Vacation rentals with a pool in Oldham County

Find and book unique homes with a pool on Airbnb

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Popular amenities for Oldham County rentals with a pool

House rentals with a pool

Top guest favorite
Aerial view of a luxurious retreat surrounded by lush greenery, showcasing a saltwater pool and an inviting outdoor space. The vibrant sunset casts warm hues over the property, which sits on 3.75 acres of serene surroundings.
Home in La Grange
4.98 out of 5 average rating, 47 reviews

Lux Heated Saltwater Pool + Games/Firepit/Hot Tub

StephanieRating, 5 stars1 day ago
This Airbnb is next-level. The kitchen is absolutely gorgeous—fully stocked, spacious and perfect for cooking big meals. The bedrooms are huge, with super comfy beds that made it hard to leave in the morning. We loved sitting in the hot tub, hanging out around the fire pit, and spending a quiet morning on the grand front porch. The saltwater pool wasn’t open yet, but it looked amazing—we’ll definitely be back when it's ready to use. The man cave was the perfect hangout spot—It’s got a pool table, foosball, poker table, big comfy couch, large TV, and even a fridge for snacks and drinks. We spent many hours in there! The basement is a fun zone with arcade games, karaoke, darts and so much more. Almost impossible to be bored while staying here. A huge shoutout to Deb, the best host we could’ve asked for—super kind, thoughtful, and incredibly accommodating. We loved every minute of our stay and are already looking forward to coming back!
A two-story home with beige siding and black shutters is visible, surrounded by a well-maintained lawn. Trees with sparse autumn foliage are seen in the front yard. The driveway leads to the entrance, inviting guests into the residence.
Home in Louisville
4.67 out of 5 average rating, 3 reviews

The Getaway!

BillyRating, 5 stars2 months ago
Julie's place is amazing very beautiful fenced in back your good for people traveling with pets and a extremely clean bathroom and bedrooms
Guest favorite
Home in Shelbyville
4.95 out of 5 average rating, 21 reviews

NEW - Hot Tub, Fully Loaded, 10 min to Bulleit

TunishaRating, 5 stars1 week ago
The stay was absolutely wonderful—clean and exactly as described. The space was both spacious and intimate, creating a cozy yet open atmosphere. Thoughtfully personalized for bourbon lovers, which was a fun and unique touch. Located in a quiet neighborhood, it was perfect for a relaxing getaway. The host was generous, responsive, and easy to contact. We even had snacks waiting for us upon arrival, which was a lovely surprise. Highly recommend to others, and we’ll definitely be back!
Superhost
Home in Prospect
5 out of 5 average rating, 3 reviews

Norton, Bourbon Trail, Pool, Golf, Pets, Downtown

KarenRating, 5 stars3 weeks ago
We couldn’t have been happier with this property. The place was spotless, beautifully decorated and the kitchen was well equipped with everything we needed. We will definitely rent again.
Superhost
A single-story home features a brick exterior with a welcoming front porch. Light-colored window frames accentuate the three front windows. A neatly maintained lawn surrounds the property, and a concrete driveway leads to the entrance, offering ample space for parking.
Home in Louisville
4.88 out of 5 average rating, 17 reviews

Near Bourbon Trail, expo, 3 beds, off Outerloop

HannahRating, 5 stars5 days ago
We had a great stay after a concert in Iroquois Park. The host responded to all of our questions right away. We loved that the location was so close to attractions and restaurants but was still a quiet and peaceful neighborhood. Would definitely recommend for anyone looking for a place to stay in Louisville.
An outdoor bar area under a covered pavilion is depicted, featuring multiple bar stools arranged around a counter. Nearby, lounge chairs are positioned beside an infinity edge pool, with a view of the marina and lush greenery in the background.
Home in Goshen
4.73 out of 5 average rating, 11 reviews

