Colebrook Holiday Rentals from NZ$293: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Colebrook has to offer?

Riverside Retreat in the Berkshires : This holiday home rental outside of Colebrook is located on a river, and has a fireplace, a selection of games 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 that you can cook with friends or family.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Colebrook holiday rentals

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.

includes taxes & fees

1 Nov - 2 Nov

A balcony with a view of a lake, white railings, and outdoor furniture.

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

Collinsville

Mary S.

includes taxes & fees

13 Oct - 14 Oct

A square fire pit with flames, surrounded by a grassy field and a green chair.

3. Peaceful Meadow Retreat

Granby

Todd R.

A two-story house with a front porch, a small balcony, and a white picket fence.

4. Cozy Attic 10 min to Llitchfield

Torrington

Nicole N.

includes taxes & fees

3 Nov - 4 Nov

A deck with outdoor furniture, including a sofa and a glass table, overlooking a body of water.

5. Cozy Cottage-Sunset On The Lake

Otis

Michael S.

includes taxes & fees

23 Oct - 24 Oct

6. Cozy Modern Farmhouse Private Apt - 3 Beds

Torrington

Louisa A.

includes taxes & fees

28 Oct - 29 Oct

A modern kitchen with a wooden dining table, blue chairs, and a colorful bowl centerpiece.

7. Art House 3 Beds Close to Warner Theater

Torrington

Brittany M.

includes taxes & fees

1 Nov - 2 Nov

A recreational vehicle with a beige sofa, pillows, a small table, and potted plants.

8. Cozy Camper tucked into the woods

Sandisfield

"This was a completely hidden gem. I stayed here for one night because I was visiting a friend but I wished I had booked it longer. My friend and I ended up staying here the whole time. I woke up to the sounds of crickets and chickens, and had fresh eggs for breakfast. Then I went for a hike in the pristine woods. Matt and Grace offered to let me use the paddle boards to enjoy the lake! It was a total vacation… no need to go anywhere else. The camper itself was extremely clean and adorably...

hannah w.

includes taxes & fees

2 Nov - 3 Nov

A compact kitchen with a refrigerator, oven, microwave, and coffee maker.

9. Cozy 1-bedroom studio in serene Great Barrington with AC

Great Barrington

Deborah S.

includes taxes & fees

30 Oct - 31 Oct

A living room with a sofa, coffee table, and chairs, a kitchen area with a bar, and a door.

10. Pristine Cozy Walkable Downtown 2BR Getaway

Torrington

Amanda T.

includes taxes & fees

9 Nov - 10 Nov

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

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

Sherwood Forest

Frank M.

includes taxes & fees

13 Oct - 14 Oct

A modern kitchen with blue cabinets, a dining area with a glass table, and a living room with a brown leather sofa.

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

Collinsville

"We loved the place, which feels like your own house in the woods. The setting is gorgeous especially with the leaves changing colors. We specifically chose the location so we could bike the Farmington Trail loop which starts at the bottom of the hill. The house is so well stocked with everything you could think of, especially coffee and there is plenty of space to relax inside and out. The host was very attentive to our needs. It couldn’t have been better for us."

Margaret A.

includes taxes & fees

2 Nov - 3 Nov

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.

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

Sherwood Forest

Sharon K.

includes taxes & fees

14 Oct - 15 Oct

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

14. Big farmhouse in the foothills of the Berkshires

Russell

Dale B.

includes taxes & fees

22 Oct - 23 Oct

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

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

Sherwood Forest

William C B.

includes taxes & fees

3 Nov - 4 Nov

A red door with a wicker basket hanging on it, leading to a laundry area with a brick wall and two large speakers.

16. The Historic Hideaway

Avon

Nicole M.

includes taxes & fees

4 Nov - 5 Nov

A historic building with red brick architecture, snow-covered roofs, and a prominent chimney.

17. The Old Avon Village

Avon

Deborah S.

includes taxes & fees

14 Oct - 15 Oct

A modern kitchen with a wooden dining table, blue chairs, and a decorative bowl centerpiece.

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

Torrington

Jaimie S.

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

19. Sun Filled Lake House Living

Avon

Joseph C.

includes taxes & fees

26 Oct - 27 Oct

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

20. Home in Great Barrington

Great Barrington

Janet G.

includes taxes & fees

13 Oct - 14 Oct

View all properties

Find holiday rentals that suit your style

Chalets

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Colebrook Hotel Reviews

Sunny Peace Homestay

10/10 Excellent

"It was a perfect place to lay are head down as we were passing through. We weren’t there for very long. Just for one night. Got there late and left early. The host was very nice and helpful. Thank you!!"

Quality Inn Great Barrington

8/10 Good

"First, this is an absolutely gorgeous place! The outside areas are beautiful with comfy furniture, flowers and fire pits. Inside is a small intimate restaurant and bar, plus sitting area. With books and plants, very nice. We had dinner there which was excellent, and loved cocktails and sunset outside by the fire pits. When we checked in, we were assigned one of their premium rooms, which sounded great. However, it was on the second floor, at the very end of a long outside corridor, accessible only by stairs near the lobby. There is no elevator. We did go to the room, lugging our bags and a cooler. Unpleasant, as we are somewhat older. We concluded that we did not want to be that far from the main area, so asked to be moved, and were accommodated. We found the new room the same, but lacking a luggage rack and a coffee service (those were only available in the premium rooms at the end of the long corridor). We were given a luggage rack, and complimentary coffee was available in the restaurant in the morning, but it seemed odd that those were considered premium in such a nice place. Otherwise we loved the hotel, room was very nice with a comfortable bed and a very updated bath with a walk in shower. The real star of the hotel is the lobby restaurant and outdoor space - that was just perfect!"

Find out more about Colebrook

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Colebrook holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Colebrook. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Colebrook. Seeing all the best attractions is bound to make you fall in love with Colebrook. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Colebrook short-term rentals, that won’t be hard to do.

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?

Riverside Retreat in the Berkshires: This holiday home rental outside of Colebrook is located on a river, and has a fireplace, a selection of games 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 that you can cook with friends or family.

What’s there to see and do in Colebrook?

Explore the area and family-friendly sights such as Flamig Farm, 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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Colebrook holiday rentals

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

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

3. Peaceful Meadow Retreat

4. Cozy Attic 10 min to Llitchfield

5. Cozy Cottage-Sunset On The Lake

6. Cozy Modern Farmhouse Private Apt - 3 Beds

7. Art House 3 Beds Close to Warner Theater

8. Cozy Camper tucked into the woods

9. Cozy 1-bedroom studio in serene Great Barrington with AC

10. Pristine Cozy Walkable Downtown 2BR Getaway

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

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

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

14. Big farmhouse in the foothills of the Berkshires

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

16. The Historic Hideaway

17. The Old Avon Village

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

19. Sun Filled Lake House Living

20. Home in Great Barrington

Find holiday rentals that suit your style

Top Colebrook Hotel Reviews

Sunny Peace Homestay

Simsbury Inn

Quality Inn Great Barrington

Holiday Inn Club Vacations Oak 'n Spruce Resort

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

The Litchfield Inn

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Simsbury 1820 House

The Little Lion

Find out more about Colebrook

Frequently asked questions

Go further with the Expedia app