Villa vacation rentals in Lexington

4.85 out of 5 average rating, 81 reviews

A spacious two-story brick home features a classic design with multiple chimneys and a porch extending around the side. A well-maintained lawn with neat hedges surrounds the property, and a fenced swimming pool can be seen in the backyard, enhancing outdoor living space.

Villa in Paris

Barr House Inn-historic 18 miles to LexKY/HorsePK

BlairRating, 5 stars9 months ago

This is a beautiful, historic, and impressive home. Our family took a weekend in the area and greatly enjoyed staying at Barr House Inn. The rooms were large, furnishings elegant, entrance impressive, and the location with a short drive to Lexington was helpful. An added benefit was the swimming pool with a deck and chairs/tables for relaxing and enjoying the outdoors. All of the bedrooms, two of the bathrooms, as well as the kitchen were on the second floor, which made it easy for family gatherings. It was a great and enjoyable weekend at this historic home.

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.

4.82 out of 5 average rating, 51 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-4

VickiRating, 5 stars8 months ago

Perfect place for a long weekend! We had 4 adults and there was plenty of space! Everything was clean and the hot tub was enjoyed by all. We loved the surroundings and it was a perfect hub for the Bourbon Trail. We will be returning next year for our trip!

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.

4.91 out of 5 average rating, 69 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-6

ZacharyRating, 5 stars2 weeks ago

Our stay was very nice and relaxing was not bothered by owner at all he was very responsive when we called but only got automated messages over text which was completely fine for me just wish it would have been stated calling would have been easier for him and myself the place was very clean and everything was all set and ready to go when we arrived overall would most definitely recommend this over a hotel and may be staying here in the future for another trip or on another one of his properties if they are all as good as this one

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.

4.93 out of 5 average rating, 68 reviews

Villa On the Bourbon Trail with HOT TUB-3

AshlanRating, 5 stars3 weeks ago

The Villa met and exceeded expectations! It was much bigger than I had originally thought, which was a pleasant surprise. The hot tub was clean and was a wonderful amenity after a long week of camping. Would definitely stay here again!

4.94 out of 5 average rating, 36 reviews

12acre Villa right by Keeneland-Keene Creek Estate

JeanneRating, 5 stars1 week ago

We booked Sadie and Tyler’s home for a family reunion. We loved the grounds and the proximity to Keeneland. Having access to a back entrance saved time and frustration. Their home is beautiful with tasteful decor and many amenities. We felt at home immediately.

Top guest favorite

An A-frame house is surrounded by lush greenery, featuring a central stone chimney and large windows. A wooden deck extends from the front, offering scenic views of the property, which includes a private pond and a fire pit area nearby.

Villa in Irvine

4.98 out of 5 average rating, 63 reviews

A-frame house/fishing pond/firepit/sauna & gym

KennethRating, 5 stars5 months ago

We enjoyed our stay so much!! We got in late and the hosts had bacon, eggs, juice, bread ready for us so we didn’t have to worry about breakfast. There was no end to their thoughtfulness throughout our stay! The property was absolutely beautiful. It was peaceful and our kids enjoyed the animals. We enjoyed coffee on the porch in the mornings and the location was close to town and red river gorge. We would love to come back. This was one of the best air bnb experiences we’ve ever had!

0 of 0 items showing

What guests are saying

12acre Villa right by Keeneland-Keene Creek Estate

4.94 out of 5 average rating, 36 reviews1 week ago

We booked Sadie and Tyler’s home for a family reunion. We loved the grounds and the proximity to Keeneland. Having access to a back entrance saved time and frustration. Their home is beautiful with tasteful decor and many amenities. We felt at home immediately.

Villa in Lexington

What guests are saying

Barr House Inn-historic 18 miles to LexKY/HorsePK

4.85 out of 5 average rating, 81 reviews9 months ago

This is a beautiful, historic, and impressive home. Our family took a weekend in the area and greatly enjoyed staying at Barr House Inn. The rooms were large, furnishings elegant, entrance impressive, and the location with a short drive to Lexington was helpful. An added benefit was the swimming pool with a deck and chairs/tables for relaxing and enjoying the outdoors. All of the bedrooms, two of the bathrooms, as well as the kitchen were on the second floor, which made it easy for family gatherings. It was a great and enjoyable weekend at this historic home.

Villa in Paris

What guests are saying

Bourbon Villa at Daynabrook Farm with HOT TUB-4

4.82 out of 5 average rating, 51 reviews8 months ago

Perfect place for a long weekend! We had 4 adults and there was plenty of space! Everything was clean and the hot tub was enjoyed by all. We loved the surroundings and it was a perfect hub for the Bourbon Trail. We will be returning next year for our trip!

Villa in Harrodsburg

What guests are saying

Bourbon Villa at Daynabrook Farm with HOT TUB-6

4.91 out of 5 average rating, 69 reviews2 weeks ago

Our stay was very nice and relaxing was not bothered by owner at all he was very responsive when we called but only got automated messages over text which was completely fine for me just wish it would have been stated calling would have been easier for him and myself the place was very clean and everything was all set and ready to go when we arrived overall would most definitely recommend this over a hotel and may be staying here in the future for another trip or on another one of his properties if they are all as good as this one

Villa in Harrodsburg

What guests are saying

A-frame house/fishing pond/firepit/sauna & gym

4.98 out of 5 average rating, 63 reviews5 months ago

We enjoyed our stay so much!! We got in late and the hosts had bacon, eggs, juice, bread ready for us so we didn’t have to worry about breakfast. There was no end to their thoughtfulness throughout our stay! The property was absolutely beautiful. It was peaceful and our kids enjoyed the animals. We enjoyed coffee on the porch in the mornings and the location was close to town and red river gorge. We would love to come back. This was one of the best air bnb experiences we’ve ever had!

