A snowy ski slope with skiers, a cabin, and a mountain range in the background.

Stockbridge chalets

We found 43 chalets — enter your dates for availability

Explore Stockbridge chalet rentals

Image of Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4

Premier Host

Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4

Sleeps 4 · 2 bedrooms · 1 bathroom

Image of Gnome Home Mountain Ski Chalet w/Sauna Killington

Gnome Home Mountain Ski Chalet w/Sauna Killington

Sleeps 8 · 4 bedrooms · 2 bathrooms

Image of Private Mountain Sanctuary | 15 Min to Killington

Private Mountain Sanctuary | 15 Min to Killington

Sleeps 4 · 1 bedroom · 1 bathroom

Image of Amazing Views on Music Mountain

Amazing Views on Music Mountain

Sleeps 15 · 4 bedrooms · 4+ bathrooms

Image of Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub

Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub

Sleeps 8 · 4 bedrooms · 3 bathrooms

Image of 5BR Chalet in Historic Town bet Killington & Okemo

5BR Chalet in Historic Town bet Killington & Okemo

Sleeps 12 · 5 bedrooms · 3 bathrooms

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