Vacation rentals with a pool in Louisville

Guest suite in Louisville

4.96 out of 5 average rating, 388 reviews

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 (seasonal) and cabana with wet bar. Hot tub. 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.

Guest suite in Jeffersonville

A gazebo encloses a hot tub, softly illuminated by string lights. The warm, inviting glow contrasts with the evening sky. Beyond the gazebo, the outdoor area is visible with a paved path and a landscaped garden, promoting a serene atmosphere.

4.94 out of 5 average rating, 186 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. No early check ins allowed.

5 out of 5 average rating, 119 reviews

A cozy living area is highlighted by a fireplace and large windows allowing natural light. A round coffee table is positioned at the center of a comfortable seating arrangement that includes a sectional sofa and armchairs. Potted plants add a touch of greenery.

Home in Prospect

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!

Apartment in Central Business District

A light-filled living area features a comfortable sofa adorned with soft throw pillows and a cozy blanket. A modern coffee table displays a decorative arrangement of flowers, while a colorful artwork of a tree enhances the inviting atmosphere. Large windows provide views of the surrounding buildings.

4.96 out of 5 average rating, 132 reviews

Stylish DT Apt • King Bed, Gym, Pool + Hot Tub

This stylish and luxurious apartment is perfect for couples, families, and small groups! Upon entering the apartment, you'll be greeted by modern appliances and renovations, stylish decor, and everything you would need for your stay! Enjoy a peaceful night's sleep on a comfortable bed before venturing out to see everything Louisville has to offer, most of which is right at your doorstep!Don't want to venture out? You'd have a gym,rooftop, and even a golf simulator to enjoy! Book with us today

Apartment in Jeffersonville

An aerial view of a multi-story building showcasing well-maintained landscaping and a central pool area. The pool is surrounded by lounge chairs and neatly trimmed hedges, with lush green lawn areas nearby. This setting offers spacious outdoor leisure options.

4.89 out of 5 average rating, 62 reviews

LUX Riverfront Studio Louisville/Jeffersonville

Location! VIEW! LUXURY! POOL! This newly renovated, luxurious Waterfront studio is the perfect home for your Family or Business trip. Ideal for The Kentucky DERBY, Thunder, and Bourbon & Beyond. Enjoy walking distance to restaurants, Big Four Station, the bridge to Downtown Louisville, bars, and nightlife. It’s also a short drive to Concert Venues, the KFC YUM Center, KY EXPO Center, Amusement Parks, hiking trails, and the Bourbon Trail. Make this your home for an Amazing Stay in Kentuckiana!

Apartment in Central Business District

A living area is characterized by a vibrant blue wall adorned with gold accents. A brown sofa is complemented by two armchairs, and a round table sits atop a colorful area rug featuring swirling patterns. Natural light enters through large windows, enhancing the space.

4.94 out of 5 average rating, 158 reviews

4th Street Suites - Splash 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!

4.82 out of 5 average rating, 111 reviews

A view of the Ohio River is captured, featuring the downtown Louisville skyline in the background. A bridge spans the river, while a scenic waterfront area is visible with well-maintained greenery and a line of parked vehicles along the street.

Condo in Jeffersonville

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

An aerial view showcases a spacious, rectangular in-ground pool surrounded by a stone deck. Adjacent to the pool, an inflatable water slide is positioned, featuring vibrant colors of blue, orange, and yellow, inviting fun and enjoyment.

4.91 out of 5 average rating, 161 reviews

Sleeps 16, Heated Pool , Hot tub, Close to Dwtn

5000 square foot house set on a beautiful lot backed to a nature reserve park. Total of six bedrooms, three and half bathrooms. 5 large bedrooms with 5 queen beds each, 3 singles on the second floor and a mother-in-law suite with a king size bed and a single bed on the first floor. pool and hot tub. Pool is open from May 15 to October 15 and will be heated from Sep 15 to Oct. 15. Inflatable Water Slide is upon request. Gas grill on the deck and propane tank is available.

4.97 out of 5 average rating, 260 reviews

A spacious backyard is illuminated by string lights at dusk, featuring a hot tub and multiple seating areas around a fire pit. The well-maintained lawn and patio area create a welcoming outdoor space for relaxation and gatherings.

Home in Schnitzelburg

5 Baths• King Beds• Hot Tub • Expo & Bourbon Trail

• Spacious 5BR, 5BA home—great for groups • 1st floor: king bedroom + full bath in hallway • 2nd floor: two king en-suites + queen w/ hall bath • Walkout basement: two king beds w/ privacy curtains, full bath + living room • Hot tub • Fast Wi-Fi • Easy street parking • Minutes to Expo Center, Churchill Downs & Downtown • Derby, Bourbon & Beyond & Louder Than Life guests must inquire first, strict cancellation policy required. • Rental agreement + damage deposit required

5 out of 5 average rating, 49 reviews

An open-concept living space showcases modern kitchen amenities, including stainless steel appliances and quartz countertops. A cozy seating area is arranged with a dark sofa and decorative rug, while sliding doors lead to a patio, enhancing the room's spacious feel.

Apartment in Prospect

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.

Guest suite in Shepherdsville

The outdoor space features a concrete patio surrounded by colorful trees, showcasing a blend of autumn hues. A charcoal and gas grill is covered, positioned on one side of the patio. The entrance door to the lower-level unit is visible, offering a private and secure access point.

4.99 out of 5 average rating, 90 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.

