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Compare 182 Vacation Homes in Colebrook with updated reviews, rates, and availability.

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

Spectacular views and close to Great Barrington.

10.0 out of 10, Exceptional, (1)
"A beautiful place for our grown family to congregate. Easy commute to Tanglewood, a pool to keep us cool, and a wonderful kitchen to cook in. There are lots of other houses within view but not bothersome. Had a great stay here."
Spectacular views and close to Great Barrington.

Berkshires Lakefront Retreat

10.0 out of 10, Exceptional, (4)
"Amazing view!!!They thought of everything even things we didn’t think we wanted, right down to little things like motion sensing lights in the bathrooms. I’m a chef and cooked for my friends and I was surprised they had everything I needed. We are looking forward to coming back for another stay."
Berkshires Lakefront Retreat

The Goshen Glass Chalet

9.4 out of 10, Exceptional, (29)
"Nice and cozy property. The host has been very responsive. "
The Goshen Glass Chalet

BAGELS & SLOPES: Start Your Day Deliciously, Hit Powder Perfectly!

2.0 star property
8.8 out of 10, Excellent, (3)
"Property is lovely and very well maintained. We stayed for over 10 days and it was a perfect home away from home. Owners are very kind and accommodating — when I couldn’t find a hair dryer one was delivered to the house within a couple of hours. They also offered to relocate us if we were bothered by the nearby forest fire, which was not necessary. I hope we’ll have the opportunity to stay again."
BAGELS & SLOPES: Start Your Day Deliciously, Hit Powder Perfectly!

Pristine Home In Becket Woods

10.0 out of 10, Exceptional, (13)
"Pristine can mean several different things. My interpretation was to be “like new”. This dwelling did not quite live up to that standard, but was clean, sans the “mud room” and what appeared to be mold on the peak of the ceiling above the living room. The original listing stated firewood was provided by the host. Then, the checkin instructions stated guests provided their own. Not huge, just misstated in the listing (since changed). There was a power outage while we were there, thus no...
Pristine Home In Becket Woods

Quintessential 6-BR Berkshires Lodge

10.0 out of 10, Exceptional, (11)
"Beautiful, well-stocked home with a lovely lake view. "
Quintessential 6-BR Berkshires Lodge

Peaceful, Post and Beam Loft, Sleeps 9

10.0 out of 10, Exceptional, (15)
"House and grounds are large! Firepit is great! Local hiking and restaurants were fantastic! Enjoyed the large rooms and decor and artworks and prints."
Peaceful, Post and Beam Loft, Sleeps 9

Linny's Updated Lakeview Cottage - Cozy & Modern

9.8 out of 10, Exceptional, (56)
"We had a very comfortable stay at the Cozy Cottage. Stayed warm during very cold weather conditions. Clean bathrooms and comfortable beds. I loved having the washer and dryer available! "
Linny's Updated Lakeview Cottage - Cozy & Modern

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

LAKE FRONT LAKE BUEL Monterey 10 M GREAT BARRINGTON HOUSE VIEWS PRIVATE DOCK

10.0 out of 10, Exceptional, (39)
"house is clean, well maintained, and well stocked. Owners very responsive."
LAKE FRONT LAKE BUEL Monterey 10 M GREAT BARRINGTON HOUSE VIEWS PRIVATE DOCK

Minutes from downtown Great Barrington, Convenient location

10.0 out of 10, Exceptional, (44)
"House was comfortable and close to Butternut, catamount, and town. "
Minutes from downtown Great Barrington, Convenient location

Butternut SKI 4miles!! Ranch Sleeps 10 & 0.7 mi to GB Main St.Wi-Fi + HOT TUB.

10.0 out of 10, Exceptional, (20)
"We were a group of 4 long time girlfriends on a Girls' Weekend. This house was perfect for us. The house is set fairly far back from the road which gives you an abundance of privacy. There are 3 bedrooms (king, king, and 2 full beds). If you don't mind sharing a room with one of your besties, then this completely updated home is for you! We selected the home for the hot tub and firepit. We used the hot tub both nights of our weekend stay! We loved the lights in the trees...was so relaxing...
Butternut SKI 4miles!! Ranch Sleeps 10 & 0.7 mi to GB Main St.Wi-Fi + HOT TUB.

5 Minutes from Catamount Ski Area

9.0 out of 10, Wonderful, (21)
"Cozy spot after skiing. "
5 Minutes from Catamount Ski Area

Cozy Litchfield House w/ Fenced-In Yard & Fire Pit

9.8 out of 10, Exceptional, (62)
"House was clean, completely stocked with everything needed and more, great back yard and gathering areas. Property owner helped right away when we reached out. Would definitely recommend. "
Cozy Litchfield House w/ Fenced-In Yard & Fire Pit

Sunsets On Blue Hill, Newly Renovated Farmhouse

10.0 out of 10, Exceptional, (1)
"The property was really beautiful. Well stocked, well designed and even better than the photos. The owners were incredibly responsive and accommodating. Couldn’t recommend this place more!"
Sunsets On Blue Hill, Newly Renovated Farmhouse

Berkshire Ski House on Lake Garfield w/HT By Great Barrington

10.0 out of 10, Exceptional, (3)
"We had a lovely stay! The space was perfect for our group of 4 moms looking for a peaceful getaway. The host was very responsive. Only note for those visiting, rideshares (Uber and otherwise) are few and far between. Schedule ahead! We'd definitely stay again :)"
Berkshire Ski House on Lake Garfield w/HT By Great Barrington

Serene Salisbury Rental Home on 26 Acres w/ Deck!

9.8 out of 10, Exceptional, (8)
"We had a wonderful time in your beautiful home. Went on many hikes and drives to Great Barrington, Lenox, Salisbury and a few other towns. We saw the Christmas lights in Lenox, ate at GB Eats and the Black Rabbit. We played games, assembled puzzles and relaxed. The fireplace kept us warm and cozy. It was a wonderful place to bond with our family and spend the holiday weekend together. Many thanks for everything!"
Serene Salisbury Rental Home on 26 Acres w/ Deck!

Spacious Home nestled along the Blackberry River in Northwest CT

10.0 out of 10, Exceptional, (81)
"Property was exactly what we needed to have our family holiday gathering. My family from Maryland, Arkansas, and Pennslyvania came to Connecticut to meet up with my in-laws to share the holiday. Jennifer was amazing and she even went the extra mile to put up a Christmas tree for us and provided ornaments so we could have a decorating event. The spacious ranch layout and the accessability to the house made possible by the ramp in the garage was perfect for my father-in-law. The entire family...
Spacious Home nestled along the Blackberry River in Northwest CT

Renovated Lakefront House w/ Dock: Pets Welcome!

9.0 out of 10, Wonderful, (20)
"The house was perfectly situated on the lake. It had areas that I could close the gates, deck/yard, to keep in or out my 3yr old grandson and our dog. It made for a very relaxing time for all of us. The rooms were spacious and comfortable. There were plenty of toys to keep my grandson occupied! My 15 yr old granddaughter loved fishing off the deck and the dock. The host was very available and helpful. The grocery store was a short drive away! I will definatly book this house again next...
Renovated Lakefront House w/ Dock: Pets Welcome!
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 Colebrook

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

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

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.