Pitkin County rentals with pool

We found 1,512 rentals with pool — enter your dates for availability

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November 2025

21

December 2025

Explore Pitkin County rentals with pools

Unit on main level, lovely private deck facing view to slope side. .

Ski in/Ski Out, 2+2 Next to New Base Village - Great Rates!

Sleeps 5 · 2 bedrooms · 2 bathrooms

Main Room

WALK to Lift NO Car Needed NO Owner Service Fee 100% cancellation REFUND option*

Sleeps 6 · 3 bedrooms · 3 bathrooms

Back view of cottage

Premier Host

Historic Cottage on Private Estate with Swimming Pool & Tennis Court on Site!

Sleeps 4 · 1 bedroom · 1 bathroom

Vision House Aerial

Luxury Estate w- Pool/Spa, 6 Miles To Town, Featured In Dwell Magazine

Sleeps 11 · 5 bedrooms · 5+ bathrooms

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Rentals with Pool in Pitkin County

Holiday Rental options in Pitkin County

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