Book Holiday Homes in West Stockbridge
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Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in West Stockbridge

Berkshire Village Carriage House - Super Private!!

Hancock Village Inn at Jiminy Peak

4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi

Spectacular views and close to Great Barrington.

Peace and quiet on the lake

Lakeside Retreat Just You, The Lake & The View!

COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!

Cozy Retreat w/ Hot Tub, on Sleepy Hollow Lake!

Secluded Lux Mansion Pool Home with Amazing Views
West Stockbridge Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our West Stockbridge vacation homes are the perfect way for you to wing it.
Holiday houses in West Stockbridge let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of West Stockbridge in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local West Stockbridge adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in West Stockbridge with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of West Stockbridge vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
West Stockbridge Holiday Homes essential information
Accommodation | 521 Holiday Homes |
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Lowest Price | AU$106 |
Highest Price | AU$1,675 |
Popular accommodation | Berkshire Village Carriage House - Super Private!!, Hancock Village Inn at Jiminy Peak, 4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi, Spectacular views and close to Great Barrington., Peace and quiet on the lake, Lakeside Retreat Just You, The Lake & The View!, COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!, Cozy Retreat w/ Hot Tub, on Sleepy Hollow Lake!, Secluded Lux Mansion Pool Home with Amazing Views |
Holiday Homes in West Stockbridge
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Pleasant Valley Motel West Stockbridge

Life House Berkshires

The Yankee, Trademark Collection by Wyndham

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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**Terms and Conditions apply.
^Subject to availability and chosen travel dates.