Photo by Steve Coy

Kentucky mountain rentals

We found 463 mountain rentals — enter your dates for availability

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September 2025

14

October 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 Cumberland views & mimosa tree attracts humming birds.

Premier Host

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

Sleeps 16 · 5 bedrooms · 3+ bathrooms

Exterior

Premier Host

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Sleeps 25 · 8 bedrooms · 4+ bathrooms

Welcome to Chandler Ridge

Premier Host

Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!

Sleeps 29 · 4 bedrooms · 3 bathrooms

Find spaces that suit your style

Holiday Rental options in Kentucky

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