House holiday 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.

0 of 0 items showing

1 of 3 pages

Guest favourite

Home in La Grange

5.0 out of 5 average rating, 214 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 favourite

Home in Prospect

4.92 out of 5 average rating, 75 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 favourite

Home in Prospect

5.0 out of 5 average rating, 71 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 favourite

Home in La Grange

4.95 out of 5 average rating, 37 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 favourite

Home in Crestwood

5.0 out of 5 average rating, 47 reviews

Summer Getaway•Outdoor Enthusiast•PICKLEBALL

Welcome to our spacious cape cod on 2 acres at the end of a cul-de-sac. Our home is newly renovated and furnished with all modern amenities for your utmost comfort. • Up to 3500 sq ft available for guest access. • Each bedroom w/ private bathroom • Fire pit and outdoor living space • Yoder pellet grill • Entertainment for all ages: - Pickleball - Indoor shuffleboard - Full size outdoor shuffleboard - Bumper pool - Poker table - (3) 55” +TVs - Classic Arcade (Centipede) - Basketball goal

Guest favourite

Home in Prospect

4.94 out of 5 average rating, 18 reviews

NEW! Riverside Retreat w/ a VIEW

Newly renovated! Gorgeous, all-season river view getaway with your own personal dock for boating or fishing. Beds for the whole fam. Complete kitchen with outdoor gas and charcoal grills. Nearby riverside dining, nature preserve, kayaking, golf, horse farms & bourbon tours. 10 min to grocery. 20 min to Downtown Louisville. The backyard of this property is *literally* on the Ohio River. Children should be supervised at all times. Lifejackets encouraged. Quiet hours: 10pm-7am. No parties.

Guest favourite

Home in Louisville

4.98 out of 5 average rating, 91 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 favourite

Home in La Grange

4.94 out of 5 average rating, 77 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 favourite

Home in La Grange

4.92 out of 5 average rating, 52 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.

Superhost

Home in Prospect

4.72 out of 5 average rating, 29 reviews

Family/Pet-Friendly Riverside Home w/Amazing Views

“It’s a phenomenal place. Perfect location and views, and has everything you need to enjoy the time you’re there.” MAAKREEM, April 2023 • Recently remodeled single-level, 2-bedroom home for 5 • Amazing views of and access to Ohio River • Brand new kitchen and bathroom suite • Quality granite and marble finishes • Separate living room with large TV • Fire pit and BBQ on deck • Free parking • Quiet riverside neighborhood • Children and pets welcome • Book your stay today!

Superhost

Home in Prospect

4.81 out of 5 average rating, 31 reviews

Hideaway on the River: Amazing Views, Pirate Ship,

Make memories and experience life on the River! Welcome home to a spacious house which boasts a private dock, covered decks, Coffee Bar, wet bar, pool table, Wifi6 High Speed internet, fire pit, Pirate Ship bed and 4K TVs throughout! Sit with family and friends around the fire pit making S'mores. Wake up to magical views, the sounds and the breeze while sipping your coffee and enjoying the first row seat views and making memories. Welcome to the River Life!

Guest favourite

Home in La Grange

4.96 out of 5 average rating, 77 reviews

The Squirrel's Nest - 3 bedroom house with hot tub

Welcome to the Squirrel's Nest where you can relax and enjoy the country! Only 5 mins from historic downtown LaGrange, 20 mins from Louisville-home of the Kentucky Derby and next door is the FRP-LaGrange Quarry water park. The back patio overlooks the woods where you can watch deer, turkey & the squirrels play! The master bedroom has a queen bed, the second & third bedrooms have full beds. The kitchen is fully equipped. No pets. No parties, no events.