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Charlemont Vacation Rentals

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Our top choices for Charlemont vacation rentals

Riverbend Berkshire East Basecamp - 3 bedrooms available

Riverbend Berkshire East Basecamp - 3 bedrooms available
Charlemont
10.0 out of 10, Exceptional, (1)
"Very nice house and the stay was unproblematic!"
United States
Noah K.
$378 nightly
The price is $422
Jan 3 - Jan 4, 2026
Total with taxes and fees
Riverbend Berkshire East Basecamp - 3 bedrooms available

Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike

Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike
2.0 star property
Charlemont
$582 nightly
The price is $651
Jan 5 - Jan 6, 2026
Total with taxes and fees
Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike

Bear Creek Cabin

Bear Creek Cabin
Charlemont
10.0 out of 10, Exceptional, (43)
"We enjoyed our stay!!"
United States
Hillary S.
$527 nightly
The price is $589
Dec 31 - Jan 1, 2026
Total with taxes and fees
Bear Creek Cabin

Berkshire East Basecamp - 5 bedroom Winter Vintage Vibe Retreat

Berkshire East Basecamp - 5 bedroom Winter Vintage Vibe Retreat
2.0 star property
Charlemont
$612 nightly
The price is $683
Jan 12 - Jan 13, 2026
Total with taxes and fees
Berkshire East Basecamp - 5 bedroom Winter Vintage Vibe Retreat

Charlemont Chalet - A 15 Acre Private Retreat

Charlemont Chalet - A 15 Acre Private Retreat
2.0 star property
Charlemont
$623 nightly
The price is $672
Dec 30 - Dec 31
Total with taxes and fees
Charlemont Chalet - A 15 Acre Private Retreat

Huttopia Berkshires

Huttopia Berkshires
1.0 star property
Williamstown
10.0 out of 10, Exceptional, (7)
"Perfect place for a relaxing getaway! We loved everything! "
United States
Cammie
$180 nightly
The price is $201
Jan 6 - Jan 7, 2026
Total with taxes and fees
Huttopia Berkshires

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2188)
"Awesome for ski"
United States
Lazar
$126 nightly
The price is $141
Jan 4 - Jan 5, 2026
Total with taxes and fees
Vacation Village in the Berkshires

Wellness Getaway with a Personal Sauna, and Private River Beach!

Wellness Getaway with a Personal Sauna, and Private River Beach!
2.0 star property
Newfane
10.0 out of 10, Exceptional, (2)
"The folks are SUPER and made me feel very welome"
United States
Mark
$228 nightly
The price is $255
Jan 15 - Jan 16, 2026
Total with taxes and fees
Wellness Getaway with a Personal Sauna, and Private River Beach!

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Dover
9.8 out of 10, Exceptional, (22)
"Decently-sized rooms, great lighting, plenty of space for families with kids to relax, enjoy the outdoor space, easy drive to Stratton and Wilmington. "
United States
SZU YIN C.
$364 nightly
The price is $411
Jan 5 - Jan 6, 2026
Total with taxes and fees
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (46)
"Close to downtown, clean & comfortable!"
United States
Robbi C.
$180 nightly
The price is $201
Dec 30 - Dec 31
Total with taxes and fees
Lovely 2nd Floor Apartment

Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
Greenfield
9.0 out of 10, Wonderful, (4)
"Super clean and nice space with beautifully updated bathroom and kitchen. Loved staying here."
United States
Andrew R.
$212 nightly
The price is $236
Jan 11 - Jan 12, 2026
Total with taxes and fees
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
9.2 out of 10, Wonderful, (17)
"So cute and in such a great area! It was a perfect stay"
United States
Jaden F.
$265 nightly
The price is $299
Jan 5 - Jan 6, 2026
Total with taxes and fees
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Lake Whitingham & Mount Snow Area Village Apartment

