Charlemont Holiday Homes from €97: Search Top House Rentals

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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.

A spacious kitchen with wooden cabinets, a stainless steel refrigerator, and a central island.

A hot tub on a wooden deck with wicker furniture and a view of trees.

A bedroom with a bed, a nightstand, a lamp, a ceiling fan, and two windows.

1. 5BR Berkshire Home Mins To The Mountain

5BR Berkshire Home Mins To The Mountain

Charlemont

10.0 out of 10, Exceptional, (8 reviews)

10/10

Exceptional

(8 reviews)

"What an amazing house to stay at! Tons of room, well equipped kitchen and a great location! "

Jason F.

5BR Berkshire Home Mins To The Mountain

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

A dining room with a wooden table, chairs, a fireplace, and a chandelier.

A dining room with a wooden table, chairs, a fireplace, a bookcase, and a stained glass ceiling light.

2. Private room with En-suite bathroom Marigold Room

Private room with En-suite bathroom Marigold Room

Shelburne Falls

Private room with En-suite bathroom Marigold Room

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

A spacious living area with a sofa, coffee table, and a kitchen counter with mugs.

A modern apartment with a dining area, kitchen, and living space.

A two-story house with a gabled roof, a chimney, and a front porch.

3. Shelburne Falls on Main

Shelburne Falls on Main

Shelburne Falls

10.0 out of 10, Exceptional, (1 review)

10/10

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."

maureen

The price is €375

€375

includes taxes & fees

5 Nov - 6 Nov

Shelburne Falls on Main

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

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

A two-story house with a front porch, a red door, and a small garden with red flowers.

A brown leather armchair with a striped pillow, a hanging wall clock, and a potted plant.

4. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment

Greenfield

10.0 out of 10, Exceptional, (73 reviews)

10/10

Exceptional

(73 reviews)

"Easy parking. Works for a short trip. Convenient to get to."

heather

The price is €230

€230

includes taxes & fees

5 Nov - 6 Nov

Lovely 2nd Floor Apartment

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

A spacious kitchen with wooden flooring, a central island, bar stools, and a dining area with chairs.

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

A spacious living room with a brown sofa, a coffee table, and a TV displaying a beach scene.

5. Spacious 5BR w/ Hot Tub & Games

Spacious 5BR w/ Hot Tub & Games

Colrain

10.0 out of 10, Exceptional, (56 reviews)

10/10

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!"

Griffin S.

Spacious 5BR w/ Hot Tub & Games

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

A cozy cabin interior with a kitchen, dining area, and living room.

A modern kitchen with wooden floors, stainless steel appliances, and grey cabinets.

A cozy cabin interior with a stone fireplace, wooden walls, and a sofa in the living area.

6. Greylock Cabin

Greylock Cabin

Florida

10.0 out of 10, Exceptional, (7 reviews)

10/10

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!"

Margaret M.

The price is €424

€424

includes taxes & fees

30 Nov - 1 Dec

Greylock Cabin

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

A house with a garage, surrounded by snow-covered trees and a mountain in the background.

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

A backyard with a campfire, two Adirondack chairs, and a house in the background.

7. 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)

10/10

Exceptional

(16 reviews)

"Great 2 family group vacation spot. Very clean and right in between great ski mountains"

Jonathan

The price is €436

€436

includes taxes & fees

5 Nov - 6 Nov

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

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

A cozy room with a wooden bench, a small table, and a chair.

A room with a wooden bench, a table, and a door with glass panels.

A narrow hallway with a wooden floor, a black door at the end, and a wall with floral wallpaper.

8. A roomy remodeled retreat close to MassMoCA

A roomy remodeled retreat close to MassMoCA

North Adams

10.0 out of 10, Exceptional, (61 reviews)

10/10

Exceptional

(61 reviews)

"Cute and comfy home. We enjoyed the unique decor and lack of TVs everywhere. It was a great break from all the crazy. Lots of conversation and togetherness."

Diane

The price is €421

€421

includes taxes & fees

5 Nov - 6 Nov

A roomy remodeled retreat close to MassMoCA

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

A living room with a sofa, a coffee table, a TV, and a lamp.

A two-story house with a porch and a driveway leading to a gravel path.

A hammock in a lush garden with various plants and flowers.

9. Charming, updated 3 bedroom farmhouse farm stay.

Charming, updated 3 bedroom farmhouse farm stay.

Williamsburg

10.0 out of 10, Exceptional, (44 reviews)

10/10

Exceptional

(44 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!"

Nancy M.

The price is €402

€402

includes taxes & fees

5 Nov - 6 Nov

Charming, updated 3 bedroom farmhouse farm stay.

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

A modern glass structure with a metal roof, surrounded by a grassy area and tall trees.

A modern interior with large glass windows, a wooden ceiling, a sofa, and a small table with candles.

A wooden staircase leading to a door with a glass panel, flanked by wooden walls and a skylight.

