House vacation rentals in Oldham County

Find and book unique houses on Airbnb

Top-rated house rentals in Oldham County

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Guest favorite

Home in La Grange

5 out of 5 average rating, 227 reviews

Your Romantic Cabin with Hot tub

This cabin is a completely renovated 1940's farm house 10 minutes from historic downtown LaGrange. Guests have the entire home with front and back porch overlooking the big backyard. The master bedroom has a queen bed and the second bedroom has a full bed. The kitchen is fully equipped and ready for some country cooking. The fire pit is located in the back yard ready for you or you can use the gas fire pit just steps from the hot tub. The hot tub is ready for guests with a view of stars!

Guest favorite

Home in Prospect

4.93 out of 5 average rating, 88 reviews

The Riverside Retreat - Your Coastal Getaway

Hello and Welcome to The Riverside Retreat! NO Large Parties and NO Bonfires. NO Marijuana Smoking!! Take it easy at this unique and tranquil getaway with the Ohio River in your backyard. Enjoy the views on the amazing back deck. This home has been recently updated with new flooring, shower, kitchen, bedrooms and lighting and will be a great retreat the duration of your visit. Book your weekend getaway here and enjoy the scenery. This is a Non Smoking Home. No Smoke or Vaping Inside the Home!

Guest favorite

Home in Prospect

5 out of 5 average rating, 89 reviews

Stay at Peppermint Cottage in Norton Commons

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

Home in La Grange

4.95 out of 5 average rating, 56 reviews

The Lady Jinx Home - 3 BR/2.5 Bath - Entire Home

“The Lady Jinx” is a newly renovated 3 BR/2.5 Bath, Princess Anne-style Home built in 1895. This 2-story has tons of character from the detailed wood trim to the stain glass windows to the original interior doors to the gorgeous wood floors. The home is located in downtown La Grange, the only town in America that has an active train running along it’s Main Street, & is within walking distance to restaurants, shopping boutiques, museums, parks and entertainment with being only one block away!

Guest favorite

Home in La Grange

5 out of 5 average rating, 31 reviews

Luxury Retreat:Firepit, Hot tub, Man Cave, Karaoke

Escape to Glencairn Knoll, a luxurious 5,500 sq ft retreat on 3.75 acres, just 20 minutes from Louisville. Perfect for large groups, 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 equipped chef’s kitchen, cozy speakeasy lounge, and spacious living areas. Whether relaxing by the fire pit or exploring the nearby attractions, your unforgettable getaway awaits!

Guest favorite

Home in Crestwood

5 out of 5 average rating, 32 reviews

Briar Creek Cottage

Welcome to this cozy 2-bed, 2-bath cottage, just 25 minutes from the Louisville Airport & conveniently close to the Kentucky Bourbon Trail. Recently renovated, this cottage is nestled in a peacefully wooded lot with modern amenities. The primary suite includes a queen bed, an en suite bathroom, and an optional pack-n-play. The second bedroom also features a queen bed and adjacent bath. Perfect for a tranquil getaway or exploring the Kentucky Bourbon Trail. Book now for a charming retreat!

Guest favorite

Home in Louisville

4.98 out of 5 average rating, 104 reviews

Charming Bungalow on 1.5 Acres in Amazing Location

Peaceful. Private. Clean. Comfortable. Convenient. Hummingbird is a charming updated bungalow in one of Louisville's most coveted neighborhoods. Nestled on 1.5 acres of a historic street, you'll enjoy a park-like setting teeming with wildlife. Private, yet offering easy access to shopping, dining, entertainment, and major highways, and just 15 minutes from Valhalla Country Club, this hidden gem is sure to please. Whether here work, fun, or both, you’ll love your time at Hummingbird.

Guest favorite

Home in La Grange

4.95 out of 5 average rating, 92 reviews

Hot Tub-King Bed-Coffee Bar-Arcade-Fire Pit!

Centrally located in La Grange, the Kindness Capital of Kentucky. Welcome to the hallmark of small towns where the train rolls down Main Street over 30 times each day. Walk to locally owned donut and coffee shops, Farmer’s market, playground with splash pad, and restaurants. Spend your day on the Bourbon Trail or Churchill Downs before relaxing in the Hot Tub. Driving distance to the Creation Museum and Ark Encounter, The Slugger Museum, Falls of the Ohio, and Mega Caverns.

Guest favorite

Home in Crestwood

4.95 out of 5 average rating, 21 reviews

The Yellow House @ Floydsburg

This Historic Home sits on 2.5 acres of a gorgeous park like setting in a convenient location! Your travel group will be comfortable in this spacious and unique property. Perfect for family vacations or guests coming in town for weddings as this property is close to many different wedding venues in the area, including Duncan Memorial Chapel, Bradshaw Duncan House, & Yew Dell Gardens, and only 25 minutes to downtown Louisville. Come relax & enjoy your Home Away from Home!

Guest favorite

Home in Crestwood

4.91 out of 5 average rating, 81 reviews

12 Guest/Top Area /Families/Park

Welcome to our Family Airbnb 1- Great Location in residential neighborhood 2- 20 Min to Kentucky Derby Museum 3 - 20 Min to Louisville Mega Caverns 4- 15 Min Evan William Bourbon 5- 20 Min Churchill Down 6- Designed for 2 guests (3 Queen Bed, 1 double Bunk bed, 1 Queen Air Mattress) 7- Free Parking (2 Cars Inside and 2 Cars Outside) 8- Fully Equipped Kitchen 9- Fast Wi-Fi 10- Quiet and Safe Area 11- Private Patio 12-24/7 Available Host 13- 2 Smart TVs 14- Laundry In Unit

Guest favorite

Home in La Grange

4.9 out of 5 average rating, 73 reviews

Caboose Cottage

Historic 3 bed, 1 bath farmhouse within walking distance of downtown LaGrange & The Railroad Museum. Secluded on a 1.5 acre lot with a fenced in backyard, fire pit, private patio & perfect view of the CSX train line rolling into Main Street. A few minutes walk to local gift shops, restaurants & coffeehouse. 25 minutes from Louisville International Airport & downtown Louisville. Less than 15 minutes to the home of Jefferson's Reserve Bourbon, Kentucky Artisan Distillery.

Guest favorite

Home in Prospect

5 out of 5 average rating, 26 reviews

Cozy & Luxurious Holiday Cottage

As Seen On TV! A chic, southern gem! Nestle into this cozy and secluded Cottage for a Holiday you won’t forget! Tucked away in the prestigious horse farms of Prospect, this space offers safety, privacy and a view! Admire wintery views of frost-tipped woods, while sipping hot cocoa from a luxurious, hidden retreat! Conveniently located a short drive from Downtown, Muhammed Ali International Airport, and access to major interstates such as I-71 & Gene Snyder Freeway!