Photo by Steve Coy

Jackson County rentals with pool

We found 1 rentals with pool — enter your dates for availability

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November 2025

December 2025

Explore Jackson County rentals with pools

Showing deals for: 11 Feb - 14 Feb

Premier Host

Welcome to “The Retreat on the Hill” – Your Peaceful Lakeside Getaway

Sleeps 12 · 4 bedrooms · 2 bathrooms

for 3 nights, 1 cabin

AU$385 per night

includes taxes & fees

Premier Host

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

Sleeps 13 · 6 bedrooms · 3 bathrooms

for 3 nights, 1 home

AU$670 per night

includes taxes & fees

Premier Host

Private Cottage at Lake Cumberland Resort- a gated lakefront Community

Sleeps 9 · 3 bedrooms · 3 bathrooms

for 3 nights, 1 cabin

AU$405 per night

includes taxes & fees

Premier Host

Lake Cumberland Ohana. Kid friendly, best views, hot tub.

Sleeps 14 · 4 bedrooms · 4+ bathrooms

for 3 nights, 1 home

AU$665 per night

includes taxes & fees

we are in the country. his name is Oscar.

Premier Host

HOT TUB, FIRE PIT, FENCED YARD, FIREPLACE, COUNTRY TRANQUILITY 100 meg internet

Sleeps 8 · 3 bedrooms · 1 bathroom

for 3 nights, 1 cottage

AU$321 per night

includes taxes & fees

Premier Host

1840 Historic Antebellum Estate in the heart of the Bluegrass

Sleeps 20 · 8 bedrooms · 6+ bathrooms

for 3 nights, 1 home

AU$3,660 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Explore Jackson County rentals with pools

Welcome to “The Retreat on the Hill” – Your Peaceful Lakeside Getaway

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

Private Cottage at Lake Cumberland Resort- a gated lakefront Community

Lake Cumberland Ohana. Kid friendly, best views, hot tub.

HOT TUB, FIRE PIT, FENCED YARD, FIREPLACE, COUNTRY TRANQUILITY 100 meg internet

1840 Historic Antebellum Estate in the heart of the Bluegrass

Find spaces that suit your style

Rentals with Pool in Jackson County

Holiday Rental options in Jackson County