Photo by Elizabeth Massa Peroulakis

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Compare 9 Farmstay in Chester with updated reviews, rates, and availability.

Charming Farmhouse - quiet, private & peaceful
Beautiful stone walls

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
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!
Charming, renovated, 3 bedroom farmhouse
The white house is the rental unit. The hosts live in the grey house

Charming, renovated, 3 bedroom farmhouse

10.0 out of 10, Exceptional, (24)
"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 710
SAR 1,195 total
includes taxes & fees
24 Nov - 25 Nov
Charming, renovated, 3 bedroom farmhouse
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
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.
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
Woodland Dream House on private pond with forest and fields- Warm and Cozy
Living area

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

2.0 star property
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!
Chester Vacation Rental | 2BR | 1BA | 2,000 Sq Ft | Stairs Required

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!!

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (225)
"One of the best properties i've ever stayed at "
The price is SAR 537
SAR 830 total
includes taxes & fees
25 Nov - 26 Nov
Berkshire Village Carriage House - Super Private!!
Peace and quiet on the lake
Exterior

Peace and quiet on the lake

9.6 out of 10, Exceptional, (198)
"Great trip to Berkshires! Had so much fun. Great property and our dog loved the backyard. We were so happy it was fenced. "
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.