Search Farmstay in Chatham from CA $108

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Browse Select Chatham Farmstay

All the comfort of home

9.8 out of 10, Exceptional, (49)
"A safe and clean room in a great location. We’ll be back for a longer stay next time!"
All the comfort of home

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

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

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!

-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

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

10.0 out of 10, Exceptional, (4)
"Booked this for my bachelorette party as a getaway retreat style vacation for myself and 5 friends. The gathering spaces were perfect and the pool and hot tub were so nice to have. Beautiful view out the back door and even watch a doe and lamb hang out multiple days. It was very relaxing to be here. Please note that getting Ubers and taxis are challenging in this area if you plan to go to Hudson or other locations, we somehow did it, but it wasn’t easy! Otherwise, it’s a great place to gather...
Spacious Modern Catskill Farmhouse - Hot Tub, Pool, Fire-Pit, Views

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!

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

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

NEW RENO - Chalet-style farm loft near Tanglewood

The price is CA $108
CA $244 total
includes taxes & fees
Dec 31 - Jan 1, 2025
NEW RENO - Chalet-style farm loft near 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 CA $154
CA $294 total
includes taxes & fees
Jan 1 - Jan 2, 2025
NEW RENO - Historic Loft w/views of the Berkshires

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

ONTARA....

ONTARA....

Barn House: isolated sheep farm Hudson area

Barn House: isolated sheep farm Hudson area

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

The price is CA $431
CA $768 total
includes taxes & fees
Dec 29 - Dec 30
Charming 5-bedroom farmhouse with AC, WiFi in delightful Ghent

1789 Shaker Farmhouse in Berkshires/Hudson Valley

The price is CA $231
CA $609 total
includes taxes & fees
Dec 29 - Dec 30
1789 Shaker Farmhouse in Berkshires/Hudson Valley
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 Chatham

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1750)
"Nice and quiet family get a way"
The price is CA $269
CA $310 total
includes taxes & fees
Jan 1 - Jan 2, 2025
Vacation Village in the Berkshires

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (89)
"Fantastic place to stay! So homey, comfortable, and peaceful. Steven was a fabulous host, and his property is wonderful - in a beautiful garden. The room is large and beyond well equipped. No reason to pay more to stay downtown Hudson. We’re on a month-long New England road trip, and this has been our favorite stay! "
The price is CA $187
CA $201 total
includes taxes & fees
Jan 11 - Jan 12, 2025
Micosta Leisure Inn

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (920)
"We had an excellent stay at Jiminy peak during the Fright nights. The mountain coaster was a blast and we loved riding the gondola up to the top of the mountain to see the leaves! We will be back next year. Our only small complaint was that our room was right next to the line for the ticket booth and the teenagers were pretty loud into the late night waiting to be spooked. It might be a good idea next year to plan for long lines of people and cone off the area to snake the line a bit better....
The price is CA $271
CA $298 total
includes taxes & fees
Jan 1 - Jan 2, 2025
Jiminy Peak Mountain Resort
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.