Vacation rentals with a pool in Louisville

Guest suite in Louisville

4.96 out of 5 average rating, 388 reviews

Cherokee Park Oasis with Pool and Hot Tub

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, 187 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, 77 reviews

An inviting outdoor space features a spacious in-ground pool surrounded by a decorative fence. Lush green trees provide shade, while the backdrop showcases a sunset sky with soft purple hues. Comfortable lounge chairs are positioned near the water, enhancing the area's relaxing ambiance.

Home in Mount Washington

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!

Apartment in Jeffersonville

An aerial view captures the modern multi-story building with large windows, surrounded by well-maintained landscaping. A clear blue pool is visible at ground level, complemented by lounge chairs and greenery. The nearby outdoor lawn offers ample space for relaxation.

4.84 out of 5 average rating, 51 reviews

Lux Riverfront Condo in Louisville/Jeffersonville

Location! Waterfront! Amazing Views! This newly renovated, Luxurious Riverfront Condo is the perfect spot for your Family or Business trip. Ideal for the Kentucky DERBY, Thunder, and Bourbon & Beyond. Walk to restaurants, Big Four Station, the bridge to Downtown Louisville, great bars, and nightlife. A short drive to major venues, the KFC YUM! Center, EXPO Center, amusement parks, hiking trails, and The Bourbon Trail. Make this your home for an Elevated Stay in beautiful, vibrant Kentuckiana!

4.9 out of 5 average rating, 78 reviews

A cozy living room features a red three-seater sofa, paired with a beige armchair. A wooden coffee table sits in the center, with various decorative items on it. Artwork adorns the walls, and natural light filters through the window, highlighting a warm atmosphere.

Apartment in Prospect

Exclusive Farmhouse w/ a Romantic Garden View!

Discover rustic charm at this serene Prospect, KY retreat, nestled on a historic estate garden by the Smithsonian. Surrounded by retired thoroughbreds and saddlebreds, this unique stay offers a peaceful farm setting just 25 minutes from downtown Louisville. Perfect for weddings, family vacations, or romantic escapes, the home features a fully equipped kitchen, outdoor space, free parking, and self check-in. Unplug, recharge, and enjoy Kentucky’s natural beauty in a truly memorable setting.

4.91 out of 5 average rating, 43 reviews

The cabin features a rustic wooden exterior with a green metal roof, framed by surrounding trees. A welcoming front porch with railings and lights enhances the entrance. Two garage doors are visible on the lower level, creating an inviting atmosphere as dusk approaches.

Cabin in Shepherdsville

Pickleball*Hot Tub*Pool*Bourbon Trail*Sleeps 16!

Welcome to the Cabin at Rams Run! This newly renovated 5-bed, 5 full-bath cozy cabin is the perfect resort for adult trips and families alike. Situated on top of a ridge just above the James B. Beam Distillery, the cabin is in a perfect location directly between the culture and attractions of Louisville, and the distilleries of Bardstown--the bourbon capital of the world! After touring the Kentucky countryside, enjoy the hot tub, game room with pool table, or the indoor pickleball court!

5 out of 5 average rating, 122 reviews

An inviting open kitchen showcases modern appliances and a spacious countertop, perfect for meal preparation. A cozy living room features a plush sofa, complemented by natural light from nearby windows and tasteful decor that enhances the comfort of the space.

Home in Prospect

Peppermint Cottage Norton Commons w Breakfast

Step into Peppermint Cottage ( breakfast included) and find the perfect blend of convenience and charm! Just 20 minutes from SDF airport, Churchill Downs, and downtown Louisville, this trendy east end haven offers an irresistible walkable lifestyle. Stroll or bike to 18 mouth watering restaurants, 14 unique boutiques, 3 pools and YMCA. Enjoy lakeside fishing, Sunday farmers markets, summer concerts, parks and summer Friday food trucks with live music . Your Louisville adventure awaits !

Apartment in Central Business District

A resort-style pool area is showcased, surrounded by a modern building with large windows. Lounge chairs are arranged along the deck, offering a space for relaxation. The pool features steps and a smooth surface, inviting guests to enjoy the water.

4.92 out of 5 average rating, 218 reviews

4th Street Suites - Beautiful King Bed Suite

Wake up to the best of Louisville! Imagine starting your morning in a cozy king bed, strolling to 4th Street Live for brunch, and exploring nearby restaurants, bars, and theatres. Spend the afternoon lounging by the pool or soaking in the hot tub, then watch the city lights twinkle from the 7th‑floor terrace. This stylish suite is your launchpad for urban adventure—and a quiet, relaxing escape when it’s time to rest. Come make it yours and experience the heart of the city!

