Historic Bissell Covered Bridge in Charlemont, Massachusetts, USA, a reconstructed wooden bridge spanning Mill Brook

Charlemont Holiday Rentals

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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Charlemont holiday rentals

Lobby

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,394 reviews)
"Property is great and stay was great"
United States
Isha
The price is HK$1,027
HK$1,234 total
includes taxes & fees
17 Jun - 18 Jun
Vacation Village in the Berkshires
Interior

3 Mi to Mount Snow: Spacious West Dover Home

3 Mi to Mount Snow: Spacious West Dover Home
3.0 star property
West Dover
The price is HK$2,758
HK$5,116 total
includes taxes & fees
15 Jun - 16 Jun
3 Mi to Mount Snow: Spacious West Dover Home
Exterior

Two Brooks Lodge

Two Brooks Lodge
3.0 star property
Bennington
4.8 out of 10, (3 reviews)
"Stayed at this property everything was as stated but then property manager made me pay cleaning fee and deposit through cash app , Then later Said I didn’t pay for property when I clearly did had receipts then after confronted by Expedia , He lies say I left the house a mess and that displaced half the water out of the hot tub that I didn’t use at all and didn’t do the dishes which I did , not to mentions I paid a cleaning fee either way . So this unprofessional listing gets keep the deposit...
United States
Hunter
The price is HK$852
HK$2,965 total
includes taxes & fees
15 Jun - 16 Jun
Two Brooks Lodge
Room

Huttopia Berkshires

Huttopia Berkshires
1.0 star property
Williamstown
9.4 out of 10, Exceptional, (10 reviews)
"Healthy food too!"
United States
GEORGINA
The price is HK$903
HK$1,008 total
includes taxes & fees
16 Jun - 17 Jun
Huttopia Berkshires
Interior

Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Charming Wilmington Cabin, 8 Mi. to Mt Snow!
3.0 star property
Wilmington
10.0 out of 10, Exceptional, (1 review)
"The house was everything we wanted and more. Loaded with space, kitchen supplies, comfort, a grill, gorgeous stone fireplace. The location on. sleepy back road in the woods was beautiful and quiet. The only complaint is that they make you take your trash with you when you go. There was a pass for the local dump which helped offset the inconvenience. Otherwise, A+"
United States
Mark
The price is HK$1,152
HK$3,402 total
includes taxes & fees
29 Jun - 30 Jun
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
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

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

8/10 Good
"Place was vey clean and easy to any place you wanted to go"
Thomas 3-night trip
Posted 1 hour ago
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

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
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  • 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?

Secluded Family Getaway w/ On-Site Creek in Hawley: This highly rated holiday home rental in Charlemont is located on the waterfront, and has a fireplace, a patio and a BBQ 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. You can relax into your holiday with a garden and a selection of games. Another good choice for your trip to Charlemont is Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort.

How many holiday rentals are there in Charlemont?

Expedia has 13 holiday rentals for your stay in Charlemont.

What’s there to see and do in Charlemont?

Deerfield River and Hawley Bog Preserve are a couple of lovely local spots to get outside and enjoy nature. While here, Thunderbolt Mountain Coaster and Berkshire East Ski Resort 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.