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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.

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Guest favorite
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.
Guest suite in Jeffersonville
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.

Top guest favorite
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
5 out of 5 average rating, 65 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 favorite
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.
Apartment in Louisville
4.99 out of 5 average rating, 136 reviews

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!

Top guest favorite
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
5 out of 5 average rating, 119 reviews

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!

Guest favorite
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.
Apartment in Jeffersonville
4.88 out of 5 average rating, 57 reviews

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!

Guest favorite
A comfortable living room features a dark leather sofa with accent pillows, a coffee table positioned at its center, and a medium-sized television mounted on the wall. Natural light filters in through large windows covered by patterned curtains, while a door leads to a small balcony.
Apartment in Louisville
4.91 out of 5 average rating, 129 reviews

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!

Guest favorite
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 Louisville
4.97 out of 5 average rating, 259 reviews

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.

Guest favorite
A welcoming exterior of a home features a covered front porch with two chairs and potted plants. Decorative shrubs and trees provide greenery, while the gray siding and white trim present a classic appearance. The front door is framed by large windows, enhancing natural light.
Home in Louisville
4.95 out of 5 average rating, 20 reviews

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

Guest favorite
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
4.85 out of 5 average rating, 110 reviews

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

Top guest favorite
A spacious living area features a large sectional sofa adorned with decorative pillows, a round coffee table, and a cozy armchair. A ceiling fan hangs above, and wooden wall decor adds character. The dining area is visible in the background, inviting communal gatherings.
Home in Prospect
5 out of 5 average rating, 41 reviews

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!

Top guest favorite
A heated saltwater swimming pool is surrounded by a concrete patio and lush greenery. The area features a spacious cabana with seating, a chaise lounge, and colorful pool floats. Nearby, a small garden and manicured lawn enhance the outdoor setting.
Guest suite in Louisville
4.96 out of 5 average rating, 387 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 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.

Top guest favorite
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
5 out of 5 average rating, 47 reviews

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

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.
Home in Louisville
4.65 out of 5 average rating, 55 reviews

Louisville KY Home w/Hot Tub & Pool

Top guest favorite
A split-level home is displayed, featuring a combination of brick and siding. A well-maintained garden with vibrant flowers lines the front. A mature tree provides shade, and the house is accented with dark shutters beside the windows. A welcoming sign is visible in the yard.
Home in Louisville
4.95 out of 5 average rating, 21 reviews

The Getaway!

Guest favorite
The exterior of a single-story brick house is displayed under a bright blue sky. Lush green grass surrounds the home, with contrasting shaped hedges and a nearby tree adding visual interest. The entrance is framed by a stone accent and adorned with two large windows.
Home in Jeffersonville
5 out of 5 average rating, 5 reviews

Beautiful house in suburban neighborhood

Guest favorite
A modern kitchen area displays a wooden counter with storage drawers beneath. Above, a reclaimed wood shelf houses an assortment of books and decorative items. Two mini-fridges are positioned under the counter, enhancing functionality. A potted plant adds a touch of greenery to the space.
Home in Louisville
5 out of 5 average rating, 56 reviews

Countryside Getaway

Guest favorite
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.
Home in Louisville
5 out of 5 average rating, 7 reviews

Bourbon trail luxury 4 bdrm getaway!

Top guest favorite
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.
Home in Louisville
5 out of 5 average rating, 33 reviews

Entire House in The Highlands. Private Pool.

Top guest favorite
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.
Home in Jeffersonville
5 out of 5 average rating, 7 reviews

Urban Lakeside 3BR Retreat w/ Private Pool

Guest favorite
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
4.95 out of 5 average rating, 81 reviews

10 Min to Lou~Huge Hot Tub~Backyard games~Fire Pit

Other vacation rentals with a pool

Guest favorite
A resort-style pool area is surrounded by lounge chairs, featuring a separate hot tub nearby. The pool is framed by landscaped greenery and a contemporary building exterior, with multiple balconies visible in the background.
Apartment in Louisville
4.88 out of 5 average rating, 246 reviews

4th Street Suites - Luxury King Bed Suite

Guest favorite
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.
Apartment in Louisville
4.91 out of 5 average rating, 186 reviews

4th Street Suites - Beautiful King Bed Suite

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
New place to stay

Acadia II Apt. in the Commons

A spacious living area features a large television displaying a vibrant outdoor scene. A comfortable sofa is positioned in front of the TV, with a side table and lamp nearby providing soft illumination. Toys can be seen on the floor, adding a playful touch.
Apartment in Louisville

1br Condo

A spacious living area features a gray sofa adorned with a soft throw pillow, positioned beside a sleek coffee table. A large mirror reflects the room's light, enhancing the open feel. The kitchen area is visible in the background, showcasing dark cabinetry and modern appliances.
Apartment in Louisville

Luxury, Modern 1-Bedroom High Rise Condo

Superhost
A modern bedroom features a cozy king bed with soft linens, a comfortable sofa, and a patterned area rug. Natural light filters through the large windows, with a green plant adding a touch of nature. Soft lamps provide additional lighting, enhancing the inviting atmosphere.
Apartment in Louisville
4.9 out of 5 average rating, 284 reviews

4th Street Suites - Deluxe King Bed Suite

A charming pink house with multiple levels is featured, presenting a classic architectural design. A spacious porch, framed by white railings, invites gatherings. A sign labeled 'Pink Castle' is positioned nearby, and the vibrant exterior is complemented by lush green grass and a clear blue sky.
Home in Jeffersonville

Pink Castle Babe’cation of Indiana!

Top guest favorite
A comfortable living room is presented with deep blue walls and large windows, allowing natural light to fill the space. Two sofas and several accent chairs are arranged around a wooden coffee table, with decorative pillows adding color. Vibrant artwork adorns the walls.
Home in Louisville
4.98 out of 5 average rating, 174 reviews

Farmers Market, Brewery, Bardstown 2 Decks & Porch

Destinations to explore