House holiday rentals in Oldham County

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.

Family · Location · Comfort

Sugarbeet's Suites

Located in the heart of charming La Grange, Kentucky, Sugarbeet’s Suites offers a warm and inviting retreat where modern comfort meets small-town hospitality. Just steps from the historic downtown district, guests can experience the unique sights and sounds of La Grange -from quaint boutiques and local dining to the famous trains that roll right down Main Street. Whether you’re here for a relaxing weekend getaway, a family visit, or a special event,Sugarbeet's Suites is your home away from home.

Family · Location · Outdoor spaces

The Riverside Retreat - Your Coastal Getaway

Take it easy at this unique and tranquil getaway, perfectly situated with the Ohio River right in your backyard. Relax on the spacious back deck and enjoy stunning river views while unwinding in a peaceful setting. This home has been recently updated with a refreshed kitchen, flooring, modern lighting, updated bedrooms, and a renovated shower, making it a comfortable and inviting retreat for the duration of your stay. The Riverside Retreat is the perfect place to recharge and enjoy the scenery

Family · Location · Air conditioning

Romantic country getaway with hot tub

Deerview Cabin is a completely renovated 1940's farm house 10 minutes from historic 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!

Location · Family · Comfort

Exclusive Buckner retreat w/ theater & game room!

Welcome to this inviting 3-bedroom, 3-bath Buckner home, ideal for families and groups seeking relaxation and fun. This 1,790 sq ft retreat features multiple entertainment areas: a theater-style family room, a game room with bar, and a dedicated basement gym. The open kitchen is fully equipped, paired with a cozy second-floor living room with fireplace and dining area. Unwind in the private backyard, with ample parking, full-home WiFi, and easy access to Buckner and Louisville attractions.

Location · Value · Backyard

Top 1%• Yard + Porch • 3BR • Peppermint Cottage

Step into Peppermint Cottage ( breakfast included) and find the perfect blend of convenience and charm! Just 20 minutes from SDF airport, Churchill Downs, and downtown Louisville, this trendy east end haven offers an irresistible walkable lifestyle. Stroll or bike to 18 mouth watering restaurants, 14 unique boutiques, 3 pools and YMCA. Enjoy lakeside fishing, Sunday farmers markets, summer concerts, parks and summer Friday food trucks with live music . Your Louisville adventure awaits !

Location · Family · Outdoor spaces

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!

Value · Location · TV

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

“The Lady Jinx” is a 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!

Family · Value · Getting around

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.

Value · Location · Parking

The Squirrel's Nest - 3 bed/2 bath 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 Bluegrass Springs where you can swim/float in the old quarry. The back patio overlooks the woods where you can watch deer, turkey & the squirrels 🐿️ play! Or just relax in the hot tub! All the bedrooms have queen beds. The kitchen is fully equipped. No pets. No parties, no events.

Location · Family · Hot tub

The Yellow House @ Floydsburg

This Historic Home sits on 2.5 acres of a gorgeous park like setting in a convenient location! Perfect for family vacations visits to Louisville for Kentucky Derby, Bourbon Trail, or guests coming in town for weddings. 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!

Family · Location · Kitchen

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, this hidden gem is sure to please. Whether here work, fun, or both, you’ll love your time at Hummingbird.

Location · Family · Wi-Fi