Henry County Holiday Rentals

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Our top choices for Henry County holiday rentals

Exterior

Two Bourbon Barrel Cabins

Two Bourbon Barrel Cabins
Frankfort
10.0 out of 10, Exceptional, (17 reviews)
"Fun place to stay. Cabins were super cute!"
United States
Rebecca B.
The price is HK$2,188
HK$3,554 total
includes taxes & fees
22 Feb - 23 Feb
Two Bourbon Barrel Cabins
Property grounds

Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.

Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
Frankfort
9.8 out of 10, Exceptional, (16 reviews)
"Property was clean and comfy! Would stay again. "
United States
Amy L.
The price is HK$1,094
HK$1,905 total
includes taxes & fees
5 Mar - 6 Mar
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
Smart TV, fireplace, video games, DVD player

Luxury 6BR Bourbon Farmhouse w/ Spa & SpeakEasy

Luxury 6BR Bourbon Farmhouse w/ Spa & SpeakEasy
Lawrenceburg
10.0 out of 10, Exceptional, (73 reviews)
"This was an incredible property to stay at, probably the best I've stayed at. Very smooth and easy check-in and check-out and responsive hosts."
United States
Kyle R.
The price is HK$2,893
HK$7,333 total
includes taxes & fees
22 Feb - 23 Feb
Luxury 6BR Bourbon Farmhouse w/ Spa & SpeakEasy
Exterior detail

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

This house is a 3 bedroom(s), 3 bathrooms, located in Frankfort, KY.
Frankfort
10.0 out of 10, Exceptional, (5 reviews)
"Large, spacious home with comfortable accommodations. Would definitely stay there again!"
United States
Charlena
This house is a 3 bedroom(s), 3 bathrooms, located in Frankfort, KY.
Interior

H-DERBY, Keeneland, Bourbon or Family Gathering!

H-DERBY, Keeneland, Bourbon or Family Gathering!
Frankfort
9.8 out of 10, Exceptional, (73 reviews)
"Beautiful house with everything we needed for our stay!"
United States
Kendra f.
The price is HK$3,516
HK$6,027 total
includes taxes & fees
20 Feb - 21 Feb
H-DERBY, Keeneland, Bourbon or Family Gathering!
Interior

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 reviews)
"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.
The price is HK$547
HK$1,287 total
includes taxes & fees
21 Feb - 22 Feb
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
Exterior

Luxury farmhouse on Bourbon Trail with hot tub - Bulleit 4 mi - Frankfort 15 mi

Luxury farmhouse on Bourbon Trail with hot tub - Bulleit 4 mi - Frankfort 15 mi
Bagdad
10.0 out of 10, Exceptional, (16 reviews)
"Great location and very clean. Plenty of room to spread out and relax. Carrie is a Professional and thoughtful host!!"
United States
David S.
The price is HK$3,334
HK$6,372 total
includes taxes & fees
5 Mar - 6 Mar
Luxury farmhouse on Bourbon Trail with hot tub - Bulleit 4 mi - Frankfort 15 mi
Interior

Hitching Post on the Bourbon Trl

Hitching Post on the Bourbon Trl
Shelbyville
10.0 out of 10, Exceptional, (5 reviews)
"Fantastic location for a large family or group of friends. The layout of the house provided for plenty of privacy in a large group, and the game room in the basement was a wonderful place to socialize. Location is great for visiting the bourbon trail and Louisville."
United States
Joe O.
Hitching Post on the Bourbon Trl
Dining

Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
Jeffersontown
9.6 out of 10, Exceptional, (29 reviews)
"Stay was great"
United States
Jake T.
The price is HK$2,806
HK$5,751 total
includes taxes & fees
16 Mar - 17 Mar
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
Exterior detail

Capital City Cottage

Capital City Cottage
Frankfort
8.6 out of 10, Excellent, (43 reviews)
"Place needs some work. Wasn't what we expected but it worked out for a short burbon trail trip and the price was good. "
United States
Anonymous traveller
The price is HK$781
HK$1,940 total
includes taxes & fees
20 Feb - 21 Feb
Capital City Cottage
Fridge, microwave, oven, stovetop

Enriched with history & tradition is where you will find Capitol Walk

Enriched with history & tradition is where you will find Capitol Walk
Frankfort
9.6 out of 10, Exceptional, (18 reviews)
"Loved the layout of this house and was very accommodating for multiple couples to stay. Easy access to downtown Frankfort."
United States
Andrea H.
The price is HK$1,133
HK$2,043 total
includes taxes & fees
5 Mar - 6 Mar
Enriched with history & tradition is where you will find Capitol Walk
Smart TV, fireplace, offices

