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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Western Massachusetts condo rentals

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Vacation Village in the Berkshires

Condo in Williamstown

Vacation Village in the Berkshires
3.0 star property
8.8 out of 10, Excellent, (2196)
"I great place to stay!!"
United Kingdom
Maricel
The price is €108
includes taxes & fees
4 Jan - 5 Jan 2026
Vacation Village in the Berkshires
Property grounds
Welcome to Honey Spot!

Condo in Pine Point

Welcome to Honey Spot!
9.8 out of 10, Exceptional, (27)
"Ricardo was a great!!made are stay wonderful was very helpful and went out of his way to make or stay great we had a good time place was beautiful something for everyone will definitely stay here again thank u"
United States
Marie A.
The price is €257
includes taxes & fees
5 Jan - 6 Jan 2026
Welcome to Honey Spot!
Interior
UNIQUE - 1BR Country Condo @ Jiminy Peak

Condo in Hancock

UNIQUE - 1BR Country Condo @ Jiminy Peak
10.0 out of 10, Exceptional, (14)
"lovely place to stay"
United States
Nancy P.
The price is €338
includes taxes & fees
8 Jan - 9 Jan 2026
UNIQUE - 1BR Country Condo @ Jiminy Peak
Pool
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

Condo in Hancock

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
7.6 out of 10, Good, (10)
"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 €293
includes taxes & fees
5 Jan - 6 Jan 2026
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Pool
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

Condo in Hancock

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
9.0 out of 10, Wonderful, (2)
"very nice and roomy! really enjoyed."
United States
Shack M.
The price is €263
includes taxes & fees
6 Jan - 7 Jan 2026
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
Property grounds
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Condo in Dover

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
8.8 out of 10, Excellent, (32)
"Very nice accommodations and location!"
United States
Michael M.
The price is €396
includes taxes & fees
20 Jan - 21 Jan 2026
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Property grounds
Cozy 3 bedroom condo 2.5 miles to Mount Snow

Condo in West Dover

Cozy 3 bedroom condo 2.5 miles to Mount Snow
9.0 out of 10, Wonderful, (46)
"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 €267
includes taxes & fees
14 Jan - 15 Jan 2026
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Microwave, oven, stovetop, dishwasher
NEW Ski in/out condo with Mt views, hot tub, porch, gym & wifi!

Condo in Dover

NEW Ski in/out condo with Mt views, hot tub, porch, gym & wifi!
10.0 out of 10, Exceptional, (1)
"Excellent stay super close to the mtn. "
United States
Matt B.
The price is €395
includes taxes & fees
7 Jan - 8 Jan 2026
NEW Ski in/out condo with Mt views, hot tub, porch, gym & wifi!
Property grounds
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)

Condo in Dover

Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)
9.4 out of 10, Exceptional, (18)
"Property was perfect for proximity to the mountain, restaurants and stores. Perfect family spot for a ski vacay!"
United States
amy
The price is €711
includes taxes & fees
4 Jan - 5 Jan 2026
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)
Property grounds
2BR Loft With Views | Ski-In Access

Condo in West Dover

2BR Loft With Views | Ski-In Access
The price is €985
includes taxes & fees
13 Jan - 14 Jan 2026
2BR Loft With Views | Ski-In Access
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 Western Massachusetts Hotel Reviews

MGM Springfield

MGM Springfield

10/10 Excellent
"Poker room hotel front desk"
Gaetano 1-night trip
Posted 2 days ago
MGM Springfield

Find out more about Western Massachusetts

Western Massachusetts Condo Rentals information

Number of reviews
2,294
Accommodation
48 Condo Rentals
Lowest Price
€108
Highest Price
€985

Frequently asked questions

How much do condos in Western Massachusetts cost?
Condos in Western Massachusetts range from €108 to €985 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.
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.
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.

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