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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

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
4.83 out of 5 average rating, 66 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-5

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.

Guest favourite
A modern cabin exterior is viewed from the front, featuring a large covered porch with two bright yellow chairs. The structure showcases a prominent peaked roof with wooden beams. Clear skies and green grass surround the home, enhancing its welcoming appearance.
Villa in Harrodsburg
4.92 out of 5 average rating, 92 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-2

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.

Guest favourite
A newly constructed villa features a triangular roof and a front porch with wooden railings. Large windows are visible on the upper section, allowing natural light to illuminate the inviting entrance. The surrounding landscape appears lush and green under a clear blue sky.
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, 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.

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, 68 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
The exterior of a newly constructed villa is showcased, featuring a large front porch with wooden railings and two inviting chairs. The triangular roof design emphasizes the structure's height, complemented by a front door located centrally beneath an overhang.
Villa in Harrodsburg
4.88 out of 5 average rating, 78 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-6

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.

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
4.9 out of 5 average rating, 93 reviews

Villa On the Bourbon Trail with HOT TUB-3

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.

Popular amenities for Lexington villa rentals

KitchenWi-FiFree parking on premisesAir conditioning

Private villa rentals

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
4.83 out of 5 average rating, 66 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-5

Guest favourite
A modern cabin exterior is viewed from the front, featuring a large covered porch with two bright yellow chairs. The structure showcases a prominent peaked roof with wooden beams. Clear skies and green grass surround the home, enhancing its welcoming appearance.
Villa in Harrodsburg
4.92 out of 5 average rating, 92 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-2

Guest favourite
A newly constructed villa features a triangular roof and a front porch with wooden railings. Large windows are visible on the upper section, allowing natural light to illuminate the inviting entrance. The surrounding landscape appears lush and green under a clear blue sky.
Villa in Harrodsburg
4.96 out of 5 average rating, 85 reviews

Bourbon Villa at Daynabrook Farm-HOT TUB-1

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

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

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, 68 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-4

Superhost
The exterior of a newly constructed villa is showcased, featuring a large front porch with wooden railings and two inviting chairs. The triangular roof design emphasizes the structure's height, complemented by a front door located centrally beneath an overhang.
Villa in Harrodsburg
4.88 out of 5 average rating, 78 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-6

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
4.9 out of 5 average rating, 93 reviews

Villa On the Bourbon Trail with HOT TUB-3

Villa rentals with a hot tub

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
4.83 out of 5 average rating, 66 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-5

Guest favourite
A modern cabin exterior is viewed from the front, featuring a large covered porch with two bright yellow chairs. The structure showcases a prominent peaked roof with wooden beams. Clear skies and green grass surround the home, enhancing its welcoming appearance.
Villa in Harrodsburg
4.92 out of 5 average rating, 92 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-2

Guest favourite
A newly constructed villa features a triangular roof and a front porch with wooden railings. Large windows are visible on the upper section, allowing natural light to illuminate the inviting entrance. The surrounding landscape appears lush and green under a clear blue sky.
Villa in Harrodsburg
4.96 out of 5 average rating, 85 reviews

Bourbon Villa at Daynabrook Farm-HOT TUB-1

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

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, 68 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-4

Superhost
The exterior of a newly constructed villa is showcased, featuring a large front porch with wooden railings and two inviting chairs. The triangular roof design emphasizes the structure's height, complemented by a front door located centrally beneath an overhang.
Villa in Harrodsburg
4.88 out of 5 average rating, 78 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-6

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
4.9 out of 5 average rating, 93 reviews

Villa On the Bourbon Trail with HOT TUB-3

Quick stats about villa rentals in Lexington

  • Nightly prices starting at

    Lexington holiday rentals start at $444 AUD per night before taxes and fees

  • Verified guest reviews

    Over 60 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Lexington rentals

  • 4.8 Average rating

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

Destinations to explore

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  4. Fayette County
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