Chalet vacation rentals in Massachusetts
Find and book unique chalets on Airbnb
Top-rated chalet rentals in Massachusetts
Guests agree: these chalets are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
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
Chalet in Stockbridge
4.6 out of 5 average rating, 5 reviewsThe Millhouse
Chalet in West Tisbury
4.63 out of 5 average rating, 16 reviewsStay Cool in West Tisbury (Lambert's Cove Beach!)
Guest favorite
Chalet in Otis
4.94 out of 5 average rating, 351 reviewsMid-Century Glass Octagon in the Berkshires
Guest favorite
Chalet in New Marlborough
4.92 out of 5 average rating, 50 reviewsModern & Secluded on 40 Acres - Fast Wi-fi
Guest favorite
Chalet in Monterey
4.97 out of 5 average rating, 73 reviewsCozy French Country chalet
Guest favorite
Chalet in Peru
4.92 out of 5 average rating, 253 reviewsSwiss Chalet Style Timberframe Home in Berkshires
Guest favorite
Chalet in Richmond
4.98 out of 5 average rating, 86 reviewsUpdated Berkshires Chalet Mins to Tanglewood/Lenox
Luxury chalet rentals
Chalet in Monterey
5.0 out of 5 average rating, 10 reviewsStunning Log Cabin
Room in Taunton
The Bay Chalet with Game Room and Bar
Guest favorite
Chalet in New Marlborough
4.92 out of 5 average rating, 50 reviewsModern & Secluded on 40 Acres - Fast Wi-fi
Guest favorite
Chalet in Barnstable
5.0 out of 5 average rating, 44 reviewsModern Coastal Escape - Cape Haus
Chalet in West Stockbridge
4.8 out of 5 average rating, 15 reviewsTranquility Glade - Tanglewood in minutes
Destinations to explore
- Chalet rentals United States
- Lakehouse rentals Massachusetts
- Rentals with breakfast Massachusetts
- Rentals with lake access Massachusetts
- Bungalow rentals Massachusetts
- Rentals with a fireplace Massachusetts
- Mansion rentals Massachusetts
- Barn rentals Massachusetts
- Rentals with an accessible height toilet Massachusetts
- Beach house rentals Massachusetts
- Cottage rentals Massachusetts
- Rentals with an accessible height bed Massachusetts
- Loft rentals Massachusetts
- Waterfront rentals Massachusetts
- Family-friendly rentals Massachusetts
- Kid-friendly rentals Massachusetts
- Tiny house rentals Massachusetts
- Apartment rentals Massachusetts
- Rentals with a home theater Massachusetts
- Rentals with outdoor seating Massachusetts
- Fitness-friendly rentals Massachusetts
- Rentals with a patio Massachusetts
- Luxury rentals Massachusetts
- Rentals with a fire pit Massachusetts
- Pet-friendly rentals Massachusetts
- Rentals with an EV charger Massachusetts
- Rentals with a kayak Massachusetts
- Rentals with pools Massachusetts
- Resort rentals Massachusetts
- Hotel rentals Massachusetts
- Monthly Rentals Massachusetts
- Guesthouse rentals Massachusetts
- Farmstay rentals Massachusetts
- Rentals with a washer and dryer Massachusetts
- Rentals with a sauna Massachusetts
- Condo rentals Massachusetts
- Beachfront rentals Massachusetts
- Wheelchair accessible rentals Massachusetts
- Rentals with beach access Massachusetts
- Ski-in/ski-out rentals Massachusetts
- Cabin rentals Massachusetts
- Townhouse rentals Massachusetts
- Private suite rentals Massachusetts
- Smoking-friendly rentals Massachusetts
- House rentals Massachusetts
- Villa rentals Massachusetts
- Rentals with a hot tub Massachusetts
- Boutique hotel rentals Massachusetts
- Bed and breakfasts Massachusetts
- Chalet rentals New Hampshire
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes