Villa holiday rentals in Lexington

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Top-rated villa rentals in Lexington

Guests agree: these villas are highly rated for location, cleanliness and more.

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A grand brick structure with a prominent front facade featuring large white pillars and a central entrance. The property is surrounded by well-maintained green landscaping and a spacious lawn. A hint of historical charm is evident in the architectural design, set against a clear blue sky.
Villa in Paris
4.84 out of 5 average rating, 86 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.

Superhost
A richly appointed living area features dark wood paneling and a coffered ceiling. A plush green sectional sofa surrounds a soft circular ottoman. A vintage chandelier hangs above a wooden dining table, while a decorative fireplace adds warmth to the space. Natural light filters through patterned curtains.
Villa in Woodward Heights
4.87 out of 5 average rating, 69 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

Guest favourite
A row of cabins is showcased under a clear night sky. The wooden porches feature rocking chairs, and the warmly lit entries provide an inviting ambiance. Shadows are softly cast on the manicured lawn, enhancing the rustic charm of the cabin exteriors.
Villa in Harrodsburg
4.93 out of 5 average rating, 94 reviews

Bourbon Villa at Daynabrook Farm, Hot Tub-2

Escape to the rolling bluegrass hills and experience the magic of Kentucky's Bourbon Trail with an unforgettable stay at Daynabrook Farms. Our charming villas and cozy cabins with full kitchens are nestled on a private farm, perfect for making memories that will last a lifetime. Convenient location to Lexington, Louisville, Frankfort, and Danville A short 20 minute drive to Bluegrass Airport

Guest favourite
Villa in Harrodsburg
4.96 out of 5 average rating, 85 reviews

Bourbon Villa at Daynabrook Farm, Hot Tub-1

Escape to the rolling bluegrass hills and experience the magic of Kentucky's Bourbon Trail with an unforgettable stay at Daynabrook Farms. Our charming villas and cozy cabins with full kitchens are nestled on a private farm, perfect for making memories that will last a lifetime. Convenient location to Lexington, Louisville, Frankfort, and Danville A short 20 minute drive to Bluegrass Airport

Guest favourite
A modern cabin exterior showcases a combination of dark siding and warm wooden accents. A covered porch features two seating chairs, while a bright orange door invites entry. The surrounding landscape includes grassy fields and a clear blue sky.
Villa in Harrodsburg
4.84 out of 5 average rating, 69 reviews

Bourbon Villa at Daynabrook Farm, Hot Tub-4

Escape to the rolling bluegrass hills and experience the magic of Kentucky's Bourbon Trail with an unforgettable stay at Daynabrook Farms. Our charming villas and cozy cabins with full kitchens are nestled on a private farm, perfect for making memories that will last a lifetime. Convenient location to Lexington, Louisville, Frankfort, and Danville A short 20 minute drive to Bluegrass Airport

Superhost
Villa in Harrodsburg
4.88 out of 5 average rating, 78 reviews

Bourbon Villa at Daynabrook Farm, Hot Tub-6

Escape to the rolling bluegrass hills and experience the magic of Kentucky's Bourbon Trail with an unforgettable stay at Daynabrook Farms. Our charming villas and cozy cabins with full kitchens are nestled on a private farm, perfect for making memories that will last a lifetime. Convenient location to Lexington, Louisville, Frankfort, and Danville A short 20 minute drive to Bluegrass Airport

Guest favourite
A modern A-frame cabin is depicted, showcasing a welcoming porch with two wooden chairs. The structure features a dark exterior complemented by large windows and a distinctive peaked roof. The front door, painted in a soft orange hue, adds a pop of color to the facade.
Villa in Harrodsburg
4.91 out of 5 average rating, 97 reviews

Bourbon Villa at Daynabrook Farm, Hot Tub-3

Escape to the rolling bluegrass hills and experience the magic of Kentucky's Bourbon Trail with an unforgettable stay at Daynabrook Farms. Our charming villas and cozy cabins with full kitchens are nestled on a private farm, perfect for making memories that will last a lifetime. Convenient location to Lexington, Louisville, Frankfort, and Danville A short 20 minute drive to Bluegrass Airport

Superhost
A newly constructed villa is showcased at night, featuring a striking combination of blue exterior and wooden accents. The inviting porch is illuminated, highlighting decorative seating. A well-maintained lawn surrounds the property, with a small tree adorned in fall foliage positioned nearby.
Villa in Harrodsburg
4.84 out of 5 average rating, 68 reviews

Bourbon Villa at Daynabrook Farm, Hot Tub-5

Escape to the rolling bluegrass hills and experience the magic of Kentucky's Bourbon Trail with an unforgettable stay at Daynabrook Farms. Our charming villas and cozy cabins with full kitchens are nestled on a private farm, perfect for making memories that will last a lifetime. Convenient location to Lexington, Louisville, Frankfort, and Danville A short 20 minute drive to Bluegrass Airport

Top guest favourite
Villa in Irvine
4.98 out of 5 average rating, 98 reviews

Secluded A-Frame Cabin/Hot Tub/Sauna/FirepitValley

ABOUT OUR HOME Our cozy A-frame house with country decor offers you the perfect place to connect with nature and relax. As you walk trough the deck pay attention to our favorite friends, the hummingbirds! and if you are lucky enough you may also see the deers and turkeys that wander through our property.

Popular amenities for villa rentals in Lexington

Quick stats about villa rentals in Lexington

  • Nightly prices starting at

    Lexington holiday rentals start at £221 per night before taxes and fees

  • Verified guest reviews

    Over 60 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Lexington rentals

  • 4.8 Average rating

    Lexington stays are highly rated by guests – averaging 4.8 out of 5!

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