
Holiday houses in Kingsley
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Kingsley
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

★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.

Historic Cabin by Bourbon Trail
Historic, unique, tasteful and serene - the Edward Tyler house, ca. 1783, is a stone cabin 20 minutes SE of Louisville on 13 acre estate. Near the famous bourbon trail, rental includes full cabin and large screen porch overlooking pond with fountain. First floor has living/dining/kitchen space with small sofa bed and stone fireplace (gas); queen bed and full bath on second floor. American and European antique furnishings and fine art welcome you to fully updated home with central HVAC.

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.

Highlands Carriage House
Secluded Retreat in the Heart of the Highlands! Perfect for DERBY! Our carriage house is perfectly located in the heart of all Louisville has to offer. We are only steps from the finest dining, entertainment, pubs, shopping, parks, and coffee in Louisville. Bustling and eccentric Bardstown Road is only half a block away, yet the Carriage House feels secluded and very private. It is located 5 miles from Churchill Downs, 7 miles from the airport, and 2 miles from downtown.

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.

Haus on Speed, charming 2nd floor apartment
Welcome to the Haus on Speed! Please note that if you have mobility issues, the apartment is on the 2nd floor and you will need to be able to climb about 20 carpeted steps. There are also 6 exterior steps when walking up from the sidewalk. Walk to anything from our charming 100+ year old Highlands home in one of Louisville's more vibrant & loved neighborhoods! This home is thoughtfully furnished to include all the comforts you could need during your stay.

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.

My Old Kentucky Dome
An elevated camping “glamping” experience. This brand-new one of a kind geodesic dome is located on a private road that leads you to an overlook featuring one of the most beautiful countryside views in Kentucky. While this getaway experience is nestled deep in the woods, it is also a close drive to all the conveniences you can imagine. This is an off the grid outdoor experience with a ½ mile gravel road including a steep hill. AWD or 4WD advised.

The Point at Story and Frankfort Avenue
The Point is a spacious and completely renovated one bedroom (king) apartment. You will absolutely love the huge sectional couch while watching your favorite shows on the 65" smart TV. Unit very close to downtown with tons of options for local restaurants, breweries, bourbon tours and bars. Building is located in the heart of Butchertown right down the street from the new Botanical gardens, Nulu, walking bridge and soccer stadium.

Flawlezz Stays
Kick back and relax in this calm, stylish space. Flawlezz Stays provides a home away from home, with gorgeous views of the downtown louisville skyline. This unit is very spacious, safe, very clean and accommodated with everything you will need during your luxurious stay. It's rooftop accessible with a entertainment hub and more. Scenic trails along the Falls of Ohio State Park. Some of the best restaurants just minutes away.
Popular amenities for Kingsley holiday rentals
Stay near Kingsley's top sights
Other great holiday rentals in Kingsley

Paragon 13

NEW 3BR Near Everything | King Beds | Game Room

Chic studio close to Louisville's Med District

New custom guesthouse | Free parking | Sleeps 4

The Baxter III

Bourbon House 4 - The Wellingmoor - Hot Tub

Newly Renovated Derby House

St. Matthew’s - Walk to Shops & Restaurants
Destinations to explore
- Nashville Holiday rentals
- Chicago Holiday rentals
- Gatlinburg Holiday rentals
- Indianapolis Holiday rentals
- Columbus Holiday rentals
- Pigeon Forge Holiday rentals
- St. Louis Holiday rentals
- Louisville Holiday rentals
- Asheville Holiday rentals
- Cincinnati Holiday rentals
- Chattanooga Holiday rentals
- Knoxville Holiday rentals
- Kentucky Exposition Center
- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Louisville Slugger Field
- Churchill Downs
- Waterfront Park
- Hoosier National Forest
- University of Louisville
- Kentucky International Convention Center
- Louisville Slugger Museum & Factory
- Jefferson Memorial Forest
- Falls of the Ohio State Park
- Muhammad Ali Center
- Castle & Key Distillery
- Angel's Envy Distillery
- James B Beam Distilling
- Big Four Bridge
- Bernheim Arboretum and Research Forest
- Frazier History Museum
- Marengo Cave National Landmark
- Bardstown Bourbon Company
- Four Roses Distillery Llc
- Cherokee Park





