
Vacation rentals with a pool in Jefferson County
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Top-rated rentals with a pool in Jefferson County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Come Explore Jeffersonville & Louisville
The hot tub is available year round. Perfect for relaxing and de-stressing during your stay. The pool is open May 1 ~ Oct 1. You can stay in and binge watch movies from our collection of DVD's or your Apple TV app favorites on the 110 inch screen in the theater room. Please browse through our photos & read the descriptions under them. You’ll love our home because we are close to downtown Louisville & Jeffersonville but tucked away enough for a peaceful, relaxing stay. No early check ins allowed.

Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail
Welcome to the "Bourbon Barrel Retreat" where this truly unique property offers a one-of-a-kind getaway. This newly renovated 5-bed, 3 full bath ranch boasts two additional buildings on the property to provide a Kentucky experience like no other. Immerse yourself in the ambiance of the Bourbon Speakeasy or spend time at the Pickleball Sports Lounge. Unwind and relax however you would like! An ideal location where you are a short drive to Bardstown, Louisville, Lexington, Mammoth Cave and more!

Downtown Apt – King Bed, Hot Tub, Pool & Parking!
Stay in splendor as you enjoy the endless amenities and stylish touches this apartment has to offer! Enjoy a peaceful night's sleep on a comfortable mattress, and start your day with a complementary cup of coffee. Get a workout in the gym, hang out at the rooftop or walk around downtown. Being in the heart of downtown, the opportunities and activities are endless! To end the night, relax with a glass of wine and watch a movie on Hulu or Disney plus! Don't wait! Book your stay with us today!

Stay@Peppermint Cottage Norton Commons w/breakfast
Step into Peppermint Cottage and find the perfect blend of convenience and charm! Just 20 minutes from SDF airport, Churchill Downs, and downtown Louisville's excitement, this trendy east end haven offers an irresistible walkable lifestyle. Stroll or bike to 18 mouth watering restaurants, 14 unique boutiques, and YMCA with pool. Enjoy lakeside fishing, Sunday farmers markets, summer concerts, parks and Friday food truck festivities. Your ideal Louisville adventure awaits at Peppermint Cottage!

Lux Riverfront Studio Louisville/Jeffersonville
Location! VIEW! LUXURY! POOL! This newly renovated Luxurious Water-front studio is your perfect home for your Family or Business trip. Great place for The Kentucky DERBY, Thunder, Bourbon & Beyond. Walking distance to restaurants, Big four station, walking bridge to Louisville Downtown, great Bars,and nightlife. It’s just a short drive to Concert Venues, KFC YUM Center, EXPO center, Amusement Parks, hiking trails and the Bourbon trail. Make this your home for an Amazing Stay in Kentuckiana!

4th Street Suites - Comfortable King Bed Suite
Live the best of Louisville in this sleek 1‑bed, 1‑bath downtown retreat! Perfect for couples, families, or friends, it features a cozy king bed, 2 rollaways, a fully stocked kitchen, and a bright living area. Enjoy morning coffee or evening drinks on your private balcony, stroll to nearby restaurants and bars, then relax by the pool or hot tub, play a round in the golf simulator, or unwind with a game of pool. Your launchpad for adventure—or a quiet, stylish escape when it’s time to rest!

NEW Hot Tub, Expo, King Beds, Downtown, Churchill
*Kentucky Derby, Bourbon and Beyond and Louder than Life guests inquire first. A strict cancellation policy is required* Germantown is a unique blend of past and present. Restaurants and local attractions including Monnik Beer Company and historic Nords Bakery just blocks away from the home, there is something for everyone. Conveniently located within reach of several desirable destinations - The University of Louisville, Churchill Downs, downtown Louisville and the NuLu district nearby.

