Search Cabin Rentals in Canaan

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Compare 26 Cabin Rentals in Canaan with updated reviews, rates, and availability.

Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
9.8 out of 10, Exceptional, (32)
"We loved our time, very cozy cabin"
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
9.6 out of 10, Exceptional, (195)
"We’ve stayed at the cabin with our dog four times and always enjoy our peaceful stay. It’s cozy, clean and private. Also, the Sherwood Shoppe - just down the road - is a wonderful place for breakfast, homemade chili and much more."
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
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Serene Acreage - Pond - Hiking Trails Nearby
10.0 out of 10, Exceptional, (4)
"Perfect place to relax and have dogs as part of a mini vacation. Very clean, organized, and provided helpful local information. Will definitely stay there again."
Serene Acreage - Pond - Hiking Trails Nearby
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
9.8 out of 10, Exceptional, (6)
"This house was awesome! Plenty of room and amenities for all! Great location to the downtown, local restaurants and bars. Communicating with the host was also so easy to do. Would definitely recommend for a weekend getaway!"
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
East Otis Reservoir Cabin w/ Porch - Walk to Lake!
8.4 out of 10, Very Good, (8)
"Lovely cottage. Very clean. Everything we needed. We had a great time!"
East Otis Reservoir Cabin w/ Porch - Walk to Lake!
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
10.0 out of 10, Exceptional, (2)
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
Berkshires Cabin 2 Mi to Appalachian Trail!
9.8 out of 10, Exceptional, (6)
"My wife and I were looking for a nice little getaway within reasonable driving distance and came across this great property. As soon as we saw the big windows in the living room we were sold. Definitely getting added to our short list of places to go back to."
Berkshires Cabin 2 Mi to Appalachian Trail!
Moose Lodge by AvantStay | Luxe Berkshires Escape
10.0 out of 10, Exceptional, (11)
"We had a wonderful time at the Moose Lodge. It was perfect for our family. Very clean, everything we needed and the property managers were extremely communicative. Thank you!"
Moose Lodge by AvantStay | Luxe Berkshires Escape
Pet-Friendly Tolland Cabin w/ Private Hot Tub!
9.4 out of 10, Exceptional, (6)
"Cute cabin in a beautiful private setting. Very peaceful and surrounded by nature."
Pet-Friendly Tolland Cabin w/ Private Hot Tub!
Romantic and Secluded Berkshire's Gem
10.0 out of 10, Exceptional, (9)
"My friends and I had an amazing time staying in the cozy cabin. 9 of us slept comfortably, the place was spotless, and so cute. We hope to visit again."
Romantic and Secluded Berkshire's Gem
'The Mill River Cabin’ w/ Fireplace & River View!
9.8 out of 10, Exceptional, (32)
"Cozy cabin, perfect for the two of us and our dog. Nestled in the woods with an active stream running by! We loved the quirky interior decor! Philippe was a great host and easy to work with."
'The Mill River Cabin’ w/ Fireplace & River View!
Private swimming-pool, rap-around porch, and breathtaking views!
9.6 out of 10, Exceptional, (45)
"The house was very nice, clean and spacious. The pics don't do it justice at all. Our host Vivi always provided timely responses to all our inquiries. She made sure we enjoyed our stay. The house was well equipped and had everything we needed. The best thing for our group was that the house was only 8 mins from the Catamount ski area. The nearest supermarket and restaurants were 6-8 mins away. We highly recommend this house to anyone who wants to stay near Catamount."
Private swimming-pool, rap-around porch, and breathtaking views!
Woodfall by AvantStay | Tons of Outdoor Space
9.6 out of 10, Exceptional, (7)
"Overall it was a very nice stay, and the home was as advertised. The only (minor) drawbacks were that there was noticeable wear and tear in a few places in home (the paint, the kitchen cabinets, outdoor living spaces). Sort of to be expected with rental properties. Great location for several nice golf courses. Plenty of space for 4 guys to each have their own room and bathroom. Game room was a nice feature!"
Woodfall by AvantStay | Tons of Outdoor Space
Charming, Quiet, River Front
9.8 out of 10, Exceptional, (69)
"We loved this spacious and lovely log cabin overlooking the river which we enjoyed with family and friends. The setting in the Berkshires is just beautiful. The kitchen is well stocked and great for cooking. Also Melissa is an extremely attentive and responsive host and took care of the few issues that arose immediately. Many thanks!"
Charming, Quiet, River Front
A-Frame Cabin in Becket: Deck + Private Acreage!
8.0 out of 10, Very Good, (4)
"What a beautiful property in a nice quiet location. We will be returning in the future"
A-Frame Cabin in Becket: Deck + Private Acreage!
Ideal location for summer and winter activities with plenty of outdoor space.
9.8 out of 10, Exceptional, (66)
"Communication with Vivi was great. Stayed here with a friend for a writing retreat, and it was everything I'd hoped for. The cabin is set on a hill overlooking the valley. Wonderful fire pit and excellent stargazing. Very generous wood supply. Cabin was rustic and clean with comfortable beds. Recommend bringing your own cooking equipment if you plan on cooking, the kitchen lacked some basics including a cutting board and a larger skillet. Location wise it's 5 minutes away from everything you...
Ideal location for summer and winter activities with plenty of outdoor space.
Guesthouse Cabin vacation rentals in Berkshire County
10.0 out of 10, Exceptional, (1)
"Undermountain cabin is a very unique property. Worth the stay!"
The price is AED 1,432
AED 2,650 total
includes taxes & fees
1 Jul - 2 Jul
Guesthouse Cabin vacation rentals in Berkshire County
Luxurious & Modern 3 BR 1.5 Bath Log Cabin
10.0 out of 10, Exceptional, (1)
"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
Great Family Cabin in the woods on a lake.
10.0 out of 10, Exceptional, (1)
"The cabin and lake were even better than we expected. The cabin is fully equipped with almost everything you can think of for a comfortable stay. The lake water is very clean and the surrounding forest is sustainably maintained. Doolittle Lake is a hidden gem."
Great Family Cabin in the woods on a lake.
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See all available properties in Canaan
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.

Other property types in Canaan

Villa Mariana Blackberry River. Luxury & renovated, comfort, peaceful nature.
10.0 out of 10, Exceptional, (2)
"Our stay at Villa Mariana was a great experience. The house was clean and comfortable and the location was perfect for our weekend plans. The check in and check out process was easy and our host was lovely to work with. She answered any questions we had and even had a nice snack waiting for us when we arrived!"
Villa Mariana Blackberry River. Luxury & renovated, comfort, peaceful nature.
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
9.8 out of 10, Exceptional, (32)
"We loved our time, very cozy cabin"
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
10.0 out of 10, Exceptional, (29)
"We had a great time at The Freeman! The little touches like fresh fruit and a welcome basket made it even more special for our family getaway."
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.

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