Milwaukee County rentals with pool

We found 183 rentals with pool — enter your dates for availability

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September 2025

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October 2025

Explore Milwaukee County rentals with pools

Pool

Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!

Sleeps 16 · 5 bedrooms · 4 bathrooms

Private kitchen

Four bedroom house located 5 minutes from downtown Milwaukee with pool table.

Sleeps 10 · 4 bedrooms · 2 bathrooms

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Premier Host

7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

Sleeps 16 · 3 bedrooms · 3 bathrooms

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