Vacation Rentals in Woodford County

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Our top choices for Woodford County vacation rentals

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
2.0 star property
Versailles
10.0 out of 10, Exceptional, (6)
$180 nightly
The price is $198
Jan 7 - Jan 8, 2026
Total with taxes and fees
Horse and Bourbon Lover’s Farm Cabin - 2 bed/2 bath in Versailles, KY

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!
2.0 star property
Midway
10.0 out of 10, Exceptional, (2)
"We had the most amazing time at FarRhode! The owners thought of everything. The place is so beautiful and well stocked with everything you could need. The view from any window is stunning and the star gazing off the deck at night was spectacular. We saw cows, horses, geese, a skunk and “Bobby” the donkey. The location is perfect for the bourbon trail and Keeneland. We will definitely be renting again!"
United States
Stephanie P.
$440 nightly
The price is $471
Jan 3 - Jan 4, 2026
Total with taxes and fees
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!

This circa 1917 house has been given new life with a thoughtful renovation by Castle & Key

This circa 1917 house has been given new life with a thoughtful renovation by Castle & Key
Frankfort
10.0 out of 10, Exceptional, (11)
"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.
$886 nightly
The price is $911
Jan 3 - Jan 4, 2026
Total with taxes and fees
This circa 1917 house has been given new life with a thoughtful renovation by Castle & Key

Five Minutes from Keeneland!

Five Minutes from Keeneland!
Versailles
10.0 out of 10, Exceptional, (23)
"The cottage was wonderful! Just what we needed and wanted. Jennifer is a great host and we will certainly stay again if the opportunity arises. "
United States
Matt T.
$293 nightly
The price is $323
Jan 2 - Jan 3, 2026
Total with taxes and fees
Five Minutes from Keeneland!

High style on the Bourbon Trail

High style on the Bourbon Trail
Versailles
10.0 out of 10, Exceptional, (106)
"Such a wonderful place that gives the full charm of the town is located in Highly recommend "
United States
Daniel H.
$179 nightly
The price is $197
Jan 1 - Jan 2, 2026
Total with taxes and fees
High style on the Bourbon Trail

Woodford Stables / Walk to Eckert's Orchard

Woodford Stables / Walk to Eckert's Orchard
Versailles
9.6 out of 10, Exceptional, (24)
"pp"
United States
Bob Q.
$331 nightly
The price is $360
Jan 2 - Jan 3, 2026
Total with taxes and fees
Woodford Stables / Walk to Eckert's Orchard

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, (33)
"My co workers and I had a great stay."
United States
accounting
$417 nightly
The price is $460
Jan 5 - Jan 6, 2026
Total with taxes and fees
Greenwood Farm log cabin close to the Bourbon Trail and Keeneland

Jockey Suite at Sugar Hill Farm

Jockey Suite at Sugar Hill Farm
Versailles
10.0 out of 10, Exceptional, (2)
"This was an awesome property and a great location. Quiet and remote yet close to everything we wanted."
United States
Darcy B.
$361 nightly
The price is $398
Jan 1 - Jan 2, 2026
Total with taxes and fees
Jockey Suite at Sugar Hill Farm

NEW Downtown, Garden, Modern, Countryside, Sunroom LUX, Fully Loaded

NEW Downtown, Garden, Modern, Countryside, Sunroom LUX, Fully Loaded
Versailles
10.0 out of 10, Exceptional, (8)
"Easy to rent, location was perfect."
United States
Barbara S.
$643 nightly
The price is $689
Jan 4 - Jan 5, 2026
Total with taxes and fees
NEW Downtown, Garden, Modern, Countryside, Sunroom LUX, Fully Loaded

Luxe Bourbon Trl~Game Rm~Golf Sim~Hot Tub~Fire Pit

Luxe Bourbon Trl~Game Rm~Golf Sim~Hot Tub~Fire Pit
Versailles
$559 nightly
The price is $644
Jan 5 - Jan 6, 2026
Total with taxes and fees
Luxe Bourbon Trl~Game Rm~Golf Sim~Hot Tub~Fire Pit

Sugar Hill Farm-Historic Horsefarm with Pool

Sugar Hill Farm-Historic Horsefarm with Pool
Versailles
$590 nightly
The price is $650
Jan 5 - Jan 6, 2026
Total with taxes and fees
Sugar Hill Farm-Historic Horsefarm with Pool

