Holiday Rentals in Great Barrington
More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers
Flexibility matters
24/7 support, so you can book with confidence
Unlock member prices with Mates Rates
You could save 10% or more on over 100,000 hotels right now.
Check rental availability in Great Barrington
Holiday Rentals in Great Barrington
Family Ski Getaway in the Berkshires
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!
Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!
Premiere Berkshire Country Estate w/ Private Pool & Tennis Court - 5 mins to GB!
Beautiful Berkshire Farm House on 160+ Acres
The Ponds at Foxhollow
Micosta Leisure Inn
Peace and quiet on the lake
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
Gorgeous Hudson River Estate-with Pool and Winter Jacuzzi
Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!
4Br/3bath Lakefront/Ski House in Berkshires. Hi speed wifi
Big farmhouse in the foothills of the Berkshires
Quintessential 6-BR Berkshires Lodge
Other types of properties in Great Barrington you may be interested in
Quality Inn Great Barrington
Holiday Accommodation Great Barrington
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Great Barrington are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Great Barrington itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Great Barrington holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Great Barrington, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Great Barrington with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.
