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Featured Holiday Homes in Charlemont

Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment

Greenfield
The price is AU$310 per night from 21 Aug to 22 Aug
AU$310
21 Aug - 22 Aug
includes taxes & fees
Located in Greenfield, this vacation home is within a 5-minute drive of Fresenius Medical Care at Franklin Medical Center and Energy Park.
Lovely 2nd Floor Apartment
Contemporary Berkshire Home with Views of Taconic Golf Course

Contemporary Berkshire Home with Views of Taconic Golf Course

Williamstown
Located in Williamstown, this vacation home is within a 5-minute drive of Williams College Taconic Golf Course and Williams College.
Contemporary Berkshire Home with Views of Taconic Golf Course
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

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

Amherst
With a stay at this vacation home, you'll be centrally located in Amherst, a 4-minute drive from University of Massachusetts Amherst and 6 minutes from Amherst ...
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
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Berkshire Ashmere Lake lodging. Quiet  room, Fantastic sunsets.

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

Hinsdale
With a stay at this vacation home in Hinsdale, you'll be within a 15-minute drive of Bas Ridge Golf Course and Crane Museum of Papermaking.
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
Stylish new 2 bedroom property in enchanting Shelburne Falls Village.

Stylish new 2 bedroom property in enchanting Shelburne Falls Village.

2 out of 5
Shelburne Falls
With a stay at this apartment in Shelburne Falls, you'll be a 1-minute walk from Deerfield River and 7 minutes by foot from Arms Cemetery.
Stylish new 2 bedroom property in enchanting Shelburne Falls Village.
Couples 2 Bedroom Retreat - Hot Tub- Air Hockey -Close to ShelburneFalls

Couples 2 Bedroom Retreat - Hot Tub- Air Hockey -Close to ShelburneFalls

Colrain
The price is AU$574 per night from 21 Aug to 22 Aug
AU$574
21 Aug - 22 Aug
includes taxes & fees
Located in Colrain, this vacation home is within a 5-minute drive of Arthur A. Smith Covered Bridge and G. William Pitt House and Collection.
Couples 2 Bedroom Retreat - Hot Tub- Air Hockey -Close to ShelburneFalls
Beautiful Custom Built Timber Frame Home, Sleeps 11

Beautiful Custom Built Timber Frame Home, Sleeps 11

Wilmington
Located in Wilmington, this vacation home is on a lake, a 1-minute drive from Lake Raponda and 9 minutes from South Main Street.
Beautiful Custom Built Timber Frame Home, Sleeps 11
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

Hawley
Located in Charlemont, this vacation home is in the mountains, within a 15-minute drive of Hawley Bog Preserve and Swift River.
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

Whitingham
Located in Whitingham, this vacation home is on the waterfront, within a 15-minute walk of Harriman Reservoir and Green Mountain National Forest.
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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
496 Holiday Homes
Lowest Price
AU$202
Highest Price
AU$924
Popular accommodation
Lovely 2nd Floor Apartment, Contemporary Berkshire Home with Views of Taconic Golf Course, kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley, Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets. , Stylish new 2 bedroom property in enchanting Shelburne Falls Village., Couples 2 Bedroom Retreat - Hot Tub- Air Hockey -Close to ShelburneFalls, Beautiful Custom Built Timber Frame Home, Sleeps 11, Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort, Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

Top trending hotels in Charlemont

Bear Creek Cabin

Bear Creek Cabin

Charlemont
The price is AU$924 per night from 18 Aug to 19 Aug
AU$924
18 Aug - 19 Aug
includes taxes & fees
Located in Charlemont, this cabin is on a river, within a 5-minute drive of Deerfield River and Rowe Town Forest.
Bear Creek Cabin
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is AU$202 per night from 27 Aug to 28 Aug
AU$202
27 Aug - 28 Aug
includes taxes & fees
With a stay at Vacation Village in the Berkshires in Williamstown, you'll be a 3-minute drive from Jiminy Peak Mountain Resort and 5 minutes from Mountain ...
Vacation Village in the Berkshires
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
With a stay at Berkshire Mountain Lodge in Pittsfield, you'll be next to a golf course, within a 10-minute drive of Tanglewood Music Center and Guido's ...
Berkshire Mountain Lodge
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Hotel UMass

Hotel UMass

2.5 out of 5
1 Campus Center Way, Amherst, MA
Fully refundableReserve now, pay when you stay
The price is AU$270 per night from 2 Sept to 3 Sept
AU$270
2 Sept - 3 Sept
includes taxes & fees
With a stay at Hotel UMass in Amherst, you'll be steps from University of Massachusetts Amherst and a 3-minute drive from Amherst College.
Hotel UMass
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.