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Featured Condo Rentals in Western Massachusetts and around

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Vacation Village in the Berkshires

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2136)
"We came here because it was off season, great price, and it had an indoor pool. "
United States
Monica
The price is €109
includes taxes & fees
17 Nov - 18 Nov
Vacation Village in the Berkshires
Interior
UNIQUE - 1BR Country Condo @ Jiminy Peak

UNIQUE - 1BR Country Condo @ Jiminy Peak

Hancock
10.0 out of 10, Exceptional, (14)
"Clean and quiet, nicely decorated! "
United States
Robert
The price is €306
includes taxes & fees
17 Nov - 18 Nov
UNIQUE - 1BR Country Condo @ Jiminy Peak
Pool
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

Hancock
8.0 out of 10, Very good, (8)
"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 €296
includes taxes & fees
17 Nov - 18 Nov
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Pool
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)
"very nice and roomy! really enjoyed."
United States
Shack M.
The price is €266
includes taxes & fees
17 Nov - 18 Nov
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
Fridge, microwave, oven, stovetop
Charming 1-bedroom condo in delightful Dover

Charming 1-bedroom condo in delightful Dover

Dover
9.6 out of 10, Exceptional, (7)
"Easy to find. Good communication helped, but the sliding door was a little wonky. Additional security for single female travelers would be nice. A bedside table would be useful. All the amenities you would ever need."
United States
Tia
The price is €177
includes taxes & fees
26 Nov - 27 Nov
Charming 1-bedroom condo in delightful Dover
Microwave, oven, stovetop
Spacious 4-bedroom condo with AC and WiFi in charming Enfield

Spacious 4-bedroom condo with AC and WiFi in charming Enfield

Enfield
10.0 out of 10, Exceptional, (2)
"Perfect for work. Everything was very clean. Very close to where we needed to be for work."
United States
Ryan O.
The price is €371
includes taxes & fees
9 Dec - 10 Dec
Spacious 4-bedroom condo with AC and WiFi in charming Enfield
TV
Stylish Downtown Business| Hospital | WD | GYM

Stylish Downtown Business| Hospital | WD | GYM

Downtown Hartford
8.4 out of 10, Very good, (7)
"Key takeaways form my. 3 day stay: WALLS ARE THIN!! Can hwar everyone and everything!! HARD TO FIND BUILDING!! BATHROOM FLOODED.... they would not give me a refund for that happening. Had to use seperate bathroom at mcdonalds until fixed"
United States
Quentin / PARIS A.
The price is €219
includes taxes & fees
2 Dec - 3 Dec
Stylish Downtown Business| Hospital | WD | GYM
Property grounds
Cozy 3 bedroom condo 2.5 miles to Mount Snow

Cozy 3 bedroom condo 2.5 miles to Mount Snow

West Dover
9.0 out of 10, Wonderful, (43)
"We loved the place. It was very homey and comfortable. My only suggestion would be to upgrade the towels and add a few more dish towels. "
United States
Kathy S.
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Property grounds
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, (31)
"Very nice accommodations and location!"
United States
Michael M.
The price is €248
includes taxes & fees
18 Nov - 19 Nov
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Private kitchen
Charming 3-bedroom condo in serene Wilmington - Your home away from home!

Charming 3-bedroom condo in serene Wilmington - Your home away from home!

Wilmington
10.0 out of 10, Exceptional, (1)
"Beautiful condo that is spacious in a quiet spot"
United States
Linda
The price is €572
includes taxes & fees
17 Nov - 18 Nov
Charming 3-bedroom condo in serene Wilmington - Your home away from home!
Property grounds
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)

Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)

Dover
9.4 out of 10, Exceptional, (18)
"Close to the mountain, great for a bigger group!"
United States
Alexa G.
The price is €516
includes taxes & fees
17 Nov - 18 Nov
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)
Property grounds
2BR Loft With Views | Ski-In Access

2BR Loft With Views | Ski-In Access

West Dover
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

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
Frank 1-night trip
Posted 18 hours ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Find out more about Western Massachusetts

Western Massachusetts Condo Rentals information

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Frequently asked questions

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