Holiday rentals with a pool in Louisville

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Louisville

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Home in Louisville

4.96 out of 5 average rating, 51 reviews

Bourbon Country Lodge • 5 Acre Resort Pool+Hot Tub

Escape to where the eagles fly with BNB Louisville's Bourbon Country Lodge! Over 5 beautiful acres of serene Kentucky countryside...a paradise perfect for friends and family to kick back and unwind. Relax poolside, soak in the hot tub or sip bourbon by the fire. No expense was spared in this top to bottom 4 br/4 bath renovation. Vaulted ceilings with massive picture windows flaunt incredible views of the landscape. Minutes from the Bourbon Trail, spectacular golf courses (Valhalla PGA 2024), sho

Guest favourite

Home in Mount Washington

5 out of 5 average rating, 21 reviews

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!

Guest favourite

Flat in Central Business District

5 out of 5 average rating, 78 reviews

Modern Luxury Apt: King Bed, Coffee Bar, Hot Tub!

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!

Superhost

Home in Jeffersonville

4.71 out of 5 average rating, 63 reviews

Downtown Derby Classic- Heated Pool, Firepit,Grill

This historical beauty has many stories to tell but even more memories for guests to make. Less than 8 minutes away from downtown Louisville and its character speaks for itself. The 3 bedroom 2 bath layout works is ideal for a traveling pair of families but can also be accommodating for mid-size groups as well. The heated pool and fire table in the backyard provides endless entertain. Please note the heated pool is closed November-March and is a $60/day charge to have it heated for your stay.

Guest favourite

Farm stay in Simpsonville

5 out of 5 average rating, 22 reviews

4BR Horse Farm~Bourbon Trail~private pool~boarding

Sabre Hill Farm house rental is the perfect place to immerse yourself in the relaxing sounds of nature. On the 25 acres you will find all the comforts of home on a farm with 3 horses, 14 goats and 2 mules. It is ideally positioned as home base for both indoor & outdoor activities including Derby & Horse Events, group gatherings &/or bourbon tours. Between activities unwind on the veranda or pool overlooking the horse paddocks. Pool includes May thru Oct. Ask me about boarding Horses.

Guest favourite

Flat in Central Business District

4.86 out of 5 average rating, 176 reviews

4th Street Suites - Luxury King Bed Suite

Embark! Your refuge boasts a regal King Bed, a kitchen of sheer beauty, and streaming delights. Yet, it's the spellbinding allure of the resort pool, hot tub tales, golf dreams, and the lofty 7th-floor haven that set this place ablaze. With free parking and the pulsating energy of 4th Street Live at your doorstep, don't miss out! Secure your slice of luxury—book now for an unforgettable escape! Pool/hot tub schedule subject to change at the discretion of the property management company.

Guest favourite

Home in La Grange

5 out of 5 average rating, 35 reviews

Lux 5 star resort all to yourself-amenities galore

Escape to Glencairn Knoll, a luxurious, secluded 5,500 sq ft retreat on 3.75 acres, just 20 minutes from Louisville. Perfect for large groups and multigenerational families, this elegant home features four bedrooms, 5 king beds, a private saltwater pool, firepit, hot tub, man cave, kids area, and multiple indoor and outdoor seating areas. Enjoy a fully loaded chef’s kitchen, cozy speakeasy lounge, and spacious living areas. Come and experience your own personal, private 5-star resort.

Guest favourite

Guest suite in Louisville

4.96 out of 5 average rating, 368 reviews

Cherokee Park Oasis with Private Entrance

1 bdrm basement apartment with private entrance, bedroom, bathroom, and common area located adjacent to Cherokee Park. Owner occupies the main floor upstairs. 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.

Guest favourite

Guest suite in Jeffersonville

4.93 out of 5 average rating, 180 reviews

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.

Guest favourite

Guest suite in Shepherdsville

4.99 out of 5 average rating, 71 reviews

Private 1000 sq ft 1-bedroom lower level apartment

Relax in this beautiful wooded setting in Bourbon Country less than 4 miles from I-65. Private entrance into freshly painted 1-bedroom unit with new kitchen and 9' ceilings. Perfectly located near 19 Bourbon Distilleries, 4 Wineries, Bernheim Forest, Knob Creek Gun Range, Churchill Downs and other exciting destinations. Jim Beam Distillery & Forest Edge Winery are 7 min away. There is a seasonal (shared) concrete patio, deck and pool available in the warmer months.

Guest favourite

Home in Louisville

4.96 out of 5 average rating, 50 reviews

Countryside Retreat

Welcome to your countryside retreat! This spacious and serene property is perfect for large groups. With 4 bedrooms, fully equipped kitchen and living spaces to accommodate the entire group this home is ready for your next getaway. Enjoy the views of 25 acres of rolling green Kentucky landscape from covered outdoor patios or take a dip in the private pool. With modern amenities and rustic touches, you will feel right at home in this serene landscape.

Guest favourite

Flat in Louisville

5 out of 5 average rating, 22 reviews

Spacious 2 Bedroom. Home Away from Home.

Book your stay in my spacious and stylish newly constructed 2BR 2BA apartment with modern floor plan that features an open kitchen. The unit is located in a beautiful community with an on-site 24/7 fitness center, clubhouse, resort style swimming pool, and an unbeatable location. Love Shopping? Walk to the Jefferson Mall, and dozens of stores and eateries just steps from the unit. Perfect for professionals and families seeking a convenient stay!