Villa in Irvine

1 of 9 pages

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Popular amenities for Lexington villa rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

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.

4.94 out of 5 average rating, 71 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-2

BobbyRating, 5 stars3 weeks ago

Very friendly and helpful

4.94 out of 5 average rating, 36 reviews

12acre Villa right by Keeneland-Keene Creek Estate

JeanneRating, 5 stars1 week ago

We booked Sadie and Tyler’s home for a family reunion. We loved the grounds and the proximity to Keeneland. Having access to a back entrance saved time and frustration. Their home is beautiful with tasteful decor and many amenities. We felt at home immediately.

4.85 out of 5 average rating, 81 reviews

Villa in Paris

Barr House Inn-historic 18 miles to LexKY/HorsePK

BlairRating, 5 stars9 months ago

This is a beautiful, historic, and impressive home. Our family took a weekend in the area and greatly enjoyed staying at Barr House Inn. The rooms were large, furnishings elegant, entrance impressive, and the location with a short drive to Lexington was helpful. An added benefit was the swimming pool with a deck and chairs/tables for relaxing and enjoying the outdoors. All of the bedrooms, two of the bathrooms, as well as the kitchen were on the second floor, which made it easy for family gatherings. It was a great and enjoyable weekend at this historic home.

4.82 out of 5 average rating, 51 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-4

VickiRating, 5 stars8 months ago

Perfect place for a long weekend! We had 4 adults and there was plenty of space! Everything was clean and the hot tub was enjoyed by all. We loved the surroundings and it was a perfect hub for the Bourbon Trail. We will be returning next year for our trip!

4.91 out of 5 average rating, 69 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-6

ZacharyRating, 5 stars2 weeks ago

Our stay was very nice and relaxing was not bothered by owner at all he was very responsive when we called but only got automated messages over text which was completely fine for me just wish it would have been stated calling would have been easier for him and myself the place was very clean and everything was all set and ready to go when we arrived overall would most definitely recommend this over a hotel and may be staying here in the future for another trip or on another one of his properties if they are all as good as this one

4.93 out of 5 average rating, 68 reviews

Villa On the Bourbon Trail with HOT TUB-3

AshlanRating, 5 stars3 weeks ago

The Villa met and exceeded expectations! It was much bigger than I had originally thought, which was a pleasant surprise. The hot tub was clean and was a wonderful amenity after a long week of camping. Would definitely stay here again!

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.

4.85 out of 5 average rating, 54 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-5

JacobRating, 5 stars2 months ago

Very relaxing, very quiet. Definitely will be staying here again.

4.91 out of 5 average rating, 58 reviews

National historical home in the Heart of Lexington

JohnRating, 5 stars3 weeks ago

Great place to stay. Plenty of room and easily walk to Rupp Arena. Very clean and the host is excellent! No issues and will definitely stay here again when back in town. THANKS

Show all

Villa rentals with a hot tub

A spacious hot tub is shown with bubbling water, positioned against a wooden backdrop. The surrounding area is designed for relaxation, with walls painted in warm tones, providing a tranquil setting for guests.

4.94 out of 5 average rating, 71 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-2

BobbyRating, 5 stars3 weeks ago

Very friendly and helpful

A hot tub filled with bubbling water is positioned against a backdrop of orange wooden panels. The tub features jets and seating, creating a space for relaxation. The area is well-lit, suggesting an inviting environment for unwinding.

4.85 out of 5 average rating, 54 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-5

JacobRating, 5 stars2 months ago

Very relaxing, very quiet. Definitely will be staying here again.

4.91 out of 5 average rating, 58 reviews

National historical home in the Heart of Lexington

JohnRating, 5 stars3 weeks ago

Great place to stay. Plenty of room and easily walk to Rupp Arena. Very clean and the host is excellent! No issues and will definitely stay here again when back in town. THANKS

4.82 out of 5 average rating, 51 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-4

VickiRating, 5 stars8 months ago

Perfect place for a long weekend! We had 4 adults and there was plenty of space! Everything was clean and the hot tub was enjoyed by all. We loved the surroundings and it was a perfect hub for the Bourbon Trail. We will be returning next year for our trip!

A hot tub is set on a wooden deck, featuring bubbling water surrounded by textured walls in warm orange tones. An inviting ambiance is created by the contrast of the dark spa against the vibrant backdrop.

4.91 out of 5 average rating, 69 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-6

ZacharyRating, 5 stars2 weeks ago

Our stay was very nice and relaxing was not bothered by owner at all he was very responsive when we called but only got automated messages over text which was completely fine for me just wish it would have been stated calling would have been easier for him and myself the place was very clean and everything was all set and ready to go when we arrived overall would most definitely recommend this over a hotel and may be staying here in the future for another trip or on another one of his properties if they are all as good as this one

A private hot tub is situated on a covered deck, surrounded by wooden fencing for added privacy. The deck features wooden flooring and overlooks expansive green fields, offering a serene outdoor space to relax.