Great Barringtonholiday rentals

From simple studios to luxe lofts, find holiday rentals that are right for you on Airbnb.
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Holiday rentals in Great Barrington

$127 AUD Cozy House near Kripalu & Skiing ll
54 reviews

DOWNSTAIRS ROOM WITH PRIVATE BATHROOM AND ENTRANCE KRIPALU - SPECIAL WEEKLY AND MONTHLY RATES TWO DAY MINIMUM JULY AND AUGUST I have two listings. If this one is booked pleas... read more
$201 AUD 2 bdrm.Riverhouse in the Berkshires
31 reviews

This is a very special old farmhouse that has been renovated into two separate, private apartments with care and sensitivity to it's history. On the banks of Rising Pond of the ... read more
$201 AUD Berkshires Rock Garden Apartment sleeps 4
15 reviews

This apartment is cozy and comfortable with all new construction, full size appliances, and complete privacy . Enjoy the gorgeous natural setting from the patio while still bein... read more
$201 AUD Beautfiul, modern, GB apartment
75 reviews

This is a lovely private apartment, attached to our house with its own separate entrance. It's newly built, with an excellent use of space and offers a beautiful retreat just m... read more
$201 AUD Quiet Neighborhood – Walk to town
66 reviews

It's a simple house, not fancy, but comfortable. It's near the end of a no-through street with a big back yard on the river just a few blocks to town, approximately 4 miles to S... read more
$114 AUD Fabulous Location- Great Barrington
65 reviews

Quintessential in town country home. The room has a comfy queen size bed with cotton sheets and blankets. I clean the room after each guest INCLUDING the quilts and blankets for... read more

Favourite Great Barrington holiday rentals

$335 AUD LOG HOME*SKI*FOLIAGE *FIREPLAC*HIKE
46 reviews

Newly remodeled cozy log home w/ gorgeous fireplace located in Berkshire County. Convenient location to all local ski areas.(Butternut Basin, Catamount) Minutes from hiking tra... read more
$114 AUD Charming Victorian walk to town
50 reviews

Fresh airy bedroom, new queen size bed, super comfortable. Very sunny in the morning, with east and south exposures. Watch sun come up over the mountain from the east window. Qu... read more
$221 AUD Berkshire Village Get A Way
60 reviews

Come stay in our playful, eclectic home in Great Barrington in the heart of the Berkshires. Our house is designed with a creative touch that is comfortable and full of original... read more
$134 AUD Cozy House in the Berkshires
49 reviews

Comfortable and relaxing 2 Bedroom ranch house with a full kitchen, big living room, pleasant views. Bedroom 1 has queen bed, Bedroom 2 has queen bed and a single nice air bed.... read more
$268 AUD In-town Folk Victorian
39 reviews

Close to everything that's great about Great Barrington and the Berkshires. Stay within a 5 minute walk to Main Street Great Barrington in a 125 year old classic 3-bedroom Folk ... read more
$201 AUD In-Town Getaway
39 reviews

Spacious apartment downstairs on quiet street in downtown Great Barrington with parking. A minutes walk to world class restaurants, theaters, bars, quaint shops, and river w... read more

More holiday rentals in Great Barrington

$268 AUD Charming Berkshires Cottage
43 reviews

Beautiful studio-style stonehouse; queen bed, full bath, kitchenette, dining area, private garden & picnic table, access to heated lap pool, private parking. Walking distance t... read more
$235 AUD light-filled loft in rural paradise
34 reviews

Soho in the Berkshires - 700 square foot loft in renovated barn with downstairs kitchen and dining room with deck overlooking rolling hills and stream. Light filled, spaciou... read more
$114 AUD Downtown Great Barrington, Two Bed, Charming Home
32 reviews

Downtown Great Barrington. 5 minute walk to everything this great little town has to offer. In an "up and coming/eclectic" neighborhood. Two full shared bathrooms, living room a... read more
$637 AUD Beautiful Home with Gorgeous Views!
30 reviews

ASK OWNER FOR SUMMER RATES: ENTIRE HOUSE RENTAL DIFFERS FROM APARTMENT LEVEL RATES: 2500 sq. ft per level of living space; sleeps 10-12 lower level; 2 baths, -UPPER LEVEL sleeps... read more
$114 AUD Cozy house near Kripalu and skiing
134 reviews

TWO DAY MINIMUM JULY AND AUGUST KRIPALU - SPECIAL WEEKLY AND MONTHLY RATES If this room is booked please check my other listing (same house different bedroom) with the same ta... read more
$161 AUD Lovely Peaceful Berkshires Retreat
159 reviews

We offer you a well designed, recently renovated apartment in a Greek Revival home which has two bedrooms, a full kitchen, a shared 3 season porch, full bath-including claw foo... read more

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