Charlemont Holiday Homes from £146: Search Holiday Homes in Charlemont

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

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Our top choices for Charlemont holiday homes

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.

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

2. Private bed with En-suite bathroom Marigold Room

Shelburne Falls

includes taxes & fees

14 Sept - 15 Sept

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

3. Cozy private 2 bed apartment in Shelburne Falls

Shelburne Falls

maureen

includes taxes & fees

14 Sept - 15 Sept

A round wooden table with a woven placemat, a wicker basket, and a small potted plant.

4. Lovely 2nd Floor Apartment

Greenfield

Christa B.

includes taxes & fees

16 Sept - 17 Sept

A modern kitchen with wooden countertops, a central island with stools, hanging pendant lights, and a chalkboard menu.

5. Spacious 5BR w/ Hot Tub & Games

Colrain

Staci M.

includes taxes & fees

14 Sept - 15 Sept

An aerial view of a house surrounded by a forest with autumn foliage.

6. Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11

Whitingham

Jonathan

includes taxes & fees

22 Sept - 23 Sept

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

7. The Greylock Cabin

Florida

Margaret M.

includes taxes & fees

7 Oct - 8 Oct

A cozy interior with a wooden ceiling, a large window, and a table with chairs.

8. VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

Wilmington

Jack & Heather G.

includes taxes & fees

14 Sept - 15 Sept

A wooden kitchen with a central island, bar stools, and a dining table with chairs.

9. Cozy Home in Pownal VT

Pownal

Jess M.

includes taxes & fees

13 Sept - 14 Sept

A kitchen with white cabinets, a wooden dining table, and pendant lights.

10. A roomy remodeled retreat close to MassMoCA

North Adams

Jennifer O.

includes taxes & fees

15 Sept - 16 Sept

A two-story house with a porch, surrounded by trees and snow.

11. Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat

Bennington

Malika R.

includes taxes & fees

13 Sept - 14 Sept

A two-story house with a red roof, a front porch with wooden railings, and a gravel driveway.

12. The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont

Woodford

includes taxes & fees

13 Sept - 14 Sept

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.

Williamsburg

Anonymous traveller

includes taxes & fees

15 Sept - 16 Sept

A modern interior with large windows, a wooden ceiling, and a cozy seating area.

14. Stunning Glass House nestled in the Vermont wilderness!

Guilford

Chris O.

includes taxes & fees

24 Sept - 25 Sept

A room with a wooden bed, a mirror, and a window.

15. MtSnow* HotTub* Pool * AirHockeyPingPong Darts

Wilmington

includes taxes & fees

15 Sept - 16 Sept

A wicker basket with a plant on a table, a green bottle, and a cushion on a chair.

16. Walk to Williams * Steam Sauna * Ritz-Carlton Bed

Williamstown

Michelle B.

includes taxes & fees

16 Sept - 17 Sept

A two-story house with a front porch, a small staircase leading to the door, and a pathway flanked by bushes and a lamp post.

17. North Getaway Cottage

Williamstown

Carole S.

includes taxes & fees

17 Sept - 18 Sept

A red house with a porch, surrounded by a grassy yard and trees.

18. Two Brooks Lodge

Bennington

"Stayed at this property everything was as stated but then property manager made me pay cleaning fee and deposit through cash app , Then later Said I didn’t pay for property when I clearly did had receipts then after confronted by Expedia , He lies say I left the house a mess and that displaced half the water out of the hot tub that I didn’t use at all and didn’t do the dishes which I did , not to mentions I paid a cleaning fee either way . So this unprofessional listing gets keep the deposit...

Hunter

includes taxes & fees

13 Sept - 14 Sept

A spacious living room with a fireplace, leather furniture, wooden beams, and a cityscape painting.

19. Walk To Town, Hottub, Firepit, Games, Mt Snow

Wilmington

Nicholas G.

includes taxes & fees

14 Sept - 15 Sept

A spacious indoor area with multiple wooden tables and green chairs, large windows offering a view of a snowy mountain, and a stone fireplace with a fire.

20. Modern Mount Snow Gnarvana - Balcony, Loft, Pets, Hiking

Dover

Lynn B.

includes taxes & fees

14 Sept - 15 Sept

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Top Charlemont Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good

"Great location for Mass Moca"

River Valley Inn

8/10 Good

"Excellent choice of an inexpensive motel. Everything was great except the lack of hot water in our bathroom, and a gardener waking us up in the morning blowing leaves. But there were many channels on the TV, lots of towels and wash cloths, comfortable bed, all the amenities (except tissues), and a nice staff. We'd stay there again."

Jiminy Peak Mountain Resort

10/10 Excellent

"My family had a wonderful time at Jiminy Peak Mountain Resort! The staff truly cared about making sure we had a great stay. When we had a last-minute change and needed to upgrade our room, they handled everything so seamlessly and were incredibly accommodating. The space we received was much larger than we expected, with four floors, three bedrooms, two bathrooms, and three pull-out sofas. There was more than enough room for our whole family to stay comfortably, and it was very affordable for the amount of space and amenities we received. They were also very generous with towels and blankets. Although we didn’t end up using everything, it was reassuring to know that plenty was available if we needed more. The view from the backyard was beautiful, and the resort attractions were only minutes away. We especially enjoyed the scenic chairlift ride and mountain coaster. Everyone in our family, from old to young, had a great time. Overall, it was a wonderful and very affordable family getaway. We really appreciated the hospitality, spacious accommodations, beautiful surroundings, and activities for all ages. We would definitely recommend Jiminy Peak Mountain Resort!"

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

10/10 Excellent

"The house is cozy and serene, the property and surrounding area is an outdoorsy persons dream. Plenty of space for a big family, especially for the chef of the house. Multiple entertainment items such as dvds, books, toys and watersports."

Find out more about Charlemont

Charlemont Holiday Homes information

Number of reviews	312
Accommodation	449 Holiday Homes
Lowest Price	£146
Highest Price	£569

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Charlemont holiday homes

1. 5BR Berkshire Home Mins To The Mountain

2. Private bed with En-suite bathroom Marigold Room