Western Massachusetts Vacation Rentals

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31 Dec - 1 Jan
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9 Jan - 11 Jan

Our top choices for Western Massachusetts holiday rentals

Lobby
Vacation Village in the Berkshires

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2195)
"I great place to stay!!"
United Kingdom
Maricel
The price is RM421
RM515 total
includes taxes & fees
5 Jan - 6 Jan 2026
Vacation Village in the Berkshires
Exterior
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very good, (987)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is RM887
RM990 total
includes taxes & fees
4 Jan - 5 Jan 2026
Jiminy Peak Mountain Resort
Full-sized fridge, microwave, oven, dishwasher
Newly Renovated 2 floor Getaway

Newly Renovated 2 floor Getaway

Newly Renovated 2 floor Getaway
3.5 star property
Forest Park
The price is RM1,893
RM2,754 total
includes taxes & fees
2 Jan - 3 Jan 2026
Newly Renovated 2 floor Getaway
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

Berkshires Untold

Berkshires Untold

10/10 Excellent
"Great hospitality and beautiful design. Our family had a great time!"
Alison 1-night trip
Posted 2 days ago
Berkshires Untold

Find out more about Western Massachusetts

Search for holiday rentals in Western Massachusetts on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Western Massachusetts using one of the methods below:

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Look no further and take a look at our great range of rental properties in Western Massachusetts!