Vacation rentals with a patio in Oldham County

5 out of 5 average rating, 35 reviews

A spacious dining area features a large wooden table surrounded by four modern chairs. Natural light streams in through two windows adorned with blinds, highlighting the earthy tones of the accent wall. Decor includes simple art pieces and a decorative bowl on the table.

Home in La Grange

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.

An open kitchen and dining area features modern appliances and a spacious dining table with multiple chairs. Sunlight pours through large windows, offering views of the outdoor landscape. A cozy seating area with neutral-colored cushions and decorative pillows is positioned nearby.

4.85 out of 5 average rating, 20 reviews

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.

5 out of 5 average rating, 117 reviews

An inviting open kitchen showcases modern appliances and a spacious countertop, perfect for meal preparation. A cozy living room features a plush sofa, complemented by natural light from nearby windows and tasteful decor that enhances the comfort of the space.

Home in Prospect

Stay@Peppermint Cottage Norton Commons w/breakfast

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!

4.96 out of 5 average rating, 48 reviews

A modern staircase with a black railing leads to the upper level, illuminated by a geometric chandelier. A small wooden desk, adorned with flowers, sits against the wall, alongside a decorative sign reading 'Maple's Place.' Natural light streams in through a skylight above.

Farm stay in Crestwood

Maple's Place - *charm*country*hot tub*bourbontour

Maples Place Built in 1890 and meticulously remodeled down to the studs, Maple's Place combines historic charm with modern amenities. The house has all-new HVAC, electrical, plumbing, roofing, and siding. The home features three beautifully decorated bedrooms, two full bathrooms, and one half-bath. The master bath is a haven of luxury with a walk-in shower and a soaking tub. Each room is thoughtfully designed. Outside, enjoy a spacious deck and pergola, complete with an 8-person hot tub.

Guest suite in Shelbyville

A vibrant sunset casts pink and orange hues across the sky, framed by trees in the foreground. A grassy lawn extends into the background, with a rustic shed visible among the trees, offering a serene countryside view.

4.98 out of 5 average rating, 66 reviews

Spacious suite, country views, pool table, firepit

Escape to the tranquility of the countryside at Marshalls Creekside Haven. Our lower-level walkout guest suite, with own driveway and entrance, offers the perfect retreat, providing comfort and relaxation. Enjoy the warm glow of the fire pit or sway gently on the porch swing, taking in the breathtaking country views that surround you. Indoors enjoy a game of pool, darts or board games. Convenient to bourbon trail, wineries and quaint towns. Cell service is AT&T. Wi-Fi provided by Starlink.

An open-concept living area features a cozy sofa and armchair, with light-colored walls and wooden beams above. The modern kitchen, equipped with stainless steel appliances and a spacious island, is complemented by bar seating and a view of the outdoors through a window.

5 out of 5 average rating, 66 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!

5 out of 5 average rating, 40 reviews

A spacious living area features a large sectional sofa adorned with decorative pillows, a round coffee table, and a cozy armchair. A ceiling fan hangs above, and wooden wall decor adds character. The dining area is visible in the background, inviting communal gatherings.

Home in Prospect

NEW Bourbon Trail, Norton, Pets Allowed, Downtown

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!

Superhost

The image shows a hot tub on a covered deck, with bubbling water and a view of a backyard fire pit area below. Four blue Adirondack chairs surround the fire pit, which is under a canopy of string lights amidst lush greenery.

Home in La Grange

4.9 out of 5 average rating, 117 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.

An inviting sitting area features two curved sofas facing a small circular table. A built-in bookcase with decorative items lines one wall. Natural light floods the space through large windows, highlighting the wood flooring and elegant decor.

4.97 out of 5 average rating, 34 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!

The living area features a spacious sectional sofa arranged around a round wooden coffee table. Natural light filters through sheer curtains, illuminating the room. Decorative shelves are mounted on the walls, and a ceiling fan is present for comfort.

4.91 out of 5 average rating, 113 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

Superhost

The living area features an open layout with stylish furniture, including a cozy sofa and assorted seating options. Decorative elements and artwork are placed throughout, enhancing the room's character. Natural light filters in, highlighting the wooden flooring and spacious design.

Barn in La Grange

4.88 out of 5 average rating, 16 reviews

Private Heaven to Explore.

Enjoy the lovely setting of this romantic spot in nature. Enjoy a nice outdoor firepit and lighted waterfall feature on a beautiful 1000 SQ FT patio with a full outdoor kitchen/Bar with grill and 6 Person hot tub with WI-FI. Indoors you can enjoy a full bar, Arcade games, Jukebox with Bluetooth, workout room with infrared sauna, tread mill, and stationary bike. Its luxury at your fingertips with a full kitchen, walk in shower and laundry room. Sleeps six people.