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 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$4,298
HK$7,118 total
includes taxes & fees
5 Mar - 6 Mar
This circa 1917 house has been given new life with a thoughtful renovation by Castle & Key
Exterior

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Louisville
9.8 out of 10, Exceptional, (77 reviews)
"The house was very clean and spacious. My family and I came to town for a wedding and it was plenty of room for everyone. The owners were wonderful. They answered any question that I had right away.They were amazing!"
United States
Teresa H.
The price is HK$4,495
HK$9,063 total
includes taxes & fees
22 Feb - 23 Feb
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Fridge, microwave, oven, stovetop

Spacious Ranch in Frankfort.

Spacious Ranch in Frankfort.
Frankfort
9.8 out of 10, Exceptional, (49 reviews)
"Great location….. everything listed was as advertised… perfect central location to go on the bourbon trail and Keeneland"
United States
Rick M.
The price is HK$1,164
HK$2,978 total
includes taxes & fees
3 Mar - 4 Mar
Spacious Ranch in Frankfort.
TV

Bourbon Trail, Buffalo Trace, Downtown Frankfort

Bourbon Trail, Buffalo Trace, Downtown Frankfort
Frankfort
10.0 out of 10, Exceptional, (49 reviews)
"Fantastic location, perfect if you wanna go see Buffalo trace. Very close to downtown lots of character in the house. "
United States
Gary M.
The price is HK$1,576
HK$3,750 total
includes taxes & fees
22 Feb - 23 Feb
Bourbon Trail, Buffalo Trace, Downtown Frankfort
Exterior

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

This house is a 2 bedroom(s), 2 bathrooms, located in Frankfort, KY.
Frankfort
9.6 out of 10, Exceptional, (14 reviews)
"Very nice kept and clean will be booking again "
United States
Donald
The price is HK$1,172
HK$2,091 total
includes taxes & fees
3 Mar - 4 Mar
This house is a 2 bedroom(s), 2 bathrooms, located in Frankfort, KY.
Interior

Charming 1-bedroom cottage with WiFi and AC in lovely Stamping ky

Charming 1-bedroom cottage with WiFi and AC in lovely Stamping ky
Stamping Ground
9.8 out of 10, Exceptional, (6 reviews)
"Very cozy! The owners are incredibly kind and available if you need anything. Their hospitality is top notch, and we will definitely be back! "
United States
Whitney M.
The price is HK$1,024
HK$1,732 total
includes taxes & fees
10 Mar - 11 Mar
Charming 1-bedroom cottage with WiFi and AC in lovely Stamping ky
Interior

Historic stone cabin near Bourbon Trail on private 13 acre estate property!

Historic stone cabin near Bourbon Trail on private 13 acre estate property!
Louisville
10.0 out of 10, Exceptional, (19 reviews)
"The cabin was cozy and inviting with so much history, and the grounds are meticulously maintained and absolutely gorgeous. Don was very nice to talk to and we enjoyed the 2 house pups that would let us pet them. "
United States
Adam H.
The price is HK$1,393
HK$2,188 total
includes taxes & fees
20 Feb - 21 Feb
Historic stone cabin near Bourbon Trail on private 13 acre estate property!
Exterior

Country Lodge for 18, With Pool and Pond, Near Ark

Country Lodge for 18, With Pool and Pond, Near Ark
Williamstown
9.6 out of 10, Exceptional, (34 reviews)
"This house has a lot of living area. This allowed for different smaller groups to congregate in various rooms without a lot of noise. We really enjoyed our time here. "
United States
Deb H.
The price is HK$1,712
HK$6,100 total
includes taxes & fees
22 Feb - 23 Feb
Country Lodge for 18, With Pool and Pond, Near Ark
Fridge, microwave, oven, stovetop

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
9.8 out of 10, Exceptional, (34 reviews)
"The house was amazing. So much character, history and charm. The owners were very responsive and communication was fast and easy. I would definitely come back in the future."
United States
John S.
The price is HK$2,923
HK$4,932 total
includes taxes & fees
5 Mar - 6 Mar
This house is a 3 bedroom(s), 2 bathrooms, located in Frankfort, KY.
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 Henry County Hotel Reviews

Country Inn & Suites by Radisson, Louisville East, KY

Country Inn & Suites by Radisson, Louisville East, KY

10/10 Excellent
"Best place I’ve stayed at"
Duane 4-night trip
Posted 3 days ago
Country Inn & Suites by Radisson, Louisville East, KY