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Colebrook Vacation Rentals

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Check prices for these dates

Tonight
Dec 8 - Dec 9
Tomorrow
Dec 9 - Dec 10
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Vacation Rentals in Colebrook

Exterior
Cozy 3 Flr Private 1 Bdrm Apt Tree Line View

Apartment in Torrington

9.6 out of 10, Exceptional, (4)
"A couple of the surfaces were not clean but mostly a clean comfy space. The bed was very comfortable and the bathroom was spacious and clean.The stairs are not for the faint of heart. A nice cozy place to stay once the luggage and groceries are up there."
United States
Rhonda H.
The price is ￥13,824
￥53,519 total
includes taxes & fees
Dec 10 - Dec 11
Cozy 3 Flr Private 1 Bdrm Apt Tree Line View
Terrace/patio
Peaceful Meadow Retreat

Apartment in Granby

2.0 star property
10.0 out of 10, Exceptional, (16)
"The place is beautiful and very quiet and relaxing"
United States
Marian
The price is ￥16,154
￥30,615 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Peaceful Meadow Retreat
Outdoor dining
The Historic Hideaway

Apartment in Avon

2.0 star property
7.0 out of 10, Good, (2)
"House exactly as listed. We had a question and the property owner replied instantly - great communication. Close to Talcott Mountain which was an amazing hike with beautiful views. "
United States
Nicole M.
The price is ￥8,698
￥38,049 total
includes taxes & fees
Dec 18 - Dec 19
The Historic Hideaway
Exterior detail
CT Gate House Goshen CT, Gate House Goshen CT

Vacation Home in Goshen

2.5 star property
9.8 out of 10, Exceptional, (7)
"The property was great and the house was huge even for all 12 of us "
United States
Ryan L.
The price is ￥14,663
￥97,634 total
includes taxes & fees
Dec 15 - Dec 16
CT Gate House Goshen CT, Gate House Goshen CT
Exterior
Cozy Modern Farmhouse Private Apt - 3 Beds

Apartment in Torrington

10.0 out of 10, Exceptional, (4)
"My husband and I came down from Boston for Christmas to see family and couldn’t find one decent hotel in the area. We were relieved to find this place. Cute, comfortable, clean environment and just what we needed. "
United Kingdom
Louisa A.
The price is ￥18,795
￥60,616 total
includes taxes & fees
Dec 9 - Dec 10
Cozy Modern Farmhouse Private Apt - 3 Beds
Fridge, microwave, oven, stovetop
Charming apartment 7 minute walk to downtown

Apartment in Torrington

10.0 out of 10, Exceptional, (15)
"Everything about our stay was great - Corin and Jen were wonderful hosts. The place is spotless, cozy, comfy. Love that they were right next to the Green Way Trail along the river. Will absolutely stay there again! "
United States
Kate B.
The price is ￥22,228
￥40,319 total
includes taxes & fees
Dec 11 - Dec 12
Charming apartment 7 minute walk to downtown
Outdoor dining
Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!

Vacation Home in Sherwood Forest

10.0 out of 10, Exceptional, (5)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is ￥22,647
￥58,437 total
includes taxes & fees
Dec 9 - Dec 10
Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!
Fridge, microwave, oven, stovetop
Home in Great Barrington

Vacation Home in Great Barrington

9.8 out of 10, Exceptional, (26)
"Enjoyed our stay!!!"
United States
Fred W.
The price is ￥17,894
￥32,827 total
includes taxes & fees
Dec 9 - Dec 10
Home in Great Barrington
Private kitchen
Home in the Woods

Vacation Home in Russell

10.0 out of 10, Exceptional, (3)
"We really enjoyed our stay at the Home in the Woods. We stayed for 1 night on the way to Amherst for a graduation. The home is very cozy and clean. Jessica was easy to communicate with and the check-in/check out process was simple. Highly recommend!"
United States
Travis H.
The price is ￥26,251
￥49,912 total
includes taxes & fees
Dec 9 - Dec 10
Home in the Woods
Fridge, microwave, oven, stovetop
River Overlook - Check the view from your deck!

