Charlemont Holiday Rentals, Massachusetts: Private House Rentals

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Charlemont

Pet friendly

Apartment

Pool

Hot tub

Condo

Family friendly

Cottage

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Charlemont hotels

An indoor swimming pool with clear water, surrounded by windows with a view of trees.

A hotel lobby with a fireplace, seating area, and large windows.

A beverage cooler with various drinks, a snack display, and a wall with 'TREATS' signage.

A hotel with a large entrance, a sign reading 'Hampton Inn & Suites,' and a parking lot.

1. Hampton Inn & Suites Greenfield

Greenfield

Matthew

4.935.474 ₫

5.512.924 ₫ total

includes taxes & fees

30 Sept - 1 Oct

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

A large, single-story building with a red and white exterior, surrounded by green fields and a winding road.

A sauna room with wooden walls, a bench, a heater, and a door leading to an outdoor area.

A modern building with a flat roof and large windows, surrounded by a pond and trees with autumn foliage.

2. Blue Vista Motor Lodge

North Adams

Frederic

5.569.806 ₫

5.887.285 ₫ total

includes taxes & fees

23 Sept - 24 Sept

A hotel room with two beds, a TV, a desk with a chair, a lamp, a microwave, and a painting on the wall.

A hallway with two leather chairs, a small table, a bench, a mirror, and a framed picture on the wall.

A hotel reception area with a stone wall, leather chairs, a reception desk, and a sign indicating free Wi-Fi.

A laundry area with a wall-mounted soap and bleach softener dispenser, four stacked washing machines, and a white countertop.

3. Red Roof Inn PLUS+ South Deerfield – Amherst

South Deerfield

Edward

2.570.776 ₫

2.871.557 ₫ total

includes taxes & fees

27 Sept - 28 Sept

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

A brick building with a red awning and a sign that reads "The Inn."

A gazebo with a red roof and white walls, surrounded by trees and a brick building.

A conference table set for a meeting with chairs and folded red napkins.

4. The Inn At Crumpin Fox

Bernardston

Alan

4.225.648 ₫

4.720.028 ₫ total

includes taxes & fees

23 Sept - 24 Sept

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

A swimming pool with lounge chairs and a fence.

A breakfast buffet setup with cereal, milk, juice, and pastries.

A garden with a wooden pergola, potted plants, and a lawn with chairs.

5. Maple Terrace Motel

Williamstown

Jonathan

3.252.500 ₫

3.633.173 ₫ total

includes taxes & fees

24 Sept - 25 Sept

A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.

A modern interior with a large window, a wooden table, and bar stools.

A modern cafe with a wooden accent wall, a coffee machine, and black chairs.

A reception area with a large landscape painting, a dark reception desk, and a potted plant.

6. Hotel Downstreet, an Ascend Collection Hotel

North Adams

Alexandra

3.516.603 ₫

3.928.045 ₫ total

includes taxes & fees

29 Sept - 30 Sept

An outdoor seating area with Adirondack chairs and potted plants.

A hotel room with a large bed, two bedside lamps, a nightstand, a framed picture on the wall, and a window with curtains.

A building with a double door labeled "WELCOME" and "OFFICE," a "PARKING ONLY" sign, and flower baskets on either side of the entrance.

A sign with the word "CLARM" on a grassy field with a road and trees in the background.

7. Cozy Corner Motel

Williamstown

Jonathan

2.294.964 ₫

2.697.493 ₫ total

includes taxes & fees

23 Sept - 24 Sept

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

A hotel room with two blue upholstered chairs, a wooden table with a lamp, a TV mounted on the wall, and a wooden dresser with drawers.

A white two-story building with a porch, labeled as a motel.

A hotel room with a TV, a desk, a chair, a dresser, a bed with a patterned bedspread, and a microwave.

8. Willows Motel Williamstown

Williamstown

Bill

2.694.371 ₫

3.009.473 ₫ total

includes taxes & fees

23 Sept - 24 Sept

A two-story house with a porch, a balcony, and a chimney.

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

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

A traditional living room with a green sofa, a yellow armchair, a wooden coffee table, and a patterned rug.

9. Blooming Inn

Shelburne Falls

steven

2.903.832 ₫

4.518.560 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A spacious kitchen with large windows, a bar area, and a dining setup with chairs and tables.

A spacious restaurant with high ceilings, patterned flooring, and multiple seating areas.

A large, white, two-story house with a central balcony and a covered porch.

