Woodford County Holiday Rentals

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Featured Woodford County Holiday Rentals

Cozy cabin in the heart of horse country
Enjoy a peaceful retreat with a covered porch featuring two chairs and a potted plant.

Cozy cabin in the heart of horse country

10.0 out of 10, Exceptional, (22)
"Host was very responsive and accommodating, cabin was in a great location, close to everything we were in town to do. It was clean and well stocked for our 5 night stay. "
Cozy cabin in the heart of horse country
Greenwood Farm log cabin close to the Bourbon Trail and Keeneland
Enjoy cooking in this well-equipped kitchen with a stove, oven, microwave, and dishwasher.

Greenwood Farm log cabin close to the Bourbon Trail and Keeneland

10.0 out of 10, Exceptional, (29)
"Beautiful home in middle of horse country! Rolling hills, fresh air, starry nights, and very kind hosts. Would love to go back! Was good for the soul. "
Greenwood Farm log cabin close to the Bourbon Trail and Keeneland
Historic Woodford Buffalo Trace Distil - Sleeps 24
Two beds with white quilted mattresses and matching pillows, a flat-screen TV, and a ceiling fan.

Historic Woodford Buffalo Trace Distil - Sleeps 24

9.8 out of 10, Exceptional, (7)
"We rented all of the suites at the Woodford Hotel for a birthday celebration. The rooms are perfected decorated, each with a different bourbon theme. The event gathering space is wonderful for large groups. Versailles is such a cute place with many walkable places to enjoy and so close to the bourbon trail and Keeneland. Our group can’t wait to come back! "
The price is HK$9,152
HK$20,714 total
includes taxes & fees
3 Aug - 4 Aug
Historic Woodford Buffalo Trace Distil - Sleeps 24
Capital City Cottage
Cozy home with a gabled roof and a welcoming front porch.

Capital City Cottage

9.2 out of 10, Wonderful, (32)
"We were very pleased with he place. The beds were very comfortable and the amenities well thought out and nice."
The price is HK$785
HK$1,912 total
includes taxes & fees
3 Aug - 4 Aug
Capital City Cottage
Charming Cottage Home On A Farm In The Kentucky Horse Country! Relax!
Relax on the deck surrounded by lush greenery and a vineyard backdrop.

Charming Cottage Home On A Farm In The Kentucky Horse Country! Relax!

10.0 out of 10, Exceptional, (271)
"Peaceful, relaxing, really enjoyed it"
The price is HK$1,177
HK$2,068 total
includes taxes & fees
12 Aug - 13 Aug
Charming Cottage Home On A Farm In The Kentucky Horse Country! Relax!
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Relax on the deck with a bench and chairs, taking in the serene views of the lush landscape and cityscape.

This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

8.4 out of 10, Very good, (32)
"Great location, nice little unit! Parking is a bit tight! Would stay again!"
The price is HK$589
HK$1,362 total
includes taxes & fees
17 Aug - 18 Aug
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Location, Location, Location
Houses with gabled and flat roofs line the quiet neighborhood, surrounded by trees and a fence.

Location, Location, Location

9.2 out of 10, Wonderful, (54)
"Would definitely stay again!"
The price is HK$863
HK$1,674 total
includes taxes & fees
27 Jul - 28 Jul
Location, Location, Location
This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.
Enjoy cooking in this well-equipped kitchen with a large window, stainless steel appliances, and a dishwasher.

This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.

9.6 out of 10, Exceptional, (73)
"We had a great stay. Perfect for multigenerational families."
The price is HK$1,217
HK$3,049 total
includes taxes & fees
27 Jul - 28 Jul
This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Stroll up to this charming home, surrounded by lush greenery and trees, and enjoy the inviting front porch.

This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

8.8 out of 10, Excellent, (55)
"The property was nice and felt cozy the entire stay"
The price is HK$471
HK$1,244 total
includes taxes & fees
28 Jul - 29 Jul
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Hot Tub | Great Location | Patio | Grill | Ping Pong
Stunning two-story home with a symmetrical facade, featuring a combination of siding and stone accents.

Hot Tub | Great Location | Patio | Grill | Ping Pong

10.0 out of 10, Exceptional, (63)
"We had a great stay for a wedding weekend in Lexington. Centrally located, clean and comfortable. The owners were great communicators and the house was perfect."
Hot Tub | Great Location | Patio | Grill | Ping Pong
Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28
Situated by a serene body of water, this property offers outdoor seating areas and a tranquil atmosphere.

Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28

9.8 out of 10, Exceptional, (7)
"Could not have asked for a better vacation rental than what we experienced at this lovely home in Frankfort, KY.The location between Louisville and Lexington made travel easy, access to the Bourbon trail was extremely convenient, and only about a 30 minute drive to the Keeneland Race Track.The house was exactly as advertised.... the garage has been converted to an amzing gameroom (golf sim, tv's, pool, air hockey, etc).... and the downstairs area of the home with a full bar, yoga, gym, theater,...
Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28
Sleeps18*7500SqFt*Bourbon Trial*Themed Spaces*Creek*Hot Tub*Sauna*Luxe Amenties
Experience the expansive interior of this multi-story building, featuring a central open area surrounded by a black iron railing.

