Colebrook Holiday Rentals

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Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sept - 13 Sept

Our top choices for Colebrook holiday rentals

Property grounds

River Overlook - What a view from your deck!

River Overlook - What a view from your deck!
Collinsville
10.0 out of 10, Exceptional, (23 reviews)
"The place was perfect for the two of us. It was close to both our kids homes."
United States
Tomas M.
The price is HK$1,163
HK$2,338 total
includes taxes & fees
20 May - 21 May
River Overlook - What a view from your deck!
Outdoor dining

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Collinsville
10.0 out of 10, Exceptional, (65 reviews)
"What a wonderful spot and exceptional host. Loved our stay and hope to visit again soon. "
United States
Mike
The price is HK$2,199
HK$3,827 total
includes taxes & fees
1 Jun - 2 Jun
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Fridge, microwave, oven, stovetop

The Jefferson Guest House, Spacious, Special Views

The Jefferson Guest House, Spacious, Special Views
Litchfield
10.0 out of 10, Exceptional, (8 reviews)
"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 HK$2,283
HK$2,933 total
includes taxes & fees
19 May - 20 May
The Jefferson Guest House, Spacious, Special Views
Private kitchen

Litchfield Retreat, Wineries, Foliage & Skiing

Litchfield Retreat, Wineries, Foliage & Skiing
Torrington
The price is HK$2,044
HK$3,114 total
includes taxes & fees
19 May - 20 May
Litchfield Retreat, Wineries, Foliage & Skiing
Property grounds

Peaceful Meadow Retreat

Peaceful Meadow Retreat
Granby
10.0 out of 10, Exceptional, (22 reviews)
"We stayed here as a quick overnight trip for events in the area. We really enjoyed the property, reading through the guestbook, and the local pizza place La Figata. "
United States
Kaleigh L.
The price is HK$971
HK$1,755 total
includes taxes & fees
9 Jun - 10 Jun
Peaceful Meadow Retreat
Fridge, microwave, oven, stovetop

Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove
Sheffield
10.0 out of 10, Exceptional, (43 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is HK$1,856
HK$3,927 total
includes taxes & fees
20 May - 21 May
Cheerful 3-bedroom cottage with woodstove
Interior

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Sherwood Forest
10.0 out of 10, Exceptional, (5 reviews)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is HK$1,142
HK$2,928 total
includes taxes & fees
19 May - 20 May
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Property grounds

Big farmhouse in the foothills of the Berkshires

Big farmhouse in the foothills of the Berkshires
Russell
10.0 out of 10, Exceptional, (146 reviews)
"The house is absolutely charming and cozy. It was very clean as well. "
United States
Amanda C.
The price is HK$1,449
HK$2,707 total
includes taxes & fees
19 May - 20 May
Big farmhouse in the foothills of the Berkshires
Interior

Guesthouse Cabin vacation rentals in Berkshire County

Guesthouse Cabin vacation rentals in Berkshire County
Sheffield
10.0 out of 10, Exceptional, (10 reviews)
"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 HK$3,132
HK$5,502 total
includes taxes & fees
20 May - 21 May
Guesthouse Cabin vacation rentals in Berkshire County
Smart TV, fireplace

Pristine Cozy Walkable Downtown 2BR Getaway

Pristine Cozy Walkable Downtown 2BR Getaway
Torrington
10.0 out of 10, Exceptional, (18 reviews)
"What a comfortable and welcoming place to stay! Great communication with the hosts, and the space had all the amenities we needed, as well as many thoughtful extra touches. Home was spotless, and tastefully decorated. Quiet neighborhood, and super easy access to downtown. Would absolutely stay here again!"
United States
Kathryn A.
The price is HK$1,292
HK$2,200 total
includes taxes & fees
19 May - 20 May
Pristine Cozy Walkable Downtown 2BR Getaway
TV

Treetop Hideaway in Tyringham

Treetop Hideaway in Tyringham
Monterey
9.2 out of 10, Wonderful, (11 reviews)
"This was the perfect location for our mom and daughters weekend! Spacious comfortable. Our only regret was that we didn’t stay longer!"
United States
Sarah B.
The price is HK$2,193
HK$4,494 total
includes taxes & fees
19 May - 20 May
Treetop Hideaway in Tyringham
Fridge, microwave, oven, stovetop

