Chalet vacation rentals in Massachusetts
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Top-rated chalet rentals in Massachusetts
Guests agree: these chalets are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Massachusetts chalet rentals
Family-friendly chalet rentals
Chalet in Lee
4.81 out of 5 average rating, 59 reviewsWaterfront lakehouse in Berkshires
Sep. 18 – 25
Chalet in Stockbridge
4.6 out of 5 average rating, 5 reviewsThe Millhouse
Jan. 8 – 15
Chalet in West Tisbury
4.63 out of 5 average rating, 16 reviewsStay Cool in West Tisbury (Lambert's Cove Beach!)
Aug. 31 – Sep. 7
Chalet in Otis
4.94 out of 5 average rating, 350 reviewsMid-Century Glass Octagon in the Berkshires
Apr. 16 – 23
Chalet in Monterey
4.97 out of 5 average rating, 73 reviewsCozy French Country chalet
Mar. 29 – Apr. 5
Chalet in New Marlborough
4.92 out of 5 average rating, 50 reviewsModern & Secluded on 40 Acres - Fast Wi-fi
Dec. 4 – 11
Chalet in Peru
4.92 out of 5 average rating, 252 reviewsSwiss Chalet Style Timberframe Home in Berkshires
Jun. 5 – 12
Chalet in West Stockbridge
4.8 out of 5 average rating, 15 reviewsTranquility Glade - Tanglewood in minutes
Aug. 8 – 15
Luxury chalet rentals
Chalet in Monterey
5.0 out of 5 average rating, 10 reviewsStunning Log Cabin
Jul. 22 – 29
Room in Taunton
The Bay Chalet with Game Room and Bar
May 11 – 18
Chalet in New Marlborough
4.92 out of 5 average rating, 50 reviewsModern & Secluded on 40 Acres - Fast Wi-fi
Dec. 4 – 11
Chalet in Charlemont
4.98 out of 5 average rating, 42 reviewsStrautmanHaus: All-Season Chalet at Berkshire East
Aug. 30 – Sep. 6
Chalet in West Stockbridge
4.8 out of 5 average rating, 15 reviewsTranquility Glade - Tanglewood in minutes
Aug. 8 – 15
Destinations to explore
- Chalet rentals United States
- Resort rentals Massachusetts
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