Charlemont Holiday Rentals

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Check prices for these dates

Tonight
17 Dec - 18 Dec
Tomorrow
18 Dec - 19 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Our top choices for Charlemont holiday rentals

Lobby
Vacation Village in the Berkshires

Condo in Williamstown

Vacation Village in the Berkshires
3.0 star property
8.8 out of 10, Excellent, (2175)
"Awesome for ski"
United States
Lazar
The price is HK$809
HK$989 total
includes taxes & fees
14 Jan - 15 Jan 2026
Vacation Village in the Berkshires
Exterior
Jiminy Peak Mountain Resort

Condo resort in Hancock

Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very good, (987)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is HK$1,398
HK$1,561 total
includes taxes & fees
18 Dec - 19 Dec
Jiminy Peak Mountain Resort
Exterior
Huttopia Berkshires

Camping in Williamstown

Huttopia Berkshires
1.0 star property
10.0 out of 10, Exceptional, (7)
"Perfect place for a relaxing getaway! We loved everything! "
United States
Cammie
The price is HK$1,505
HK$1,682 total
includes taxes & fees
4 Jan - 5 Jan 2026
Huttopia Berkshires
Interior
Wilmington Retreat Near Trails, Skiing & Festivals

Cottage in Wilmington

Wilmington Retreat Near Trails, Skiing & Festivals
3.0 star property
10.0 out of 10, Exceptional, (2)
"Great location and awesome house. Owners were easy to communicate with. "
United States
Anonymous traveller
The price is HK$3,416
HK$6,769 total
includes taxes & fees
28 Dec - 29 Dec
Wilmington Retreat Near Trails, Skiing & Festivals
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

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent
"From check in to the room itself to parking and breakfast everything was wonderful!!"
Scott W 1-night trip
Posted 2 days ago
Hampton Inn & Suites Berkshires-Lenox

Find out more about Charlemont

Search for holiday rentals in Charlemont on Expedia! You can easily find your home rentals, villas, holiday apartments in Charlemont using one of the methods below:

  • View our selection of featured holiday rentals in Charlemont
  • Use the map to find apartments and other holiday homes in the Charlemont neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Charlemont while they last

Look no further and take a look at our great range of rental properties in Charlemont!

Frequently asked questions

Are there holiday rentals in Charlemont?

Yes, there are holiday rentals in Charlemont close to Thunderbolt Mountain Coaster, or you can select a more secluded option if you're looking for a relaxing stay. 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 are some of the best holiday rentals that Charlemont has to offer?

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit. : This holiday home rental outside of Charlemont 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and 1 hot tub.

How many holiday rentals are there in Charlemont?

Expedia has 12 holiday 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, Bissell Covered Bridge and Thunderbolt Mountain Coaster are other places worth a visit.

What’s a holiday rental in Charlemont like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Charlemont. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a small group gathering.