A historic stone building with two towers and a sign for The Old Taylor Distillery Company.

Holiday Rentals in Woodford County

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Our top choices for Woodford County holiday rentals

A bedroom with a bed, a nightstand, a window, and a door.

1. Horse and Bourbon Lover’s Farm Cabin - 2 bed/2 bath in Versailles, KY

Horse and Bourbon Lover’s Farm Cabin - 2 bed/2 bath in Versailles, KY
Versailles
10.0 out of 10, Exceptional, (27 reviews)
"Lovely place…clean, new, wonderful property, and centrally located for all our excursions. Will definitely stay again if we return to the area."
United States
Donja E.
The price is €203
includes taxes & fees
25 Oct - 26 Oct
Horse and Bourbon Lover’s Farm Cabin - 2 bed/2 bath in Versailles, KY
A modern kitchen with teal cabinets, a dining area with a wooden table and white chairs, and a cozy seating area with a patterned rug and a potted plant.

2. High style on the Bourbon Trail

High style on the Bourbon Trail
Versailles
10.0 out of 10, Exceptional, (122 reviews)
"Had a perfect long weekend. The owner is very friendly & lives on site."
United States
Bynum R.
The price is €183
includes taxes & fees
25 Oct - 26 Oct
High style on the Bourbon Trail
A loft-style living room with a wooden ceiling, a leather sofa, a rustic coffee table, and a television.

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

This house is a 3 bedroom(s), 2 bathrooms, located in Frankfort, KY.
Frankfort
10.0 out of 10, Exceptional, (1 review)
The price is €255
includes taxes & fees
27 Oct - 28 Oct
This house is a 3 bedroom(s), 2 bathrooms, located in Frankfort, KY.
An outdoor seating area with Adirondack chairs around a fire pit, surrounded by a gravel area and a wooden fence.

4. Woodford Stables / Walk to Eckert's Orchard

Woodford Stables / Walk to Eckert's Orchard
Versailles
9.6 out of 10, Exceptional, (29 reviews)
The price is €323
includes taxes & fees
14 Oct - 15 Oct
Woodford Stables / Walk to Eckert's Orchard
A bedroom with a bed, a TV mounted on the wall, a window with blinds, and a door leading to a kitchen.

5. Versailles Riverfront Retreat: Fully Renovated Home with Stunning River Views

Versailles Riverfront Retreat: Fully Renovated Home with Stunning River Views
Versailles
Versailles Riverfront Retreat: Fully Renovated Home with Stunning River Views
A modern kitchen with a marble countertop, stainless steel appliances, and a built-in oven.

6. Welcome to FarRhode Stable! A new, charming, 3 bedroom, 2-bathroom luxury condo perched above a beautiful barn. You will feel like a true Kentuckian with the gorgeous views of horses, cattle, donkeys, & even ducks! Book now for a perfect stay!

Welcome to FarRhode Stable! A new, charming, 3 bedroom, 2-bathroom luxury condo perched above a beautiful barn. You will feel like a true Kentuckian with the gorgeous views of horses, cattle, donkeys, & even ducks! Book now for a perfect stay!
Midway
9.6 out of 10, Exceptional, (7 reviews)
"The property and accommodations were both amazing and exceeded my expectations. Atmosphere, serenity and amazing views in every direction. Wish we would have been able to stay longer.The amenities and attention to detail were amazing, everything was clean and fresh. Cannot recommend more strongly."
United States
Mark B.
Welcome to FarRhode Stable! A new, charming, 3 bedroom, 2-bathroom luxury condo perched above a beautiful barn. You will feel like a true Kentuckian with the gorgeous views of horses, cattle, donkeys, & even ducks! Book now for a perfect stay!
A single-story house with a porch, a small garden, and a visible window.

7. Greenwood Farm log cabin close to the Bourbon Trail and Keeneland

Greenwood Farm log cabin close to the Bourbon Trail and Keeneland
Versailles
10.0 out of 10, Exceptional, (35 reviews)
"My co workers and I had a great stay."
United States
accounting
The price is €418
includes taxes & fees
2 Nov - 3 Nov
Greenwood Farm log cabin close to the Bourbon Trail and Keeneland
A spacious living room with a fireplace, large windows, and a chandelier.

8. The Field House by C&K

The Field House by C&K
Frankfort
10.0 out of 10, Exceptional, (13 reviews)
"A charming home with countless details to make a trip to Bourbon country incredibly special. A perfect location for your group to stay and really relax while in Frankfort. "
United States
Lea Ann K.
The price is €729
includes taxes & fees
14 Oct - 15 Oct
The Field House by C&K
A sunroom with large windows, a dining table, chairs, and a coffee table.

9. Keeneland Manor | Versailles | Near Keeneland

Keeneland Manor | Versailles | Near Keeneland
Versailles
10.0 out of 10, Exceptional, (20 reviews)
"The house was beautifully decorated and comfortable. "
United States
Beth B.
Keeneland Manor | Versailles | Near Keeneland
A gazebo with a stone base and metal roof, surrounded by a wooden fence and trees.

