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Rutland chalet rentals

We found 61 chalet rentals — enter your dates for availability

Explore Rutland chalet rentals

Image of Luxury & Location-Secret Door to A Large Speakeasy

Premier Host

Luxury & Location-Secret Door to A Large Speakeasy

Sleeps 8 · 3 bathrooms

Image of New Construction Ski Chalet in Killington, VT

New Construction Ski Chalet in Killington, VT

Sleeps 10 · 4 bedrooms · 4 bathrooms

Image of Autumn Escape - Chalet Retreat in the Heart of the Mountains. Dog friendly!

Autumn Escape - Chalet Retreat in the Heart of the Mountains. Dog friendly!

Sleeps 5 · 2 bedrooms · 1 bathroom

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

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

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