Alton which includes signage

Madison County rentals with pool

We found 82 rentals with pool — enter your dates for availability

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November 2025

15

December 2025

Explore Madison County rentals with pools

Gate and front door to private guest house

Premier Host

You will love your stay here, everyone does!

Sleeps 6 · 1 bedroom · 1 bathroom

basketball court, and side view of property

Elegant house pool, sports, pizza & boat bar, business center, mini theater.

Sleeps 16 · 7 bedrooms · 1+ bathroom

Bees Knees has exclusive use of the private backyard pool and both the Mill Haus and the Beekeeper's Cottage

Premier Host

Bee's Knees - Private Heated Pool and Hot Tub, Dog Friendly, Wineries

Sleeps 20 · 7 bedrooms · 5+ bathrooms

Living area

Premier Host

Arch View Luxury Home 5 minutes to St. Louis:Private Pool,Sauna,Free Wine&Brkfst

Sleeps 6 · 3 bedrooms · 2+ bathrooms

Find spaces that suit your style

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Holiday Rental options in Madison County

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