Western Massachusetts, MA Condo Rentals from AED 330

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Our top choices for Western Massachusetts condo rentals

1. Work, Play & Stay! Apt Near Holyoke Medical Center

Holyoke

Yvonne A.

AED 1,120 total

includes taxes & fees

30 Nov - 1 Dec

A modern kitchen with dark cabinets, a granite countertop, a built-in oven, a microwave, and a large window providing natural light.

2. Penthouse overlooking downtown Amherst!

Amherst

Mike S.

AED 1,846 total

includes taxes & fees

19 Nov - 20 Nov

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

3. UNIQUE - 1BR Country Condo @ Jiminy Peak

Hancock

Nancy P.

AED 2,048 total

includes taxes & fees

14 Nov - 15 Nov

A room with a wood-burning stove, a brick fireplace, a mounted television, and a sign above the fireplace.

4. Cozy 3 bedroom condo 2.5 miles to Mount Snow

West Dover

Scott S.

AED 1,029 total

includes taxes & fees

12 Nov - 13 Nov

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

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

Dover

Evan C.

AED 1,311 total

includes taxes & fees

7 Nov - 8 Nov

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

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

Dover

Douglas D.

AED 1,516 total

includes taxes & fees

8 Nov - 9 Nov

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

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

Dover

Emma C.

AED 1,903 total

includes taxes & fees

10 Nov - 11 Nov

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

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

West Dover

AED 2,170 total

includes taxes & fees

9 Nov - 10 Nov

9. 2BR Loft With Views | Ski-In Access

West Dover

AED 2,341 total

includes taxes & fees

9 Nov - 10 Nov

View all properties

Learn more about Western Massachusetts

Rolling hills and charming towns define this picturesque region, where art lovers flock to MASS MoCA in North Adams. Outdoor enthusiasts can hike Mount Greylock, while history buffs explore Norman Rockwell's studio in Stockbridge.

See all hotels in Western Massachusetts

A panoramic view of a valley with autumn foliage, a town in the distance, and rolling hills.

Top reviews in Western Massachusetts

A wooden boat on calm water with a house in the background.

Prospect Berkshires

Egremont

10/10 Excellent

Emily

A multi-story hotel with a classic facade, large windows, and a prominent entrance.

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

A two-story house with a red door, green shutters, and a snow-covered front yard.

Centennial House

Northfield

10/10 Excellent

My husband and I have never stayed at a B&B. We were looking for a nearby weekend get-away and found The Centennial House on an on-line search. The Hosts Joan & Steve were very hospitable and knowledgable of the area and it's history and attractions. The surrounding area, the room and the breakfast were beautiful, comfortable and delicious!! Our first B&B experience was excellent, thank you Joan & Steve. Until we meet again, Bill & Anne

Anonymous traveler

An outdoor patio area with a circular fire pit surrounded by wicker chairs and tables.

TownePlace Suites by Marriott Hadley Amherst

Hadley

10/10 Excellent

Karen

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

Maple Terrace Motel

Williamstown

10/10 Excellent

Eric

A snow-covered outdoor area with a patio, seating, and a covered dining area.

The Cornell Inn, Lenox & The Berkshires

Lenox

10/10 Excellent

Lawrence

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 Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

10/10 Excellent

We were greeted by extremely friendly staff. Check in and check out was seamless. Room was very nice and immaculate. We especially liked the bathroom design - didn't have to trip over the toilet to get in the shower as in most hotels! Free breakfast was the usual fare, but in a very pleasant and uncrowded room. Appreciated the free US News and NY Times Beautiful indoor pool - wish we'd brought our bathing suits!

Anonymous traveler

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

Two Adirondack chairs facing a river with a forested hill in the background.

The Yankee Inn

Lenox

10/10 Excellent

We had a fantastic stay at the Yankee! Our adjoining rooms were clean, large and comfortable. We loved that the rooms had a fireplace and balcony! All the amenities were appreciated. The breakfast had so many offerings, including fresh fruit and two kinds of eggs. The front desk staff (especially George) were professional, helpful and friendly. This was our first stay at the Yankee, but it won't be the last!

Colleen

Frequently Asked Questions

How much do condos in Western Massachusetts cost?

Condos in Western Massachusetts range from AED 209 to AED 1,954 per night. These properties offer loads of space for your whole crew at a price that won't stretch the budget. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many condos are there in Western Massachusetts?

Western Massachusetts has condos to pick from. Enter your destination and travel dates and book your perfect stay today.

Why book your condo in Western Massachusetts with Expedia?

Booking a condo in Western Massachusetts is as easy as working out your travel dates and choosing a place that meets your needs. In search of something luxurious or low cost, or a stay that also comes with a kitchen? Use Expedia's search filters to narrow your results even further and find your ideal match.

How can I find cheap condos in Western Massachusetts?

Expedia can help you narrow your search for cheap condos in Western Massachusetts. To lock in a fantastic stay in a couple of quick clicks, try out the filter tool to tailor your search results by amenities, budget and star rating.

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Search Condo Rentals in Western Massachusetts

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Western Massachusetts condo rentals

1. Work, Play & Stay! Apt Near Holyoke Medical Center

2. Penthouse overlooking downtown Amherst!

3. UNIQUE - 1BR Country Condo @ Jiminy Peak

4. Cozy 3 bedroom condo 2.5 miles to Mount Snow

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

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

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

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

9. 2BR Loft With Views | Ski-In Access

Learn more about Western Massachusetts

Top reviews in Western Massachusetts

Prospect Berkshires

10/10 Excellent

Frequently Asked Questions

How much do condos in Western Massachusetts cost?

How many condos are there in Western Massachusetts?

Why book your condo in Western Massachusetts with Expedia?

How can I find cheap condos in Western Massachusetts?

Explore a world of travel with Expedia