Vacation rentals in Kingsley

14 Beds Game Room Fire Pit

You've found it! This home is spacious and ready for your next trip. Huge kitchen, 2 family rooms on main floor, large bedrooms, large basement with game room and HUGE 87" TV. This house has been updated to make your stay luxurious and comfortable. Located in the Highlands, in the middle of everything Louisville has to offer. Distance to: Airport 7 mins NULU 12 mins Churchill Downs 10 mins YUM Center 14 mins Bardstown Rd 2 mins Convention Center 14 mins Fair and Expo 7 mins St Matthews 9 mins

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 4 BD Home | 5 min to Airport • 6 min Expo

Your Louisville home base! Nestled in the highly desirable Upper Highlands this stylish retreat offers convenience, comfort, and charm for families, business travelers, events, and weekend explorers.Whether you're here for the Kentucky Expo, flight at SDF, downtown adventure, or a fam getaway Prime Location: 5 minutes from Louisville Muhammad Ali International Airport Around 6 min to the Kentucky Exposition Center & Freedom Hall Easy drive to downtown’s Bourbon District, Yum! Center, and more

Convenient Location- Upper Highlands! (New Photos)

We are excited to welcome you to Louisville and guarantee a comfortable stay where you will feel right at home! Plenty of beds/lounging areas with two living rooms and TVs, King bed, two twin beds, sectional couch, and more. Centrally located in the highlands with a quick walk to coffee and restaurants. Nearby destinations (within ~15 mins) include Louisville Zoo, Churchill Downs Race Track, Louisville Waterfront, Kentucky Fair and Expo Center, University of Louisville, KFC Yum Center, & more.

★WorldlyHighlands★LARGE Kitchen, FASTWifi, Parking

Upper Highlands home in privileged location w/ keyless entry. A block from Bardstown Road, close to I-264 for fast commutes and all the HIGHLANDS excitement. Harmony of convenience & quiet allows for perfect stays for families, couples, business/vacation travelers alike. •4 bedrooms (includes basement), and 4 SMART TVs •Large kitchen, appliances, 2019-23 •PARKING up to 4 cars •Back porch GAS GRILL •Patio furniture * FIRE PIT, added Oct-2024 •Super Fast fiber-optic WiFi •Samsung Washer&Dryer

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.

502 House @ Progress Park w/ Game Room

Skip the packing & extra costs - everything you need is already here. Perfect for groups, families, or midweek getaways. The 502 house 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. Show up, settle in, and start relaxing. Progress Park has 11 total units on site. 2 houses, 8 airstreams & a bunk house. *KY DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.

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.

Sleeps 10! 5 Br 3Ba HotTub/FirePit/FencedYard/Pets

7 minutes from airport! 10 or possibly more will love easy access to anything and everything from this beautiful, centrally located Highlands area cape cod. 5 bedrooms (3 kings/1 queen/two twin), 3 full bathrooms, hot tub, firepit, free parking for 3, living room gas fireplace, full kitchen (gas stove/stainless), dining room seating up to 10, breakfast area seating 6, and a lower level hang out spot with ping pong, darts, chess, other games, and a 55 inch Smart TV.

Quaint Highland's Bungalow

Kick back and relax in this calm, stylish space with equal proximity to beautiful Cherokee Park and all the shops and restaurants on Bardstown Road in the popular Highland's neighborhood. Two bedroom, one and a half bath, completely updated one hundred-year-old home. The backyard offers a beautiful firepit with Adirondack chairs, a patio with dining area and Traeger Grill and plenty of room in the landscaped backyard to throw a ball. Three day minimum stay.

Highland Festival Luxury Stay

Old charm mixed with modern amenities in our new hot tub and arcade games is the ideal house for anyone and everyone. We’re only 5 miles from The Historic Whiskey Row & Downtown in quiet neighborhood and only 3 miles to Cherokee Park. We offer a large hot tub and fire pit as well as some fun arcade games for all ages! Our bedrooms are equipped with black out curtains to give everyone the perfect rest and also Smart TV’s throughout the house.

Butchertown 1BR | Walk to NuLu | Free Parking

Stay in Louisville's Historic Butchertown, just steps from the restaurants, breweries, boutiques, and bourbon experiences of NuLu. This beautifully renovated first-floor 1-bedroom apartment combines historic character with modern comfort, featuring soaring 11-foot ceilings, exposed brick chimneys, a spacious open-concept living area, a fully equipped kitchen, dedicated workspace, Smart TVs, and free parking for a convenient city stay.