Book Holiday Homes in Charlemont
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Charlemont

Berkshire Village Carriage House - Super Private!!

The Jelly Mill-A River Retreat

Hancock Village Inn at Jiminy Peak

kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

1810 Brook Side Mill/House / EV Level 2 Charging on Site

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Cozy retreat near slopes

GAMERS HAVEN, River Wine Inn!

Mountain Blossom Retreat by Evergreen Home
Charlemont 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 Charlemont vacation homes are the perfect way for you to wing it.
Holiday houses in Charlemont 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 Charlemont 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 Charlemont adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Charlemont 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 Charlemont 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.
Charlemont Holiday Homes essential information
Accommodation | 487 Holiday Homes |
---|---|
Lowest Price | NZ$173 |
Highest Price | NZ$1,813 |
Popular accommodation | Berkshire Village Carriage House - Super Private!!, The Jelly Mill-A River Retreat, Hancock Village Inn at Jiminy Peak, kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley, 1810 Brook Side Mill/House / EV Level 2 Charging on Site, Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit. , Cozy retreat near slopes, GAMERS HAVEN, River Wine Inn!, Mountain Blossom Retreat by Evergreen Home |
More accommodations in Charlemont
Top trending hotels in Charlemont

Bear Creek Cabin

The Yankee, Trademark Collection by Wyndham

The Williams Inn

Vacation Village in the Berkshires
More ways to explore Charlemont
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.