Book Holiday Homes in Housatonic
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Featured Holiday Homes in Housatonic

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!

Heart of Lenox Walk to Town Cozy Cottage!

Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna
Housatonic 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 Housatonic vacation homes are the perfect way for you to wing it.
Holiday houses in Housatonic 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 Housatonic 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 Housatonic adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Housatonic 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 Housatonic 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.
Housatonic Holiday Homes essential information
Accommodation | 459 Holiday Homes |
---|---|
Lowest Price | AU$157 |
Highest Price | AU$1,665 |
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!, Heart of Lenox Walk to Town Cozy Cottage!, Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna |
Holiday Homes in Housatonic
Top Locations for Holiday Homes in Housatonic
More accommodations in Housatonic
Top trending hotels in Housatonic

Life House Berkshires

The Yankee, Trademark Collection by Wyndham

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Black Swan Lee - Lenox, Ascend Hotel Collection
More ways to explore Housatonic
Top picks
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^Subject to availability and chosen travel dates.