A wooden covered bridge with a 'DANGER KEEP OFF DAM' sign, surrounded by lush greenery.

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Charlemont holiday rentals

A cozy living room with a fireplace, a large TV, a Christmas tree, and a leather sofa.

1. 5BR Berkshire Home Mins To The Mountain

5BR Berkshire Home Mins To The Mountain
Charlemont
10.0 out of 10, Exceptional, (8 reviews)
"What an amazing house to stay at! Tons of room, well equipped kitchen and a great location! "
United States
Jason F.
5BR Berkshire Home Mins To The Mountain
A log cabin with a balcony, surrounded by trees.

2. Bear Creek Cabin

Bear Creek Cabin
Charlemont
9.8 out of 10, Exceptional, (54 reviews)
"We enjoyed our stay!!"
United States
Hillary S.
The price is £446
includes taxes & fees
5 Oct - 6 Oct
Bear Creek Cabin
A spacious living area with a stone fireplace, wooden flooring, and a cozy seating area.

3. 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 £1,002
includes taxes & fees
29 Sept - 30 Sept
Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

4. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,160 reviews)
"Absolutely wonderful room with many amenities with short drive to Tanglewood and restaurant options."
United States
Jay
The price is £84
includes taxes & fees
1 Oct - 2 Oct
Berkshire Mountain Lodge
A two-story blue house with a porch, surrounded by a garden with orange flowers.

5. Getaway Near Mass MoCA, Great Hiking, Scenic Views

Getaway Near Mass MoCA, Great Hiking, Scenic Views
Stamford
10.0 out of 10, Exceptional, (35 reviews)
"Perfect for our weekend getaway. Close to the activities we wanted in North Adams, Mass, but just across the state line in a lovely rural setting. A very nice apartment... just as described. So happy to have chosen this for our stay!"
United States
Bill
The price is £111
includes taxes & fees
30 Sept - 1 Oct
Getaway Near Mass MoCA, Great Hiking, Scenic Views
A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

6. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,684 reviews)
"Love this place for a weekend getaway."
United States
Jacob
The price is £89
includes taxes & fees
30 Sept - 1 Oct
Vacation Village in the Berkshires
A modern kitchen with wooden countertops, a central island with stools, hanging pendant lights, and a chalkboard menu.

7. Spacious 5BR w/ Hot Tub & Games

Spacious 5BR w/ Hot Tub & Games
Colrain
10.0 out of 10, Exceptional, (55 reviews)
"This is the second time we have stayed at this property. It is very spacious, cozy, and clean. The beds are very comfortable. It had everything we needed "
United States
Staci M.
The price is £490
includes taxes & fees
29 Sept - 30 Sept
Spacious 5BR w/ Hot Tub & Games
A living room with a beige sofa, a patterned rug, and a wooden floor.

8. Spacious & Cozy Ground Floor 2/3 Bed private suite

Spacious & Cozy Ground Floor 2/3 Bed private suite
Shelburne Falls
9.6 out of 10, Exceptional, (5 reviews)
"Wonderful property with an exceptional host!"
United States
Russ D.
The price is £282
includes taxes & fees
29 Sept - 30 Sept
Spacious & Cozy Ground Floor 2/3 Bed private suite
A rectangular pool with a brick deck, surrounded by lounge chairs and umbrellas.

9. 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)
"Location was excellent, hosts were responsive, cozy little place with the fireplace, great stay!"
United States
Tania J.
The price is £234
includes taxes & fees
29 Sept - 30 Sept
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
A hallway with wooden flooring, white walls, and a bed in the background.

10. Cozy private 2 bed apartment in Shelburne Falls

Cozy private 2 bed apartment in Shelburne Falls
Shelburne Falls
"I really enjoyed the kitchen setup and how everything I needed was there. The beds were very comfortable and having a light nearby for reading was a plus. The walk to downtown was nice. We explored Shelburne Falls out days and it did have something for everyone. I would stay here again."
United States
maureen
The price is £328
includes taxes & fees
29 Sept - 30 Sept
Cozy private 2 bed apartment in Shelburne Falls
A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

11. Rose room Victorian home queen bed private bath

Rose room Victorian home queen bed private bath
Shelburne Falls
The price is £154
includes taxes & fees
20 Oct - 21 Oct
Rose room Victorian home queen bed private bath
A blue house with a porch, a wooden bench, and a door.

