Photo by Steve Coy

Estill County rentals with pool

We found 54 rentals with pool — enter your dates for availability

Where to?

Dates

Calendar
Flexible dates

September 2025

24

October 2025

Explore Estill County rentals with pools

Exterior

Premier Host

Serene, beautiful views w/ hot tub, fully equipped-20 minutes to Attractions

Sleeps 10 · 3 bedrooms · 2 bathrooms

EXTERIOR

Skyridge Woodland Cabin @ tranquil High Rock - Wi-Fi, Hot tub, Pet friendly

Sleeps 3 · 1 bedroom · 1 bathroom

Property grounds

Premier Host

Cozy Mountain Cabin near Red River Gorge, Hollerwood and more! Pet Friendly

Sleeps 4 · 1 bedroom · 1 bathroom

Find spaces that suit your style

House

Condo/Apartment

Rentals with Pool in Estill County

Rentals with Pool in Ravenna

Rentals with Pool in Irvine

Holiday Rental options in Estill County

Family-friendly holiday rentals in Estill County

Pet-friendly holiday rentals in Estill County

Monthly rentals in Estill County

Holiday rentals with spa pool in Estill County

Mountain holiday rentals in Estill County

Beach holiday rentals in Estill County

Oceanfront holiday rentals in Estill County

Ski holiday rentals in Estill County

Lake holiday rentals in Estill County

53385b91-a6e1-dedf-d067-264f7468178033d49796-34c0-4dce-b83d-1487243b1ecd