Search Chatham Cabins

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Cabin Rentals in Chatham

Postcard Cabins Eastern Catskills
Exterior

Postcard Cabins Eastern Catskills

2.0 star property
9.4 out of 10, Exceptional, (52)
"Nice stays 👌 "
The price is NZ$370
includes taxes & fees
11 Aug - 12 Aug
Postcard Cabins Eastern Catskills
A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything
Exterior

A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything

10.0 out of 10, Exceptional, (122)
"Had an amazing weekend in this beautiful cabin! Highly recommend staying here! Great host, amazing views, beautiful property!"
A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything
Newly Renovated Cabin in the Country
Exterior

Newly Renovated Cabin in the Country

10.0 out of 10, Exceptional, (30)
"Very comfortable place with everything we needed for great week!"
Newly Renovated Cabin in the Country
Taborton Harvest Boulder Pines Cabin in the woods
Exterior detail

Taborton Harvest Boulder Pines Cabin in the woods

10.0 out of 10, Exceptional, (12)
"Such a sweet spot in the woods! Can’t wait to come back."
The price is NZ$328
includes taxes & fees
11 Aug - 12 Aug
Taborton Harvest Boulder Pines Cabin in the woods
Lake Cabin sits Directly on Crooked Lake- Scenic Views Galore !
1 bedroom, in-room safe, WiFi, bed sheets

Lake Cabin sits Directly on Crooked Lake- Scenic Views Galore !

10.0 out of 10, Exceptional, (14)
"Lovely location, charming property, great experience"
The price is NZ$522
includes taxes & fees
12 Aug - 13 Aug
Lake Cabin sits Directly on Crooked Lake- Scenic Views Galore !
Artist's Camp on Lake Mahkeenac
Exterior

Artist's Camp on Lake Mahkeenac

9.6 out of 10, Exceptional, (19)
"Great location, comfortable, beautiful setting and nice porch! "
Artist's Camp on Lake Mahkeenac
Dadzpad Cabin in Stephentown
Property grounds

Dadzpad Cabin in Stephentown

5.0 out of 10, (2)
"House was clean and comfortably furnished. The kids enjoyed the arcade games and it was an overall good time. Only Issues were that the drive and walk ways were hidden in the snow and the house did not hold heat well "
Dadzpad Cabin in Stephentown
'The Mill River Cabin’ w/ Fireplace & River View!
Exterior

'The Mill River Cabin’ w/ Fireplace & River View!

9.8 out of 10, Exceptional, (41)
"We had a great time during our stay at the Mill Creek cabin! The views of the river couldn't be beat & we enjoyed spending time reading on the porch & watching the wildlife from the huge living room windows. We will definitely be back!"
'The Mill River Cabin’ w/ Fireplace & River View!
Ideal location for summer and winter activities with plenty of outdoor space.
Exterior

Ideal location for summer and winter activities with plenty of outdoor space.

9.8 out of 10, Exceptional, (72)
"Excellent host!"
Ideal location for summer and winter activities with plenty of outdoor space.
"Family Cabin: Hot Tub, Golf, Games, Sunset, Pet!"
Exterior

"Family Cabin: Hot Tub, Golf, Games, Sunset, Pet!"

10.0 out of 10, Exceptional, (6)
"Had a great time at this property - would stay again!"
"Family Cabin: Hot Tub, Golf, Games, Sunset, Pet!"
Luxurious & Modern 3 BR 1.5 Bath Log Cabin
Exterior

Luxurious & Modern 3 BR 1.5 Bath Log Cabin

9.6 out of 10, Exceptional, (4)
"Spotlessly clean cabin beautifully decorated with a modern cabin vibe. 20 minutes from Great Barrington & Butternut ski area. 10 minutes to Catamount ski area. Would definitely rent again."
Luxurious & Modern 3 BR 1.5 Bath Log Cabin
Taborton Harvest Timber Trails Unique cabin experience
Exterior

Taborton Harvest Timber Trails Unique cabin experience

10.0 out of 10, Exceptional, (1)
"The cabin was exactly what my daughter and I were looking for. Everything was clean, organized and family friendly. A bonus was the property connects to Bessie Woods and we were able to go for a hike on the trails without even having to leave the property. If you love quiet and the sounds of nature, this is the perfect place for you. We can’t wait to stay there again soon."
The price is NZ$326
includes taxes & fees
11 Aug - 12 Aug
Taborton Harvest Timber Trails Unique cabin experience
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Exterior

