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Compare Cottages in Colebrook with updated reviews, rates, and availability.

Perfect Vacation Get Away - Historical New Marlborough
9.6 out of 10, Exceptional, 49 reviews
"This was our first stop on a long journey from VA to ME, traveling with 2 dogs. It was perfect, the dogs were safe with lots of freedom to roam. What a beautiful, peaceful village and sweet little cottage."
The price is $150
$271 total
includes taxes & fees
Jun 24 - Jun 25
Perfect Vacation Get Away - Historical New Marlborough
Lakefront Tranquility/Fishermans Delight
9.8 out of 10, Exceptional, 14 reviews
"The cabin was just what we needed to escape the hustle and bustle of work!! Just the right size to sit and relax by the water and enjoy an early morning or late evening canoe ride while the Eagle flew above us. Perfect spot for day hikes or day drinking at the wineries. Then enjoy a bonfire with a glass of wine and talk about all you did and what you want to do the next day!! Definitely recommend and will be back"
Lakefront Tranquility/Fishermans Delight
Private Island - Largest Fresh Water Reservoir in Mass....
10.0 out of 10, Exceptional, 3 reviews
"So grateful to Bill for such a wonderful stay! The cottage was so lovely and had everything you could need for a weekend on the lake. Will definitely be returning in the future 😊"
Private Island - Largest Fresh Water Reservoir in Mass....
Idillic summer getaway in Litchfield Hills, CT.
10.0 out of 10, Exceptional, 11 reviews
"Came here for a birthday getaway filled with hiking, and great restaurants! It rained the entire time, but this beautiful cottage was so relaxing, with the windows overlooking the private backyard, we simply sat and read and watched the rain roll by. Lots of room, spacious bedrooms. Great for a family."
Idillic summer getaway in Litchfield Hills, CT.
Newly renovated cottage on the lake!
10.0 out of 10, Exceptional, 15 reviews
"Perfect location right next to the lake"
Newly renovated cottage on the lake!
Cozy cottage with kettle pond lake 2 minutes away
Cozy cottage with kettle pond lake 2 minutes away
Two Bedroom Cottage Close To Town
9.2 out of 10, Wonderful, 12 reviews
"Beautiful location and property. Close to hiking and dining. House is perfect and has everything you need."
Two Bedroom Cottage Close To Town
Quiet rustic cottage with shared lake access
10.0 out of 10, Exceptional, 94 reviews
"A very nice stay. Communication with the host was great. We kept bothering her with questions and she responded quickly. The place is really beautiful. We lit a fire each night and played some of the provided games and watched Netflix. It's an easy drive to Great Barrington to get groceries at the Berkshire coop. We also took advantage of our surroundings and hikes on the AT a little each day. Next time we'll use the host's canoe to explore Lake Buel. The only minor complaint I would have is...
Quiet rustic cottage with shared lake access
The Cottage at Highland Lake, year-round, waterfront with a boat dock
10.0 out of 10, Exceptional, 3 reviews
"happen to get beautiful weather while staying at the cottage at highland lake. so nice to wake up with a view, and then at sunset to enjoy the glass like water."
The Cottage at Highland Lake, year-round, waterfront with a boat dock
Monterey Haven < 1/2 Mi to Lake Garfield w/ Kayaks
10.0 out of 10, Exceptional, 2 reviews
"Nestled among luxe lakefront properties, this tidy cabin was perfectly suited to relaxing in kayaks and family dinners. Near Great Barrington and lovely hikes. Exceeded all expectations for a last minute getaway."
Monterey Haven < 1/2 Mi to Lake Garfield w/ Kayaks
Cottage Retreat - Historic Cottage Home w Home Gym
6.0 out of 10, 3 reviews
"Door code invalid as relayed. Check in time not honored. Upon entry thermostat read 41degrees on a a damp cold day. Multiple diffusers, plug-ins did not offset the dirty diaper, blood stained sheet, & foul bathroom smell. Meager linen supply, lack of detergent, rodent bags rounded out this thoroughly unpleasant experience."
Cottage Retreat - Historic Cottage Home w Home Gym
Peaceful Goshen Cottage w/ Screened Porch & Views!
9.0 out of 10, Wonderful, 27 reviews
"House was just right for our needs . Very comfortable ,clean, and private. We were in the area for family weekend at Kent School, wish we had more time to spend at the home and enjoy the great outdoors with the fall foliage and the nice outdoor fireplace. would definitely stay here again.."
Peaceful Goshen Cottage w/ Screened Porch & Views!
Beautiful Berkshires Cottage on Lake Buel
10.0 out of 10, Exceptional, 1 review
"I’ve been visiting the Berkshires for decades and never stayed at a place with such an amazing view of Lake Buel! Sunrise right from my bed. The house was stocked with everything that was needed for an amazing weekend. Wonderful place to stay!"
Beautiful Berkshires Cottage on Lake Buel
Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
9.0 out of 10, Wonderful, 33 reviews
"The lakefront area was scenic and peaceful. The proximity of the property to Great Barrington and Stockbridge was a surprise (we did not know the area). The owner provided materials and tips on local sights and hiking trails that we useful. The time of year we went (end of May) turned out to be somewhat buggy - causing me to use the outside fireplace to keep them at bay. Overall, a nice experience."
Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
Spacious & Modern Ashley Falls Home on 1 Acre
3.0 star property
Spacious & Modern Ashley Falls Home on 1 Acre
Cozy Litchfield House w/ Fenced-in Yard & Fire Pit
3.5 star property
Cozy Litchfield House w/ Fenced-in Yard & Fire Pit
Waterview Home in the Berkshires: Near Hiking
3.0 star property
Waterview Home in the Berkshires: Near Hiking
Peaceful Goshen Cottage w/ Screened Porch & Views!
3.5 star property
Peaceful Goshen Cottage w/ Screened Porch & Views!
Lakefront Granby Escape w/ Private Dock & Kayaks!
3.0 star property
Lakefront Granby Escape w/ Private Dock & Kayaks!
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
3.0 star property
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
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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 Colebrook

Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
9.8 out of 10, Exceptional, 32 reviews
"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 reviews
"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
Waterview Home in the Berkshires: Near Hiking
9.2 out of 10, Wonderful, 14 reviews
"Lovely house and kind owner. We had a great time. The view is amazing."
Waterview Home in the Berkshires: Near Hiking
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.

Colebrook Cottages information

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Reserving a cottage in Colebrook is as simple as entering your travel dates and choosing your ideal place for outdoor recreation and relaxation. From luxurious retreats to inexpensive stays and cottages that come with amenities like a kitchenette, Expedia has something for all styles. As for awesome deals? We’ve got them too!
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What is there to do in Colebrook near my cottage?
You’ll find loads of fantastic things to sink your teeth into in Colebrook. Drop by well-known attractions like Winchester Historical Society, Burr Pond State Park and Haystack Mountain State Park. Campbell Falls State Park, Laurel Lanes and Dennis Hill State Park are other highlights.

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