Photo by Michael Schuier

Jessamine County rentals with pool

We found 115 rentals with pool — enter your dates for availability

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September 2025

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October 2025

Explore Jessamine County rentals with pools

Welcome to my Stone and Cedar Lodge near Lexington and Nicholasville

Premier Host

Spacious family Lodge with solar heated pool, hot tub, fire pit and EV charger.

Sleeps 16 · 5 bedrooms · 3 bathrooms

Imagine waking up and enjoying your coffee along with this glorious sunrise!

Premier Host

Heated, Saltwater Pool-Hot Tub-GameRm-Bar-near Keeneland-Bourbon Trail-Dogs OK!

Sleeps 10 · 4 bedrooms · 4+ bathrooms

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