Search Farmstay in Pittsfield

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 20 Farmstay in Pittsfield with updated reviews, rates, and availability.

Charming Farmhouse - quiet, private & peaceful
9.6 out of 10, Exceptional, (60)
"The property was great, and the owner was super responsive. I would definitely rate this property excellent if it was a little cleaner. Loved the quiet and peacefulness! "
Charming Farmhouse - quiet, private & peaceful
Modern Country Farmhouse, Walking Distance to Lake
10.0 out of 10, Exceptional, (5)
"Everything was really nice…well equipped with all you would need"
Modern Country Farmhouse, Walking Distance to Lake
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!
Large, family-friendly farmhouse located in the beautiful Berkshires
9.8 out of 10, Exceptional, (31)
"The Hart's family have a beautiful home full of wonderful historical artifacts, comfortable furniture, and well stocked kitchen and bathrooms. We loved the wide plank floors, working fireplace, and modern day wifi. Thank you for sharing this wonderful property."
Large, family-friendly farmhouse located in the beautiful Berkshires
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.
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
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!
Berkshire Rural Retreat
10.0 out of 10, Exceptional, (19)
"Wonderful spot, quiet and secluded but still close to a ton of stuff! Great kitchen and house, easy for 4 adults and 4 kids. Lots to do outside also. Would recommend and will look to stay again if we’re out in the Berkshires again!"
Berkshire Rural Retreat
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
18th century Berkshires farmhouse on 12 acres, impeccably updated.
18th century Berkshires farmhouse on 12 acres, impeccably updated.
Private Unit in shared 1830 Farmhouse
2.0 star property
Private Unit in shared 1830 Farmhouse
10 Minutes to Ski Butternut! Dogs Welcome!
10 Minutes to Ski Butternut! Dogs Welcome!
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
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
ONTARA....
ONTARA....
Barn House: isolated sheep farm Hudson area
Barn House: isolated sheep farm Hudson area
NEW RENO - Chalet-style farm loft near Tanglewood
The price is AED 275
AED 628 total
includes taxes & fees
24 Nov - 25 Nov
NEW RENO - Chalet-style farm loft near Tanglewood
1789 Shaker Farmhouse in Berkshires/Hudson Valley
The price is AED 591
AED 1,557 total
includes taxes & fees
24 Nov - 25 Nov
1789 Shaker Farmhouse in Berkshires/Hudson Valley
Renovated Berkshires Farmhouse - minutes from hiking, swimming, and Tanglewood
Renovated Berkshires Farmhouse - minutes from hiking, swimming, and Tanglewood
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 393
AED 764 total
includes taxes & fees
25 Nov - 26 Nov
NEW RENO - Historic Loft w/views of the Berkshires
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.
Don't see what you're looking for?
See all available properties in Pittsfield
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Pittsfield

Chic Pittsfield Home With A View!
8.8 out of 10, Excellent, (8)
"Great view from the property, lovely house and yard. Coiuldn't have been a better stay. "
Chic Pittsfield Home With A View!
Hancock Village Inn at Jiminy Peak
9.8 out of 10, Exceptional, (8)
"Very kinda hosts, and wonderful house."
The price is AED 2,380
AED 4,073 total
includes taxes & fees
25 Nov - 26 Nov
Hancock Village Inn at Jiminy Peak
Vacation Village in the Berkshires
3.0 star property
8.6 out of 10, Excellent, (1746)
"The pool/clubhouse was a bit chaotic but the overall experience of this location was fantastic. It was lovely."
The price is AED 620
AED 717 total
includes taxes & fees
23 Nov - 24 Nov
Vacation Village in the Berkshires
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.