12. 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, (9 reviews)
"Super clean and nice space with beautifully updated bathroom and kitchen. Loved staying here."
United States
Andrew R.
The price is £186
includes taxes & fees
5 Oct - 6 Oct
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
A red barn with a black door and a heart-shaped cutout, surrounded by lush greenery and trees.

13. Charming, updated 3 bedroom farmhouse farm stay.

Charming, updated 3 bedroom farmhouse farm stay.
Williamsburg
10.0 out of 10, Exceptional, (41 reviews)
"Wonderful place to stay with our two teens. We visited family in Amherst, looked at colleges and had a great time touring historic sites. Definitely recommend!"
United States
Nancy M.
The price is £343
includes taxes & fees
29 Sept - 30 Sept
Charming, updated 3 bedroom farmhouse farm stay.
A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

14. Private bed with En-suite bathroom Marigold Room

Private bed with En-suite bathroom Marigold Room
Shelburne Falls
The price is £166
includes taxes & fees
18 Oct - 19 Oct
Private bed with En-suite bathroom Marigold Room
A round wooden table with a woven placemat, a wicker basket, and a small potted plant.

15. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (69 reviews)
"Beautiful decor, cozy furnishings, comfy comfy beds, all the amenities we needed and more, such a perfect apartment. Great communication with the host. Lots of yummy restaurant options in the area. We loved staying here!"
United States
Christa B.
The price is £176
includes taxes & fees
22 Oct - 23 Oct
Lovely 2nd Floor Apartment
A wicker sofa with a floral cushion, a wicker table with magazines, and a standing fan in a room with large windows and wooden floors.

16. Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown

Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown
North Adams
8.0 out of 10, Very good, (2 reviews)
"Excellent accommodations. Outside patio with grill was very nice. Private parking is a plus. Would definitely rent this apartment again."
United States
Ruthie K.
The price is £147
includes taxes & fees
29 Sept - 30 Sept
Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown
A wooden cabin with a balcony, surrounded by trees and a gravel driveway.

17. The Greylock Cabin

The Greylock Cabin
Florida
10.0 out of 10, Exceptional, (7 reviews)
"This is a beautiful cabin on an amazing property with a great view of Mt Greylock! Clean, comfortable, great location, communication with the owner was outstanding and questions were answered quickly. It all went smoothly and we highly recommend this property!"
United States
Margaret M.
The price is £349
includes taxes & fees
29 Oct - 30 Oct
The Greylock Cabin
A house with a staircase leading to a porch, surrounded by snow and string lights.

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

Light-filled treetop apartment close to downtown Greenfield and Highland Park
Greenfield
10.0 out of 10, Exceptional, (12 reviews)
"Nice place"
United States
Tom
The price is £217
includes taxes & fees
29 Sept - 30 Sept
Light-filled treetop apartment close to downtown Greenfield and Highland Park
A cozy living room with a fireplace, leather sofas, and a television mounted on the wall.

19. Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham

Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham
Whitingham
8.4 out of 10, Very good, (5 reviews)
"This apartment is very efficient and really wowed everyone based on the automotive inspired design. It was an impeccable space, well stocked, and the beds were even extremely comfortable. We enjoyed the bar/grill within walking distance, too. Would stay here again. "
United States
Ben B.
The price is £484
includes taxes & fees
3 Oct - 4 Oct
Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham
A yurt with a deck, two Adirondack chairs, and a stone fire pit in a forest setting.

20. Yurt Oasis in the woods of Hinsdale, NH

Yurt Oasis in the woods of Hinsdale, NH
Hinsdale
9.4 out of 10, Exceptional, (10 reviews)
"What an amazing Yurt. The location was so peaceful. The yurt and outhouse was super clean. Hosts were friendly and helpful. I would stay again if in the area."
United States
Troy H.
The price is £111
includes taxes & fees
29 Sept - 30 Sept
Yurt Oasis in the woods of Hinsdale, NH
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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Balcony is nice. Kids loved the pool. Playground also but it rained. Easy check in and out. Will stay again."
Ashley 2-night trip
Posted less than an hour ago
Vacation Village in the Berkshires

Find out more about Charlemont

Everything you need to know about Charlemont holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Charlemont holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Charlemont holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Charlemont holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Charlemont holiday rentals we have selected for you start as low as £84 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Charlemont rentals

At Expedia, we put the best Charlemont holiday 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 holiday.

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 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?

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort: This highly rated holiday home rental in Charlemont is located in the mountains, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Charlemont?

Expedia has 14 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.