Jay Peak Ski Resort showing landscape views and hiking or walking as well as a couple

Orleans County rentals with pool

We found 48 rentals with pool — enter your dates for availability

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November 2025

13

December 2025

Explore Orleans County rentals with pools

Photo taken from the groomed ski trail! Beautiful Home and Land in the winter!

Premier Host

Best Ski In/Ski Out Location - ❄️❄️ Jay Peak Large 3 BR

Sleeps 10 · 3 bedrooms · 2 bathrooms

Open floor plan with plenty of room for gathering

Premier Host

Spacious ski-in, ski-out 2-BR Jay Peak Village Condo, right on trail. A/C incl.!

Sleeps 6 · 2 bedrooms · 2 bathrooms

Cozy living area looks out on the woods and Granny Jay ski trail

Premier Host

Spacious 2-BR Ski-in, Ski-out Jay Peak Village Condo, right on trail. A/C incl!

Sleeps 6 · 2 bedrooms · 2 bathrooms

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Holiday Rental options in Orleans County

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