Lake Whitingham & Mount Snow Area Village Apartment
2.0 star property
Whitingham
10.0 out of 10, Exceptional, (1)
"This place was cozy and romantic, making it the perfect escape from the hustle and bustle of city life. The location is ideal, with charming New England towns to explore in every direction. Amy and Connor were exceptional hosts, checking in with us throughout our stay to ensure we felt right at home."
United States
Anicia K.
$273 nightly
The price is $306
Dec 30 - Dec 31
Total with taxes and fees
Lake Whitingham & Mount Snow Area Village Apartment

Cozy Rustic Apt in 18th c Berkshire Farmhouse

Cozy Rustic Apt in 18th c Berkshire Farmhouse
Lanesborough
9.6 out of 10, Exceptional, (67)
"We had a lovely stay! The studio was comfortable, clean, and just what we needed. Our hosts were friendly and helpful!"
United States
Janice L.
$188 nightly
The price is $206
Jan 1 - Jan 2, 2026
Total with taxes and fees
Cozy Rustic Apt in 18th c Berkshire Farmhouse

Mountain Chalet mins from Mt Snow Skiing/hiking

Mountain Chalet mins from Mt Snow Skiing/hiking
East Dover
9.8 out of 10, Exceptional, (9)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
United States
Roy-michael G.
$383 nightly
The price is $433
Jan 5 - Jan 6, 2026
Total with taxes and fees
Mountain Chalet mins from Mt Snow Skiing/hiking

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very Good, (987)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
$212 nightly
The price is $237
Jan 5 - Jan 6, 2026
Total with taxes and fees
Jiminy Peak Mountain Resort

2 Twin beds on 1st floor with En-suite bathroom.

2 Twin beds on 1st floor with En-suite bathroom.
Shelburne Falls
$146 nightly
The price is $163
Jan 4 - Jan 5, 2026
Total with taxes and fees
2 Twin beds on 1st floor with En-suite bathroom.

Cozy Valley View Post & Beam Villa!

Cozy Valley View Post & Beam Villa!
Whately
10.0 out of 10, Exceptional, (8)
"Thanks for a great stay"
United States
Andrea M.
$789 nightly
The price is $881
Jan 5 - Jan 6, 2026
Total with taxes and fees
Cozy Valley View Post & Beam Villa!

Penthouse Apartment on Park Street

Penthouse Apartment on Park Street
2.0 star property
Adams
9.6 out of 10, Exceptional, (13)
"Adams is a beautiful town and looks and feels like the appalachian trail! "
United States
judy r.
$219 nightly
The price is $245
Jan 2 - Jan 3, 2026
Total with taxes and fees
Penthouse Apartment on Park Street

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Hinsdale
9.8 out of 10, Exceptional, (35)
"Great cottage - well appointed and very clean. No air conditioning so a bit warm when it’s hot out, but all in all a great stay"
United States
Lindsey E.
$420 nightly
The price is $469
Jan 5 - Jan 6, 2026
Total with taxes and fees
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
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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Top Charlemont Hotel Reviews

Find out more about Charlemont

Everything you need to know about Charlemont vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Charlemont vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Charlemont vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Charlemont vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Charlemont. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Charlemont in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $141 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Charlemont rentals

At Expedia, we put the best Charlemont vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Charlemont rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Charlemont vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Charlemont. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Charlemont?

Yes, there are vacation rentals in Charlemont close to Thunderbolt Mountain Coaster, or you can choose a secluded option if you're looking for extra privacy while you relax. Charlemont is known for its ski areas and parks. Make sure you have time to check out the monuments while you're in the area.

What's the top vacation rental that Charlemont has to offer?

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit. : You might want to consider this vacation home rental near Charlemont, which is located in the mountains and has a fireplace, a patio, and laundry facilities to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a hot tub.

How many vacation rentals are there in Charlemont?

Expedia has 12 vacation rentals for your stay in Charlemont.

What’s there to see and do in Charlemont?

Deerfield River and Swift River are a couple of lovely local spots to get outside and enjoy nature. While here, Berkshire East Ski Resort and Zoar Outdoor/Deerfield Valley Canopy Tours are other places worth a visit.

What’s a vacation rental in Charlemont like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Charlemont. Vacation rentals feature amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a family trip or a small group gathering.