Colebrook Vacation Home Rentals from CA $315: Search Top Private Vacation Homes for Rent

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 vacation 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

Thomas C.

CA $315 total

includes taxes & fees

Oct 4 - Oct 5

An outdoor patio with wicker furniture, a glass-top table, and a barbecue grill.

2. Collinsville River Escape / Fall Foliage, Deck & Yard

Collinsville

CA $219 total

includes taxes & fees

Oct 5 - Oct 6

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

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

Sherwood Forest

Frank M.

CA $559 total

includes taxes & fees

Sep 30 - Oct 1

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.

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

Sherwood Forest

Sharon K.

CA $533 total

includes taxes & fees

Sep 30 - Oct 1

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

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

West Suffield

Wendy C.

CA $553 total

includes taxes & fees

Oct 1 - Oct 2

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.

CA $386 total

includes taxes & fees

Oct 5 - Oct 6

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

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

Sherwood Forest

William C B.

CA $471 total

includes taxes & fees

Oct 5 - Oct 6

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

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

Collinsville

Kristi M.

CA $684 total

includes taxes & fees

Sep 30 - Oct 1

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

9. Big farmhouse in the foothills of the Berkshires

Russell

Will G.

CA $504 total

includes taxes & fees

Oct 15 - Oct 16

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

10. Cheerful 3-bedroom cottage with woodstove

Sheffield

Kelly R.

CA $628 total

includes taxes & fees

Oct 12 - Oct 13

A patio area with wicker furniture and a brick floor.

11. The Old Avon 1800 Manor

Avon

Anonymous traveller

CA $687 total

includes taxes & fees

Oct 1 - Oct 2

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.

CA $443 total

includes taxes & fees

Oct 1 - Oct 2

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

13. Home in Great Barrington

Great Barrington

HEATHER G.

CA $475 total

includes taxes & fees

Oct 26 - Oct 27

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

14. 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.

CA $808 total

includes taxes & fees

Oct 28 - Oct 29