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Compare 21 Cabin Rentals in Canaan with updated reviews, rates, and availability.

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

9.6 out of 10, Exceptional, (210)
"The Cabin Had All The Amenities You Would Need and With A Quiet and Serene Area. For Me It Was Relaxing Stay!"
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

9.6 out of 10, Exceptional, (39)
"A nice cabin in the woods. Only issue was rodents at the property. We had four sighting in three days. Would stay again if they resolved the mouse problem."
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

Serene Acreage - Pond - Hiking Trails Nearby

10.0 out of 10, Exceptional, (6)
"Wonderful accommodation."
Serene Acreage - Pond - Hiking Trails Nearby

Berkshires Cabin 2 Mi to Appalachian Trail!

9.8 out of 10, Exceptional, (11)
"The hosts were extremely responsive and helpful, providing us with hiking ideas, questions regarding the house and suggesting best shopping spots for incidentals. The living room was cozy, seating five comfortably. The kitchen was well stocked so cooking a Thanksgiving meal was a pleasure. We thoroughly enjoyed ourselves."
Berkshires Cabin 2 Mi to Appalachian Trail!

Tolland Cabin w/ Private Hot Tub & Grill!

9.4 out of 10, Exceptional, (12)
"I want to preface my review by stating we had a wonderful time. We needed a getaway to unplug and relax and we were able to do just that. The area was beautiful, nature-plenty, quiet, secluded. There were a few unexpected glitches but nothing that we couldn't improvise around. Having said that, the listing said queen size beds, but they were only full, so my husband and I stayed in separate rooms which was sad . We also felt the people that prepped the home for our stay, must have ran short of...
Tolland Cabin w/ Private Hot Tub & Grill!

Romantic and Secluded Berkshire's Gem

9.8 out of 10, Exceptional, (12)
"I recently had the pleasure of staying at a charming cabin in the woods, and it was an unforgettable experience! From the moment we arrived, we were greeted by the serene beauty of nature all around us. The cabin was cozy, beautifully decorated, and equipped with everything we needed for a comfortable stay. I highly recommend this cabin for anyone looking to escape the hustle and bustle of everyday life. It’s the perfect blend of comfort and adventure, and I can’t wait to return for another...
Romantic and Secluded Berkshire's Gem

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

9.8 out of 10, Exceptional, (37)
"The Mill River Cabin is the perfect location for a vacation focused on relaxation and communing with nature! We recently enjoyed a beautiful fall week at this property. Highlights included time spent on the deck overlooking the Konkapot River, evening campfires, hiking the large number/variety of trails very nearby, Hancock Shaker Village and the Norman Rockwell Museum. This rustic cabin has everything you need to make for an enjoyable stay. It's a good idea to bring your food and other...
'The Mill River Cabin’ w/ Fireplace & River View!

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

9.6 out of 10, Exceptional, (8)
"We had such a wonderful long weekend away that this home. Everything was exactly as pictured. Home was clean and so welcoming. Location was perfect for all that Great Barrington has to offer. The wraparound deck and fireplace made it all the more special. Communication was excellent and we got quick replies to any questions that came up. I would definitely recommend staying here and would happily return."
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard

Charming, Quiet, River Front

9.8 out of 10, Exceptional, (70)
"The house was very nice and incredibly well stocked. Located down a pretty road where we saw wild turkeys and deer. "
Charming, Quiet, River Front

A-Frame Cabin w/ Furnished Deck in Becket!

8.4 out of 10, Very Good, (6)
"This A-frame cabin was the perfect location for some Berkshire R&R. Close to so many of western MA's greatest attractions, we had a great time visiting Tanglewood and museums, and touring local towns and restaurants. The property was clean, as described, and very comfortable. Communicating with our hosts was very simple. We will be happy to return!"
A-Frame Cabin w/ Furnished Deck in Becket!

