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Find Cabins in Canaan for Rent from CA $165

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Check prices for these dates

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

Browse Select Canaan Cabin Rentals

A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything
Relax on the spacious deck with a covered seating area, surrounded by lush greenery.

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
Surrounded by lush greenery, this cabin-style building features a charming front porch and a stone chimney.

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 CA $165
CA $244 total
includes taxes & fees
Aug 10 - Aug 11
Taborton Harvest Boulder Pines Cabin in the woods
Lake Cabin sits Directly on Crooked Lake- Scenic Views Galore !
Cozy bedroom with a rustic ceiling, a made bed featuring a bear design quilt, and a window with a view.

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 CA $272
CA $427 total
includes taxes & fees
Aug 12 - Aug 13
Lake Cabin sits Directly on Crooked Lake- Scenic Views Galore !
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Situated in a wooded area, this charming house features a front porch and a small garden with plants and a decorative pumpkin.

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

9.8 out of 10, Exceptional, (29)
"We had a great time in the cottage. It was perfectly cozy for our family of 6. The cottage has everything you need to have fun on a cold winter night. We especially enjoyed the hot tub and board games! Thanks for a lovely stay - we will come back in the summer!"
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Artist's Camp on Lake Mahkeenac
Enjoy serene lakeside views and peaceful surroundings, perfect for picnics and outdoor activities.

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
Kitchen with central island, stove, microwave, and sink, featuring a window and patterned tile floor.

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
Ashmere Lake Log Cabin with privacy / 2 Bedrooms/ 3 night minimum
Stylish log cabin with a central entrance and two windows on each side, set amidst a well-manicured lawn.

Ashmere Lake Log Cabin with privacy / 2 Bedrooms/ 3 night minimum

9.8 out of 10, Exceptional, (57)
"Great cabin on a beautiful lake. Scenic drive to all other attractions in the Berkshires (Lenox, Mt. Greylock, etc.). We enjoyed our stay!"
Ashmere Lake Log Cabin with privacy / 2 Bedrooms/ 3 night minimum
'The Mill River Cabin’ w/ Fireplace & River View!
Cozy space with a high ceiling, large windows, and a central wooden table.

'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.
Relax on the porch with a grill and planter, surrounded by a serene natural landscape.

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!"
Relax in a spacious living area with a high ceiling, plush sofa, and comfortable armchair, perfect for unwinding by the fireplace.

"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!"
The price is CA $880
CA $1,552 total
includes taxes & fees
Aug 19 - Aug 20
"Family Cabin: Hot Tub, Golf, Games, Sunset, Pet!"
Luxurious & Modern 3 BR 1.5 Bath Log Cabin
Enjoy cooking in this well-equipped kitchen with a central island, sink, and dining area.

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
Enjoy cooking in this well-equipped kitchen with a central island, sink, and ample counter space.

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 CA $165
CA $244 total
includes taxes & fees
Aug 11 - Aug 12
Taborton Harvest Timber Trails Unique cabin experience
Charming 3-bedroom Cabin for nature lovers
Cozy room with a stone fireplace, flat-screen TV, and patterned rug.

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 CA $249
CA $473 total
includes taxes & fees
Sep 9 - Sep 10
Charming 3-bedroom Cabin for nature lovers
Berkshires Cabin 2 Mi to Appalachian Trail!
Enjoy meals around a large round table in a room with a window offering a view of the surrounding forest.

Berkshires Cabin 2 Mi to Appalachian Trail!

9.8 out of 10, Exceptional, (12)
"The cabin was pretty much all we could wish for to spend a few cozy days in the beautiful Berkshires! "
Berkshires Cabin 2 Mi to Appalachian Trail!
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
Cozy space with a fireplace, perfect for relaxation and reading, featuring a comfortable seating area and storage shelves.

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!
Enjoy a rustic retreat with a large dining table, vintage stove, and cozy fireplace.

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!
A-Frame Cabin w/ Furnished Deck in Becket!
Situated in a forested area, this cabin features a balcony for outdoor relaxation and a gravel pathway leading to the entrance.

A-Frame Cabin w/ Furnished Deck in Becket!

8.6 out of 10, Excellent, (8)
"We had a wonderful stay in this adorable a frame!! Super cozy :)"
A-Frame Cabin w/ Furnished Deck in Becket!
Crooked Lake Cabin
Cozy living room with a central fireplace, comfortable sofa, and rustic bench.

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
Cozy cabin with a large dining table and wicker chairs, offering a serene forest view.

Luxe Log Cabin Minutes From Skiing, Hiking, & More

Luxe Log Cabin Minutes From Skiing, Hiking, & More
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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Top Canaan Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Always enjoy our stays at Vacation Village.. lovely resort with great pools but the units could use some updating with paint and furnishings,, has so much potential but you can't beat the price.. "
David 3-night trip
Posted 23 hours ago
Vacation Village in the Berkshires