Photo by Kim Knox Beckius

Colebrook Holiday Rentals

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Our top choices for Colebrook holiday rentals

Apartment in Granby

Peaceful Meadow Retreat
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 AU$299
includes taxes & fees
6 Jan - 7 Jan 2026
Peaceful Meadow Retreat
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 AU$519
includes taxes & fees
16 Dec - 17 Dec
Cozy 3 Flr Private 1 Bdrm Apt Tree Line View
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 AU$960
includes taxes & fees
16 Dec - 17 Dec
CT Gate House Goshen CT, Gate House Goshen CT
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 AU$394
includes taxes & fees
18 Dec - 19 Dec
Charming apartment 7 minute walk to downtown
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 AU$568
includes taxes & fees
18 Dec - 19 Dec
Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!

Holiday Home in Great Barrington

Home in Great Barrington
9.8 out of 10, Exceptional, (26)
"Enjoyed our stay!!!"
United States
Fred W.
The price is AU$358
includes taxes & fees
16 Dec - 17 Dec
Home in Great Barrington
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 AU$589
includes taxes & fees
21 Dec - 22 Dec
Cozy Modern Farmhouse Private Apt - 3 Beds

Apartment in Avon

The Historic Hideaway
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 AU$370
includes taxes & fees
18 Dec - 19 Dec
The Historic Hideaway
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 AU$660
includes taxes & fees
16 Dec - 17 Dec
The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do
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 AU$592
includes taxes & fees
16 Dec - 17 Dec
Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine
10.0 out of 10, Exceptional, (143)
"Perfect spot for a family celebration!"
United States
Kerry P.
The price is AU$544
includes taxes & fees
16 Dec - 17 Dec
Big farmhouse in the foothills of the Berkshires
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 AU$676
includes taxes & fees
16 Dec - 17 Dec
Cheerful 3-bedroom cottage with woodstove
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 AU$1,083
includes taxes & fees
11 Jan - 12 Jan 2026
Guesthouse Cabin vacation rentals in Berkshire County
2.0 star property
The price is AU$547
includes taxes & fees
16 Dec - 17 Dec
Litchfield Retreat, Wineries, Foliage & Skiing

Holiday Home in Avon

Sun Filled Lake House Living
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 AU$380
includes taxes & fees
19 Dec - 20 Dec
Sun Filled Lake House Living
9.2 out of 10, Wonderful, (46)
"Fantastic hosts and great facilities would highly recommend"
United States
Steve
The price is AU$297
includes taxes & fees
18 Dec - 19 Dec
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
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 AU$727
includes taxes & fees
16 Dec - 17 Dec
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

Holiday Home in Great Barrington

Great Barrington Get Away
9.4 out of 10, Exceptional, (25)
"We stayed here for Memorial Day weekend and had a wonderful trip. Close to the downtown shops, and all the supplies a family needs staying in a home. Thanks for the great stay!"
United States
Elizabeth G.
The price is AU$776
includes taxes & fees
16 Dec - 17 Dec
Great Barrington Get Away

Holiday Home in Great Barrington

Pet Friendly Riverfront Home in Great Barrington
9.4 out of 10, Exceptional, (6)
The price is AU$453
includes taxes & fees
16 Dec - 17 Dec
Pet Friendly Riverfront Home in Great Barrington
The price is AU$770
includes taxes & fees
16 Dec - 17 Dec
Sequoia House Charming Goshen Getaway – Quiet Retreat in Litchfield Hills
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

Find out more about Colebrook

Everything you need to know about Colebrook holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Colebrook holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Colebrook holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Colebrook holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Colebrook. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Colebrook holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Colebrook holiday rentals we have selected for you start as low as AU$453 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Colebrook rentals

At Expedia, we put the best Colebrook holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Colebrook rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Colebrook holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Colebrook. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Colebrook?

Yes, there are holiday rentals close to the most popular sights in Colebrook, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Colebrook has to offer?

Pet Friendly Riverfront Home in Great Barrington: This holiday home rental outside of Colebrook 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 holiday with amenities such as 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. Norfolk Historical Museum and Infinity Music Hall and Bistro are a couple of places you'll find in the wider area.

What’s a holiday rental in Colebrook like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Colebrook. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.