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Montgomery County rentals with pool

We found 15 rentals with pool — enter your dates for availability

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October 2025

November 2025

Explore Montgomery County rentals with pools

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Premier Host

Spacious Five Bedroom Country Home Near Hermann MO

Sleeps 13 · 5 bedrooms · 3 bathrooms

Living area

3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck

Sleeps 10 · 3 bedrooms · 2 bathrooms

Eleanor Davis House - a Queen Anne Victorian

Premier Host

Gorgeous Victorian with Seasonal Pool , sleeps 8, pet friendly close to downtown

Sleeps 8 · 3 bedrooms · 2+ bathrooms

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