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

Stockbridge houses

We found 877 houses — enter your dates for availability

Explore Stockbridge house rentals

Image of Killington Skiers/Snowmobilers/MountainBikers Dream with Outdoor Jacuzzi + Wi-Fi

Killington Skiers/Snowmobilers/MountainBikers Dream with Outdoor Jacuzzi + Wi-Fi

Sleeps 8 · 3 bedrooms · 2 bathrooms

Image of "The Crooked House" with A/C and sauna on private wooded lot near Killington

"The Crooked House" with A/C and sauna on private wooded lot near Killington

Sleeps 8 · 3 bedrooms · 2+ bathrooms

Image of Killington ski house

Premier Host

Killington ski house

Sleeps 8 · 3 bedrooms · 2 bathrooms

Image of Ski Home/Arcade Mountain Views Near Killington/Woodstock

Ski Home/Arcade Mountain Views Near Killington/Woodstock

Sleeps 8 · 3 bedrooms · 2+ bathrooms

Image of "Whispering Pines" Ski House in the heart of the Green Mountains

"Whispering Pines" Ski House in the heart of the Green Mountains

Sleeps 12 · 5 bedrooms · 4 bathrooms

Image of Killington Cabin, Hot Tub & Foliage Views!

Premier Host

Killington Cabin, Hot Tub & Foliage Views!

Sleeps 8 · 3 bedrooms · 2 bathrooms

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