A coastal village with houses, a lighthouse, and boats on the water.

Find Chalets in Massachusetts from $1,245

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Top Cities in Massachusetts

A harbor with boats, waterfront houses, and an American flag.
ChaletsChalets

Nantucket

Nantucket
A boat on a calm river, a large house with a red roof, and dense greenery in the background.
ChaletsChalets

Chatham

Chatham

Our top choices for Massachusetts chalets

A wooden deck with a metal table and chairs, surrounded by a black railing, overlooking a lake and forest.

1. Little Longbow Lakefront Chalet

Little Longbow Lakefront Chalet
Becket
9.8 out of 10, Exceptional, (36 reviews)
"Great property! Super communicative and responsive owner - such a nice place to stay!"
United States
J P.
Little Longbow Lakefront Chalet

2. Sunny Chalet Nestled in the Woods of Ashfield

Sunny Chalet Nestled in the Woods of Ashfield
Ashfield
9.6 out of 10, Exceptional, (23 reviews)
"Place was great and great communication from the host. "
United States
David D.
Sunny Chalet Nestled in the Woods of Ashfield
A wooden cabin with a balcony, a red door, and a staircase leading to the entrance.

3. Beautiful, Private Berkshires Retreat w Magic View! 5min to Lake Garfield Beach

Beautiful, Private Berkshires Retreat w Magic View! 5min to Lake Garfield Beach
Monterey
9.8 out of 10, Exceptional, (28 reviews)
"Beautiful house my friends and I loved it there perfect cozy cabin vibes :) "
United States
Kamille N.
Beautiful, Private Berkshires Retreat w Magic View! 5min to Lake Garfield Beach
A view of a forested area with a bench in the foreground.

4. Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting

Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting
Charlemont
10.0 out of 10, Exceptional, (2 reviews)
"Our stay at the chalet was exactly what we hoped it would be! The space is in a beautiful location that is perfect for dogs. The host was very helpful and responsive and check in was a breeze. We'll be back for sure!"
United States
Georgia P.
$1,115 nightly
The price is $1,245
Sep 28 - Sep 29
Total with taxes and fees
Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting
A small, single-story wooden cabin with a green roof and white trim, surrounded by trees with autumn foliage.

5. Rustic Chalet at Camp Coldbrook!

Rustic Chalet at Camp Coldbrook!
Barre
Rustic Chalet at Camp Coldbrook!
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 Massachusetts Hotel Reviews

The Westin Boston Seaport District

The Westin Boston Seaport District

8/10 Good
"Good overall stay"
Jen 1-night trip
Posted 6 hours ago
The Westin Boston Seaport District

Find out more about Massachusetts

Massachusetts Chalets information

Number of reviews
89
Accommodation
5 Chalets
Lowest Price
$1,245
Highest Price
$1,245

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