4.76 out of 5 average rating, 25 reviews

A vibrant mural of horse racing creates a dynamic focal point on the wall of the cozy sleeping area. A spacious bed with blue bedding sits opposite a wall-mounted television, complemented by a small table on one side, enhancing the room's charm.

Guesthouse in Louisville

Cozy & fun Studio Near Churchill Downs/Fairgrounds

✨ Kick back in our bright and comfy studio on a peaceful 3-acre property! Just minutes from Churchill Downs, the Fairgrounds (perfect for concerts!), Iroquois Park, and downtown Louisville. Enjoy beautiful views, pool access, and even free training at our fitness gym. Ideal for event-goers, concert lovers, or anyone looking for a laid-back, unique stay. ☕ Grab a coffee on the back patio in the morning — you might spot our friendly family of deer wandering by!

Popular amenities for Louisville rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

New place to stay

The Ville Getaway! Centrally Located

5 out of 5 average rating, 35 reviews

A colorful living area features a striking red ceiling and vibrant wall art depicting a circus theme. Seating includes a gray sofa, a round dining table, and unique patterned chairs. Large windows allow natural light to fill the space, enhancing the playful decor.

Home in Prospect

CIRCO LOCO - uNCommon Stay

Home in Cherokee Triangle

A private outdoor area includes a heated pool surrounded by a concrete deck. Multiple lounge chairs are positioned around the pool, and an umbrella provides shade. Lush greenery and a wooden fence create a secluded atmosphere, enhancing the outdoor experience.

5 out of 5 average rating, 33 reviews

Entire House in The Highlands. Private Pool.

A serene backyard features a chemical-free pool bordered by lush greenery and walking paths. Two lounge chairs provide seating areas for relaxation. The home’s exterior is visible in the background, complemented by a cloudy blue sky and clear sunlight.

5 out of 5 average rating, 7 reviews

Urban Lakeside 3BR Retreat w/ Private Pool

A backyard area features an inground pool surrounded by landscaped borders. A shaded seating area includes a sectional couch and two decorative planters with flowers. Decorative string lights are suspended above, enhancing the outdoor experience. A wooden fence and colorful autumn foliage provide a cozy backdrop.

4.74 out of 5 average rating, 90 reviews

Downtown->Heated Pool, Firepit, Bikes, Grill, Pets

5 out of 5 average rating, 44 reviews

A spacious outdoor area is equipped with a large dining table surrounded by woven chairs, offering a comfortable setting for meals. The deck provides a view of the neighborhood, with cars parked below and homes in the background. Natural light creates an inviting space for relaxation.

Home in Prospect

No Guests Fees, Pet-Friendly, Bourbon Trail, Golf

A comfortable living area is furnished with a leather recliner and a wooden coffee table. A television is mounted on the wall opposite the open kitchen, where light cabinetry and seating at the counter are visible. Natural light enters the room, creating a warm ambiance.

4.95 out of 5 average rating, 94 reviews

Cozy Neighborhood Home - 10 min to Louisville!

5 out of 5 average rating, 5 reviews

Home in Highlands

Highlands Bohemian Oasis

Other vacation rentals with a pool

A vibrant pool scene features illuminated water streams cascading into the tranquil water. A playful rubber duck wearing sunglasses is positioned centrally, adding a lighthearted touch to the evening atmosphere. Subtle lighting enhances the calming ambiance around the pool area.

5 out of 5 average rating, 4 reviews

4 bedrooms/3 baths

Guesthouse in Shepherdsville

A view from the guest house porch reveals a serene pasture with several horses grazing. A black wooden fence encircles the expansive, green field under a clear blue sky, creating a peaceful rural atmosphere. The surrounding trees provide a natural backdrop.

4.94 out of 5 average rating, 54 reviews

Bourbon Country/ Derby Guest House

The exterior of the two-story home presents a wooden deck with stairs leading to a grassy yard. The light-colored siding and large windows create an inviting appearance. Red outdoor chairs are positioned nearby, contributing to the outdoor space's usability and charm.

Home in Beechmont

4.63 out of 5 average rating, 8 reviews

Rye Retreat | Churchill | Expo

5 out of 5 average rating, 13 reviews

A cozy cottage exterior is seen, featuring a stone facade and a welcoming porch. The porch hosts rocking chairs, and the yard is surrounded by greenery. A sloped metal roof adds character, while trees provide a natural backdrop under a clear sky.

Home in Middletown

Charming & Cozy Cottage in Quiet Neighborhood

A spacious house is set on a well-maintained grassy area, framed by trees in the background. A circular driveway leads to the entrance, where manicured shrubs and flower beds provide a natural touch. The home's neutral façade and stone accents blend harmoniously with the surroundings.

5 out of 5 average rating, 4 reviews

Southerland Vacation Home

A large luxury home is showcased with a stone and brick facade. Lush green grass surrounds the property, complemented by well-maintained shrubbery and trees. A slight incline leads to the entryway, which features steps flanked by flowerbeds, all against a clear blue sky.

5 out of 5 average rating, 7 reviews

Bourbon trail luxury 4 bdrm getaway!

4.95 out of 5 average rating, 20 reviews

The exterior of a red A-frame house features a sloped roof and large triangular windows, surrounded by well-maintained grass and shrubbery. A driveway leads to the entrance, while clusters of trees add to the natural setting in the background.

Home in Crestwood

Private 5 acre A frame

A bright blue front door adorned with a cheerful 'hello' sign welcomes guests. Flanking the door are two large, round planters filled with green plants and colorful flowers. The natural stone wall adds texture to the entryway.