10. Stunning Glass House nestled in the Vermont wilderness!

Stunning Glass House nestled in the Vermont wilderness!

Guilford

9.4 out of 10, Exceptional, (3 reviews)

9.4/10

Exceptional

(3 reviews)

"The glass part of the house is stunning! We wanted to spend all of our time there, and wished that we could enjoy the view from the kitchen and bedroom too. We opted to sleep on the fold-out bed in the glass room instead of in the below-ground bedroom. It was a nice experience!"

Chris O.

The price is €506

€506

includes taxes & fees

23 Nov - 24 Nov

Stunning Glass House nestled in the Vermont wilderness!

A compact kitchen with wooden cabinets, a built-in microwave, and a refrigerator.

A small, single-story building with a green roof and beige siding, featuring a window and a door.

A room with a red sofa, a wooden table, and a vase of flowers.

A compact room with a bunk bed, wooden ceiling, white walls, and a small window.

11. Cozy Vermont Tiny Home Get Away

Cozy Vermont Tiny Home Get Away

Brattleboro

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Cozy, clean and peaceful spot! Host was responsive and helpful."

Maggie G.

The price is €97

€97

includes taxes & fees

30 Nov - 1 Dec

Cozy Vermont Tiny Home Get Away

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

A cozy living room with wooden walls, a floral sofa, a white table, and a patterned rug.

A living room with a floral sofa, a black leather chair, a small table, and a patterned rug.

A small, single-story house with a porch, surrounded by a well-maintained lawn and trees.

12. Cozy Home in Pownal VT

Cozy Home in Pownal VT

Pownal

10.0 out of 10, Exceptional, (13 reviews)

10/10

Exceptional

(13 reviews)

"Absolutely wonderful place to stay. Quiet, clean, comfortable and close to a lot of things while feeling secluded. Owner communicated quickly and entry was easy. Loved every minute of our stay."

Jeri R.

The price is €204

€204

includes taxes & fees

30 Nov - 1 Dec

Cozy Home in Pownal VT

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

A house with a porch, a small pond, and surrounding trees.

A kitchen with white cabinets, a microwave, a refrigerator, and a dishwasher. There is a window with a view of greenery outside.

A red house with a porch, a fire pit, and a car parked nearby.

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

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

Bennington

8.6 out of 10, Excellent, (36 reviews)

8.6/10

Excellent

(36 reviews)

"The location was quite and peaceful. We enjoyed our stay and were suprised how great the wifi was for the location."

Malika R.

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

A spacious living area with a high ceiling, wooden beams, a dining table with chairs, a kitchen with modern appliances, and a cozy seating area with a sofa and armchairs.

A rural landscape with a house surrounded by autumn foliage and a river.

A spacious kitchen with wooden cabinets, a central island with stools, a dining area with a couch and chairs, and a loft bedroom with a balcony.

A cozy living room with a wood-burning stove, wooden furniture, and large windows.

14. MtSnow* HotTub* Pool * AirHockeyPingPong Darts

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

Wilmington

The price is €561

€561

includes taxes & fees

31 Oct - 1 Nov

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

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

A modern living room with a sofa, a round mirror, two floor lamps, a vase with green plants, and a small round table with a book.

A house with a front porch, a large window, and a potted plant with purple flowers.

A modern kitchen with a dining area, a sofa, and a bookshelf.

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

Walk to Williams * Steam Sauna * Ritz-Carlton Bed

Williamstown

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Easy breezy, short walk to walk into town/Williams Campus. Down to Earth, yet sophisticated vibe, great art scene. "

Michelle B.

Walk to Williams * Steam Sauna * Ritz-Carlton Bed

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

A cozy cabin interior with a sectional sofa, a coffee table, a small cabinet, and a window with a view of the outdoors.

A kitchen with wooden floors, white cabinets, a central island, and stainless steel appliances.

A bedroom with a bed, bedside lamps, a window, and a built-in towel rack.

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

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

Woodford

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Enjoyed our stay! Very clean and comfortable."

Dana W.

The price is €508

€508

includes taxes & fees

9 Nov - 10 Nov

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

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

A cozy cabin interior with a wooden interior, a leather sofa, a pool table, and a large window offering a view of the outdoors.

A cozy cabin interior with a dining area, a sofa, and a large window.

A spacious kitchen with a built-in oven, a microwave, and a refrigerator. There is a dining area with a table set for four, and a loft area with a staircase.

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

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

Wilmington

10.0 out of 10, Exceptional, (21 reviews)

10/10

Exceptional

(21 reviews)

"Beautiful home and property with quick access to a clubhouse with a gym, indoor and outdoor pools, and hot tub. Great for our family trip (including two kids) and lots of games/entertainment for the kids. The house had everything we needed (including kitchenware needed for cooking and preparing food)."

Natalie

The price is €515

€515

includes taxes & fees

5 Nov - 6 Nov

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

A two-story house with a front porch, a small garden with autumn leaves, and a clear blue sky.

