Charlemont Vacation Rentals from SAR 378: Search Short-Term Rentals

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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.

SAR 2,727 total

includes taxes & fees

25 Oct - 26 Oct

A log cabin with a balcony, surrounded by trees.

2. Bear Creek Cabin

Charlemont

Hillary S.

SAR 2,246 total

includes taxes & fees

27 Oct - 28 Oct

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

Charlemont

SAR 2,083 total

includes taxes & fees

8 Nov - 9 Nov

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.

SAR 4,961 total

includes taxes & fees

28 Oct - 29 Oct

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

5. Vacation Village in the Berkshires

Williamstown

Luke

SAR 378 total

includes taxes & fees

2 Nov - 3 Nov

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.

SAR 2,463 total

includes taxes & fees

25 Oct - 26 Oct

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.

SAR 1,362 total

includes taxes & fees

9 Nov - 10 Nov

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

8. Rose room Victorian home queen bed private bath

Shelburne Falls

Mikaela M.

SAR 727 total

includes taxes & fees

25 Oct - 26 Oct

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

9. Shelburne Falls on Main

Shelburne Falls

maureen

SAR 1,556 total

includes taxes & fees

25 Oct - 26 Oct

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.

SAR 2,963 total

includes taxes & fees

4 Nov - 5 Nov

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

11. Berkshire Mountain Lodge

Pittsfield

Joel

SAR 443 total

includes taxes & fees

22 Nov - 23 Nov

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

12. Lovely 2nd Floor Apartment

Greenfield

Jane P.

SAR 934 total

includes taxes & fees

26 Oct - 27 Oct

A two-story blue house with a porch, surrounded by a garden with orange flowers.

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

Stamford

Bill

14. Private room with En-suite bathroom Marigold Room

Shelburne Falls

SAR 775 total

includes taxes & fees

8 Nov - 9 Nov

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

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

Greenfield

Tom

SAR 958 total

includes taxes & fees

26 Oct - 27 Oct

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

North Adams

Ruthie K.

SAR 723 total

includes taxes & fees

26 Oct - 27 Oct

A wooden cabin with a balcony, surrounded by trees and a gravel driveway.

17. Greylock Cabin

Florida

Margaret M.

SAR 1,726 total

includes taxes & fees

22 Nov - 23 Nov

A cozy living room with a beige sofa, a wooden coffee table, and two lamps.

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

Whitingham

Jonathan

SAR 1,912 total

includes taxes & fees

28 Oct - 29 Oct

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

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

Greenfield

JAMES S.

SAR 779 total

includes taxes & fees

3 Nov - 4 Nov

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

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

Whitingham

Ben B.

SAR 2,420 total

includes taxes & fees

27 Oct - 28 Oct

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Top Charlemont Hotel Reviews

Jiminy Peak Mountain Resort

8/10 Good

"The rooms are outdated but they were clean. The hot tubs were down unfortunately which was one reason we booked this resort so that was a bummer but the staff was great and the price was right. The views were gorgeous and it's near hiking trails and a bike trail. Would book it again if they update their rooms and amenities."

Berkshire Mountain Lodge

10/10 Excellent

"We've stayed at Berkshire Mountain Lodge in October a number of times now, and we really enjoy the property. The rooms are well-appointed, very clean, and quite comfortable. We appreciate the free washers and dryers as well as the many other amenities, and you cannot beat the location. There's a supermarket down the driveway and across the street and an excellent specialty grocer--Guido's Market--just down the road. We highly recommend this property. The District Restaurant in Pittsfield is excellent. We've also seen several great plays at Barrington Theatre Company. The area is loaded with historical and cultural activities. We like the proximity to Lenox and the Edith Wharton mansion as well as The Clark art museum in Williamstown, both of which have lovely grounds/gardens typically exhibiting sculptures. There are also abundant outdoor activities and opportunities for hiking and lovely scenic drives. This was a good year for fall color, and the red maples were glorious! It's a short ride to Vermont where we checked out Mt. Equinox for the first time. Highly recommend the drive to the top on a sunny, clear day."

Latchis Hotel

8/10 Good

"It’s located with restaurants within walking distance. It is well maintained for a historic hotel with probably about 15 steps in the lobby before you get to the elevator. It was noisy some nights due to being in the city and having residents living life. Staff was wonderful. Again location was great to see Buffalo—Niagara is 20 min away, Botanic Garden and Eternal Flame about the same. We enjoyed our stay."

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.

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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. Rose room Victorian home queen bed private bath

9. Shelburne Falls on Main

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

11. Berkshire Mountain Lodge

12. Lovely 2nd Floor Apartment

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

14. Private room with En-suite bathroom Marigold Room

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

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

17. Greylock Cabin

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

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

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

Find vacation rentals that suit your style

Top Charlemont Hotel Reviews

Jiminy Peak Mountain Resort

Berkshire Mountain Lodge

The Yankee Inn

River Valley Inn

The Williams Inn

Latchis Hotel

Hotel On North

Colonial Motel

Red Roof Inn PLUS+ South Deerfield – Amherst

Frequently asked questions

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