Sleeps18*7500SqFt*Bourbon Trial*Themed Spaces*Creek*Hot Tub*Sauna*Luxe Amenties

9.4 out of 10, Exceptional, (3)
"Very enjoyable!"
Sleeps18*7500SqFt*Bourbon Trial*Themed Spaces*Creek*Hot Tub*Sauna*Luxe Amenties
3 bedroom cottage on horse farm close to Kentucky Horse Park, Keeneland, the Ark
3 bedrooms, iron/ironing board, WiFi, bed sheets

3 bedroom cottage on horse farm close to Kentucky Horse Park, Keeneland, the Ark

The price is HK$1,562
HK$3,409 total
includes taxes & fees
12 Aug - 13 Aug
3 bedroom cottage on horse farm close to Kentucky Horse Park, Keeneland, the Ark
Modern cottage located in the heart of the Bourbon Trail
Enjoy cooking in this well-equipped kitchen with an oven, stovetop, and range hood.

Modern cottage located in the heart of the Bourbon Trail

9.8 out of 10, Exceptional, (23)
"Very clean and great condition. Would stay again for sure. "
The price is HK$824
HK$1,523 total
includes taxes & fees
30 Jul - 31 Jul
Modern cottage located in the heart of the Bourbon Trail
Hot Tub | Close to Downtown | Game Room | Fire Pit |
Enjoy cooking in this well-equipped kitchen with a gas stove, oven, and refrigerator, complemented by a dining area with a table and chairs.

Hot Tub | Close to Downtown | Game Room | Fire Pit |

10.0 out of 10, Exceptional, (64)
"Overall good stay. Plenty of room for families."
The price is HK$2,747
HK$6,390 total
includes taxes & fees
11 Aug - 12 Aug
Hot Tub | Close to Downtown | Game Room | Fire Pit |
The Green Cabin-on-The Bourbon Trail
Relax in this serene outdoor seating area with a round table and two chairs, surrounded by lush greenery.

The Green Cabin-on-The Bourbon Trail

9.8 out of 10, Exceptional, (213)
"Liked the big wrap around porch. Cozy living room with huge sectional. Large master bedroom and bath. Good location. Handy to many activities like the bourbon trail and quaint small towns and also the large cities, Frankfort, Lexington and Louisville. Great hosts."
The Green Cabin-on-The Bourbon Trail
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!
Surrounded by lush greenery, this cabin features a charming front porch and a nearby gazebo in a well-maintained garden.

Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!

9.6 out of 10, Exceptional, (228)
"This house was perfect for a ladies getaway.."
The price is HK$2,819
HK$4,806 total
includes taxes & fees
13 Aug - 14 Aug
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!
NEW!!! 6 BR + 5 Bath Penthouse Overlooking Downtown. 1 mile from Buffalo Trace
Relax in this stylish living space with a city view, featuring a dining table, sofa, and unique pendant light.

NEW!!! 6 BR + 5 Bath Penthouse Overlooking Downtown. 1 mile from Buffalo Trace

9.8 out of 10, Exceptional, (28)
"Went with 5 other couples to experience the bourbon trail and celebrate a couple birthdays. The loft was absolutely perfect and stunning. There was ample space, a beautiful meeting area, and the central location made it easy to walk to dinner, shopping, or cocktails. The host was very responsive and we would definitely stay here again."
NEW!!! 6 BR + 5 Bath Penthouse Overlooking Downtown. 1 mile from Buffalo Trace
This house is a 3 bedroom(s), 2 bathrooms, located in Lexington, KY.
Enjoy cooking in this well-equipped kitchen with a refrigerator, dishwasher, microwave, and oven.

This house is a 3 bedroom(s), 2 bathrooms, located in Lexington, KY.

9.2 out of 10, Wonderful, (63)
"Everything was exquisite!!! Clean, Inviting and cozy!!!"
The price is HK$1,138
HK$2,079 total
includes taxes & fees
25 Aug - 26 Aug
This house is a 3 bedroom(s), 2 bathrooms, located in Lexington, KY.
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail
Relax on the covered porch with a seating area featuring two chairs and a bench, adorned with a striped rug and a welcoming wreath.

"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

9.8 out of 10, Exceptional, (138)
"House was clean and had everything to make our stay comfortable. Hit the local distilleries and had a good time checking out the area."
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Woodford County Hotel Reviews

GLō Best Western Lexington

GLō Best Western Lexington

10/10 Excellent
"The decor was unusual, but refreshing. The room was spacious and comfortable. The shower was amazing as well. The breakfast served was one of the best I have encounter on trips."
Clyde 1-night trip
Posted 16 hours ago
GLō Best Western Lexington