Photo by Ashlee Adams

Breckinridge County rentals with pool

We found 4 rentals with pool — enter your dates for availability

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November 2025

December 2025

Explore Breckinridge County rentals with pools

Showing deals for: 20 Feb - 23 Feb

Imagine waking up and enjoying your coffee along with this glorious sunrise!

Premier Host

Spacious Retreat with Heated Pool-Hot Tub-Games-Bar-Near Keeneland&Bourbon Trail

Sleeps 10 · 4 bedrooms · 4+ bathrooms

for 3 nights, 1 home

NZ$1,522 per night

includes taxes & fees

Premier Host

Luxe Bourbon Trail Cabin– Hot Tub/Pickleball/Fire Pit/Pool/Game Room

Sleeps 12 · 4 bedrooms · 2+ bathrooms

for 3 nights, 1 cabin

NZ$1,822 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

NZ$773 per night

includes taxes & fees

Premier Host

ROUGH RIVER LAKE Hot Tub, Pool, Grill, Fire Pit, Party Garage

Sleeps 14 · 4 bedrooms · 3 bathrooms

for 3 nights, 1 home

NZ$1,422 per night

includes taxes & fees

Premier Host

4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View!

Sleeps 8 · 4 bedrooms · 3+ bathrooms

for 3 nights, 1 home

NZ$601 per night

includes taxes & fees

2.1 acres to roam with beautiful front and back porches to enjoy.

Historic Luxury Estate, Pool/ Hot Tub, Holiday Retreat 45 min. to Louisville

Sleeps 14 · 5 bedrooms · 5+ bathrooms

for 3 nights, 1 home

NZ$1,207 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Explore Breckinridge County rentals with pools

Spacious Retreat with Heated Pool-Hot Tub-Games-Bar-Near Keeneland&Bourbon Trail

Luxe Bourbon Trail Cabin– Hot Tub/Pickleball/Fire Pit/Pool/Game Room

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

ROUGH RIVER LAKE Hot Tub, Pool, Grill, Fire Pit, Party Garage

4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View!

Historic Luxury Estate, Pool/ Hot Tub, Holiday Retreat 45 min. to Louisville

Find spaces that suit your style

Rentals with Pool in Breckinridge County

Holiday Rental options in Breckinridge County