Family-friendly holiday rentals in Meade County

4.86 out of 5 average rating, 315 reviews

Cottage in Louisville

Tyler Park Cottage in the Highlands

Adorable, light-filled cottage in the beloved Highlands neighborhood. An easy ten minute walk in one direction will put you on Bardstown Road, full of dining and bars, while a 15 minute walk in the other will land you in the hip Germantown-Schnitzelburg neighborhood. A short (6 minute) drive to downtown, 11 minutes to Churchill Downs. You'll find wireless internet, clean towels and sheets, basic kitchen and bathroom amenities, coffee maker, a flat screen TV with Apple TV, and keyless entry.

4.92 out of 5 average rating, 124 reviews

5 bedroom/4 bath Walk to All, Historic Highlands

4 traditional bedrooms (5th convertible den/bedroom), 4 bath with great deck, porch and patio. 2 king bedrooms, 2 queen bedrooms, 1 queen sleeper and den double sleeper. Fabulous 3rd floor primary suite, updated baths, stylish mod kitchen. Beautifully remodeled 2500 sq. ft. house in Cherokee Triangle, walk to everything- restaurants, parks, cafes, shops! Just 1/2 block off Bardstown Road and 1 block from Cherokee Park. Walk to dozens of restaurants, shops, café, theatres and two great parks.

4.99 out of 5 average rating, 104 reviews

Cottage in English

The Davenport Farm Cottage

No cleaning fees! Free fishing (bring your own gear), swimming & firewood. 1 minute off I-64. Relax at our 5th generation working family farm surrounded by the Hoosier Nat Forest. 4 acre stocked pond. Roast your catch over the fire pit or at your cottage on the 36” Blackstone griddle. Stable/strong high speed wifi. Hunters-when you're done with tents & air mattresses, stay here. We have a very nice indoor cleaning station with heat, lights, tables & hot/cold running water for clean up.

4.98 out of 5 average rating, 184 reviews

Cabin in French Lick

Hot Tub - 5 Stars by Patoka Lake! French Lick, IN

Located south of French Lick and minutes from Patoka Lake, Southern Grace Cabin is a western red cedar log home located on a quaint lane in the middle of our property. Panoramic views include woods and rolling meadows. The custom built log home has 3 bedrooms, 1 bath, and a custom kitchen. We're sure you'll enjoy the views from the swing or wood rockers on our expansive covered porch. Located within easy driving distance of French Lick, Paoli Peaks and Patoka Lake. Boaters welcome!

4.83 out of 5 average rating, 213 reviews

615 E Washington, Nulu Bourbon Trail

RECENTLY MADE AVAILABLE FOR DERBY 2025 - Ask about Specials NULU/Downtown Urban & eclectic downtown home 1/2 BLOCK to ANGELS ENVY BOURBON DISTILLERY & SLUGGER FIELD!! 3,000 square feet of living space 1,500 sq ft patio -High-end kitchen with chef-ready appliances -Dining room and wet bar room for congregating with friends -2.25 bathrooms rival high end hotels -Bedrooms with plush memory foam mattresses and linens. -Experience is completed w SONOS to enjoy whole home sounds.

4.81 out of 5 average rating, 236 reviews

Home in Elizabethtown

A Little Bit Country

1400 square foot house with 2 large bedrooms, 1.5 baths, roomy kitchen/family room with fireplace, xfinity WiFi, 50" smart TV, living room with futon couch, large screened front porch and 1 car garage. All rooms have ceiling fans with lights. The back yard has a privacy and chain link fence. Lovely view of a meadow out front. A short walk down the dead end lane brings you to a fishing lake and public Greenspace walking trail. You will feel you are in your own outdoor paradise.

4.98 out of 5 average rating, 130 reviews

Home in Elizabeth

Cabin on Lake Close to Louisville Ky

Welcome to Little Cedar Lodge, our little slice of heaven near the town of Elizabeth, Indiana. Enjoy the peace and solitude overlooking the quiet private lake (wake speed only), yet close to Caesar’s Casino, golf, wineries, and the city of Louisville with all its activities and nightlife. Great for a romantic getaway for two, or for your entire family. It would also be great for a small church or business retreat. We can accommodate up to 10 if you double up in some beds.

4.97 out of 5 average rating, 151 reviews

Home in Saint Anthony

Hoosier Homestead in scenic southern Indiana

The Hoosier Homestead is nestled in the gently rolling hills of southern Indiana on historic Hoosier farmland. The beauty of southern Indiana is right outside the Homestead doorstep with scenic drives to numerous points of interest just minutes away. The Hoosier Homestead provides a cozy gathering space for your family and friends. Whether relaxing inside or counting stars by the fire bowl at night, everyone loves our Homestead. It is a great place to come together!

4.98 out of 5 average rating, 111 reviews

Home in Cannelton

Pop's Hideaway

This fully remodeled modern farmhouse style home is located overlooking the Ohio River in Magnet, IN. The seven acre property includes a barn, garage and a lake in the back yard with dock for fishing/relaxing and adjoins the Hoosier National Forest. Located on a high peak overlooking the beautiful scenic Ohio River valley below, the breath taking view is a must see! Also, located about 50 minutes from Holiday World.

4.96 out of 5 average rating, 310 reviews

Bungalow in Louisville

Charming Bourbon Bungalow - 1 Mile from Downtown!

You will love this quaint Germantown house located 2 miles from almost anywhere you would want to be in the city! Two bedrooms and one bath await you, along with a full kitchen, large living space, and spacious back yard. Close to many great restaurants, downtown attractions, the Highlands, Churchill Downs, the riverfront, and many great parks. Don't wait--book now!

4.96 out of 5 average rating, 224 reviews

Charming Shotgun Style Home, Great Location

This updated shotgun house is thoughtfully decorated with hints of handcrafted detail. Outdoor spaces include a front porch and a private patio. Cozy with a modern vibe. It can sleep up to 6. An ideal choice for couples, families, or a getaway with friends. Perfect for The Kentucky Derby and all Louisville has to offer.