A red convertible car parked in front of a brick house with black shutters and a white picket fence.

Woodstock chalet rentals

We found 25 chalet rentals — enter your dates for availability

Explore Woodstock chalet rentals

Image of Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village

Premier Host

Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village

Sleeps 6 · 2 bedrooms · 2 bathrooms

Image of Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski

Premier Host

Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski

Sleeps 15 · 6+ 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

Image of Charming pet-friendly retreat in the Vermont woods

Charming pet-friendly retreat in the Vermont woods

Sleeps 6 · 3 bedrooms · 1+ bathroom

Image of "The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo

"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo

Sleeps 7 · 4 bedrooms · 2 bathrooms

Image of Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.

Premier Host

Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.

Sleeps 8 · 4 bedrooms · 2+ bathrooms

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