
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

Spectacular Lakefront 3br House, AC, private beach

River Views, Screen Porch, Sun Deck, Fire Pit!

Secluded Mountain Home 7min from Great Barringtom

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