A grand chandelier with multiple candle-like lights, a white balustrade, and an arched doorway in the background.

10. The White House Inn

Wilmington

John

5.698.380 ₫

6.268.218 ₫ total

includes taxes & fees

23 Sept - 24 Sept

A bedroom with a geometric-patterned headboard, a bed with a textured white duvet, two pillows, a bedside table with a clock, and a potted plant.

A large, single-story building with a central entrance and a covered walkway.

A flat-screen TV mounted on a wall displaying a streaming service interface.

A room with a round table and two leather chairs, a window with curtains, and a view of a parking lot outside.

11. Windmill Motel Restaurant

Bernardston

Dan

3.337.065 ₫

3.727.501 ₫ total

includes taxes & fees

23 Sept - 24 Sept

A modern living room with a fireplace, red curtains, and a wooden dining table.

A modern hotel lobby with a large TV screen displaying the hotel name, red chairs, wooden shelves, and a clock on the wall.

A registration desk with a sign above it, a receptionist, and several people standing in line.

A modern building with a grid-like facade, multiple balconies, and a spacious courtyard with geometric sculptures.

12. Hotel UMass

Amherst

Lisa

2.854.654 ₫

3.224.919 ₫ total

includes taxes & fees

23 Sept - 24 Sept

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

A swimming pool with a surrounding deck, a stone wall, and a building in the background.

A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

13. The Yankee Inn

Lenox

William

3.044.340 ₫

3.400.528 ₫ total

includes taxes & fees

28 Sept - 29 Sept

A hotel room with two beds, a desk, a chair, a television, and a window with curtains.

A bathroom with a toilet, a shower, and a towel rack.

A bathroom with a bathtub, toilet, and shower curtain.

A row of single-story motel buildings with a parking lot in front.

14. River Valley Inn

West Hatfield

Michael

2.410.568 ₫

2.692.604 ₫ total

includes taxes & fees

28 Sept - 29 Sept

A hotel lobby with a reception desk, two sofas, a coffee station, and a dining area.

An indoor swimming pool with a tiled deck, safety signs, and a few chairs.

A hotel lobby with a reception desk, seating area, and a wall with framed pictures.

A hotel room with a bed, a sofa, a desk, and a chair. There are three framed pictures on the wall.

15. Comfort Inn & Suites Brattleboro I-91

Brattleboro

John

3.428.135 ₫

3.770.949 ₫ total

includes taxes & fees

28 Sept - 29 Sept

A building with a covered parking area and a grassy front yard.

A motel with multiple rooms, a parking area, and a large tree in the foreground.

A rectangular swimming pool with a wooden deck surrounding it.

A hotel room with a large bed, two bedside tables with lamps, a desk with a chair, and a small window.

16. Howard Johnson by Wyndham Williamstown

Williamstown

Donna

2.601.740 ₫

2.906.174 ₫ total

includes taxes & fees

23 Sept - 24 Sept

A dining area with a table and four chairs, a painting of a covered bridge, and a painting of a red building.

A sign for The Covered Bridge Inn with a welcome message.

A hotel room with two beds, a nightstand, a lamp, a painting of a cabin, and a door.

A multi-story motel with a parking lot, several vehicles parked, and a tree in the foreground.

17. The Covered Bridge Inn

Brattleboro

VINCENT JOEL

2.223.136 ₫

2.445.450 ₫ total

includes taxes & fees

23 Sept - 24 Sept

A wooden cabin with a thatched roof, accessible via a wooden walkway with railings.

A wooden log cabin with a snow-covered entrance and a wooden fence in a snowy forest.

A wooden interior with a fireplace, a staircase, and a dining area.

A cozy room with a wooden wall, a red sofa, a small table with a bottle, a book, and a plant.

18. Vikings Villages Resort

Guilford

Cecil

3.588.125 ₫

4.184.831 ₫ total

includes taxes & fees

20 Oct - 21 Oct

A hotel with a clock tower, a parking lot, and a well-maintained garden.

A building entrance with a white door, number 959, and a small porch area decorated with pumpkins, flowers, and scarecrows.

A hotel room with a bed, two bedside lamps, a nightstand, a chair, and a small table.

A swimming pool with lounge chairs and a covered umbrella.

19. Black Mountain Inn

Brattleboro

"Absolutely spotless room, the bedding was amazing, the beds were super comfortable. The people were the nicest people ever and we enjoyed them very much. We had a wonderful stay in Vermont. They advised us on where to dine, at the Marina and it was spot on amazing. We had breakfast at The Porch in the morning and the lovely girl even called to make sure they were open before we drove there. We had amazing food there as well."

