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Check prices for these dates

Compare 35 Farmstay in Old Chatham with updated reviews, rates, and availability.

1789 Shaker Farmhouse in Berkshires/Hudson Valley

The price is SAR 563
SAR 1,529 total
includes taxes & fees
3 May - 4 May
1789 Shaker Farmhouse in Berkshires/Hudson Valley

200 yr old Historic Farmhouse in Walkable City Neighborhood - 35 min to Saratoga

10.0 out of 10, Exceptional, (5)
"There was plenty of room for our large group, and we really enjoyed relaxing by the pool."
200 yr old Historic Farmhouse in Walkable City Neighborhood - 35 min to Saratoga

Berkshire Rural Retreat

10.0 out of 10, Exceptional, (21)
"We had a great time staying at the house with our friends and their kids. We had family staying 5 minutes away so it was a perfect location so we could all hangout together. It was the perfect ski weekend."
Berkshire Rural Retreat

Modern Country Farmhouse, Walking Distance to Lake

10.0 out of 10, Exceptional, (6)
"Everything was really nice…well equipped with all you would need"
Modern Country Farmhouse, Walking Distance to Lake

NEW RENO - Historic Loft w/views of the Berkshires

10.0 out of 10, Exceptional, (2)
"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 SAR 281
SAR 644 total
includes taxes & fees
30 Apr - 1 May
NEW RENO - Historic Loft w/views of the Berkshires

All the comfort of home

9.6 out of 10, Exceptional, (50)
"A safe and clean room in a great location. We’ll be back for a longer stay next time!"
The price is SAR 409
SAR 523 total
includes taxes & fees
10 May - 11 May
All the comfort of home

Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!

9.6 out of 10, Exceptional, (14)
"We had a great stay here. The hosts are wonderful and welcoming. Jodi was super helpful with places to visit in the area. This is the perfect location if you are visiting Tanglewood or the Berkshires."
Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!

NEW RENO - Chalet-style farm loft near Tanglewood

The price is SAR 263
SAR 625 total
includes taxes & fees
30 Apr - 1 May
NEW RENO - Chalet-style farm loft near Tanglewood

Charming 5-bedroom farmhouse with AC, WiFi in delightful Ghent

The price is SAR 1,125
SAR 2,082 total
includes taxes & fees
30 Apr - 1 May
Charming 5-bedroom farmhouse with AC, WiFi in delightful Ghent

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

The price is SAR 1,726
SAR 2,902 total
includes taxes & fees
28 May - 29 May
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

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!

10.0 out of 10, Exceptional, (32)
"The house and setting are beautiful. The host was outstandingly welcoming and available."
Farm House Getaway on 200 acre horse farm!

-Private renovated farmhouse along the Hudson surrounded by State Park Land

10.0 out of 10, Exceptional, (7)
"The property was as described, and I wish I could have stayed longer and enjoyed the surroundings more. It's a short walk to a nice park by the river. The house itself is comfortable and well-appointed. I appreciated the easy style, the good WiFi, and nice kitchen."
-Private renovated farmhouse along the Hudson surrounded by State Park Land

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

9.0 out of 10, Wonderful, (2)
"Private old farmhouse with new kitchen and bathroom on a working farm."
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)
"We had great communication with Eva, and absolutely loved staying here. The beds were so comfortable, she had a crib set up for our baby, our daughter was so into walking around and being in the house. Great place to stay, super clean, beautifully decorated and cozy!"
Modern Victorian - 2.5hrs from NYC - 100acres - Nature- Country living

The Grange - 1800s Farmhouse Estate on 80 Acres

10.0 out of 10, Exceptional, (1)
"We had two families with kids staying at the Grange for New Years. The property was perfect for us. Lots of room for the kids to run outside and the right amount of beds/bedrooms! Really great place"
The Grange - 1800s Farmhouse Estate on 80 Acres

Private Unit in shared 1830 Farmhouse

2.0 star property
Private Unit in shared 1830 Farmhouse

Rustic Catskill cottage, 10 min to Hudson, 30 minutes to popular ski area skiing

Rustic Catskill cottage, 10 min to Hudson, 30 minutes to popular ski area skiing

Spacious Modern Catskill Farmhouse - Hot Tub, Pool, Fire-Pit, Views

10.0 out of 10, Exceptional, (4)
"What a beautiful property! Stayed here for two nights with some friends, everyone raved about the house. Beautifully renovated and decorated, super comfy, very well appointed. Pool and fire pit were awesome!"
Spacious Modern Catskill Farmhouse - Hot Tub, Pool, Fire-Pit, Views

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!
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 Old Chatham

5 STAR ESTATE w/ POOL, POND, ARCADE, GYM, TRAILS! 07/13/25 - 07/20/25 REDUCED!

9.6 out of 10, Exceptional, (85)
"We had fun! Game room great! Spacious and comfortable. Never got to enjoy outdoors, so maybe another trip in the future!"
5 STAR ESTATE w/ POOL, POND, ARCADE, GYM, TRAILS! 07/13/25 - 07/20/25 REDUCED!

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1800)
"Great property"
The price is SAR 475
SAR 562 total
includes taxes & fees
11 May - 12 May
Vacation Village in the Berkshires

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (96)
"Third or fourth time staying. Always a pleasure "
The price is SAR 487
SAR 526 total
includes taxes & fees
13 May - 14 May
Micosta Leisure Inn
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.