Search Condos in Western Massachusetts

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Western Massachusetts condo rentals

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,235 reviews)
"I great place to stay!!"
United Kingdom
Maricel
The price is NZ$210
includes taxes & fees
12 Feb - 13 Feb
Vacation Village in the Berkshires

UNIQUE - 1BR Country Condo @ Jiminy Peak

UNIQUE - 1BR Country Condo @ Jiminy Peak
Hancock
10.0 out of 10, Exceptional, (14 reviews)
"lovely place to stay"
United States
Nancy P.
The price is NZ$646
includes taxes & fees
26 Feb - 27 Feb
UNIQUE - 1BR Country Condo @ Jiminy Peak

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Hancock
7.4 out of 10, Good, (12 reviews)
"Perfect spot for Mountain Adventures, property was well equipped with comfortable necessities. It was very clean and spacious for six people, 3 adults and 3 young boys. We would definitely stay again. "
United States
PK N.
The price is NZ$566
includes taxes & fees
25 Feb - 26 Feb
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
Hancock
9.0 out of 10, Wonderful, (2 reviews)
"very nice and roomy! really enjoyed."
United States
Shack M.
The price is NZ$496
includes taxes & fees
3 Mar - 4 Mar
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!

SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!
Hancock
10.0 out of 10, Exceptional, (15 reviews)
"Perfect spot to relax!"
United States
Tisha C.
The price is NZ$1,447
includes taxes & fees
21 Feb - 22 Feb
SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!

Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5

Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5
Hancock
9.8 out of 10, Exceptional, (7 reviews)
"It was exactly as described, perfect for a family stay with easy ski on and off. I was pleasantly surprised with all the amenities of the property. Would stay again!"
United States
Christine O.
The price is NZ$1,209
includes taxes & fees
13 Feb - 14 Feb
Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5

Stylish Downtown Business| Hospital | WD | GYM

Stylish Downtown Business| Hospital | WD | GYM
Downtown Hartford
8.4 out of 10, Very good, (7 reviews)
"Clean with and spacious apartment; great for a stay in downtown Hartford!"
United States
Sean L.
The price is NZ$565
includes taxes & fees
28 Feb - 1 Mar
Stylish Downtown Business| Hospital | WD | GYM

Cozy 3 bedroom condo 2.5 miles to Mount Snow

Cozy 3 bedroom condo 2.5 miles to Mount Snow
West Dover
9.2 out of 10, Wonderful, (50 reviews)
"Great quiet location, kitchen had enough essentials for basic cooking to be easy. The king bed was comfortable and the living room is a great hangout spot."
United States
Franklin C.
The price is NZ$505
includes taxes & fees
3 Mar - 4 Mar
Cozy 3 bedroom condo 2.5 miles to Mount Snow

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Dover
8.6 out of 10, Excellent, (33 reviews)
"Very nice accommodations and location!"
United States
Michael M.
The price is NZ$614
includes taxes & fees
1 Mar - 2 Mar
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Ski-in/ski-out condo w/ wood-burning fireplace, patio, shared bbq, w/d, wifi

Ski-in/ski-out condo w/ wood-burning fireplace, patio, shared bbq, w/d, wifi
West Dover
The price is NZ$410
includes taxes & fees
23 Feb - 24 Feb
Ski-in/ski-out condo w/ wood-burning fireplace, patio, shared bbq, w/d, wifi

SKI-IN TOWNHOME MT. SNOW, SHUTTLE, FIREPLACE, RENOVATED END UNIT, BEARS CROSSING

SKI-IN TOWNHOME MT. SNOW, SHUTTLE, FIREPLACE, RENOVATED END UNIT, BEARS CROSSING
Dover
10.0 out of 10, Exceptional, (12 reviews)
"Cozy place!"
United States
Preeti Y.
SKI-IN TOWNHOME MT. SNOW, SHUTTLE, FIREPLACE, RENOVATED END UNIT, BEARS CROSSING

2BR Loft With Views | Ski-In Access

2BR Loft With Views | Ski-In Access
West Dover
The price is NZ$1,786
includes taxes & fees
9 Mar - 10 Mar
2BR Loft With Views | Ski-In Access

Expansive 2BR | Sleeps 10 | Ski-In

Expansive 2BR | Sleeps 10 | Ski-In
West Dover
Expansive 2BR | Sleeps 10 | Ski-In
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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top Western Massachusetts Hotel Reviews

Find out more about Western Massachusetts

Western Massachusetts Condo Rentals information

Number of reviews
2,356
Accommodation
48 Condo Rentals
Lowest Price
NZ$210
Highest Price
NZ$1,786

Frequently asked questions

How much do condos in Western Massachusetts cost?
Condos in Western Massachusetts range from NZ$210 to NZ$1,786 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 48 condos to pick from. Enter your destination and travel dates and book your perfect stay today.
What is there to do in Western Massachusetts near my condo?
The best accessory to take on your Western Massachusetts adventure is a good itinerary! Titanic Museum, Springfield Armoury and Springfield City Library are among the leading things to do if you're heading to Springfield. West Springfield also has lots of fantastic attractions, such as Big E. Want to explore more? Find time for Eastern States Exposition and Olympia Ice Centre too.

Explore a world of travel with Expedia