Charlemont Vacation Rentals from CA $108: Short-Term Rentals for 2026

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Our top choices for Charlemont vacation 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

Charlemont

Jason F.

CA $1,394 total

includes taxes & fees

Nov 21 - Nov 22

A log cabin with a balcony, surrounded by trees.

2. Bear Creek Cabin

Charlemont

Hillary S.

CA $814 total

includes taxes & fees

Nov 14 - Nov 15

A wooden deck with a railing, a house with windows, and a forested area with a stream.

3. The Cottage on Mill Brook is walking distance to Berkshire East and the River.

Charlemont

CA $871 total

includes taxes & fees

Nov 13 - Nov 14

A spacious living area with a stone fireplace, wooden flooring, and a cozy seating area.

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

Charlemont

Georgia P.

CA $1,773 total

includes taxes & fees

Nov 17 - Nov 18

5. Vacation Village in the Berkshires

Williamstown

Carol

CA $142 total

includes taxes & fees

Nov 11 - Nov 12

A spacious kitchen with wooden flooring, a central island with stools, a dining table, and pendant lighting.

6. Spacious 5BR w/ Hot Tub & Games

Colrain

Griffin S.

A living room with a beige sofa, a patterned rug, and a wooden floor.

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

Shelburne Falls

Russ D.

CA $491 total

includes taxes & fees

Nov 11 - Nov 12

A hallway with wooden flooring, white walls, and a bed in the background.

8. Shelburne Falls on Main

Shelburne Falls

maureen

CA $559 total

includes taxes & fees

Nov 11 - Nov 12

A cozy living room with a large flat-screen TV, a wooden cabinet, a round coffee table, and a potted plant.

9. Lovely 2nd Floor Apartment

Greenfield

heather

CA $334 total

includes taxes & fees

Nov 11 - Nov 12

A modern kitchen with large windows, a built-in dishwasher, and a refrigerator.

10. Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

Whitingham

Nicole H.

CA $1,060 total

includes taxes & fees

Nov 12 - Nov 13

A log cabin with a balcony, surrounded by snow-covered trees and a wind turbine in the background.

11. Greylock Cabin

Florida

Margaret M.

CA $637 total

includes taxes & fees

Dec 8 - Dec 9

A two-story house with a front porch, a staircase leading to the entrance, and a well-maintained garden.

12. 2 Twin beds on 1st floor with En-suite bathroom.

Shelburne Falls

CA $243 total

includes taxes & fees

Nov 15 - Nov 16

13. Berkshire Mountain Lodge

Pittsfield

Susan J

CA $153 total

includes taxes & fees

Dec 7 - Dec 8

A house with a staircase leading to a porch, surrounded by snow and string lights.

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

Greenfield

Tom

CA $386 total

includes taxes & fees

Nov 18 - Nov 19

A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

15. Private room with En-suite bathroom Marigold Room

Shelburne Falls

CA $279 total

includes taxes & fees

Nov 13 - Nov 14

A snow-covered landscape with a house surrounded by trees.

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

Whitingham

Jacqueline M.

CA $678 total

includes taxes & fees

Nov 11 - Nov 12

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.

17. Penthouse Apartment on Park Street

Adams

Lisa M.

CA $377 total

includes taxes & fees

Nov 21 - Nov 22

A cozy living room with a fireplace, leather sofas, and a television mounted on the wall.

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

Whitingham

Ben B.

CA $865 total

includes taxes & fees

Nov 11 - Nov 12

A red barn with a black door and a heart-shaped cutout, surrounded by lush greenery and trees.

19. Charming, updated 3 bedroom farmhouse farm stay.

Williamsburg

Nancy M.

CA $562 total

includes taxes & fees

Dec 10 - Dec 11

A blue house with a porch, a wooden bench, and a door.

20. Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

Greenfield

JAMES S.

CA $316 total

includes taxes & fees

Nov 11 - Nov 12

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Top Charlemont Hotel Reviews

A fire pit with four Adirondack chairs arranged around it, overlooking a snowy landscape with distant mountains.

Blue Vista Motor Lodge

North Adams

10/10 Excellent

patricia

A hotel room with a bed, a sofa, a TV, and a desk with a lamp.

Hotel Downstreet, an Ascend Collection Hotel

North Adams

10/10 Excellent

Tara

A garden with a swing set, a blue chair, and a flower bed.

Maple Terrace Motel

Williamstown

10/10 Excellent

Tanya

A modern building with a brick facade and large windows, surrounded by lush greenery and flowers.

The Inn At Crumpin Fox

Bernardston

10/10 Excellent

Jacqui

A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

Willows Motel Williamstown

Williamstown

10/10 Excellent

Alexander

A blue wooden deck with white picket railings, surrounded by a well-maintained lawn and colorful autumn foliage.

Williamstown Motel

Williamstown

10/10 Excellent

Guy

A room with two single beds, a desk, and a radiator.

Colonel Williams Inn

Brattleboro

10/10 Excellent

Carolyn

A wooden cabin interior with a dining area featuring two white chairs, a table with a coffee pot and a cup, and a view into the kitchen through an open doorway.

The Trail in Adams - Berkshires’ Art Hotel

Adams

10/10 Excellent

Priscilla

A fire feature with a metal frame and a brick wall in the background.

Fairfield Inn & Suites by Marriott Williamstown

Williamstown

10/10 Excellent

Brian

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, cottages, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Charlemont vacation rentals we have selected for you start as low as CA $108 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 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.

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.

Charlemont Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Charlemont vacation rentals

1. 5BR Berkshire Home Mins To The Mountain

2. Bear Creek Cabin

3. The Cottage on Mill Brook is walking distance to Berkshire East and the River.

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

5. Vacation Village in the Berkshires

6. Spacious 5BR w/ Hot Tub & Games

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

8. Shelburne Falls on Main

9. Lovely 2nd Floor Apartment

10. Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

11. Greylock Cabin

12. 2 Twin beds on 1st floor with En-suite bathroom.

13. Berkshire Mountain Lodge

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

15. Private room with En-suite bathroom Marigold Room

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

17. Penthouse Apartment on Park Street

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

19. Charming, updated 3 bedroom farmhouse farm stay.

20. Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

Find vacation rentals that suit your style

Top Charlemont Hotel Reviews

Blue Vista Motor Lodge

10/10 Excellent

Find out more about Charlemont

Charlemont vacation rentals: An excellent choice for every season

How to find incredible deals on Charlemont rentals

Frequently Asked Questions

Are there vacation rentals in Charlemont?

What's the top vacation rental that Charlemont has to offer?

How many vacation rentals are there in Charlemont?

What’s there to see and do in Charlemont?

What’s a vacation rental in Charlemont like?