House holiday rentals in Oldham County

5 Star Luxury Sweet Retreat Wheelchair Acessible

Former bakery completely renovated into a "sweet retreat" for your visit to La Grange, the Kindness Capital of Kentucky! Just steps from the only railroad that still runs down an active Main Street. Wheelchair accessible—two bedrooms, two tiled baths, sleeps 8. Historic Downtown La Grange boasts unique shops, restaurants, a train viewing tower with over 30 trains/day, parks and the Alley Loop (a fun interactive art walk). Nearby horse farms, Churchill Downs, Bourbon Trail, 20 mins to Louisville.

Romance country getaway 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!

Garden House, a private getaway

Welcome to "The Garden House" a serene retreat nestled on 9 acres in Crestwood. This charming home offers a tranquil escape just 20 minutes from downtown Louisville. This home is a 4-bedroom sanctuary, meticulously renovated to offer modern comforts. Guests can enjoy premium amenities including solar power, Tempurpedic mattresses, and soft bedding for a great night's sleep. Whether you are planning a wedding, exploring the Bourbon Trail, or seeking a getaway, it promises to be a memorable stay.

Riverside Retreat

Escape to this charming riverside Airbnb just outside Louisville, Kentucky. Located on the Ohio River, it offers peaceful relaxation with stunning views of passing riverboats. Unwind in the private hot tub or enjoy coffee on the deck. Close to Churchill Downs and the Bourbon Trail. Perfect for exploring Kentucky’s traditions. Whether watching sunsets, relaxing in the hot tub, or soaking in local culture, this retreat blends natural beauty, local flavor, and Southern charm for the ideal getaway!

Peppermint Cottage Norton Commons Walk, Eat & Shop

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!

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!

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!

Barn + House | 30 Acres | Pickleball | Basketball

This is the perfect spot for your group. Sleeps 14! 4 King beds 3 queen beds! Outdoor amenities: +30 acres with trails + 2 Pickleball Courts +Full court Basketball +Soccer Field +Playground +Springless Trampoline +Fire pit +Grill +Corn hole Game Barn features +Pool Table +Ping Pong Table +Poker Table +Arcade: Pinball, head to head, retro games +2 Smart TVs +Foosball +Loft area +Starlink internet House Amenities: +2 Living Rooms +Large Deck +2 Kitchens +Kid-friendly + 3 Full Bathrooms

Norton, PetFriendly, Bourbon, WiFi, Downtown, Shop

Step into your fall retreat in the heart of Norton Commons! Watch Hill Manor is your gateway to exploring downtown Louisville, Bourbon Trail, and rolling horse country. Enjoy crisp autumn days with a stroll to downtown local shops, great local dining, and community events right outside your door. The location also provides easy access to bourbon distilleries, scenic horse farms, golf courses, and seasonal activities like festivals and foliage tours. Book your Kentucky getaway today!

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

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.

Bourbon Trail*Pewee Valley *HOT TUB

Welcome to the Bourbon Bungalow, a tastefully restored farmhouse on the famous Kentucky Bourbon Trail. This southern retreat is on the outskirts of Louisville in the quaint city of Pewee Valley. A short drive to some of the states most sought after locations such as Churchill Downs, bourbon distilleries, horse parks, caves, Shelbyville, Bardstown, & more! The Bourbon trail is waiting for you!