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

Woodford County Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

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, (30 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 HK$1,373
HK$1,721 total
includes taxes & fees
9 Nov - 10 Nov
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, (123 reviews)
"Had a perfect long weekend. The owner is very friendly & lives on site."
United States
Bynum R.
The price is HK$855
HK$1,557 total
includes taxes & fees
24 Nov - 25 Nov
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 HK$953
HK$2,467 total
includes taxes & fees
9 Nov - 10 Nov
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, (30 reviews)
"Everything was as advertised. Would stay there again."
United States
Lori R.
The price is HK$1,247
HK$2,824 total
includes taxes & fees
4 Nov - 5 Nov
Woodford Stables / Walk to Eckert's Orchard
A dining area with a round table, chairs, and a red chair. There is a staircase leading to an outdoor area.

5. The C&K Guest House.

The C&K Guest House.
Frankfort
The price is HK$1,514
HK$2,737 total
includes taxes & fees
16 Nov - 17 Nov
The C&K Guest House.
A single-story house with a porch, a small garden, and a visible window.

6. 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 HK$1,922
HK$3,641 total
includes taxes & fees
8 Nov - 9 Nov
Greenwood Farm log cabin close to the Bourbon Trail and Keeneland
A spacious living room with a brown leather sofa, a coffee table, and a TV on a wooden cabinet. There is a dining area with a chandelier and a fireplace.

7. Sugar Hill Farm-Historic Horsefarm with Pool

Sugar Hill Farm-Historic Horsefarm with Pool
Versailles
10.0 out of 10, Exceptional, (11 reviews)
"Excellent property grear space so relaxing"
United States
Rebecca B.
The price is HK$2,301
HK$4,871 total
includes taxes & fees
3 Nov - 4 Nov
Sugar Hill Farm-Historic Horsefarm with Pool
A living room with a brown leather sofa, beige armchair, and a coffee table. There is a plant in a woven basket and a painting on the wall.

8. Jockey Suite at Sugar Hill Farm

Jockey Suite at Sugar Hill Farm
Versailles
10.0 out of 10, Exceptional, (9 reviews)
"The jockey suite was a special place! Loved how peaceful and beautiful the farm was. I’ll definitely stay there again."
United States
Mary H.
The price is HK$1,429
HK$3,359 total
includes taxes & fees
3 Nov - 4 Nov
Jockey Suite at Sugar Hill Farm
A modern kitchen with a marble countertop, stainless steel appliances, and a built-in oven.

9. 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)
"Was a beautiful property with minimal check out requirements. Would stay again."
United States
Bobbie M.
The price is HK$2,038
HK$3,698 total
includes taxes & fees
1 Nov - 2 Nov
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 dining area with a metal table and wicker chairs, a potted plant, and a view of trees through large windows.

10. 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 spacious living room with a fireplace, large windows, and a chandelier.

11. 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 HK$3,758
HK$6,494 total
includes taxes & fees
29 Nov - 30 Nov
The Field House by C&K
A sunroom with large windows, a dining table, chairs, and a coffee table.

12. Keeneland Manor | Versailles | Near Keeneland

Keeneland Manor | Versailles | Near Keeneland
Versailles
10.0 out of 10, Exceptional, (21 reviews)
"The house was beautifully decorated and comfortable. "
United States
Beth B.
The price is HK$2,737
HK$5,283 total
includes taxes & fees
30 Nov - 1 Dec
Keeneland Manor | Versailles | Near Keeneland
A gazebo with a stone base and metal roof, surrounded by a wooden fence and trees.

13. Bourbon Trail Cabin on the Farm

Bourbon Trail Cabin on the Farm
Lawrenceburg
10.0 out of 10, Exceptional, (64 reviews)
"The cabin and grounds were perfectly relaxing-we hope to return!"
United States
Julie N.
The price is HK$931
HK$1,621 total
includes taxes & fees
2 Nov - 3 Nov
Bourbon Trail Cabin on the Farm
A white house with a porch, stone wall, and a small garden.

14. 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, (306 reviews)
"The hosts were very attentive to our needs and made sure we had a happy stay. Would recommend them to anyone and would stay here again."
United States
Alicia C.
The price is HK$1,165
HK$2,044 total
includes taxes & fees
1 Nov - 2 Nov
Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland
A house with a front porch, a wooden bench, a sign indicating a Kentucky Bourbon Trail, and a small garden with plants and rocks.

15. CLEAN! 2 Bed/2 Bath/Game Room

CLEAN! 2 Bed/2 Bath/Game Room
Lawrenceburg
10.0 out of 10, Exceptional, (146 reviews)
"Great hospitality. Great tips for fun stuff to do in the area!"
United States
Kim W.
The price is HK$1,185
HK$1,911 total
includes taxes & fees
30 Nov - 1 Dec
CLEAN! 2 Bed/2 Bath/Game Room
A modern house with a wooden deck, a staircase, and a covered porch.

16. Bourbon Barrel Cottages # 1 on Bourbon Trail HOT TUB close to all distilleries

Bourbon Barrel Cottages # 1 on Bourbon Trail HOT TUB close to all distilleries
Lawrenceburg
10.0 out of 10, Exceptional, (29 reviews)
"We had an amazing time celebrating our anniversary with a fun road trip! We found the perfect spot to take a break at the Bourbon Barrel Cottages. The cottage was absolutely charming, and the location couldn’t have been better. It made our getaway truly special!"
United States
Leti S.
The price is HK$2,517
HK$3,868 total
includes taxes & fees
9 Nov - 10 Nov
Bourbon Barrel Cottages # 1 on Bourbon Trail HOT TUB close to all distilleries
A modern living room with a large sofa, a coffee table, and a TV. There is a fireplace with a large painting above it.

17. Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C

Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C
Lawrenceburg
10.0 out of 10, Exceptional, (16 reviews)
"Great property. My husband and I loved it for our anniversary."
United States
Ashley B.
The price is HK$812
HK$2,054 total
includes taxes & fees
10 Nov - 11 Nov
Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C
A swimming pool with red umbrellas and a barbecue grill.

18. Quiet Two Bedroom House

Quiet Two Bedroom House
Lexington
9.6 out of 10, Exceptional, (21 reviews)
"Great spot with beautiful views very close to keeneland."
United States
David B.
The price is HK$1,726
HK$2,258 total
includes taxes & fees
5 Nov - 6 Nov
Quiet Two Bedroom House
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, (62 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 HK$1,216
HK$2,318 total
includes taxes & fees
3 Nov - 4 Nov
Original Circa 1818 Oak Lodge
A covered outdoor area with a wooden deck, a bench, and a fire hydrant.

20. Secluded Retreat in Scenic Frankfort w/ Hot Tub: Whiskey Woods - Book Now!

Secluded Retreat in Scenic Frankfort w/ Hot Tub: Whiskey Woods - Book Now!
Frankfort
10.0 out of 10, Exceptional, (43 reviews)
"Nice hot tub and beautiful country setting. It is off the beaten path, but very close to Glen’s Creek."
United States
Bonnie G.
The price is HK$1,569
HK$2,705 total
includes taxes & fees
30 Nov - 1 Dec
Secluded Retreat in Scenic Frankfort w/ Hot Tub: Whiskey Woods - Book Now!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Woodford County Hotel Reviews

Embassy Suites by Hilton Lexington/UK Coldstream

Embassy Suites by Hilton Lexington/UK Coldstream

10/10 Excellent
"Property was very clean and staff were exceptional.. breakfast was awesome.excellent place to stop."
Gary 1-night trip
Posted 2 hours ago
Embassy Suites by Hilton Lexington/UK Coldstream