Bourbon Trail: Caboose on the Farm

Bourbon Trail: Caboose on the Farm
Lawrenceburg
10.0 out of 10, Exceptional, (38)
"Staying in the Caboose on the Farm was such a fun and relaxing escape. The space was clean, cozy and full of charm with beautiful views and friendly animals. It was the perfect mix of comfort and nature. Highly recommend for anyone looking for a unique getaway!"
United States
Lindsey
$216 nightly
The price is $234
Jan 4 - Jan 5, 2026
Total with taxes and fees
Bourbon Trail: Caboose on the Farm

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, (97)
"We enjoyed our stay while we were down for Breyer Fest. It was close to places we wanted to go and quiet. We would definitely stay here again."
United States
Jacob Y.
$140 nightly
The price is $165
Jan 1 - Jan 2, 2026
Total with taxes and fees
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.

Treetops Solar Sanctuary

Treetops Solar Sanctuary
Chevy Chase
10.0 out of 10, Exceptional, (84)
"Great location in beautiful neighborhood! "
United States
Tiffany S.
$136 nightly
The price is $158
Jan 4 - Jan 5, 2026
Total with taxes and fees
Treetops Solar Sanctuary

This apartment is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.

This apartment is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
2.0 star property
Downtown Lexington
9.4 out of 10, Exceptional, (13)
"Great location and huge place. Gorg windows and high ceilings. I stayed here for a friends wedding and loved it. Will stay again next time I’m in town! "
United States
Londyn
$215 nightly
The price is $218
Jan 1 - Jan 2, 2026
Total with taxes and fees
This apartment is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.

Safe & Secure 2br near UKPD in Lex - Rest easy, walk 2 UK

Safe & Secure 2br near UKPD in Lex - Rest easy, walk 2 UK
2.0 star property
Downtown Lexington
10.0 out of 10, Exceptional, (7)
"This place is super cute, very well maintained, and is easily accessible. The host was friendly and quick to respond to any messages sent. I would 100% stay here again when coming back to Lexington!"
United States
Chelsey G.
$252 nightly
The price is $293
Jan 4 - Jan 5, 2026
Total with taxes and fees
Safe & Secure 2br near UKPD in Lex - Rest easy, walk 2 UK

Bourbon on Broadway

Bourbon on Broadway
2.0 star property
Frankfort
10.0 out of 10, Exceptional, (22)
" wanted to visit. Just a nice place to stay big enough for taking Really enjoyed it. "
United States
Anonymous traveler
$244 nightly
The price is $249
Jan 4 - Jan 5, 2026
Total with taxes and fees
Bourbon on Broadway

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, (82)
"Cozy but perfect for our stay"
United States
Caleb H.
$140 nightly
The price is $165
Jan 3 - Jan 4, 2026
Total with taxes and fees
Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping

The Luxe/Hot Tub/Private Bar/ 12 Min to Horse Park

The Luxe/Hot Tub/Private Bar/ 12 Min to Horse Park
2.0 star property
Georgetown
10.0 out of 10, Exceptional, (6)
"We enjoyed our stay so much! Great location and fabulous house for 8 adults. Extra gathering space in back building was A! "
United States
Laura H.
$446 nightly
The price is $491
Jan 3 - Jan 4, 2026
Total with taxes and fees
The Luxe/Hot Tub/Private Bar/ 12 Min to Horse Park

Capital City Condo #8

Capital City Condo #8
Frankfort
8.6 out of 10, Excellent, (36)
"The condo was good for an overnight stay. The owners were very responsive & kind. Very close to just about anything you want to do. The price was good for the accommodations. Thank you for the hospitality! "
United States
Pollee F.
$140 nightly
The price is $165
Jan 4 - Jan 5, 2026
Total with taxes and fees
Capital City Condo #8
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

Find out more about Woodford County

Discover your perfect Woodford County vacation rental with Expedia

How many vacation rentals are available in Woodford County?


Expedia has plenty of vacation rentals to choose from in and around  Woodford County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Woodford County?


The selection of Woodford County vacation rentals we have selected for you start as low as $158 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Woodford County?


Vacation rentals in Woodford County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Woodford County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Woodford County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Woodford County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Woodford County?


Find vacation rentals in Woodford County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Woodford County.  


What amenities are available in a vacation rental in Woodford County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Woodford County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Woodford County?   


Everytime is a great time to head to Woodford County! Staying in a Woodford County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Woodford County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Woodford County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Woodford County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Woodford County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.