Germantown Gem - 3BR/2BA Home with Stock Tank Pool
This 3BR/2BA fully renovated home is in the heart of Germantown and close to the Highlands, KY Expo Center, Churchill Downs, UL, and Downtown Louisville! Ask about monthly discounts! • 3 Queen Beds • 2 Full Baths • Office with Monitor/Printer • Smart TV in Living Room and Projector with Apple TV in Primary Suite • Stock Tank Pool and Fire Pit in Backyard • Walk/Bike Score 75 ('Very Walkable/Bike able') • Fully Equipped Kitchen • Washer/Dryer • Coffee Shops, Restaurants, and Bars Walkable

Spacious Riverfront Condo Minutes from Downtown!
Condo 12 minutes from Churchhill Downs, Perfect for Derby! 2-story townhome at The Harbours Condominiums directly across from Louisville overlooking downtown & the Ohio River! Indoor & outdoor pools & gym. Short walk to dozens of restaurants or take an easy stroll across the nearby walking bridge to downtown Louisville. 8.1 mi. to SDF Airport 6.7 mi. to Kentucky Expo Center 1.6 mi. to YUM Center 5.9 mi. Kentucky Fairgrounds/KY Kingdom 2.3 mi. to Louisville Bats Stadium 10 mi. to Zoo

NEW Bourbon Trail, Downtown, Modern, Pets, Shops
Welcome to your Kentucky getaway in the heart of Norton Commons! This inviting retreat offers easy access to Louisville’s best attractions, from bourbon tastings and horse country tours to live music and dining downtown. From October 2 to November 2, wander through the glowing Jack O'Lantern Spectacular at Iroquois Park. After a day of adventure, relax with dinner downstairs or unwind on the porch surrounded by crisp autumn air and cozy neighborhood charm. Book your fall getaway now!

Cherokee Park Oasis with Private Entrance
1 bdrm basement apartment with private entrance, bedroom, bathroom, and common area located adjacent to Cherokee Park. 3/4 mile walk to shops, restaurants, and entertainment on Bardstown Rd. Heated saltwater swimming pool and cabana with wet bar. Centrally located within 10 minutes from downtown, Churchill Downs, the Zoo, the airport, golf courses,and Kentucky Kingdom. Situated in a quiet, park-like neighborhood with ample parking. Owner occupies the main floor upstairs.

The Lyric 185 - Norton Commons
Welcome the luxurious accommodations of the Lyric at Norton Commons. The Norton Commons neighborhood is an extremely walkable, mixed use development with shopping, restaurants, bars, and coffee shops. This unit is offered as a partnership with Watch Hill Proper, Louisville's premier bourbon destination. This unique partnership allows our guests the opportunity to participate in exclusive bourbon experiences, tastings, food pairings, and even private barrel selection.
Popular amenities for Jefferson County rentals with a pool
House rentals with a pool

Louisville KY Home w/Hot Tub & Pool

The Getaway!

Beautiful house in suburban neighborhood

Countryside Getaway

Bourbon trail luxury 4 bdrm getaway!

Entire House in The Highlands. Private Pool.

Urban Lakeside 3BR Retreat w/ Private Pool

10 Min to Lou~Huge Hot Tub~Backyard games~Fire Pit
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4th Street Suites - Luxury King Bed Suite

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1br Condo

Luxury, Modern 1-Bedroom High Rise Condo

4th Street Suites - Deluxe King Bed Suite

Pink Castle Babe’cation of Indiana!

Farmers Market, Brewery, Bardstown 2 Decks & Porch
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- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Valhalla Golf Club
- Angel's Envy Distillery
- Muhammad Ali Center
- Louisville Slugger Field
- Louisville Slugger Museum & Factory
- Heritage Hill Golf Club
- Turtle Run Winery
- Charlestown State Park
- Waterfront Park
- Falls of the Ohio State Park
- Kentucky Science Center
- Big Four Bridge
- River Run Family Water Park
- Frazier History Museum
- Evan Williams Bourbon Experience
- Big Spring Country Club
- Rising Sons Home Farm Winery
- Bruners Farm and Winery
- McIntyre's Winery
- Lovers Leap Vineyards and Winer
- Best Vineyards
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