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Trimble County rentals with pool

We found 23 rentals with pool — enter your dates for availability

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September 2025

22

October 2025

Explore Trimble County rentals with pools

Madison Manor Townhouses. Book one side for 6 guests, or both sides for 12.

Premier Host

"Madison Manor I" by The River: Nice patio, hot tub, gas grill, and fire pit

Sleeps 6 · 3 bedrooms · 2 bathrooms

Exterior

Premier Host

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

Sleeps 6 · 2 bedrooms · 2 bathrooms

Exterior

Premier Host

Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV

Sleeps 5 · 1 bedroom · 1 bathroom

Front porch

Premier Host

1800’s restored log cabin on 26 private rolling wooded acres with sunset views

Sleeps 4 · 1 bedroom · 1 bathroom

Find spaces that suit your style

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Holiday rentals with spa pool in Trimble County

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