Colebrook Vacation Rentals from ￥26,189: Search Short-Term Rentals

Q: What's the top vacation rental in Colebrook?

Cozy Riverside Berkshires Retreat : Visitors like this Colebrook vacation home rental. It is located on a river and has a fireplace, a garden, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and kitchenware, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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Our top choices for Colebrook vacation rentals

1. Quintessential Berkshire Escape - Artist Home, Tucked Away in Nature

Otis

￥54,791 total

includes taxes & fees

Sep 1 - Sep 2

2. Enjoy a restful stay with fast internet, smart TV and the company of your pet.

winsted

Steve

￥38,132 total

includes taxes & fees

Aug 31 - Sep 1

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

Collinsville

Mike

￥77,758 total

includes taxes & fees

Aug 26 - Aug 27

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

Winchester

￥35,689 total

includes taxes & fees

Aug 30 - Aug 31

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

Torrington

Jaimie S.

￥82,811 total

includes taxes & fees

Aug 31 - Sep 1

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

West Suffield

Wendy C.

￥63,728 total

includes taxes & fees

Sep 13 - Sep 14

7. Art House 3 Beds Close to Warner Theater

Torrington

Brittany M.

￥69,011 total

includes taxes & fees

Aug 31 - Sep 1

8. Pristine Cozy Walkable Downtown 2BR Getaway

Torrington

James M.

￥44,228 total

includes taxes & fees

Aug 31 - Sep 1

9. Cozy Modern Farmhouse Private Apt - 3 Beds

Torrington

Louisa A.

￥54,550 total

includes taxes & fees

Aug 31 - Sep 1

10. Big farmhouse in the foothills of the Berkshires

Russell

Will G.

￥56,620 total

includes taxes & fees

Aug 31 - Sep 1

11. River Overlook - What a view from your deck!

Collinsville

Mary S.

￥47,811 total

includes taxes & fees

Aug 26 - Aug 27

Coffee/tea maker, fridge, microwave, oven

12. The Jefferson Guest House, Spacious, Special Views

Litchfield

"Everything about Jefferson House was perfect. It was located in a beautiful part of Connecticut adjoining a state park. The house was beautifully decorated. The kitchen was fully equipped and had a large island for dining. The bed, pillows and living room furnishings were very comfortable. The house was well up-to-date with two TVs, a charging device with multiple cords, a double oven (!), and countless thoughtful touches. I cannot recommend it highly enough!"

genevieve

￥63,231 total

includes taxes & fees

Aug 31 - Sep 1

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

Sherwood Forest

Frank M.

￥63,120 total

includes taxes & fees

Aug 26 - Aug 27

14. Cheerful 3-bedroom cottage with woodstove

Sheffield

Kelly R.

￥82,561 total

includes taxes & fees

Sep 23 - Sep 24

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

Great Barrington

Rebecca K.

￥211,130 total

includes taxes & fees

Aug 27 - Aug 28

16. Home in Great Barrington

Great Barrington

HEATHER G.

￥64,628 total

includes taxes & fees

Sep 3 - Sep 4

17. Peaceful Meadow Retreat

Granby

Todd R.

￥31,647 total

includes taxes & fees

Sep 10 - Sep 11

18. 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.

￥91,902 total

includes taxes & fees

Sep 23 - Sep 24

19. Cozy Riverside Berkshires Retreat

Great Barrington

Colin E.

￥47,315 total

includes taxes & fees

Sep 24 - Sep 25

3 bedrooms, iron/ironing board, WiFi, bed sheets

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

Great Barrington

Mary R.

￥85,743 total

includes taxes & fees

Sep 8 - Sep 9

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Top Colebrook Hotel Reviews

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10/10 Excellent

"Our family loves this hotel! Hot tub and pool are excellent. There’s a fun little game room for kids. The breakfast was plentiful and tasty. Everything is clean and staff is nice. Best part- four working level 2 car chargers!"

Quality Inn Great Barrington

10/10 Excellent

"If you're looking for a nice basic hotel with breakfast and free parking, I highly recommend this Quality Inn in Great Barrington, MA. Our room was clean, comfortable, and well priced. Breakfast included a nice variety of hot and cold food items. The scrambled eggs and sausage links were very tasty, and so were the make-your-own waffles. The staff were very nice. I look forward to returning. Note: A freight rail line runs through Great Barrington once a day."

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent

"Oak’n’Spruce is a lovely resort in a wonderful area of the Berkshires. Very nice amenities, along with pools, tennis, mini golf, ping pong and other family activities. Best of all, it’s a short drive to the charming town of Stockbridge, a short drive to Tanglewood, and another short drive to Jacob’s pillow, a wonderful indoor and outdoor dance performance venue. We stay there often, and always makes four a cultural experience and wonderful family time."

Simsbury 1820 House

10/10 Excellent

"The staff at Simsbury 1820 were the highlight of the stay. They were expecially friendly and very helpful. They had some suggestions of things to do that were interesting and area specific. Understandably but a bit disappointing was the inadquacy of the plumbing. It's a very old building but toilets could be updated."

Find out more about Colebrook

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Frequently asked questions

Can I find a vacation rental in Colebrook?

Yes, we give you a choice of vacation rentals close to the most popular sights in Colebrook, or you can go with a more secluded option if you're looking for a relaxing stay.

What's the top vacation rental in Colebrook?

Cozy Riverside Berkshires Retreat: Visitors like this Colebrook vacation home rental. It is located on a river and has a fireplace, a garden, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and kitchenware, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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 Campbell Falls State Park are a couple of places you'll find in the larger area.

What’s a vacation rental in Colebrook like?

A vacation rental is a private property you can stay in for a couple of days or more in Colebrook. Vacation rentals feature extras such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for a family trip or a small group gathering.

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Check prices for these dates

Our top choices for Colebrook vacation rentals

1. Quintessential Berkshire Escape - Artist Home, Tucked Away in Nature

2. Enjoy a restful stay with fast internet, smart TV and the company of your pet.

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

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

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

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

7. Art House 3 Beds Close to Warner Theater

8. Pristine Cozy Walkable Downtown 2BR Getaway

9. Cozy Modern Farmhouse Private Apt - 3 Beds

10. Big farmhouse in the foothills of the Berkshires

11. River Overlook - What a view from your deck!

12. The Jefferson Guest House, Spacious, Special Views

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

14. Cheerful 3-bedroom cottage with woodstove

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

16. Home in Great Barrington

17. Peaceful Meadow Retreat

18. Treetop Hideaway in Tyringham

19. Cozy Riverside Berkshires Retreat

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

Find vacation rentals that suit your style

Top Colebrook Hotel Reviews

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Quality Inn Great Barrington

Monument Mountain Motel

Blackberry River Inn

Days Inn by Wyndham Torrington

Holiday Inn Club Vacations Oak 'n Spruce Resort

Simsbury 1820 House

Econo Lodge Lee - Great Barrington

Locust Tree Bed and Breakfast LLC

Find out more about Colebrook

Frequently asked questions

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