Photo by Elizabeth Massa Peroulakis

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Compare 10 Farmstay in Chester with updated reviews, rates, and availability.

Charming Farmhouse - quiet, private & peaceful

9.6 out of 10, Exceptional, (61)
"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

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!

Experience a charming 3 bedroom farm stay close to winter activity.

10.0 out of 10, Exceptional, (25)
"Nice quiet location. Very clean and friendly host. Kids loved the animals and the swing set. Only issue is single bath which is on the first floor bedrooms all upstairs."
The price is SAR 771
SAR 1,256 total
includes taxes & fees
5 Jan - 6 January 2025
Experience a charming 3 bedroom farm stay close to winter activity.

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

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 3-bedroom renovated farmhouse in peaceful Whately with WiFi, AC

10.0 out of 10, Exceptional, (1)
"We were happy to find such a large, comfortable home. The owner was very helpful. Lovely stay"
18th century 3-bedroom renovated farmhouse in peaceful Whately with WiFi, AC

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.

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

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

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

Woodland Dream House on private pond with forest and fields- Warm and Cozy

2.0 star property
The price is SAR 3,757
SAR 5,400 total
includes taxes & fees
1 Jan - 2 January 2025
Woodland Dream House on private pond with forest and fields- Warm and Cozy
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 Chester

Cozy Berkshires Vacation Rental Near Hiking!

10.0 out of 10, Exceptional, (1)
"The stay at the property was enjoyable. The space was large, spacious and very clean. Two people were able to stay quite comfortably."
Cozy Berkshires Vacation Rental Near Hiking!

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (232)
"A beautiful lodge nestled in the woods surrounded by an abundance of trails to hike. "
The price is SAR 548
SAR 839 total
includes taxes & fees
30 Dec - 31 Dec
Berkshire Village Carriage House - Super Private!!

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.