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Check prices for these dates

Next weekend
24 Jan - 26 Jan
In two weeks
31 Jan - 2 Feb
In one month
14 Feb - 16 Feb
In two months
14 Mar - 16 Mar

Compare 6 Chalets in Old Chatham with updated reviews, rates, and availability.

Lakefront w/Dock! Family Friendly Amenities, Close to skiing and Hudson, NY
Terrace/patio

Lakefront w/Dock! Family Friendly Amenities, Close to skiing and Hudson, NY

8.8 out of 10, Excellent, (6)
"We very much enjoyed our time spent at Eagles Nest playing pickleball, ping pong, time at the pool and using the various boating equipment. Just beware as you may encounter a water snake or 2 but they are timid and we continued enjoying the dock activities such as fishing, kayaking, paddleboating or just laying on the floating mat. The kitchen and laundry room were extremely well appointed as was each bedroom with it's own tv. The lake is also an extremely quiet body of water. The one slight...
Lakefront w/Dock! Family Friendly Amenities, Close to skiing and Hudson, NY
Berkshire Chalet: Walk to Lenox. Mobility friendly, Amazing Views.Dog Friendly!
garden view of the back of the cabin, with the deck

Berkshire Chalet: Walk to Lenox. Mobility friendly, Amazing Views.Dog Friendly!

8.8 out of 10, Excellent, (3)
"We really enjoyed our stay at this adorable A frame home. The home was a quick drive to tanglewood and the views were beautiful. The owner was very communicative and prompt with answering any questions. "
Berkshire Chalet: Walk to Lenox. Mobility friendly, Amazing Views.Dog Friendly!
cozy retreat with modern amenties
Front of property

cozy retreat with modern amenties

2.0 star property
The price is AED 799
AED 1,138 total
includes taxes & fees
20 Jan - 21 Jan
cozy retreat with modern amenties
SRC-Hudson Valley/Berkshires Cultural Corridor
Property grounds

SRC-Hudson Valley/Berkshires Cultural Corridor

SRC-Hudson Valley/Berkshires Cultural Corridor
Majestic Lake Front Chalet
Interior

Majestic Lake Front Chalet

2.0 star property
Majestic Lake Front Chalet
Sleeps 16 + hot tub-private heated pool-fire pit-game room
Exterior

Sleeps 16 + hot tub-private heated pool-fire pit-game room

Sleeps 16 + hot tub-private heated pool-fire pit-game room
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

Beautiful Estate w/pool, gym, pond, trails, arcade! Perfect for family/friends!
Beautiful Bellavista Country Estate! Create Timeless Memories w/ Family/ Friends

Beautiful Estate w/pool, gym, pond, trails, arcade! Perfect for family/friends!

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!"
Beautiful Estate w/pool, gym, pond, trails, arcade! Perfect for family/friends!
Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1756)
"Room was right across from the pool. Beautiful view of the mountain five min drive to the base. Beautiful pool and outdoor jacuzzi. Had an amazing stay! Cant wait to go back!"
The price is AED 689
AED 792 total
includes taxes & fees
20 Jan - 21 Jan
Vacation Village in the Berkshires
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Welcome to The Freeman Berkshires

The Freeman - Newly Renovated 14K SF Estate on 40 Acres

10.0 out of 10, Exceptional, (32)
"We had such a lovely time at this property! The space is gorgeous and the outside is perfect for walking around and exploring with the dogs. We had 18 people staying overnight and we all fit well (with the addition of some curtains for privacy) and had our own space to hide away in when needed. It was stocked with pretty much everything we needed, including firewood, glass vases for wedding decorations, tons of dishware, throw blankets, etc. Our group made wonderful memories here - thank you!"
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
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.