Charlemont, MA Condos for Rent

Find vacation rentals that suit your style

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Our top choices for Charlemont condo rentals

A spacious living area with a high ceiling, wooden beams, a fireplace, and a large wooden coffee table.

1. Seasons ski-in/ski-out condo with balcony and wood-burning fireplace

Dover

Evan C.

$322 nightly

Nov 13 - Nov 14

Total with taxes and fees

A calm lake with a wooden boat on the shore.

2. Cozy 3 bedroom condo 2.5 miles to Mount Snow

West Dover

Scott S.

$262 nightly

Dec 7 - Dec 8

Total with taxes and fees

An indoor swimming pool with a tiled floor, a pool table, and a bar area.

3. Mountainside Condo - Front-Door Shuttle & Indoor Pool Complex

Dover

Douglas D.

$365 nightly

Nov 13 - Nov 14

Total with taxes and fees

A kitchen counter with a bottle of Cabernet Sauvignon, a feedback card, and a basket of fruits.

4. Mount Snow Fireplace Condo - 5-10 Min Walk to Sundance Lift - Sleeps 8

Dover

Emma C.

$502 nightly

Nov 16 - Nov 17

Total with taxes and fees

A spacious living area with a stone fireplace, comfortable seating, and a view of the kitchen.

5. UNIQUE - 1BR Country Condo @ Jiminy Peak

Hancock

Nancy P.

$497 nightly

Nov 13 - Nov 14

Total with taxes and fees

Wake up to breathtaking mountain views and slopeside convenience at this cozy retreat, where adventure and relaxation go hand in hand.

6. Expansive 2BR | Sleeps 10 | Ski-In

West Dover

$536 nightly

Nov 16 - Nov 17

Total with taxes and fees

Gather around the glowing fire pit and unwind under the open sky, the perfect way to end a day of adventure.

7. 2BR Loft With Views | Ski-In Access

West Dover

$578 nightly

Nov 16 - Nov 17

Total with taxes and fees

View all 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

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

Top reviews in Charlemont

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

Blooming Inn

Shelburne Falls

10/10 Excellent

Philip M

Hotel Downstreet, an Ascend Collection Hotel

North Adams

10/10 Excellent

Ann

A two-story house with a large porch and multiple windows, surrounded by autumn foliage.

Shelburne Springs Hotel

Shelburne Falls

10/10 Excellent

Brian

Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.

The Porches Inn at Mass MoCA

North Adams

10/10 Excellent

Stacey

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

Maple Terrace Motel

Williamstown

10/10 Excellent

Eric

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

Hampton Inn & Suites Greenfield

Greenfield

10/10 Excellent

Carol

A small, single-story building with a green roof and a white exterior. There are two large trees in front of the building, each with a flower pot on top. The surrounding area has grass, a few pumpkins, and a small garden with red flowers.

Williamstown Motel

Williamstown

10/10 Excellent

Grantley

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

I've traveled quite frequently the past several years and I can say in all honesty that this is without doubt one of the nicest places I have stayed. I was there for 2 nights and could not have asked for nicer accomodations. The room was spacious, the bed very comfortable and the bathroom spotless. The manager was very gracious, he even lent me his umbrella when it rained the day I had planned to do genealogy research in a local cemetery.

Anonymous traveler

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

Willows Motel Williamstown

Williamstown

10/10 Excellent

Sandra

A wooden sign with an arrow pointing to the right, labeled "CHICKENS".

The Wilmington Inn

Wilmington

10/10 Excellent

Sophia

A living room with a fireplace, two sofas, and four black side tables.

The Revival House

Adams

10/10 Excellent

Ruby

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

Colonel Williams Inn

Brattleboro

10/10 Excellent

Beautiful Vermont Inn with exceptional breakfast: changes everyday - we had frittata, fresh fruit, steel cut oats fried with maple syrup and pecans and always muffins or other baked goods. Our hosts were friendly, accommodating and know the area well. We had room 3- spacious and comfortable. When it snows there is a 5 mile snowshoe,cross country trail on the property for guests only. We were there to attend a show at the Vermont Jazz Center in Brattleboro-about 20 min away. Also hiked...

Ann

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

The White House Inn

Wilmington

10/10 Excellent

Rya

A building entrance with a large planter with purple flowers and a small tree.

Hotel On North

Pittsfield

10/10 Excellent

The Hotel on North is a thoughtful and beautiful transformation of 2 old contiguous buildings, a store and factory, into a hip and fun hotel. The spaces are extremely large and open from the common spaces to the guest rooms, including the bathrooms. The aesthetic is colorful and friendly rather than the cookie cutter faux luxury I usually find in expensive hotels. The quirky design features such as vintage furniture and painted floors are a great juxtaposition to the perfect bed linens and...

Steve

Frequently Asked Questions

Why book your condo in Charlemont with Expedia?

Reserving a condo in Charlemont is as simple as entering your travel dates and picking the option that suits your style. After something upscale or budget friendly, or a stay that also includes a laundry and kitchen? Use Expedia's search filters to narrow your results even further and find your ideal match.

How can I find cheap condos in Charlemont?

The simplest way to compare cheap condos in Charlemont is with Expedia's filter tool. Narrow your search by budget, amenities and star rating to nab excellent rates in a couple of clicks.

What is there to do in Charlemont near my condo?

The best travel accessory is a well-planned to-do list. Hawley Bog Preserve is an excellent place to kick-start your adventures in Charlemont.

Search and Rent Charlemont Condos

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Charlemont condo rentals

1. Seasons ski-in/ski-out condo with balcony and wood-burning fireplace

2. Cozy 3 bedroom condo 2.5 miles to Mount Snow

3. Mountainside Condo - Front-Door Shuttle & Indoor Pool Complex

4. Mount Snow Fireplace Condo - 5-10 Min Walk to Sundance Lift - Sleeps 8

5. UNIQUE - 1BR Country Condo @ Jiminy Peak

6. Expansive 2BR | Sleeps 10 | Ski-In

7. 2BR Loft With Views | Ski-In Access

Learn more about Charlemont

Top reviews in Charlemont

Blooming Inn

10/10 Excellent

Frequently Asked Questions

Why book your condo in Charlemont with Expedia?

How can I find cheap condos in Charlemont?

What is there to do in Charlemont near my condo?

Explore a world of travel with Expedia