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Compare 18 Farmstay in Windsor 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
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
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 AED 793
AED 1,281 total
includes taxes & fees
15 Nov - 16 Nov
Charming, renovated, 3 bedroom farmhouse
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.
Play Area, Crib, 11 Acre Farmhouse
10.0 out of 10, Exceptional, (7)
"The nearly 200-year old Carley Farmhouse nestled amidst the Vermont hills is a real keeper! The natural beauty of the area is stunning, and nature lovers will appreciate the bird chatter, occasional monarch butterfly, starry skies, complete with fireflies in the yard! Gather chairs around the firepit in the yard at night and enjoy it all. Inside, there are several living areas including a small back sunporch that is a quiet retreat both during the day and at night. We didn't end up using the...
Play Area, Crib, 11 Acre Farmhouse
Stunning views on 545 acres at end of dirt road
10.0 out of 10, Exceptional, (47)
"Great price and value relative to hotel down in greenfield. The home was clean and beds were comfy. Loved we could bring our dogs to romp and hike with us on the expansive grounds. Hot tub was a plus as was ping pong table and tether ball. We couldn’t access the fire pit the first night as we planned because it was fenced in goat herd - Which was cool but a bit smelly in the night breeze with guard dog barking so had to shut the Windows."
Stunning views on 545 acres at end of dirt road
Super discount for 9/23 to 10/3. Fun fairs, flea markets, music and hikes.
9.8 out of 10, Exceptional, (10)
"Perfect place for our family for a weekend wedding in the area. Comfortable picturesque and very clean."
Super discount for 9/23 to 10/3. Fun fairs, flea markets, music and hikes.
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
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....
NEW RENO - Chalet-style farm loft near Tanglewood
The price is AED 275
AED 624 total
includes taxes & fees
18 Nov - 19 Nov
NEW RENO - Chalet-style farm loft near Tanglewood
1789 Shaker Farmhouse in Berkshires/Hudson Valley
The price is AED 591
AED 1,550 total
includes taxes & fees
15 Nov - 16 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, (2)
"Really enjoyed our stay. The property is beautiful and relaxing and close to everything we needed. Would stay again!"
The price is AED 393
AED 757 total
includes taxes & fees
16 Nov - 17 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.
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Other property types in Windsor

Vacation Village in the Berkshires
3.0 star property
8.6 out of 10, Excellent, (1746)
"Love staying here "
The price is AED 620
AED 717 total
includes taxes & fees
16 Nov - 17 Nov
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (919)
"Staff was friendly and helpful. The facility is a little run down, but it was clean. A lot was closed (ie. on site bar/restaurants) due to it being between seasons, which was disappointing. We used the hot tub, which was not very hot. We'd stay there again though. "
The price is AED 547
AED 600 total
includes taxes & fees
16 Nov - 17 Nov
Jiminy Peak Mountain Resort
Pristine Home In Becket Woods
10.0 out of 10, Exceptional, (13)
"Pristine can mean several different things. My interpretation was to be “like new”. This dwelling did not quite live up to that standard, but was clean, sans the “mud room” and what appeared to be mold on the peak of the ceiling above the living room. The original listing stated firewood was provided by the host. Then, the checkin instructions stated guests provided their own. Not huge, just misstated in the listing (since changed). There was a power outage while we were there, thus no...
Pristine Home In Becket Woods
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.