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

Charlemont Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Charlemont vacation rentals

A log cabin with a balcony, surrounded by trees.

1. Bear Creek Cabin

Bear Creek Cabin
Charlemont
9.8 out of 10, Exceptional, (55 reviews)
"We enjoyed our stay!!"
United States
Hillary S.
$543 nightly
The price is $607
Nov 18 - Nov 19
Total with taxes and fees
Bear Creek Cabin
A spacious living area with a stone fireplace, wooden flooring, and a cozy seating area.

2. 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.
$1,074 nightly
The price is $1,200
Nov 16 - Nov 17
Total with taxes and fees
Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting
A two-story house with a front porch, a staircase leading to the entrance, and a well-maintained garden.

3. 2 Twin beds on 1st floor with En-suite bathroom.

2 Twin beds on 1st floor with En-suite bathroom.
Shelburne Falls
$153 nightly
The price is $171
Nov 16 - Nov 17
Total with taxes and fees
2 Twin beds on 1st floor with En-suite bathroom.
A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

4. Private room with En-suite bathroom Marigold Room

Private room with En-suite bathroom Marigold Room
Shelburne Falls
$177 nightly
The price is $198
Nov 16 - Nov 17
Total with taxes and fees
Private room with En-suite bathroom Marigold Room
Indoor pool

5. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,852 reviews)
"Gorgeous setting, comfortable beds and luxurious accommodations."
United States
Carol
$108 nightly
The price is $121
Nov 16 - Nov 17
Total with taxes and fees
Vacation Village in the Berkshires
A hallway with wooden flooring, white walls, and a bed in the background.

6. Shelburne Falls on Main

Shelburne Falls on Main
Shelburne Falls
10.0 out of 10, Exceptional, (1 review)
"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
$354 nightly
The price is $396
Nov 16 - Nov 17
Total with taxes and fees
Shelburne Falls on Main
A living room with a beige sofa, a patterned rug, and a wooden floor.

7. 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.
$311 nightly
The price is $347
Nov 16 - Nov 17
Total with taxes and fees
Spacious & Cozy Ground Floor 2/3 Bed private suite
A blue house with a porch, a wooden bench, and a door.

8. 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
9.4 out of 10, Exceptional, (11 reviews)
"Very satisfied with the stay . Clean quiet and relaxing stay."
United States
JAMES S.
$204 nightly
The price is $228
Nov 18 - Nov 19
Total with taxes and fees
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

9. Balcony Room in Victorian Home private bath

Balcony Room in Victorian Home private bath
Shelburne Falls
$171 nightly
The price is $191
Nov 16 - Nov 17
Total with taxes and fees
Balcony Room in Victorian Home private bath
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.

10. 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.
$173 nightly
The price is $193
Nov 16 - Nov 17
Total with taxes and fees
Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown
A spacious living room with a wooden floor, a sofa, a coffee table, and a lamp. There is a dining area in the background with a table and chairs.

11. Penthouse Apartment on Park Street

Penthouse Apartment on Park Street
Adams
9.6 out of 10, Exceptional, (19 reviews)
"Great penthouse apartment with interesting artwork throughout. Location convenient to local attractions; a five minutes easy drive to Mass MOCA. The apartment was impeccably clean and the host was very responsive to questions we had during our stay. Would love to stay again."
United States
Lisa M.
$238 nightly
The price is $266
Nov 16 - Nov 17
Total with taxes and fees
Penthouse Apartment on Park Street
A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

12. Rose room Victorian home queen bed private bath

Rose room Victorian home queen bed private bath
Shelburne Falls
8.0 out of 10, Very good, (1 review)
"Very cute and welcoming B&B guest house. It was not clear to me that our private bathroom was across the hall. Some are and some not so check for that."
United States
Mikaela M.
$165 nightly
The price is $184
Nov 16 - Nov 17
Total with taxes and fees
Rose room Victorian home queen bed private bath
A large building with a prominent tower, surrounded by trees and a winding road.

13. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,273 reviews)
"Excellent stay!!!!"
United States
Susan J
$107 nightly
The price is $119
Dec 15 - Dec 16
Total with taxes and fees
Berkshire Mountain Lodge
A round wooden table with a woven placemat, a wicker basket, and a small potted plant.

14. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (74 reviews)
"Easy parking. Works for a short trip. Convenient to get to."
United States
heather
$213 nightly
The price is $238
Nov 17 - Nov 18
Total with taxes and fees
Lovely 2nd Floor Apartment
A modern kitchen with wooden countertops, a central island with stools, hanging pendant lights, and a chalkboard menu.

15. Spacious 5BR w/ Hot Tub & Games

Spacious 5BR w/ Hot Tub & Games
Colrain
10.0 out of 10, Exceptional, (56 reviews)
"This home was comfy, really clean and hosts were easy to reach and chat with during our stay. My extended family had a great time getting together this summer staying at hosts’ home!"
United States
Griffin S.
$570 nightly
The price is $637
Nov 17 - Nov 18
Total with taxes and fees
Spacious 5BR w/ Hot Tub & Games
A small dining area with a square table, two grey upholstered chairs, and a white mug.

16. Relaxing 1-bedroom apartment in North Adams

Relaxing 1-bedroom apartment in North Adams
North Adams
$138 nightly
The price is $154
Nov 16 - Nov 17
Total with taxes and fees
Relaxing 1-bedroom apartment in North Adams
A log cabin with a balcony, surrounded by snow-covered trees and a wind turbine in the background.

17. Greylock Cabin

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.
$435 nightly
The price is $472
Dec 13 - Dec 14
Total with taxes and fees
Greylock Cabin
A rustic wooden cabin with a thatched roof, a wooden deck, and two Adirondack chairs.

18. Vikings Villages Resort - Double Bed Room

Vikings Villages Resort - Double Bed Room
Guilford
$320 nightly
The price is $323
Nov 16 - Nov 17
Total with taxes and fees
Vikings Villages Resort - Double Bed Room
A house with a garage, surrounded by snow-covered trees and a mountain in the background.

19. Mt Snow Ski Escape • Fire Pit • Arcade • Sleeps 11

Mt Snow Ski Escape • Fire Pit • Arcade • Sleeps 11
Whitingham
10.0 out of 10, Exceptional, (16 reviews)
"Very peaceful backyard!! Great back deck!!"
United States
Jacqueline M.
$412 nightly
The price is $461
Nov 16 - Nov 17
Total with taxes and fees
Mt Snow Ski Escape • Fire Pit • Arcade • Sleeps 11
A house with a staircase leading to a porch, surrounded by snow and string lights.

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

Light-filled treetop apartment close to downtown Greenfield and Highland Park
Greenfield
9.8 out of 10, Exceptional, (13 reviews)
"Nice place"
United States
Tom
$244 nightly
The price is $273
Nov 17 - Nov 18
Total with taxes and fees
Light-filled treetop apartment close to downtown Greenfield and Highland Park
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

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Great customer service, plenty of free parking, continental breakfast, play room for the kids, close to restaurants and shopping overall a hidden gem!"
Dorothy 1-night trip
Posted 2 hours ago
Hotel Downstreet, an Ascend Collection Hotel

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 $119 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.

Explore a world of travel with Expedia

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?

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort: This Charlemont vacation home rental is located in the mountains and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Charlemont?

Expedia has 14 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, Thunderbolt Mountain Coaster and Berkshire East Ski Resort 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.