Holiday rentals in Kingsley

Cozy cottage, pets, private, convenient, parking

This secluded mid century cottage is just minutes to downtown and other amenities. Located in Clifton Heights, this three bedroom, bath and a half home is inviting and cozy. Located 6 miles from two large malls, 1 mile from the new walking bridge over the Ohio River, and one and a half miles to unique shopping, nightlife and restaurants. Also, the home is only a short distance to I 71 and I 64. This makes everything convenient and accessible from this private location. The home has vintage charm with renovations for convenience. Each Bedroom has a flatscreen TV as well as a 56 inch flatscreen in the living room. There is a private front yard with gardens, seating, and a grill. There are 6-7 spaces for off street parking. The eat-in kitchen seats six, with a double oven microwave, full-size fridge, gas stove and a dishwasher. There is service for 12 including Louisville Hadley Pottery.

Charming Highlands stay near restaurants and bars!

Stay in the heart of Louisville’s Highlands at this charming 100+ year-old home, blending historic character with modern comfort. This 2-bedroom, 1-bath retreat features Roku TVs, high-speed Wi-Fi, a full kitchen, washer/dryer, and outdoor space. Perfect for families, business travelers, or event attendees, it’s steps from top restaurants, bars, and shops, and a short drive to Churchill Downs perfect for Derby Festivities, NuLu, the Expo Center, and downtown. Enjoy convenience, culture, and comf

Paragon 13

Perfect for Ky Expo Center visitors — Just 8 mins from KECC!” Peaceful and centrally located condo perfect for monthly stays! Fully furnished with fast Wi-Fi, stocked kitchen, washer and dryer, private free parking, and quiet outdoor areas to relax. Just 8 mins from the airport and 10 mins to downtown Louisville. Ideal for travel nurses, remote workers, and business travelers seeking comfort, convenience, and a true home away from home. Seconds away from shopping Walmart /target & restaurants.

Your Cozy Louisville Hideaway in the Highlands

Newly renovated basement apartment in the Highlands. Safe, quiet neighborhood, dedicated off street parking and proximity to some of the best food, shopping and entertainment Louisville has to offer. Easy access to all things Louisville! -Downtown Louisville -Churchill Downs -YUM! Center -Olmstead Park -NULU -Urban Bourbon Trail -Bardstown Road -Germantown -Thriving Music and Art scene -Louisville Convention Center -Great dining and breweries -Louisville International Airport -UofL -And more!

Spacious & Artsy Highlands 3 Bedroom for Up to 6

There is more room than meets the eye in this surprisingly spacious and uniquely designed space! The lower level of our house (technically the basement) is designed to be an apartment, offering 1400 sq. ft. of relaxing and spacious fun. This is a great space and value for up to six people. The space is closed off from the rest of the house with total privacy. We’re located in a quiet neighborhood in the Highlands and conveniently located to a diverse set of restaurants, highways and grocery.

Vintage yet Modern Highlands home! Walk to venues!

Welcome to this spacious 1-bedroom, 2-bath ground-floor apartment in Louisville's Phoenix Hill. With an open-concept layout, the home offers a smart TV living room, a fully equipped kitchen with drip coffee, and a peaceful queen bedroom featuring an ensuite bathroom with a tub. A second hall bath adds convenience. Enjoy the shared backyard for outdoor relaxation, plus 1 dedicated outdoor parking spot. With reliable WiFi and central HVAC, it's a comfortable base for couples or solo travelers.

The Mashbill | Boutique Bourbon Retreat | Walkable

Boutique luxury retreat inspired by KY bourbon & horse racing. Dark, moody, & walkable - perfect for Expo Center, Derby, and bourbon tours. • Sophisticated bourbon-inspired design • High-thread-count linens • Aveda bath products & hotel-quality towels • Fully equipped kitchen + private chef available • High-speed WiFi for work or streaming • Walkable to coffee shops, bakery & live music • 1.3 miles to KY Expo Center & Highland Festival Grounds • Quick Uber to Churchill Downs (6 min) & NULU

The Nest

Pilit Crash Pad ! Cozy spacious bright basement apartment in large home. Apartment about 1400 sq. ft. Home of quiet semi-retired couple. Perfectly convenient Highlands location. 2 miles from airport, 1 mi. to Sullivan University and Bellarmine University. Walk to coffe shops, bakeries, gym, restaurants, and healthfood grocery. Home situated on a 2 acre lot minutes from expressway. TARC local bus stops in front of driveway. Friendly hosts can engage if you choose engagement.

2BR Home Near Zoo & Fairgrounds – Family-Friendly!

**NO CHECK-OUT CHORES!** Experience the best of Louisville in this centrally located gem! Perfect for a thrilling night out or a cozy evening in, this home is just 4.2 miles from the iconic Churchill Downs, 2.6 miles from the Kentucky Exposition Center and Fairgrounds, and 3 miles from Louisville International Airport. Enjoy a short walk to the Louisville Zoo, Nature Center, Joe Creason Park, and a variety of fantastic local restaurants! Get ready for an unforgettable stay!

Seneca View

700 ft² (70m²) of Open, light & airy space with modern amenities. Plz, NO smoking, toking , vaping, or any drug/cigarette use in/on property-- $300 fine. Convenient location in a quiet, sought-after neighborhood, yet within a few minutes of a bustling, busy Bardstown Road with many places to eat, shop and browse. Easy access from all major interstates: I-71, I-65 and I-64. Come stay for a week, on business (work desk is set up), or use for a fun, getaway weekend.

Stella Airstream at Progress Park in Derby City

Stella is a 1983 Classic, lovingly named after Airstream Founder Wally Byam's wife Stella! Perfect for groups, families, or midweek getaways. Stella combines comfort, convenience, & a one of a kind outdoor experience. Enjoy your own private space PLUS access to boating, games, & more. All included with your stay. Progress Park has 11 total units on site. 2 houses, 8 airstreams & a bunkhouse. *KY DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.

1BR NULU Container | Private Deck & Top Floor View

Elevate your stay in this stylish top floor container loft in NULU! ♻️🏡 Enjoy a private deck, abundant natural light, and access to a rare shared yard. It is perfectly suited for groups or couples. • Top floor unit with a private deck 🌅 • Shared yard access 🌿 • Modern kitchen and fast WiFi 📶 • Walk to breweries and dining 🍻 Experience an eco friendly retreat beautifully blending style and absolute convenience! 📍