Vacation rentals in Kingsley

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.

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.

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.

Highlands Retreat/Hot Tub and King Bed

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.

"The Brook" - Louisville

Enjoy a stay at this spacious, beautifully decorated ranch home in East Louisville. Blending organic modern decor and intentional functionality, you will feel relaxed and right at home. The home is nestled in a quiet neighborhood and yet only 1 mile from the interstate - conveniently located, a drive anywhere isn't far. Bring your crew to town to experience a day at the horse track, a bourbon tour, or a Kentucky family getaway!

Derby City home in the Highlands

This stylish place to stay is perfect for group trips. Just a few minutes from Churchill Downs, this mid-century modern home is the perfect KY Derby vacation spot! Our home includes a pool table, fire pit, grill, and an in home gym. Guests love the open kitchen and spacious basement and patio for hosting your pre and post race activities! We know you’ll love it for any event or just a casual Louisville getaway! Welcome y’all!

Chic 4BR Farmhouse Near Historic Bardstown Road

Farmhouse Near Historic Bardstown Road by BNB Louisville! 🌿 A spacious Highlands retreat blending modern comfort with local charm. • 4 Bedrooms (3 Kings, 2 Queens) 🛏️ • 3 Full Bathrooms 🛁 • 2 Living Areas + Workstations 💻 • Backyard Patio & Outdoor Seating 🌳 • Fully Stocked Kitchen 🍳 Walkable to Bardstown Rd dining & shops. Just 10 mins to Airport & Churchill Downs. The perfect base for your Louisville stay! 📍

The Caldwell Highlands/Germantown

Welcome to The Caldwell, a Germantown/Highland area home that includes three bedrooms, one and half bathrooms and sleeps up to five people. The home is within walking distance of several restaurants, bars, retail and vintage stores, and entertainment venues including the Germantown Gables, Logan Street Market and Old Forester’s Paristown Hall. The home features a covered deck, a fenced-in yard as well as home gym.

Highlands Lower Level Studio Guest Suite

Private, well-lit, entrance is in rear of home. The space is approx. 600sq. ft. There is a gas fireplace, 42" HD TV w/Netflix & Amazon Prime. Kitchen has Keurig coffee maker, convection oven, inferred glass top burner, microwave, refrigerator/freezer w/ice, washer/dryer& a large marble shower, with heated floors in the shower room. Also space equipped w/ Medify air purifier w/H13 true Hepa medical grade filter.

Basement in the Bluegrass (Derby City)

This unique place has a style all its own. Come stay in my Highlands home BASEMENT and take advantage of all Louisville has to offer. Conveniently located just off Bardstown Road in the upper Highlands, walk to Historic Farmington and enjoy the rich history of this unique neighborhood. Homemade Pie and Ice Cream Kitchen, Oishi Sushi, and several other bars and restaurants are just steps away.