Denise

3.952.438 ₫

4.347.682 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A neatly arranged hotel room with a bed, a chair, a desk, and two framed pictures on the wall.

A hotel room with a bed, a chair, a lamp, and a window with curtains.

A wooden sign with 'RESTAURANT RECEPTION ENTRANCE' and an arrow pointing right.

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

20. Deerfield Inn

Deerfield

Deborah

7.236.162 ₫

9.319.784 ₫ total

includes taxes & fees

23 Sept - 24 Sept

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Charlemont attractions

A wooden boardwalk through a forest with snow patches and bare trees.

Hawley Bog Preserve

This rare New England bog features a floating peat mat with carnivorous plants and rare orchids. Walk the 700-foot boardwalk through this delicate ecosystem for close encounters with unique botanical treasures.

See properties

An old wooden covered bridge surrounded by autumn foliage.

Bissell Covered Bridge

This historic wooden bridge spans Mill Brook, showcasing 19th-century craftsmanship in a serene natural setting. Autumn visitors are rewarded with spectacular foliage framing the 92-foot structure.

See properties

Berkshire East Ski Resort

8.8/10 (57 reviews)

This eco-pioneer ski resort powers itself entirely through on-site wind and solar energy. Experience 45 diverse trails in winter or North America's longest zip lines and alpine coaster in summer.

See properties

Zoar Outdoor/Deerfield Valley Canopy Tours

10.0/10 (1 review)

Soar through the Berkshires on New England's first zip line canopy tour, featuring 11 thrilling lines and sky bridges. The three-hour adventure offers unique aerial views of the Deerfield River Valley's diverse forests.

See properties

Charlemont Historical Society and Museum

Housed in a historic building, this volunteer-run museum showcases Charlemont's local heritage through artefacts and photographs. Knowledgeable staff share fascinating stories about this Massachusetts town's development.

See properties

Hail to the Sunrise Statue

This bronze tribute to Native American heritage stands with arms outstretched to greet the rising sun. Visit at dawn when morning light illuminates the statue and reflecting pool with inscribed tribal stones.

See properties

West Branch Wildlife Sanctuary

This 1,814-acre sanctuary protects rare plants and diverse wildlife within the Wild & Scenic Westfield River watershed. Explore the trail through hardwood forests and hemlock stands for exceptional birdwatching.

See properties

Fort Shirley

You can take time to visit Fort Shirley during your travels to Heath.

See properties

Learn more about Charlemont

Nestled in the Berkshires, this outdoor enthusiast's paradise offers thrilling whitewater rafting on the Deerfield River and scenic zip-lining adventures. Nearby, Mohawk Trail State Forest beckons hikers with its old-growth trees, while Berkshire East Mountain Resort provides year-round activities from skiing to mountain biking.

See all hotels in Charlemont

Top Charlemont Hotel Reviews

Hotel UMass

10/10 Excellent

"Everything was great I just would not count on any type of special breakfast it’s just fruit and danish type of breakfast. Free coffee on the way out was great!"

Berkshire Mountain Lodge

8/10 Good

"Clean room comfortABLE"

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent

"Every one was very kind and helpful."

Vacation Village in the Berkshires

8/10 Good

"I am disappointed that it has been over two weeks and I have yet to receive my room deposit back. They told me 7-10 days"

River Valley Inn

10/10 Excellent

"it was great, we were seeing a show in the area and dint want to drive home. check in was great, staff was very helpful. i would stay there again and i would recommend it."

The Yankee Inn

10/10 Excellent

"The room was spacious, clean and comfortable. I will definitely stay there again."

Latchis Hotel

10/10 Excellent

"WE enjoyed the architecture of the whole complex - reception coffee lounge (Hot Drinks day and night as a compliment). Parking was right there. Center of town. The staff helped us when we needed to extend at the special rate. It attracts fun guests. It is a special place - not the run of the mill franchise. The linen is first class, nice thick towels. The room had a microwave and a refrig, plus the record player theme is another theme for folks who appreciate the vinyl era. Remember - Art Deco Era - not modern era."

The Williams Inn

10/10 Excellent

"Everything was great!"

Jiminy Peak Mountain Resort

10/10 Excellent

"Even in the off season it was beautiful."

More cheap stays in Charlemont

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

1.615.842 ₫

1.804.895 ₫ total

23 Sept - 24 Sept

includes taxes & fees