
Chalet holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for chalet rentals in Massachusetts
Family-friendly chalet rentals

Updated Berkshires Chalet Mins to Tanglewood/Lenox

Starry Skies, Sauna & Smores: YOUR Fall getaway

The Lodge on Warner Hill

Berkshires Escape | Stylish Chalet + Scenic Views

StrautmanHaus: All-Season Chalet at Berkshire East

Swiss Chalet Style Timberframe Home in Berkshires

Spectacular Lakefront 3br House, AC, private beach

River Views, Screen Porch, Sun Deck, Fire Pit!
Luxury chalet rentals

Updated Berkshires Chalet Mins to Tanglewood/Lenox

Starry Skies, Sauna & Smores: YOUR Fall getaway

StrautmanHaus: All-Season Chalet at Berkshire East

Spectacular Lakefront 3br House, AC, private beach

Secluded Mountain Home 7min from Great Barringtom

The Lodge on Warner Hill
Destinations to explore
- Pet-friendly rentalsĀ Massachusetts
- Rentals with a patioĀ Massachusetts
- Beach house rentalsĀ Massachusetts
- Waterfront rentalsĀ Massachusetts
- Beachfront rentalsĀ Massachusetts
- Ski-in/ski-out rentalsĀ Massachusetts
- Luxury rentalsĀ Massachusetts
- Farm stay rentalsĀ Massachusetts
- Fitness-friendly rentalsĀ Massachusetts
- Guest house rentalsĀ Massachusetts
- Rentals with a saunaĀ Massachusetts
- Lakehouse rentalsĀ Massachusetts
- Boutique hotel rentalsĀ Massachusetts
- Rentals with a kayakĀ Massachusetts
- Hotel rentalsĀ Massachusetts
- Rentals with an accessible-height bedĀ Massachusetts
- Loft rentalsĀ Massachusetts
- Rentals with a hot tubĀ Massachusetts
- Rentals with a firepitĀ Massachusetts
- House rentalsĀ Massachusetts
- Villa rentalsĀ Massachusetts
- Bungalow rentalsĀ Massachusetts
- Family-friendly rentalsĀ Massachusetts
- Rentals with outdoor seatingĀ Massachusetts
- Tiny house rentalsĀ Massachusetts
- Private suite rentalsĀ Massachusetts
- Smoking-friendly rentalsĀ Massachusetts
- Rentals with poolsĀ Massachusetts
- Rentals with an accessible-height toiletĀ Massachusetts
- Rentals with breakfastĀ Massachusetts
- Rentals with a fireplaceĀ Massachusetts
- Mansion rentalsĀ Massachusetts
- Bed and breakfastsĀ Massachusetts
- Cottage rentalsĀ Massachusetts
- Apartment rentalsĀ Massachusetts
- Barn rentalsĀ Massachusetts
- Townhouse rentalsĀ Massachusetts
- Rentals with an EV chargerĀ Massachusetts
- Flat rentalsĀ Massachusetts
- Serviced apartment rentalsĀ Massachusetts
- Rentals with beach accessĀ Massachusetts
- Rentals with a washing machine and dryerĀ Massachusetts
- Rentals with a cinemaĀ Massachusetts
- Rentals with lake accessĀ Massachusetts
- Cabin rentalsĀ Massachusetts
- Chalet rentalsĀ United States
- Things to doĀ Massachusetts
- Food and drinkĀ Massachusetts
- Nature and outdoorsĀ Massachusetts
- Sports activitiesĀ Massachusetts
- ToursĀ Massachusetts
- SightseeingĀ Massachusetts
- Art and cultureĀ Massachusetts
- Things to doĀ United States
- Food and drinkĀ United States
- ToursĀ United States
- SightseeingĀ United States
- EntertainmentĀ United States
- Nature and outdoorsĀ United States
- WellnessĀ United States
- Sports activitiesĀ United States
- Art and cultureĀ United States