Colebrook Holiday Homes from £57: Search Holiday Homes in Colebrook

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

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Our top choices for Colebrook holiday homes

A wooden cabin interior with a bench, a rug, and a hanging plant.

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

Winchester

includes taxes & fees

5 Oct - 6 Oct

A spacious living area with a large sofa, a kitchen island with bar stools, a wooden staircase, and a television displaying a movie.

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

Sherwood Forest

William C B.

includes taxes & fees

27 Sept - 28 Sept

A cozy attic bedroom with a sloped ceiling, wooden beams, a large window with a view of trees, a bed, a desk, and a kitchenette.

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

Sherwood Forest

Sharon K.

includes taxes & fees

16 Sept - 17 Sept

A house with a porch, a garden with pink flowers, and a stone wall along the road.

4. Big farmhouse in the foothills of the Berkshires

Russell

Will G.

includes taxes & fees

28 Sept - 29 Sept

A hot tub with a string of lights above it, set against a dark night sky.

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

Sherwood Forest

Frank M.

includes taxes & fees

28 Sept - 29 Sept

A circular stone fire pit surrounded by large rocks and gravel, set in a forested area.

6. Sun Filled Lake House Living

Avon

Joseph C.

includes taxes & fees

5 Oct - 6 Oct

A spacious kitchen with a large island, wooden beams, and pendant lighting.

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

West Suffield

Wendy C.

includes taxes & fees

14 Oct - 15 Oct

A modern kitchen with a central island, wooden beams, and a view to the outdoors.

8. Home in Great Barrington

Great Barrington

HEATHER G.

includes taxes & fees

17 Sept - 18 Sept

An outdoor seating area with wicker furniture and a glass table, surrounded by lush greenery.

9. Cheerful 3-bedroom cottage with woodstove

Sheffield

Kelly R.

includes taxes & fees

28 Sept - 29 Sept

A patio with a table and chairs, a grill, and a view of a lake.

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

Collinsville

Mike

includes taxes & fees

17 Sept - 18 Sept

A spacious cabin with large windows, a gray sofa, and a wooden ceiling.

11. Treetop Hideaway in Tyringham

Monterey

"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!! "

Samantha G.

includes taxes & fees

22 Sept - 23 Sept

A staircase leading to a second floor, a living room with a sofa, and a kitchen area.

12. Riverside Retreat in the Berkshires

Great Barrington

Kelly B.

includes taxes & fees

23 Sept - 24 Sept

A patio area with wicker furniture and a brick floor.

13. The Old Avon 1800 Manor

Avon

Anonymous traveller

includes taxes & fees

23 Sept - 24 Sept

A bedroom with a brick fireplace, wooden beams, a bed with white bedding, and a wall-mounted picture.

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

Great Barrington

Mary R.

includes taxes & fees

23 Sept - 24 Sept

A spacious living room with a sectional sofa, a coffee table, and a dining area with a table and chairs. There is a large window providing a view of the outdoors.

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

Great Barrington

Rebecca K.

includes taxes & fees

18 Sept - 19 Sept

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Top Colebrook Hotel Reviews

Holiday Inn Express Hotel & Suites Great Barrington by IHG

8/10 Good

"Basically furnished . Great staff. Easy checkin and check out. Good breakfast. Lots of options. Comfortable queen beds. Convenient to restaurants, stores etc."

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."

Simsbury 1820 House

10/10 Excellent

"We had a lovely room on the second floor. Staff was friendly and helpful. Some friends stayed in a third floor room and were not happy with the room. The ceiling was low. There was a roof line over the bed and they kept knocking their heads. We also noted a 400 series of rooms that were on the other side of the parking lot from the inn. The building looked newer, Don’t know what the rooms there are like. We were in room 201."

Find out more about Colebrook

Colebrook Holiday Homes information

Number of reviews	7,337
Accommodation	217 Holiday Homes
Lowest Price	£57
Highest Price	£251

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Colebrook holiday homes

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

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

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

4. Big farmhouse in the foothills of the Berkshires

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

6. Sun Filled Lake House Living

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

8. Home in Great Barrington

9. Cheerful 3-bedroom cottage with woodstove

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

11. Treetop Hideaway in Tyringham

12. Riverside Retreat in the Berkshires

13. The Old Avon 1800 Manor

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

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

Find holiday rentals that suit your style

Top Colebrook Hotel Reviews

Holiday Inn Express Hotel & Suites Great Barrington by IHG

The Little Lion

Locust Tree Bed and Breakfast LLC

Quality Inn Great Barrington

Simsbury Inn

Monument Mountain Motel

Simsbury 1820 House

The Litchfield Inn

Americas Best Value Inn Torrington CT

Find out more about Colebrook

Colebrook Holiday Homes information

Explore a world of travel with Expedia