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Kentucky family rentals

We found 6,953 family rentals — enter your dates for availability

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November 2025

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December 2025

Find the best place to stay - Kentucky

Exterior

Premier Host

Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

Sleeps 40 · 11 bedrooms · 9+ bathrooms

Lake view of Lake☀️Cumberland from the deck off the master suite.

Premier Host

LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.

Sleeps 16 · 5 bedrooms · 3+ bathrooms

Exterior

Premier Host

Cozy lodge sitting high in the sky, overlooking Red River Gorge Geological Area!

Sleeps 32 · 8 bedrooms · 8+ bathrooms

Exterior

Premier Host

6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more😍

Sleeps 13 · 6 bedrooms · 3 bathrooms

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Holiday Rental options in Kentucky

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Mountain holiday rentals in Kentucky

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Oceanfront holiday rentals in Kentucky

Holiday rentals with spa pool in Kentucky

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