living
Exterior

Modern Victorian - 2.5hrs from NYC - 100acres - Nature- Country living

10.0 out of 10, Exceptional, (4)
"The setting was pleasant and bucolic . . . the farm house has a huge porch covering two sides of the house that is lovely to sit on with a morning cup of coffee or evening drinks with friends. Everything was extremely clean and ordered in the home. Communication with the owners was also clear and helpful . . . lovely time."
Modern Victorian - 2.5hrs from NYC - 100acres - Nature- Country living
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!
1800s Carriage house in Berkshires / Hudson Valley
Terrace/patio

1800s Carriage house in Berkshires / Hudson Valley

The price is AED 312
AED 667 total
includes taxes & fees
16 Apr - 17 Apr
1800s Carriage house in Berkshires / Hudson Valley
Restored historic farmhouse on 25 private acres
Interior

Restored historic farmhouse on 25 private acres

10.0 out of 10, Exceptional, (1)
"Beautiful property, very well maintained and with good access to nearby towns and attractions. We enjoyed the swimming pond and sampled the garden produce. A lovely place to vacation."
Restored historic farmhouse on 25 private acres
Secluded 19th century Farmhouse with mountain views
Exterior

Secluded 19th century Farmhouse with mountain views

10.0 out of 10, Exceptional, (1)
"We had a great time on our recent trip to Berkshires. It was due largely in part because of some excellent and charming accomodations at Jeff's family farmhouse. Our large group loved the farmhouse's layout, old world charm and beautiful property."
Secluded 19th century Farmhouse with mountain views
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 Pittsfield

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
Outdoor dining

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

9.8 out of 10, Exceptional, (139)
"We have stayed at this property twice before and have been very pleased with the amount of bedrooms and sleeping available. The property is always very clean and is equipped with everything you need for cooking and dining.the property is a half way point for family members in several directions. "
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
Spacious Berkshire Getaway: Hot Tub, Game Rooms, Large Yard Near Jiminy Peak
Miscellaneous

Spacious Berkshire Getaway: Hot Tub, Game Rooms, Large Yard Near Jiminy Peak

9.8 out of 10, Exceptional, (10)
"Kids will love the fun bunk room setup, millennials will appreciate the big screen TV's and broadband Internet access, while parentals and grandparents enjoy the fully equipped kitchen and space to enjoy dinner together around a table for 12. Hot tub right outside the kitchen door, close proximity to Jiminy Peak makes it a breeze to shuttle the family back and forth . Extremely clean property.. Rent the extra suite if you have difficulty with stairs, and enjoy having the entire inn to...
The price is AED 2,200
AED 4,034 total
includes taxes & fees
28 Apr - 29 Apr
Spacious Berkshire Getaway: Hot Tub, Game Rooms, Large Yard Near Jiminy Peak
Lake Front Home in Heart of the Berkshires Near Jiminy Peak
Exterior

Lake Front Home in Heart of the Berkshires Near Jiminy Peak

10.0 out of 10, Exceptional, (56)
"Perfect location and accommodation for my family. The home was as described. I would recommend it. The property owner was easy to work with. "
Lake Front Home in Heart of the Berkshires Near Jiminy Peak
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.