Great Barrington Holiday Homes

Check availability on Holiday Homes in Great Barrington

6 May - 7 May

Tonight

7 May - 8 May

Tomorrow night

Featured Holiday Homes in Great Barrington

Berkshire Village Carriage House - Super Private!!

Lanesborough, MA

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The clean homes at this holiday home get good marks from our customers. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.

Kitchen

Barbecue grill

Near Tanglewood: Historic Summer Retreat

New Lebanon, NY

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Stay at this holiday home in New Lebanon. Enjoy free WiFi, on-site parking and barbecues. Popular attractions New Lebanon Town Hall and Shatford Memorial Park are located nearby. Discover genuine guest reviews for Near Tanglewood: Historic Summer Retreat along with the latest prices and availability – book now.

Remodeled Lakefront retreat w/firepit, close to skiing, golf, and hiking trails!

Copake, NY

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Enjoy free WiFi, a water park and on-site parking. Popular attractions Copake Town Hall and Mosquito Island are located nearby. Discover genuine guest reviews for Remodeled Lakefront retreat w/firepit, close to skiing, golf, and hiking trails! along with the latest prices and availability – book now.

Pet-friendly

Outdoor space

Bright, Airy Home with TONS of character in Hudson, NY - 5 min from Warren St

Hudson, NY

£248

per night

7 May - 8 May

Stay at this holiday home in Hudson. Enjoy free WiFi, a fitness centre and on-site parking. Popular attractions FASNY Museum of Firefighting and Oakdale Beach are located nearby. Discover genuine guest reviews for Bright, Airy Home with TONS of character in Hudson, NY - 5 min from Warren St along with the latest prices and availability – book now.

Pet-friendly

Washer

Fox Hollow Luxury Ranch Laurel Lake

Lee, MA

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Stay at this holiday home in Lenox. Enjoy free WiFi, a garden and tennis courts. Popular attractions Tanglewood Music Center and National Shrine of the Divine Mercy are located nearby.

Hot tub

Fireplace

Stockbridge Home, Come Experience The Berkshires!

Stockbridge, Massachusetts

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Stay at this holiday home in Stockbridge. Enjoy a garden, a patio and cable/satellite TV. Popular attractions Tanglewood Music Center and Mission House are located nearby.

Pet-friendly

Outdoor space

Spacious Berkshires Retreat ~ 3 Mi to Skiing!

Great Barrington, Massachusetts

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Stay at this holiday home in Great Barrington. Enjoy on-site parking, an arcade/games room and a garden. Popular attractions National Shrine of the Divine Mercy and Lake Mansfield Park are located nearby. Discover genuine guest reviews for Spacious Berkshires Retreat ~ 3 Mi to Skiing! along with the latest prices and availability – book now.

Outdoor space

Mountain view

Cheerful 3-bedroom cottage with woodstove

Sheffield, MA

£393

per night

6 Jun - 7 Jun

Stay at this holiday home in Sheffield. Enjoy free WiFi, a fitness centre and on-site parking. Popular attractions Thom Reed UFO Monument Park and Mount Everett State Reservation are located nearby. Discover genuine guest reviews for Cheerful 3-bedroom cottage with woodstove along with the latest prices and availability – book now.

Fireplace

Pet-friendly

Great Barrington Get Away

Great Barrington, MA

£410

per night

7 May - 8 May

Stay at this holiday home in Great Barrington. Enjoy free WiFi, on-site parking and a garden. Popular attractions Housatonic River and Housatonic River Walk are located nearby. Discover genuine guest reviews for Great Barrington Get Away along with the latest prices and availability – book now.

Beautiful Lenox Home, 3 Mi to Shakespeare & Co!

Lenox, MA

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Stay at this family-friendly holiday home in Lenox. Enjoy on-site parking, a garden and an in-room DVD player. Popular attractions Tanglewood Music Center and Kennedy Park are located nearby. Discover genuine guest reviews for Beautiful Lenox Home, 3 Mi to Shakespeare & Co! along with the latest prices and availability – book now.

Hearts Desire is a furnished whole house in a small, colorful garden center.

Lanesborough, MA

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The clean home at this holiday home gets high marks from our customers. 1 hot tub is available. The holiday home includes amenities such as free WiFi and a kitchen.

Garfield Townhouse in the Berkshires on Main St

Lee, MA

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Stay at this holiday home in Lee. Enjoy free WiFi, a garden and a patio. Popular attractions Tanglewood Music Center and Berkshire Mountain Country Store are located nearby.

Dancing Horse Lodge

Pittsfield, MA

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Stay at this holiday home in Pittsfield. Enjoy WiFi, on-site parking and a garden. Popular attractions Tanglewood Music Center and Bousquet Ski Area are located nearby. Discover genuine guest reviews for Dancing Horse Lodge along with the latest prices and availability – book now.

Minutes from downtown Great Barrington, Convenient location

Great Barrington, MA

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Stay at this holiday home in Great Barrington. Enjoy free WiFi, a garden and a patio. Popular attractions W.E.B. Du Bois Boyhood Homesite and Mahaiwe Performing Arts Center are located nearby.

Stockbridge Home: Walk to Town Beach!

Stockbridge, Massachusetts

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The clean homes at this holiday home get good marks from our customers. Free WiFi in public areas is available. Enjoy your stay with amenities like a kitchen and a fireplace in the holiday home.

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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.

How to Find the Best Holiday Homes in Great Barrington

Why rent a holiday home in Great Barrington?

Great Barrington holiday homes are perfect for lots of travellers and different types of holiday. You’ll have a place to call home, and more space and privacy. There are many accommodations to suit your needs, whether it’s a couples’ getaway or a large house to fit all your friends and family.

What are the benefits of booking a holiday home with ebookers?

ebookers offers some of the best deals on holiday homes in Great Barrington. We give our members exclusive discounts with Insider Prices. Plus, members registered with BONUS+ receive points back on every booking (1 point = £1), and there are no blackout dates for using them. Choose from a great selection of holiday homes and get your flight tickets or car hire in Great Barrington at the same time to save even more.

How much does it cost to rent a holiday home in Great Barrington?

Prices on holiday homes in Great Barrington between £248 - £410. Nightly rates vary based on your travel dates, property location, amenities, number of bedrooms, and more.

How many holiday homes can you choose from in Great Barrington?

There are 405 private vacation homes available to rent in Great Barrington.

What amenities can I find in a private holiday home?

Our private rental homes offer a wide range of amenities. Discover holiday homes with a swimming pool, games room, air-conditioning, hot tub, parking, and other desirable features. You can use our filters to narrow down your search.

When is the best time to stay in a holiday home in Great Barrington?

Prices for Great Barrington rental houses change based on seasonal demand. They are cheapest during and highest during . Save money by booking a stay during the low season, . You can also plan your stay during the high season, , to take advantage of the weather and fun activities.

How do I find the best price on a holiday home in Great Barrington?

On ebookers you can easily find some of the best deals on holiday homes in Great Barrington. Choose an offer that interests you and enter your travel dates to see the exact price. You can explore different neighbourhoods and compare costs within the area using our map feature. Adjust your travel dates to view prices for similar timeframes and use our filters to narrow down your search.

Does ebookers offer flexible bookings or holidays homes with free cancellation?

It’s important to keep in mind the terms of each deal during your search. Some bookings offer free cancellation while others are non-refundable. For holiday homes in Great Barrington, cancellations must go through the individual property owner. To find out more about your reservation, navigate to your itinerary. For all other questions and concerns, please visit our customer service portal.