Art House 3 Beds Close to Warner Theater

Art House 3 Beds Close to Warner Theater
Torrington
10.0 out of 10, Exceptional, (2 reviews)
"Place was perfectly located for where we needed to be. The host was amazing, would stay again. Unit was comfy and cozy with perfect little homey touches. "
United States
Brittany M.
The price is HK$956
HK$3,097 total
includes taxes & fees
19 May - 20 May
Art House 3 Beds Close to Warner Theater
Exterior

Cozy Modern Farmhouse Private Apt - 3 Beds

Cozy Modern Farmhouse Private Apt - 3 Beds
Torrington
10.0 out of 10, Exceptional, (4 reviews)
"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 HK$1,151
HK$3,326 total
includes taxes & fees
19 May - 20 May
Cozy Modern Farmhouse Private Apt - 3 Beds
Dining

Whispering Estate Guest House - A Romantic Countryside Getaway

Whispering Estate Guest House - A Romantic Countryside Getaway
Goshen
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful property and great location. A true retreat. "
United States
Andrea B.
The price is HK$4,229
HK$6,903 total
includes taxes & fees
20 May - 21 May
Whispering Estate Guest House - A Romantic Countryside Getaway
Dining

Classy Private Apt - 3 Beds 2nd Flr - Near Downtown

Classy Private Apt - 3 Beds 2nd Flr - Near Downtown
Torrington
10.0 out of 10, Exceptional, (1 review)
"Good communication. Clean place in good location. Would stay again. "
United States
Jaimie S.
The price is HK$2,036
HK$4,575 total
includes taxes & fees
19 May - 20 May
Classy Private Apt - 3 Beds 2nd Flr - Near Downtown
Smart TV, books

Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing

Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Sherwood Forest
9.8 out of 10, Exceptional, (15 reviews)
"Very nice cabin, responsive host."
United States
Nick R.
The price is HK$1,346
HK$3,201 total
includes taxes & fees
31 May - 1 Jun
Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Interior

Cozy Riverside Berkshires Retreat

Cozy Riverside Berkshires Retreat
Great Barrington
9.2 out of 10, Wonderful, (14 reviews)
"Great location and nice size house for a family of 5. We had a couple hiccups but the host responded quickly and handled things promptly. "
United States
Jennifer L.
The price is HK$1,586
HK$2,480 total
includes taxes & fees
20 May - 21 May
Cozy Riverside Berkshires Retreat
Fridge, microwave, oven, stovetop

The Old Avon 1800 Manor

The Old Avon 1800 Manor
Avon
The price is HK$1,699
HK$3,957 total
includes taxes & fees
7 Jun - 8 Jun
The Old Avon 1800 Manor
Dining

Dugway Hideaway Walking Distance to Lime Rock Park

Dugway Hideaway Walking Distance to Lime Rock Park
Salisbury
9.2 out of 10, Wonderful, (15 reviews)
"Super clean, great communication and Super location if you are going to the track. Love my stay there, will definitely do it again and definitely recommend."
United States
Brig
The price is HK$1,566
HK$2,435 total
includes taxes & fees
24 May - 25 May
Dugway Hideaway Walking Distance to Lime Rock Park
3 bedrooms, iron/ironing board, WiFi, bed sheets

Cozy. Clean. Free bagel shop. 3 Fireplaces.

Cozy. Clean. Free bagel shop. 3 Fireplaces.
Great Barrington
10.0 out of 10, Exceptional, (1 review)
"The host was very responsive and friendly. The house was well equipped and very comfortable. We did get breakfast at the Great Barrington Bagel Company and had a great breakfast. Highly recommend!"
United States
Mary R.
The price is HK$2,349
HK$4,155 total
includes taxes & fees
19 May - 20 May
Cozy. Clean. Free bagel shop. 3 Fireplaces.
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

Simsbury Inn

Simsbury Inn

10/10 Excellent
"What a beautiful and charming inn! I loved everything about it. The restaurant food was delicious, and the breakfast was fresh and excellent. The coffee was amazing, and the organic milk was such a nice touch. The area is beautiful, and the parking was extremely convenient. I also felt very safe staying there with my two small children. Definitely going back again!"
Agnieszka 1-night trip
Posted 8 hours ago
Simsbury Inn

Find out more about Colebrook

Search for holiday rentals in Colebrook on Expedia! You can easily find your home rentals, villas, holiday apartments in Colebrook using one of the methods below:

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Look no further and take a look at our great range of rental properties in Colebrook!

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?

Peace and quiet on the lake: This holiday home rental outside of Colebrook is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

What’s there to see and do in Colebrook?

Explore the area and family-friendly sights such as KidsPlay Museum, 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 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.