Holiday Rentals in Great Barrington
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Holiday Rentals in Great Barrington

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

Exclusive Estate, Heated Yearround Outdoor Pool

Stay Lakeside This Summer!

Micosta Leisure Inn

The Ponds at Foxhollow

Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

Spacious 5-bedroom house in charming Lee with WiFi

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

The Kemble- Built by a US Secretary of State in Lenox

Big farmhouse in the foothills of the Berkshires

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

Deluxe Queen Room with 2 Queen Beds

Berkshires sanctuary with outdoor living area & firepit. 8minutes to Tanglewood!

Hudson NY’S Country Serenity Guest Suite.

Heaven Can't Wait, On Beautiful Kinderhook Lake! 4TH OF JULY FIREWORKS ON LAKE!
Other types of properties in Great Barrington you may be interested in

Quality Inn
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.