Windsor County rentals with hot tubs

We found 949 rentals with hot tubs — enter your dates for availability

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September 2025

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October 2025

Explore Windsor County rentals with spa pools

living room with fireplace and gorgeous custom details

Luxury Farmhouse Retreat with Jacuzzi, Skate/Swim Pond & AC!

Sleeps 28 · 7 bedrooms · 3+ bathrooms

Located in the Okemo Mt. Community, a mile to the base lodge

Premier Host

Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location

Sleeps 12 · 6 bedrooms · 4 bathrooms

Outdoor dining

Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing

Sleeps 8 · 3 bedrooms · 3 bathrooms

Exterior

Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

Sleeps 13 · 5 bedrooms · 2 bathrooms

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