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Villa vacation rentals in Lexington

Find and book unique villas on Airbnb

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.

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.

The exterior of a historic home is highlighted, featuring intricate Victorian architecture with decorative trim. A welcoming front porch is visible, adorned with potted plants. The surrounding landscaping includes dark mulch and a clear sky, providing a charming view of the property.

Villa in Woodward Heights

4.86 out of 5 average rating, 66 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

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

4.82 out of 5 average rating, 60 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.

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

4.93 out of 5 average rating, 81 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.

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, 79 reviews

Bourbon Villa at Daynabrook Farm-HOT TUB1

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.

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, 61 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.

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, 76 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.

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

4.89 out of 5 average rating, 83 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

Free parking on premises

Air conditioning

Private villa rentals

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

4.82 out of 5 average rating, 60 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-5

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

4.93 out of 5 average rating, 81 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-2

The exterior of a historic home is highlighted, featuring intricate Victorian architecture with decorative trim. A welcoming front porch is visible, adorned with potted plants. The surrounding landscaping includes dark mulch and a clear sky, providing a charming view of the property.

Villa in Woodward Heights

4.86 out of 5 average rating, 66 reviews

National historical home in the Heart of Lexington

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, 79 reviews

Bourbon Villa at Daynabrook Farm-HOT TUB1

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.

4.84 out of 5 average rating, 86 reviews

Barr House Inn-historic 18 miles to LexKY/HorsePK

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, 61 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-4

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, 76 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-6

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

4.89 out of 5 average rating, 83 reviews

Villa On the Bourbon Trail with HOT TUB-3

Villa rentals with a hot tub

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

4.82 out of 5 average rating, 60 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-5

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

4.93 out of 5 average rating, 81 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-2

The exterior of a historic home is highlighted, featuring intricate Victorian architecture with decorative trim. A welcoming front porch is visible, adorned with potted plants. The surrounding landscaping includes dark mulch and a clear sky, providing a charming view of the property.

Villa in Woodward Heights

4.86 out of 5 average rating, 66 reviews

National historical home in the Heart of Lexington

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, 79 reviews

Bourbon Villa at Daynabrook Farm-HOT TUB1

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, 61 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-4

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, 76 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-6

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

4.89 out of 5 average rating, 83 reviews

Villa On the Bourbon Trail with HOT TUB-3

Quick stats about villa rentals in Lexington

Nightly prices starting at
Lexington vacation rentals start at G$133,989 GYD 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
4.9 Average rating
Lexington stays are highly rated by guests—averaging 4.9 out of 5!

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