Photo by Michael Downs

Stewart County rentals with pool

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

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October 2025

November 2025

Explore Stewart County rentals with pools

Dover Vacation Rental | 4BR | 2BA | 2-Story House | 2,550 Sq Ft

Rustic Dover Retreat w/ Porch - Walk to Boat Ramp!

Sleeps 9 · 4 bedrooms · 2 bathrooms

Miscellaneous

Premier Host

Kentucky Lakefront: 6-Star Sunset Views & Private Decks 4 BR, Kayaks Boat Access

Sleeps 9 · 4 bedrooms · 2+ bathrooms

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Rentals with Pool in Stewart County

Rentals with Pool in Dover

Rentals with Pool in Bumpus Mills

Rentals with Pool in Cumberland City

Holiday Rental options in Stewart County

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Pet-friendly holiday rentals in Stewart County

Family-friendly holiday rentals in Stewart County

Holiday rentals with spa pool in Stewart County

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