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

9.6 out of 10, Exceptional, (70)
"As is our custom we picked a place to celebrate Thanksgiving with our family. The location is usually in an area that is quiet, out in the country. This property did not disappoint us. Vivianna is a great host, always answering any questions or concerns. Great location, tucked away off the road, but close to all things one may need. Great fireplace, cozy living room dining area and bedrooms. We would recommend this property to anyone who is looking for a place to just relax and enjoy the...
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, (5)
"Two very comfortable nights. Cabin is well appointed. Great kitchen and outdoor space. Tremendous views, amazing star gazing. Very private. "
The price is SAR 1,969
SAR 3,352 total
includes taxes & fees
26 Jan - 27 Jan
Guesthouse Cabin vacation rentals in Berkshire County

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!

Luxurious & Modern 3 BR 1.5 Bath Log Cabin

10.0 out of 10, Exceptional, (3)
"This home was perfect for our family. Very well equipped kitchen, ample clean towels, linens, detergent, soap, etc. Comfortable beds. Nice air conditioning. Excellent laundry. And the home was decorated tastefully and simply. Not cluttered at all, and with everything we needed for our vacation. The host is very kind and responsive."
Luxurious & Modern 3 BR 1.5 Bath Log Cabin

Great Family Cabin in the woods on a lake.

10.0 out of 10, Exceptional, (2)
"We love this place as the lake is extremely quiet and clean. The house has a great living room with lots of charm and plenty of bathroom and bedroom space. I wish I had something bad to say because we could keep it to ourselves, but I do not."
Great Family Cabin in the woods on a lake.

Chester by AvantStay | Amazing Views, Secluded Home, A True City Escape!

9.2 out of 10, Wonderful, (7)
"It was a beautiful property!"
Chester by AvantStay | Amazing Views, Secluded Home, A True City Escape!

West Cornwall Cabin ~ 4 Mi to Covered Bridge!

10.0 out of 10, Exceptional, (5)
"My wife and I stayed here for a few days, and I must say that our experience was wonderful!! We were looking to unwind without distractions, and this home was perfect! A truly rural location in a beautiful part of our state. Quiet, comfortable, with privacy and peace. The host was the best to put it mildly. Very responsive and clearly wishes every guest to have the best time possible! This is one of VRBO's finest!! We would not even think twice about returning for another visit!! Thank you...
West Cornwall Cabin ~ 4 Mi to Covered Bridge!

Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

9.0 out of 10, Wonderful, (12)
"We had a wonderful time at the cabin by the lake. Beautiful views in the Morning!! Loved it."
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

Fantastic cottage in the Berkshire Mountains

10.0 out of 10, Exceptional, (1)
"This cabin is very well-maintained with all the amenities you could ask for... especially no cable TV, and the owner David is responsive and pleasant! It is the perfect place to unplug, unwind and reconnect with life, nature and whoever you're traveling with. The house is an easy 30 minutes to Tanglewood and 20 minutes to Great Barrington so there is plenty to see and do without feeling like always being in the car. We got takeout from a delicious Thai restaurant (Siam Square) in Great...
Fantastic cottage in the Berkshire Mountains

Half Moon by Avantstay 4BR Cabin w/ Large Deck & Yard w/ Patio & Outdoor Dining

3.5 star property
Half Moon by Avantstay 4BR Cabin w/ Large Deck & Yard w/ Patio & Outdoor Dining
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 Canaan

Villa Mariana Blackberry River. Luxury, pool, comfort, peaceful nature, updated

9.8 out of 10, Exceptional, (9)
"We loved our stay! Andrea responded to questions very quickly. The house was very clean and had everything we needed. We appreciated the treat that was left on the island. We were there only 2 nights and wish we stayed longer. We would definitely stay again. "
Villa Mariana Blackberry River. Luxury, pool, comfort, peaceful nature, updated

Peace and quiet on the lake

9.6 out of 10, Exceptional, (203)
"The house was great with plenty to do in the area. It was warm, comfortable, and just what we were looking for a quick weekend away. Would definitely return.Thanks,-Mike"
Peace and quiet on the lake

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

9.6 out of 10, Exceptional, (210)
"The Cabin Had All The Amenities You Would Need and With A Quiet and Serene Area. For Me It Was Relaxing Stay!"
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
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.