
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 Massachusetts chalet rentals
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
- House rentalsĀ Massachusetts
- Villa rentalsĀ Massachusetts
- Cottage rentalsĀ Massachusetts
- Boutique hotel rentalsĀ Massachusetts
- Rentals with a home theatreĀ Massachusetts
- Farmstay rentalsĀ Massachusetts
- Barn rentalsĀ Massachusetts
- Smoking-friendly rentalsĀ Massachusetts
- Fitness-friendly rentalsĀ Massachusetts
- Beach house rentalsĀ Massachusetts
- Rentals with a patioĀ Massachusetts
- Rentals with an accessible height toiletĀ Massachusetts
- Rentals with outdoor seatingĀ Massachusetts
- Rentals with breakfastĀ Massachusetts
- Tiny house rentalsĀ Massachusetts
- Cabin rentalsĀ Massachusetts
- Rentals with a fire pitĀ Massachusetts
- Waterfront rentalsĀ Massachusetts
- Rentals with a hot tubĀ Massachusetts
- Rentals with an EV chargerĀ Massachusetts
- Rentals with beach accessĀ Massachusetts
- Townhouse rentalsĀ Massachusetts
- Bungalow rentalsĀ Massachusetts
- Luxury rentalsĀ Massachusetts
- Guesthouse rentalsĀ Massachusetts
- Apartment rentalsĀ Massachusetts
- Rentals with an accessible height bedĀ Massachusetts
- Loft rentalsĀ Massachusetts
- Rentals with a saunaĀ Massachusetts
- Lakehouse rentalsĀ Massachusetts
- Pet-friendly rentalsĀ Massachusetts
- Rentals with a kayakĀ Massachusetts
- Condo rentalsĀ Massachusetts
- Ski-in/ski-out rentalsĀ Massachusetts
- Private suite rentalsĀ Massachusetts
- Hotel rentalsĀ Massachusetts
- Serviced apartment rentalsĀ Massachusetts
- Family-friendly rentalsĀ Massachusetts
- Bed and breakfastsĀ Massachusetts
- Rentals with lake accessĀ Massachusetts
- Rentals with poolsĀ Massachusetts
- Rentals with a washing machine and dryerĀ Massachusetts
- Rentals with a fireplaceĀ Massachusetts
- Mansion rentalsĀ Massachusetts
- Beachfront rentalsĀ Massachusetts
- Chalet rentalsĀ United States
- Things to doĀ Massachusetts
- Art and cultureĀ Massachusetts
- Food and drinkĀ Massachusetts
- SightseeingĀ Massachusetts
- Sports activitiesĀ Massachusetts
- Nature and outdoorsĀ Massachusetts
- ToursĀ Massachusetts
- Things to doĀ United States
- SightseeingĀ United States
- ToursĀ United States
- Food and drinkĀ United States
- Sports activitiesĀ United States
- Art and cultureĀ United States
- Nature and outdoorsĀ United States
- WellnessĀ United States
- EntertainmentĀ United States