A wooden deck with two Adirondack chairs and a railing, surrounded by trees with autumn foliage.

A kitchen with wooden cabinets, a microwave, stove, and a bar area with wooden chairs.

18. Comfortable Berkshires retreat on mtn resort, SISO

Comfortable Berkshires retreat on mtn resort, SISO

Hancock

8.8 out of 10, Excellent, (12 reviews)

8.8/10

Excellent

(12 reviews)

"Host was proactive in communication and answer each and every question."

Amit

The price is €485

€485

includes taxes & fees

5 Nov - 6 Nov

Comfortable Berkshires retreat on mtn resort, SISO

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

A stack of rocks by a river with a mountain in the background.

A sunroom with a bench and a table, large windows, and a view of the outside.

A kitchen with a copper sink, wooden beams, and a dining area with a chandelier.

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

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

Wilmington

10.0 out of 10, Exceptional, (65 reviews)

10/10

Exceptional

(65 reviews)

"Beautiful house, amazing location, helpful and responsive hosts."

Jeremy P.

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

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

A rustic cabin with a stone chimney, a porch with steps, and a view of a lake.

A modern kitchen with a stone wall, a fireplace, and a dining area with red stools.

A window seat with cushions, a view of greenery outside.

20. Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins to Williamstown

Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins to Williamstown

Pownal

10.0 out of 10, Exceptional, (41 reviews)

10/10

Exceptional

(41 reviews)

"We enjoyed our stay! The home was clean, well-stocked, and very comfortable. I loved the serenity of the location. We took walks on trails through the forest and enjoyed the peace and quiet."

Claudette R.

The price is €535

€535

includes taxes & fees

2 Nov - 3 Nov

Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins to Williamstown

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 On North

10/10 Excellent

"What a nice place to stay!"

Jason 1-night trip

Posted 1 hour ago

Hotel On North

Travelodge by Wyndham Brattleboro VT

8/10 Good

"If you are looking for a clean place to rest your head for the night this place is it!"

Cara 1-night trip

Posted 1 hour ago

Travelodge by Wyndham Brattleboro VT

The Yankee Inn

10/10 Excellent

"This is an old hotel and everything about it is of older stuff which some people might love, but I am thinking most people would like some renovation. But everywhere was clean. My boys loved the size of the room. It was huge and my big built boys could walk around without bumping to each other."

Shara 2-night trip

Posted 20 hours ago

The Yankee Inn

Berkshire Mountain Lodge

10/10 Excellent

"Comfortable stay, well stocked kitchen and room."

Charline 1-night trip

Posted 23 hours ago

Berkshire Mountain Lodge

The Williams Inn

10/10 Excellent

"Clean, spacious rooms."

Linda 1-night trip

Posted 2 days ago

The Williams Inn

River Valley Inn

10/10 Excellent

"Convenient, clean and very hospitable! The young couple who own and manage this quaint hotel are fabulous! Very kind and hospitable and run a nice hotel.. clean and comfortable and friendly!! And a great hot shower that made my toes smile 😊!!"

George 1-night trip

Posted 3 days ago

River Valley Inn

Jiminy Peak Mountain Resort

8/10 Good

"Rooms were clean, nice beds and new kitchen accessories."

Linda 1-night trip

Posted 5 days ago

Jiminy Peak Mountain Resort

Grand Summit Resort, A Vail Resorts Property

10/10 Excellent

"We went for a wedding and couldn’t have been happier with our stay."

Kevin 2-night trip

Posted 5 days ago

Grand Summit Resort, A Vail Resorts Property

FairBridge Inn Express

10/10 Excellent

"This motel was well-cared for and a good value compared to anywhere close boy on our early-October Saturday night in the busy Berkshires!"

Richard 1-night trip

Posted 2 weeks ago

FairBridge Inn Express

Find out more about Charlemont

Charlemont Holiday Homes information

Number of reviews	461
Accommodation	448 Holiday Homes
Lowest Price	€97
Highest Price	€561

Holiday Homes in Charlemont

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 room with En-suite bathroom Marigold Room

3. Shelburne Falls on Main

4. Lovely 2nd Floor Apartment

5. Spacious 5BR w/ Hot Tub & Games

6. Greylock Cabin

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

8. A roomy remodeled retreat close to MassMoCA

9. Charming, updated 3 bedroom farmhouse farm stay.

10. Stunning Glass House nestled in the Vermont wilderness!

11. Cozy Vermont Tiny Home Get Away

12. Cozy Home in Pownal VT

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

14. MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

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

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

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

18. Comfortable Berkshires retreat on mtn resort, SISO

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

20. Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins to Williamstown

Find holiday rentals that suit your style

Top Charlemont Hotel Reviews

Hotel On North

Find out more about Charlemont

Charlemont Holiday Homes information

14. MtSnow* HotTub* Pool * AirHockeyPingPong Darts