Photo by Mike Kostial

Jefferson County rentals with pool

We found 49 rentals with pool — enter your dates for availability

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September 2025

October 2025

Explore Jefferson County rentals with pools

Great Room with original knotty pine and copper light fixtures

Lake Haven - Updated Mid Century Cabin Only 35 Mins from St. Louis

Sleeps 8 · 3 bedrooms · 2 bathrooms

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Rentals with Pool in Jefferson County

Rentals with Pool in Barnhart

Rentals with Pool in Dittmer

Rentals with Pool in House Springs

Rentals with Pool in Pevely

Rentals with Pool in Mapaville

Rentals with Pool in Horine

Rentals with Pool in Herculaneum

Rentals with Pool in De Soto

Rentals with Pool in Festus

Rentals with Pool in Hematite

Rentals with Pool in Arnold

Rentals with Pool in Crystal City

Rentals with Pool in Hillsboro

Rentals with Pool in High Ridge

Rentals with Pool in Imperial

Rentals with Pool in Cedar Hill

Rentals with Pool in Eagarville

Holiday Rental options in Jefferson County

Family-friendly holiday rentals in Jefferson County

Pet-friendly holiday rentals in Jefferson County

Holiday rentals with spa pool in Jefferson County

Mountain holiday rentals in Jefferson County

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Oceanfront holiday rentals in Jefferson County

Ski holiday rentals in Jefferson County

Beach holiday rentals in Jefferson County

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Explore Jefferson County rentals with pools

Lake Haven - Updated Mid Century Cabin Only 35 Mins from St. Louis

Cozy & Safe - 6 beds - mins from shopping &stores

Gated 35-Acre De Soto Estate: Pool, Lake & Patio!

Sunset Glamper, Inground Pool, Pet friendly!

Rustic Secluded Guest House w/ Valley Views + Pool

Lakeside Private Villa | 5-Hole Golf On-Site

Find spaces that suit your style

Rentals with Pool in Jefferson County

Holiday Rental options in Jefferson County