Villa holiday rentals in Kentucky

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Top-rated villa rentals in Kentucky

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Guest favourite

Villa in Louisville

4.88 out of 5 average rating, 17 reviews

~Gorgeous & Spacious Villa ~ Prime Old Louisville~

From BNB Louisville - Discover a haven of tranquility in our completely renovated cottage, where every detail whispers luxury and comfort. Wrapped in the warm embrace of exposed brick walls, the cottage's soulful character merges with an award-winning high-end design. The living space is thoughtfully furnished to provide a cozy yet elegant ambiance. And a spa-like bathroom designed to offer a rejuvenating experience with its sophistication and serene decor. Perfect for small families, couples or

Guest favourite

Villa in Slade

5 out of 5 average rating, 42 reviews

Brand New Ultra Luxury Villa near Red River Gorge

Welcome to Skyvilla @ Red River Gorge! Brand New Ultra Luxury Cabin/Villa within 5 minutes from Red River Gorge and Natural Bridge State Park. Property consist of 3 BRs, 3 1/2 Baths. Each BR consist of an attached bath suite with fully tiled rain shower baths, double vanity sinks, quartz tops. Bedrooms include 2 King suites and 1 Queen Bed suite ( 2 queen beds). One King suite also includes a soaker tub. High volume ceilings throughout the foyer and living / dining area with open gourmet kit

Villa in Paris

4.85 out of 5 average rating, 81 reviews

Barr House Inn-historic 18 miles to LexKY/HorsePK

Be prepared to drive up to a beautiful antebellum home that was built approximately 1859 as an impressive Gothic Revival dwelling but after a fire in 1971, the front exterior was remodeled with huge pillars in the antebellum style. The Inn is approximately 18 miles from Lexington and 18 miles from the Kentucky Horse Park. Enjoy the experience of being in a quaint, small town with some of the most famous horse farms nearby. These include Claiborne, Runnymede, Stone and Adena Springs and more.

Guest favourite

Villa in Prospect

4.93 out of 5 average rating, 107 reviews

Bourbon Trail, Firepit

After a beautiful drive along a tree-lined-canopied road, you will find Mint Julep Villa, located on a private 1.3 acre lot and just one street over from the Ohio River. Mint Julep Villa, is tastefully decorated for you and your family to enjoy your stay in the Louisville and Prospect KY area. No matter if it's the Bourbon trails, the Kentucky Derby, the numerous concerts and the many other attractions to draw you to Kentucky, Mint Julep Villa will be a place you'd be attracted to as well.

Guest favourite

Villa in Lexington

4.92 out of 5 average rating, 60 reviews

National historical home in the Heart of Lexington

Timeless Elegance in the Heart of Lexington Stunning 5bdrm, 3ba historical home located in downtown Lexington, Ky. Perfect for large groups, families, or friends looking for a memorable stay in this luxurious property combines charming historical details with modern amenities for the ultimate getaway. Just steps away from the iconic Rupp Arena. Whether you're attending an event, enjoying a day at Keeneland, or exploring distilleries, you’ll be in the ideal spot for it all. Listing ID15068130-1

Villa in Brandenburg

New place to stay

Historic Luxury Estate, Pool & Events, Sleeps 14

Nestled on 2.1 picturesque acres near the Ohio River, this elegant historical home harmonizes classic charm & modern luxury. Its prime location, adjacent to the River Walk & boat launch, offers convenient access to water activities. Outdoor enthusiast will appreciate nearby hiking & biking trails at Buttermilk Falls & Otter Creek or River boating fun. Additionally, explore the renowned KY Bourbon Trail or the excitement of the Louisville KY Derby. An ideal retreat for adventure & relaxation.

Guest favourite

Villa in Harrodsburg

4.83 out of 5 average rating, 53 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-4

Escape to the rolling bluegrass hills and experience the magic of Kentucky's Bourbon Trail, nestled on a private farm, perfect for making memories that will last a lifetime. Featuring A king and queen bed Full kitchen for effortless in-cabin dining Private hot tubs to soak in after a day exploring distilleries Scenic views of the countryside from your private back porch Convenient location to Lexington, Louisville, Frankfort, and Danville and a short 20 minute drive to Bluegrass Airport.

Superhost

Villa in Harrodsburg

4.91 out of 5 average rating, 70 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-6

Guest favourite

Villa in Harrodsburg

4.93 out of 5 average rating, 68 reviews

Villa On the Bourbon Trail with HOT TUB-3

Superhost

Villa in Harrodsburg

4.85 out of 5 average rating, 54 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-5

Guest favourite

Villa in Lexington

4.95 out of 5 average rating, 37 reviews

12acre Villa right by Keeneland-Keene Creek Estate

10,000sqft Villa on 12 acres of gorgeous Kentucky countryside! Located less than a mile from Keeneland with access to Back Gate Drive. The estate is surrounded by horse farms and has nearly 300yds of creek frontage, a forested preserve, and rolling green pastures. We allow 8 vehicles and up to 19 guests. Please note we are only allowed to host up to 4 unrelated individuals at a time, as per Fayette County rules. So, this property is great for large family get togethers!

Guest favourite

Villa in Stanton

4.96 out of 5 average rating, 101 reviews

Red River Gorge. Pool. Pets. Wi-fi

Nestled in the quiet town of Stanton, Kentucky; 10-15 minutes away from all that Red River Gorge has to offer. 45 min to Lexington. Our house is whimsical and spacious. Perfect for families! We have a huge kitchen to cook a meal and relax by the fire pit in our private courtyard that overlooks the mountains. Also book our Private pool available March-Nov. Pet friendly (3 pet max) with a fully fenced in back yard. Please add pets to the reservation and pay the pet fee.