Apartment in Collinsville

10.0 out of 10, Exceptional, (23)
"The place was perfect for the two of us. It was close to both our kids homes."
United States
Tomas M.
The price is ￥23,067
￥44,430 total
includes taxes & fees
Dec 9 - Dec 10
River Overlook - Check the view from your deck!
Property grounds
The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do

Vacation Home in East Granby

8.6 out of 10, Excellent, (4)
"Great Stay at the Olde Tobacco Barn. Was here for a work trip, and the place was perfect for our needs. House is set back really nicely and private. Host was super responsive and easy to deal with. Overall 5/5 stay. Thank you!"
United States
Sgt W.
The price is ￥22,228
￥68,123 total
includes taxes & fees
Dec 9 - Dec 10
The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do
Exterior
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking

Vacation Home in Sherwood Forest

9.6 out of 10, Exceptional, (10)
"Very nice location with tons of privacy, yet not too far from things to do. Very easy for our dog to navigate the property as well."
United States
James D.
The price is ￥24,884
￥60,935 total
includes taxes & fees
Dec 15 - Dec 16
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
Smart TV, fireplace
Sun Filled Lake House Living

Vacation Home in Avon

2.0 star property
6.0 out of 10, (3)
"Enjoyed my stayConvenient location for restaurants, shopping etcHome was clean and neat and in a nice quiet neighborhood Good value"
United States
Joseph C.
The price is ￥9,475
￥38,991 total
includes taxes & fees
Dec 19 - Dec 20
Sun Filled Lake House Living
Fridge, microwave, oven, stovetop
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

Vacation Home in Collinsville

10.0 out of 10, Exceptional, (61)
"Fabulous location. I can honestly say cleanest VRBO we’ve ever stayed!!"
United States
Jeanmarie G.
The price is ￥40,401
￥70,577 total
includes taxes & fees
Dec 9 - Dec 10
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Property grounds
Big farmhouse in the foothills of the Berkshires

Vacation Home in Russell

10.0 out of 10, Exceptional, (143)
"Perfect spot for a family celebration!"
United States
Kerry P.
The price is ￥31,066
￥56,972 total
includes taxes & fees
Dec 9 - Dec 10
Big farmhouse in the foothills of the Berkshires
Property grounds
Cheerful 3-bedroom cottage with woodstove

Vacation Home in Sheffield

10.0 out of 10, Exceptional, (41)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is ￥30,600
￥70,096 total
includes taxes & fees
Dec 9 - Dec 10
Cheerful 3-bedroom cottage with woodstove
Dining
Guesthouse Cabin vacation rentals in Berkshire County

Cabin in Sheffield

10.0 out of 10, Exceptional, (9)
"Great place. I highly recommend for a group or family. Amazing views! Beautiful property very private and quiet. Cabin was also very well stocked and had great outdoor space. "
United States
deborah d.
The price is ￥63,685
￥110,175 total
includes taxes & fees
Dec 10 - Dec 11
Guesthouse Cabin vacation rentals in Berkshire County
TV, fireplace
Peaceful Cabin with Sauna, Hot Tub & Cold Plunge

Cabin in Cornwall

10.0 out of 10, Exceptional, (5)
"This cabin is so cute we had a relaxing time , will return"
United States
Candice S.
Peaceful Cabin with Sauna, Hot Tub & Cold Plunge
Game room
Pet Friendly Riverfront Home in Great Barrington

Vacation Home in Great Barrington

9.4 out of 10, Exceptional, (6)
The price is ￥31,454
￥46,238 total
includes taxes & fees
Dec 9 - Dec 10
Pet Friendly Riverfront Home in Great Barrington
1 bedroom, desk, iron/ironing board, WiFi
The Jefferson Guest House, Spacious, Special Views

Apartment in Litchfield

10.0 out of 10, Exceptional, (8)
"I stayed here for four nights, including one with my son, and it was fantastic.Everything is brand new, clean, and beautifully appointed, with every amenity you could want."
United States
Jennifer A.
The price is ￥45,294
￥58,186 total
includes taxes & fees
Dec 9 - Dec 10
The Jefferson Guest House, Spacious, Special Views
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 Colebrook Hotel Reviews

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"Great hospitality "
regina maria 1-night trip
Posted 18 hours ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Find out more about Colebrook

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Frequently asked questions

Can I find a vacation rental in Colebrook?

Yes, we give you a choice of vacation rentals close to the most popular sights in Colebrook, or you can go with a more secluded option if you're looking for a relaxing stay.

What's the top vacation rental in Colebrook?

Pet Friendly Riverfront Home in Great Barrington: Visitors like this Colebrook vacation home rental. It is located on a river and has a fireplace, a garden, and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms in addition to a kitchen with a stovetop and a microwave. You and your friends and family can relax into your vacation with amenities like a selection of games.

What’s there to see and do in Colebrook?

Explore the area and family-friendly sights such as Flamig Farm, or get out into nature at a spot like Highland Lake. Infinity Music Hall and Bistro and Haystack Mountain State Park are a couple of places you'll find in the larger area.

What’s a vacation rental in Colebrook like?

A vacation rental is a private property you can stay in for a couple of days or more in Colebrook. Vacation rentals feature extras such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for a family trip or a small group gathering.