A lake with a rocky shoreline and a forested island.

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Our top choices for Western Massachusetts cottages

1. Mtn-view Retreat in Huson Valley: Great for Groups

Mtn-view Retreat in Huson Valley: Great for Groups
3.0 star property
Hudson
The price is AU$1,053
includes taxes & fees
21 Aug - 22 Aug
Mtn-view Retreat in Huson Valley: Great for Groups

2. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Charming Wilmington Cabin, 8 Mi. to Mt Snow!
3.0 star property
Wilmington
10.0 out of 10, Exceptional, (1 review)
"The house was everything we wanted and more. Loaded with space, kitchen supplies, comfort, a grill, gorgeous stone fireplace. The location on. sleepy back road in the woods was beautiful and quiet. The only complaint is that they make you take your trash with you when you go. There was a pass for the local dump which helped offset the inconvenience. Otherwise, A+"
United States
Mark
The price is AU$618
includes taxes & fees
11 Aug - 12 Aug
Charming Wilmington Cabin, 8 Mi. to Mt Snow!

3. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
Stephentown
The price is AU$788
includes taxes & fees
4 Aug - 5 Aug
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

4. 3 Mi to Mount Snow: Spacious West Dover Home

3 Mi to Mount Snow: Spacious West Dover Home
3.0 star property
West Dover
The price is AU$930
includes taxes & fees
2 Aug - 3 Aug
3 Mi to Mount Snow: Spacious West Dover Home

5. Hiking Trails On-site: Cozy Falls Brook Cabin

Hiking Trails On-site: Cozy Falls Brook Cabin
3.0 star property
Brattleboro
10.0 out of 10, Exceptional, (2 reviews)
"This is exactly how it’s described- perfect cozy spot- babbeling brook to keep you company while sitting on the porch - fire pit for cozy evenings and cabin inside is perfection- cozy cozy cozy!! Matt was the perfect host and readily available- hoping to return!! 15 mins from farmers markets, covered bridges, shops, food, drinks and entertainment ❤️"
United States
sarah
The price is AU$584
includes taxes & fees
5 Aug - 6 Aug
Hiking Trails On-site: Cozy Falls Brook Cabin
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

Find out more about Western Massachusetts

Western Massachusetts Cottages information

Number of reviews
1
Accommodation
121 Cottages
Lowest Price
AU$584
Highest Price
AU$1,455

Frequently asked questions

How much do cottages in Western Massachusetts cost?
Prepare to pay between AU$584 and AU$1,455 per night for cottages in Western Massachusetts. Whatever your budget, an epic stay is only a few clicks away on Expedia. This price was 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 cottages are there in Western Massachusetts?
You can select from 121 cottages in Western Massachusetts. Whether you're travelling with the kids, as a twosome or with a group of pals, Expedia makes it a cinch to find your ideal place.
What is there to do in Western Massachusetts near my cottage?
The best accessory to pack for your Western Massachusetts adventure is a well-designed itinerary! Naismith Memorial Basketball Hall of Fame, Titanic Museum and Springfield Science Museum are some of the top sights if you're on your way to Springfield. Amherst is also home to impressive attractions, such as Emily Dickinson Museum. In the mood to explore more? Check out Amherst Farm Winery and Mead Art Museum too.

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