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, 162 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, 262 reviews

A cozy living area is furnished with a navy blue sectional sofa and two red chairs. Natural light enters through large windows adorned with teal curtains. A round wicker coffee table sits at the center, accompanied by a potted plant, while art is displayed on the walls.

Home in Schnitzelburg

Hot Tub | 5BR/5BA | King Beds | Expo

• 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, 51 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.

Apartment in Central Business District

A modern living area features a light gray sofa adorned with decorative pillows and a plaid throw blanket. Two red armchairs complement the space, which is anchored by a dark coffee table. A colorful piece of wall art and large windows allow natural light to fill the room.

4.98 out of 5 average rating, 163 reviews

Downtown Apt | King Bed • Heated Pool + Hot Tub

Stay in style and comfort while enjoying everything this apartment has to offer. Rest easy on a comfortable mattress, then start your morning with a complimentary cup of coffee. Work out in the gym, relax on the rooftop, or step outside to explore downtown just moments away. With dining, entertainment, and activities all around you, there’s always something to do. Wind down with a glass of wine and a movie on Hulu or Disney+. Book your stay and enjoy it all.

Popular amenities for Louisville rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A serene backyard features a sparkling pool surrounded by landscaped gardens, including various shrubs and decorative stones. The house, characterized by a brick facade and a sloped roof, provides a welcoming backdrop under a clear blue sky.

4.68 out of 5 average rating, 59 reviews

Louisville KY Home w/Hot Tub & Pool

DERBY! The Ville Getaway! Centrally Located

4.8 out of 5 average rating, 76 reviews

An inviting inground pool features a gentle fountain and a volleyball net. Surrounding lounge chairs offer relaxation by the water, and a vibrant green lawn enhances the outdoor area. A boundary fence provides privacy, while a sunny sky completes the serene atmosphere.

Home in New Albany

ꕥLuxꕥHeated* Pool/Hot Tub/Gamerooms/Firepit/

5 out of 5 average rating, 39 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

4.4 out of 5 average rating, 5 reviews

A vibrant sunset casts hues of orange, pink, and purple across the lake, reflecting beautifully on the water's surface. The silhouette of trees and distant houses can be seen against the twilight sky, enhancing the tranquil atmosphere of the scene.

Home in Shepherdsville

Sunsets on Bourbon Street! Waterfront views!

Home in Jeffersonville

New place to stay

Rock & Roll Riverhouse | Pool | Mins to Louisville

4.95 out of 5 average rating, 85 reviews

An outdoor space features a large swim spa hot tub beside a wooden bar with four stools. A gazebo is adorned with seating for relaxation. A stone pathway leads towards the backyard, with a manicured lawn and trees bordering the property.

Home in Clarksville

Close to everything / Huge

5 out of 5 average rating, 46 reviews

A charming fountain features a statue atop its structure, surrounded by gently flowing water that creates a serene atmosphere. In the background, a modern brick building is visible, with well-lit windows and landscaped greenery, enhancing the inviting ambiance of the area.

Home in Prospect

No Guest Fees, Norton, Shops, Golf, Pets, Downtown

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.

Home in Jeffersonville

5 out of 5 average rating, 4 reviews

4 bedrooms/3 baths

A modern living area features neutral-toned furnishings, including a spacious sofa and two accent chairs. A coffee table sits centrally, complemented by a textured area rug. A large flat-screen television is mounted on the wall, and warm lighting highlights the open kitchen area in the background.

Apartment in Prospect

Acadia II Apt. in the Commons

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

Home in Beechmont

4.63 out of 5 average rating, 8 reviews

6BR+ House + Pool Near Expo/Airport/Downtown

The exterior of a two-story brick house is displayed, featuring white shutters and a welcoming entrance. A manicured lawn stretches in front, complemented by landscaped shrubs and trees. Blue skies with scattered clouds provide a bright backdrop to the home.

5 out of 5 average rating, 10 reviews

Home Baby Home

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 backyard is highlighted by a well-maintained swimming pool, featuring a yellow slide. The patio area includes a covered seating space with a view of the house's large windows and deck above. Lush greenery frames the setting, complementing the tranquil atmosphere.

5 out of 5 average rating, 4 reviews

Southerland Vacation Home