10. Bourbon Trail Cabin on the Farm

Bourbon Trail Cabin on the Farm
Lawrenceburg
10.0 out of 10, Exceptional, (63 reviews)
"The cabin and grounds were perfectly relaxing-we hope to return!"
United States
Julie N.
The price is €192
includes taxes & fees
1 Nov - 2 Nov
Bourbon Trail Cabin on the Farm
A living room with a sofa, a coffee table, a rug, and a bookshelf.

11. Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.

Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
Frankfort
8.8 out of 10, Excellent, (110 reviews)
The price is €151
includes taxes & fees
20 Oct - 21 Oct
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
A well-appointed hotel room with a large bed, a side table with a vase of flowers, and a framed picture on the wall.

12. Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite A

Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite A
Lawrenceburg
9.4 out of 10, Exceptional, (12 reviews)
"Great little place to stay while on the Bourbon Trail. Looks exactly like the photos ~ absolutely adorable. Close to restaurants. Road was a little noisy but it stopped around 10pm"
United States
Shelley
The price is €251
includes taxes & fees
11 Nov - 12 Nov
Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite A
A modern living room with a TV mounted on the wall, a wooden console table, a floor lamp, a potted plant, and a basket.

13. Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping

Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping
Frankfort
8.8 out of 10, Excellent, (92 reviews)
"It was a nice stay"
United States
Teresa M.
The price is €152
includes taxes & fees
19 Oct - 20 Oct
Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping
A large, multi-story house with a central driveway and a pond in the background.

14. Bourbon Trail Lakehouse

Bourbon Trail Lakehouse
Frankfort
9.6 out of 10, Exceptional, (65 reviews)
"Great stay!"
United States
Beth S.
The price is €245
includes taxes & fees
2 Nov - 3 Nov
Bourbon Trail Lakehouse
A reception area with a mounted TV displaying various streaming services, a wooden console with a welcome sign, and a seating area with a table and chairs.

15. Capital City Condo #10

Capital City Condo #10
Frankfort
8.2 out of 10, Very good, (10 reviews)
"Such a great little place. Hosts are wonderful!"
United States
Amanda L.
The price is €151
includes taxes & fees
25 Oct - 26 Oct
Capital City Condo #10
A modern living room with a sofa, a coffee table, and a bed.

16. The Bourbon Garage- walking distance to Buffalo Trace!

The Bourbon Garage- walking distance to Buffalo Trace!
Frankfort
9.8 out of 10, Exceptional, (35 reviews)
"Great property and wonderful hosts! "
United States
Jacinda C.
The price is €231
includes taxes & fees
26 Oct - 27 Oct
The Bourbon Garage- walking distance to Buffalo Trace!
A white house with a porch, stone wall, and a small garden.

17. Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland

Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland
Lexington
10.0 out of 10, Exceptional, (304 reviews)
"Good size kitchen and master bedroom...big tv..comfy couch...nice dining table...quiet and private."
United States
Lindi
The price is €260
includes taxes & fees
1 Nov - 2 Nov
Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland
A woman in a blue floral dress opening a glass door to a patio with a dog, a potted plant, and a vase of flowers.

18. East Suite-🕊️ at Bleubird Studio, Luxury stay, Walk to Downtown

East Suite-🕊️ at Bleubird Studio, Luxury stay, Walk to Downtown
Georgetown
10.0 out of 10, Exceptional, (71 reviews)
"Always love staying at the Bluebird!"
United States
Julia A.
The price is €213
includes taxes & fees
14 Oct - 15 Oct
East Suite-🕊️ at Bleubird Studio, Luxury stay, Walk to Downtown
A covered outdoor deck with a round glass table, white metal chairs, and a ceiling fan.

19. Original Circa 1818 Oak Lodge

Original Circa 1818 Oak Lodge
Lawrenceburg
9.4 out of 10, Exceptional, (61 reviews)
"Judi was the sweetest! She left little thoughtful touches upon arrival like snacks, handwritten notes, and fresh flowers. Felt like home away from home. We will definitely be back!"
United States
Lyndsie S.
The price is €272
includes taxes & fees
19 Oct - 20 Oct
Original Circa 1818 Oak Lodge
A single-story house with a front porch, a small garden, and a clear pathway leading to the entrance.

20. Cozy 1-bedroom in Lexington

Cozy 1-bedroom in Lexington
Lexington
9.6 out of 10, Exceptional, (17 reviews)
"We loved staying at this super lovely little house! It was perfect for two people, everything we needed and great location! If we ever plan a trip to Lexington- this is absolutely where we will stay!"
Canada
Renae
The price is €209
includes taxes & fees
18 Oct - 19 Oct
Cozy 1-bedroom in Lexington
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

Hyatt Regency Lexington

Hyatt Regency Lexington

10/10 Excellent
"Clean room. Close to campus with free shuttle."
James 2-night trip
Posted 4 hours ago
Hyatt Regency Lexington

Find out more about Woodford County

Holiday Homes in Woodford County

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