Charlemont Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
8 May - 10 May
In two months
19 Jun - 21 Jun
In three months
17 Jul - 19 Jul
In four months
14 Aug - 16 Aug

Our top choices for Charlemont holiday rentals

Exterior

Bear Creek Cabin

Bear Creek Cabin
Charlemont
10.0 out of 10, Exceptional, (46 reviews)
"The creek, fire pit, wood stove, and cozy vibes were just great! "
United States
Jennifer F.
The price is HK$3,133
HK$4,689 total
includes taxes & fees
2 May - 3 May
Bear Creek Cabin
Interior

12-acre Vacation Rental in the Berkshires!

12-acre Vacation Rental in the Berkshires!
3.0 star property
Charlemont
The price is HK$1,903
HK$4,265 total
includes taxes & fees
25 Apr - 26 Apr
12-acre Vacation Rental in the Berkshires!
Property grounds

Riverbend Berkshire East Basecamp - 3 bedrooms available

Riverbend Berkshire East Basecamp - 3 bedrooms available
Charlemont
10.0 out of 10, Exceptional, (3 reviews)
"Very nice house and the stay was unproblematic!"
United States
Noah K.
The price is HK$1,631
HK$3,667 total
includes taxes & fees
1 May - 2 May
Riverbend Berkshire East Basecamp - 3 bedrooms available
TV, fireplace, books

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

Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting
Charlemont
10.0 out of 10, Exceptional, (2 reviews)
"Our stay at the chalet was exactly what we hoped it would be! The space is in a beautiful location that is perfect for dogs. The host was very helpful and responsive and check in was a breeze. We'll be back for sure!"
United States
Georgia P.
The price is HK$2,820
HK$10,595 total
includes taxes & fees
8 May - 9 May
Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting
Terrace/patio

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Hinsdale
10.0 out of 10, Exceptional, (11 reviews)
"Stacy and her husband were very communicative and accommodating. We had everything we needed in the yurt and they provided us with some extra supplies as well. Would definitely stay again!"
United States
Gina M.
The price is HK$705
HK$1,232 total
includes taxes & fees
28 Apr - 29 Apr
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
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$735
HK$821 total
includes taxes & fees
21 May - 22 May
Huttopia Berkshires
Interior

Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (53 reviews)
"Very clean, cozy and lots of nice plants! "
United States
Mary
The price is HK$909
HK$1,576 total
includes taxes & fees
27 Apr - 28 Apr
Lovely 2nd Floor Apartment
Exterior

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

Wellness Getaway with a Personal Sauna, and Private River Beach!
Newfane
10.0 out of 10, Exceptional, (3 reviews)
"Very welcoming and extremely helpful. Had a wonderful stay post ski day! Would definitely recommend and stay again. "
United States
Joseph P.
The price is HK$1,097
HK$2,035 total
includes taxes & fees
6 May - 7 May
Wellness Getaway with a Personal Sauna, and Private River Beach!
Outdoor pool, a heated pool

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
9.4 out of 10, Exceptional, (23 reviews)
"Perfect spot for Mount Snow "
United States
Bobby
The price is HK$533
HK$2,558 total
includes taxes & fees
6 May - 7 May
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Exterior detail

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
9.6 out of 10, Exceptional, (8 reviews)
"Super clean and nice space with beautifully updated bathroom and kitchen. Loved staying here."
United States
Andrew R.
The price is HK$719
HK$1,853 total
includes taxes & fees
27 Apr - 28 Apr
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
Private kitchen

The Studio with a View. Bring your dog, too!

The Studio with a View. Bring your dog, too!
Brattleboro
10.0 out of 10, Exceptional, (2 reviews)
"Great cozy little mountain cabin stay!! Well-appointed studio barn/cabin with scenic view and great proximity to skiing. Would stay again : )"
United States
James M.
The price is HK$1,010
HK$2,097 total
includes taxes & fees
27 Apr - 28 Apr
The Studio with a View. Bring your dog, too!
Terrace/patio

Vikings Villages Resort - Double Bed Room

Vikings Villages Resort - Double Bed Room
Guilford
The price is HK$1,762
HK$2,131 total
includes taxes & fees
28 Apr - 29 Apr
Vikings Villages Resort - Double Bed Room
Smart TV

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
9.8 out of 10, Exceptional, (111 reviews)
"Lovely place to stay and close to a nice cafe/market. Hosts were friendly and had fresh breakfast food in the refrigerator waiting for us. "
United States
Bill K.
The price is HK$1,022
HK$1,492 total
includes taxes & fees
29 Apr - 30 Apr
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Exterior

Light-filled treetop apartment close to downtown Greenfield and Highland Park

Light-filled treetop apartment close to downtown Greenfield and Highland Park
Greenfield
9.0 out of 10, Wonderful, (2 reviews)
"Beautiful house, immaculate and cool space! Perfect overnight after catching a show at Shea Theater."
United States
Nicole C.
The price is HK$775
HK$1,041 total
includes taxes & fees
28 Apr - 29 Apr
Light-filled treetop apartment close to downtown Greenfield and Highland Park
Property grounds

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, (36 reviews)
"Amazing, peaceful, immaculately clean property. "
United States
Cec C.
The price is HK$1,487
HK$3,560 total
includes taxes & fees
27 Apr - 28 Apr
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Interior

Cozy apt in beautiful secluded spot 15 mins from Mt Snow

Cozy apt in beautiful secluded spot 15 mins from Mt Snow
Dover
10.0 out of 10, Exceptional, (4 reviews)
"Cozy little spot that had everything we needed. Peaceful, quiet, and once the rain let up on our stay we walked out to the gorgeous little pond on the property. So serene. Catherine was great!"
United States
Erica H.
Cozy apt in beautiful secluded spot 15 mins from Mt Snow
Exterior

Rose wisteria 4 guests 2 bedrooms-full+queen beds

Rose wisteria 4 guests 2 bedrooms-full+queen beds
Shelburne Falls
The price is HK$1,269
HK$2,362 total
includes taxes & fees
29 Apr - 30 Apr
Rose wisteria 4 guests 2 bedrooms-full+queen beds
Exterior detail

comfort, luxury, privacy

comfort, luxury, privacy
Amherst
9.8 out of 10, Exceptional, (76 reviews)
"Great stay!"
United States
Shawn L.
The price is HK$952
HK$1,413 total
includes taxes & fees
5 May - 6 May
comfort, luxury, privacy
Lobby

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Dover
8.6 out of 10, Excellent, (37 reviews)
"Great place with great amenities! "
United States
Rachel R.
The price is HK$556
HK$2,406 total
includes taxes & fees
25 Apr - 26 Apr
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Outdoor dining

Downtown | Waterfront | Walk to Shops

Downtown | Waterfront | Walk to Shops
Williamstown
10.0 out of 10, Exceptional, (7 reviews)
"Perfect setup for anyone visiting Williamstown."
United States
Michael P.
The price is HK$1,018
HK$2,264 total
includes taxes & fees
26 Apr - 27 Apr
Downtown | Waterfront | Walk to Shops
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Charlemont Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

6/10 Okay
"Overall it was ok. Nothing too special. Pros: Spacious and kitchen appliances fully working. Nice glasses and cutlery. Cons: Elevator Maintenance was expired and no housekeeping during stay. Massive hole in screen door."
John 4-night trip
Posted 14 hours ago
Berkshire Mountain Lodge

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?

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 Swift River 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.