Vacation rentals in Great Barrington

Top vacation rentals in Great Barrington

The Freeman - Newly Renovated 14K SF Estate on 40 Acres

4.81 mi from city center

A gym is featured at this villa, along with a garden and a library. Families will appreciate the arcade/game room and barbecue grills. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls.

Kitchen

Washer

Private Estate, Heated YEARROUND Outdoor Pool

4.65 mi from city center

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A garden is available at this vacation home.

Pool

Kitchen

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

4.12 mi from city center

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This vacation home features barbecue grills.

Kitchen

Washer

Perfect Vacation Get Away - Historical New Marlborough

8.49 mi from city center

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This cottage includes a garden and barbecue grills.

Kitchen

Washer

Peaceful, Post and Beam Loft, Sleeps 9

5.67 mi from city center

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This vacation home includes a garden and barbecue grills.

Kitchen

Washer

Minutes from Ski Butternut, Tanglewood, and Downtown Great Barrington

2.71 mi from city center

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This vacation home includes a garden and barbecue grills.

Kitchen

Washer

Great Barrington Get Away

0.62 mi from city center

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This vacation home includes a garden and barbecue grills.

Kitchen

Washer

Micosta Leisure Inn

3007 County Rd 20, Hudson, NY

Free Cancellation

Reserve now, pay when you stay

19.98 mi from city center

$125

includes taxes & fees

$116 per night

Nov 25 - Nov 26

This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 50 onsite conference rooms. A restaurant, laundry facilities, and barbecue grills are also provided.

Kitchen

Pet friendly

Berkshire Village Carriage House - Super Private!!

22.34 mi from city center

$221

includes taxes & fees

$198 per night

Nov 25 - Nov 26

This vacation home includes a garden and barbecue grills.

Kitchen

Free WiFi

Peace and quiet on the lake

15.73 mi from city center

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This vacation home includes a garden and barbecue grills.

Kitchen

Washer

Pristine Home In Becket Woods

18.55 mi from city center

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A spa tub is featured at this vacation home, along with barbecue grills.

Hot Tub

Kitchen

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

11.62 mi from city center

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In-room fitness is featured at this cabin, along with a garden and barbecue grills.

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

15.94 mi from city center

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This cabin includes a garden and barbecue grills.

Kitchen

Washer

Berkshires Cabin 2 Mi to Appalachian Trail!

11.82 mi from city center

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Free WiFi in public areas is available at this cabin.

Serene Acreage - Pond - Hiking Trails Nearby

10.93 mi from city center

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This cabin features barbecue grills.

Kitchen

Washer

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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.

The Best Way to Find your Vacation Rentals in Great Barrington

How cheap can a vacation rental in Great Barrington be?

You can find vacation rentals in Great Barrington for as low as $125 per night.

How do you look for the best vacation rental deals in Great Barrington with Travelocity?

Travelocity provides the best vacation rental deals in various locations throughout Great Barrington so you can create the perfect plan for you. You can search and filter by type of property, amenities, neighborhood, price range, number of bedrooms, and more.

Are cancellations free on vacation rentals with Travelocity?

Each vacation rental has its own cancellation policy. It’s essential to understand the terms of your agreement before booking. Most rentals in Great Barrington can be canceled for free when notifying the property before the cancellation deadline.

What types of vacation rentals are available in Great Barrington?

Short term rentals come in all shapes and sizes. Choose from properties for a wide range of budgets and types of holidays. Families, couples, outdoor adventurers, and leisure travelers alike will find the perfect place for them. Check out our Great Barrington vacation apartments to get started building your trip.

What are the benefits of booking a short-term rental in Great Barrington?

Whether it’s for a summer getaway, a winter excursion, or a routine business trip, Great Barrington vacation homes are often an excellent choice. You can enjoy group vacations with short term rentals to fit your party size. You might take a romantic weekend for two or plan a family reunion, and all stay under one roof. The options are endless, and you can find them on Travelocity.

Why is Travelocity the best site to find your vacation rental in Great Barrington?

With Travelocity, all your travel needs are taken care of in one convenient platform. We offer fantastic deals on our large selection of vacation rentals to get you the most savings and rewards back on every booking. Save more when you bundle bookings together, including car rentals, flights, and activities. Here, you can build custom Great Barrington vacations.

How to cancel your vacation rental with Travelocity?

To cancel your vacation rental, contact the property manager. You can find their contact information in the ‘Itinerary’ section of your Travelocity account. Most properties receive a full refund when you cancel before the cancellation deadline. Policies vary by property, so it’s important to understand the terms before booking. For more information, visit our customer service portal.