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

9.8 out of 10, Exceptional, (27)
"Great location "
The price is NZ$559
includes taxes & fees
11 Aug - 12 Aug
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Charming 3-bedroom Cabin for nature lovers
Exterior

Charming 3-bedroom Cabin for nature lovers

8.0 out of 10, Very good, (1)
"Very nice place to stay for our 3 day hike on the AT. The view from the deck is amazing and the living room is huge with an old stone fireplace which we didn’t use because it was 90 degrees each day. The Mexican restaurant in town (Norte Azul) has an extensive menu and a good variety of beer on tap. Highly recommend visiting Mt Greylock in MA, about 30 mins away. It has an even better restaurant on top (you need reservations) and is right on the Appalachian Trail so you will meet all sorts on...
The price is NZ$578
includes taxes & fees
9 Sept - 10 Sept
Charming 3-bedroom Cabin for nature lovers
Guesthouse Cabin vacation rentals in Berkshire County
Exterior

Guesthouse Cabin vacation rentals in Berkshire County

10.0 out of 10, Exceptional, (7)
"Really enjoyed the cabin. The pictures don’t do the view justice as it’s an amazing vista overlooking the Berkshires. "
The price is NZ$1,349
includes taxes & fees
12 Aug - 13 Aug
Guesthouse Cabin vacation rentals in Berkshire County
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
Exterior

Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard

9.8 out of 10, Exceptional, (13)
"Very enjoyable stay, highly recommended."
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
Private Hot Tub: Hudson Valley Cabin Retreat!
Property grounds

Private Hot Tub: Hudson Valley Cabin Retreat!

2.0 star property
10.0 out of 10, Exceptional, (2)
"We had an excellent stay, went skiing at Butternut, tubing at Bousquet, and celebrated New Years at the house. Tons for the kids to do, well stocked kitchen (no condiments tho so bring your own ketchup, etc). Home owner was very responsive. Would definitely book again. "
Private Hot Tub: Hudson Valley Cabin Retreat!
Crooked Lake Cabin
Exterior

Crooked Lake Cabin

10.0 out of 10, Exceptional, (3)
"Very quiet very neat cottage on a small lake in Albany areaI would highly recommend this property.Lake view is beautiful with lots of windows to watch the water and boats working kitchen has new appliances, bathroom totally updated washer and dryer a big plus as well We felt relaxedas soon as we walked in"
Crooked Lake Cabin
Luxe Log Cabin Minutes From Skiing, Hiking, & More
Exterior

Luxe Log Cabin Minutes From Skiing, Hiking, & More

Luxe Log Cabin Minutes From Skiing, Hiking, & More
Cozy Stockbridge Cabin - Walk to Beach & Lake!
Exterior

Cozy Stockbridge Cabin - Walk to Beach & Lake!

9.4 out of 10, Exceptional, (11)
"Location of this property is near all things Stockbridge has to offer. Easy ride to Tanglewood Short ride to Lenox and Lee The cottage is an older gem Well stocked and lots of quirky charm"
Cozy Stockbridge Cabin - Walk to Beach & 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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chatham Hotel Reviews

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

10/10 Excellent
"Very clean rooms and excellent staff."
Kenneth R. 2-night trip
Posted 2 days ago
Best Western Plus Berkshire Hills Inn & Suites

Frequently asked questions

What are the best cabins near Chatham?
Choose one of our 446 cabins in Chatham and you'll be rewarded with stunning scenery, outdoor fun and unforgettable memories. Log Cabin On A Lake With Private Dock And Beach One Hour From Nyc is one place where the rhythms of life seem to slow down. Log Cabin Living On The Esopus Creek is another popular option if you're craving a break in Mother Nature.
Are there cheap cabins in Chatham?
Priced from NZ$326 to NZ$1,349 per night, getting away with loved ones has never been so affordable. Choose one of our cheap cabins in Chatham and enjoy plenty of outdoor fun without blowing your budget.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best mountain cabins near Chatham?
If you need a fill of crisp air and dazzling views, spend your next holiday in a Chatham mountain cabin. Explore the rugged beauty around 1890's Log Cabin ~ 230 Acre Private Reserve. This place has everything you need for an enjoyable escape, such as winery tours and a microwave oven. Or, experience the mountain lifestyle at The Luxury Lodge - Ski, Ride, Golf. It offers nearby hunting activities, a microwave oven and more.