A coastal landscape with a river flowing into the sea, surrounded by forested hills and a cloudy sky.

Holiday Homes in Colebrook

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Colebrook holiday homes

Interior

1. Peaceful and cozy 1 bed 1 bath in quaint Winchester

Peaceful and cozy 1 bed 1 bath in quaint Winchester
Winchester
The price is €215
includes taxes & fees
4 Oct - 5 Oct
Peaceful and cozy 1 bed 1 bath in quaint Winchester
Interior

2. Real Estate: Therapy - Lake, Laundry, Love it

Real Estate: Therapy - Lake, Laundry, Love it
Sherwood Forest
8.0 out of 10, Very good, (1 review)
"Very good trip overall. Great location. Just a few things needed to make it over the top!"
United States
William C B.
The price is €251
includes taxes & fees
27 Sept - 28 Sept
Real Estate: Therapy - Lake, Laundry, Love it
Interior

3. 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, (9 reviews)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is €327
includes taxes & fees
16 Sept - 17 Sept
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Property grounds

4. Big farmhouse in the foothills of the Berkshires

Big farmhouse in the foothills of the Berkshires
Russell
10.0 out of 10, Exceptional, (151 reviews)
"Great location"
United States
Will G.
The price is €310
includes taxes & fees
16 Sept - 17 Sept
Big farmhouse in the foothills of the Berkshires
Outdoor spa tub

5. 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, (16 reviews)
"Great place and welcoming stay!"
United States
Frank M.
The price is €349
includes taxes & fees
28 Sept - 29 Sept
Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Property grounds

6. Sun Filled Lake House Living

Sun Filled Lake House Living
Avon
6.6 out of 10, (4 reviews)
"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 €269
includes taxes & fees
5 Oct - 6 Oct
Sun Filled Lake House Living
Interior

7. Linny's - Private Dock - Lake Access - Firepit

Linny's - Private Dock - Lake Access - Firepit
West Suffield
10.0 out of 10, Exceptional, (43 reviews)
"Perfect, relaxing and easy!"
United States
Wendy C.
The price is €334
includes taxes & fees
14 Oct - 15 Oct
Linny's - Private Dock - Lake Access - Firepit
Private kitchen

8. Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (39 reviews)
"Perfect location to walk into town - clean, light, airy and neat space. Enjoyable visit!"
United States
HEATHER G.
The price is €271
includes taxes & fees
16 Sept - 17 Sept
Home in Great Barrington
Property grounds

9. Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove
Sheffield
10.0 out of 10, Exceptional, (44 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is €385
includes taxes & fees
27 Sept - 28 Sept
Cheerful 3-bedroom cottage with woodstove
Outdoor dining

10. 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, (72 reviews)
"What a wonderful spot and exceptional host. Loved our stay and hope to visit again soon. "
United States
Mike
The price is €421
includes taxes & fees
17 Sept - 18 Sept
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Living area

11. Treetop Hideaway in Tyringham

Treetop Hideaway in Tyringham
Monterey
9.2 out of 10, Wonderful, (11 reviews)
"We had coordinated an early check-in, but when we arrived, the house hadn’t been cleaned yet which was a miscommunication. I reached out to Catherine and she promptly responded and got the cleaners RIGHT over. The house was spotless and in wonderful condition for the rest of our stay, and it was dealt with very quickly and wonderfully. Would definitely stay again. The house was great for our girls trip. Also the beds are very comfortable!! "
United States
Samantha G.
The price is €492
includes taxes & fees
21 Sept - 22 Sept
Treetop Hideaway in Tyringham
Interior

12. Riverside Retreat in the Berkshires

Riverside Retreat in the Berkshires
Great Barrington
9.6 out of 10, Exceptional, (25 reviews)
"If you like cuddly cats, book it! A quick night stay while in town for a wedding and Studly was a perfect host… and Marissa :)Easy location, was nice to watch the fish jump and bald eagle hunt for his breakfast as we enjoyed our coffee on the step."
United States
Kelly B.
The price is €279
includes taxes & fees
21 Sept - 22 Sept
Riverside Retreat in the Berkshires
Terrace/patio

13. The Old Avon 1800 Manor

The Old Avon 1800 Manor
Avon
7.0 out of 10, Good, (2 reviews)
"Wonderful place and host very responsive and friendly!"
United States
Anonymous traveller
The price is €403
includes taxes & fees
23 Sept - 24 Sept
The Old Avon 1800 Manor
Room

14. Cozy. Clean. Free bagel shop. 3 Fireplaces.

Cozy. Clean. Free bagel shop. 3 Fireplaces.
Great Barrington
10.0 out of 10, Exceptional, (2 reviews)
"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 €491
includes taxes & fees
23 Sept - 24 Sept
Cozy. Clean. Free bagel shop. 3 Fireplaces.
Living area

15. Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
Great Barrington
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful house with great amenities in a convenient location. We loved the open concept that provided a great space for cooking, hanging out and playing games together while enjoying a beautiful view. The gameroom was so much fun, and we’d love to visit again when the sauna is finished. Our family of 6 and family dog loved it!"
United States
Rebecca K.
The price is €1,143
includes taxes & fees
22 Sept - 23 Sept
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
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

The Little Lion

The Little Lion

8/10 Good
"Nice, old-school motel, where you park out front. There appear to be about 17 units and on the night we were there, more than half were occupied— and all seemed to have a dog! Very pet-friendly, with plenty of room to walk your pooch! The beds and bedding were very comfortable and the room had a mini fridge and microwave. While simply furnished, everything was spotless. I would have given a higher score, but was a little put off when we arrived about 45 minutes before check in and were told we would have to wait until 3pm for them to unlock our door. There is no staff onsite, so I called. While I know hotels have check in times for a reason, if the room is ready and the guest is outside the door, a little flexibility is always a good business practice! But the location is great. The motel is set well back from the road, so there was no traffic noise. A parking area for Monument Mountain is just a few hundred yards away for hikers. We loved the Little Lion and will definitely return."
Catherine 1-night trip
Posted 2 hours ago
The Little Lion

Find out more about Colebrook

Colebrook Holiday Homes information

Number of reviews
7,336
Accommodation
216 Holiday Homes
Lowest Price
€67
Highest Price
€316