The Boathouse: A Peaceful Paradise

KyleRating, 5 stars7 months ago
This place was amazing. Both Wes and Rachel were extremely accommodating and had everything we needed ready. The place was clean and stocked with everything to make our stay perfect. The boat ride down the river made for a memorable highlight. We will be back!
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.
Home in Louisville
5 out of 5 average rating, 3 reviews

Southerland Vacation Home

MichaelRating, 5 stars2 months ago
This is a jaw dropping, breath taking, absolutely stunning property!!! Pristine clean, beautiful surroundings, incredibly spacious, lacking nothing! I was deeply moved by Madge’s kindness and generosity when she offered to give us a ride in her four wheel drive vehicle due to inclement weather. She was intentional in communicating with me and making sure everything went smoothly. I don’t have the words to express how comfortable, enjoyable, and pleasant our stay was! What a lovely experience!!! Thank you so much Madge!!!
Top guest favorite
Home in Prospect
5 out of 5 average rating, 12 reviews

CIRCO LOCO - uNCommon Stay

Leigh AnneRating, 5 stars1 month ago
I had a fantastic stay at circo loco! The space was exactly as described—clean, comfortable, and in a great location. walking distance to everything you need and more ! The check-in process was seamless, and amie was incredibly responsive and helpful throughout my stay. They even left a welcome treat! I would absolutely stay here again and highly recommend it to anyone visiting or even just needing a weekend of fun!

Condo rentals with a pool

An outdoor swimming pool is surrounded by lounge chairs and landscaped greenery. The pool features a clear blue surface, while nearby hedges and trees provide shaded areas. A building is visible in the background, creating a tranquil environment for relaxation.
Condo in Jeffersonville
4.85 out of 5 average rating, 104 reviews

Spacious Riverfront Condo Minutes from Downtown!

AmandaRating, 5 stars5 months ago
I absolutely loved staying at this place! The hosts were incredibly kind and understanding, accommodating all our needs and travel plans. The space was well-stocked with everything we needed, including a generous supply of bottled water (we left some to pay it forward). The view was breathtaking, and they even let us check out a bit later to make packing up easier. My girls and I felt pretty safe and comfortable !! If I had one tiny note for a future upgrade lol (A larger TV in the Master bedroom since it’s so far from the bed that’s just a small thing we would have enjoyed better). We didn’t get a chance to swim but hopefully next time !!Thank you so much for an exceptional stay!
Guest favorite
An outdoor pool area is surrounded by lounge chairs, offering a space for relaxation. The pool is framed by landscaped greenery and tall trees. A nearby building looms in the background, adding a sense of urban connection to the serene environment.
Condo in Jeffersonville
4.95 out of 5 average rating, 21 reviews

BEST View of Louisville

HughRating, 5 stars3 weeks ago
Awesome place awesome time thank you
Guest favorite
The living room features a light-colored sofa and armchair, complemented by wooden side tables. A large wall-mounted TV and a ceiling fan are visible, along with a plush area rug. Natural light comes from the door leading to an outdoor space.
Condo in Crestwood
4.87 out of 5 average rating, 39 reviews

Luxury Apartment/Near Louisville/EV Charger

AshleyRating, 5 stars2 weeks ago
Great stay with everything with needed! Toni was quick to respond and we couldn’t have asked for a better stay!
Guest favorite
The exterior of a three-story brick condo is displayed, featuring a green front door and decorative stone accents. Two sets of windows are framed by elegant arches, flanked by shrubs and colorful flowers. A well-maintained lawn offers a neat, welcoming appearance.
Condo in New Albany
4.91 out of 5 average rating, 11 reviews

The Farmacy BnB

CrystalRating, 5 stars6 months ago
Only stayed for one night wish i could have stayed longer! The pictures don't do this place justice! it's beautiful, very private in a gated community! Brenda was very welcoming, toured us thru the house.. All the beds were super clean and comfy.. All around was just a super peaceful lovely place.. We will definitely be back when we visit Louisville again! Thanks for being the best Brenda!! Crystal 💕

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