Henry County Holiday Rentals

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Our top choices for Henry County holiday rentals

Dining

Cottage in Florence

The Blue Door Place
9.6 out of 10, Exceptional, (19 reviews)
"Perfect spot "
United States
Damon G.
The price is HK$737
HK$1,393 total
includes taxes & fees
23 Jan - 24 Jan
The Blue Door Place
Property grounds

Cottage in Madison

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"The host was communicative! The space was clean:) Our pups were cozy! The host sent recommendations as well! Thanks, Laurel! "
United States
Meghan B.
The price is HK$688
HK$1,329 total
includes taxes & fees
14 Feb - 15 Feb
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Interior

Cottage in Stamping Ground

Charming 1-bedroom cottage with WiFi and AC in lovely Stamping ky
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$920
HK$1,616 total
includes taxes & fees
23 Jan - 24 Jan
Charming 1-bedroom cottage with WiFi and AC in lovely Stamping ky
Property grounds

Cabin in Lawrenceburg

Bourbon Trail Cabin on the Farm
10.0 out of 10, Exceptional, (49 reviews)
"Fantastic location and great hosts!"
United States
James S.
The price is HK$737
HK$1,389 total
includes taxes & fees
25 Jan - 26 Jan
Bourbon Trail Cabin on the Farm
Bar (on property)

Apartment in Shelbyville

Unique Downtown Studio with an Industrial Vibe
10.0 out of 10, Exceptional, (31 reviews)
"Cool place , great location . I would definitely book it again."
United States
james f.
The price is HK$772
HK$1,464 total
includes taxes & fees
17 Feb - 18 Feb
Unique Downtown Studio with an Industrial Vibe
Interior

Cabin in Owenton

Rustic Container Cabin on Beautiful Farm - Near Ark & Bourbon Trail
9.6 out of 10, Exceptional, (79 reviews)
"It was a nice stay, owner very very communicative! "
United States
Kiersten W.
The price is HK$625
HK$860 total
includes taxes & fees
28 Jan - 29 Jan
Rustic Container Cabin on Beautiful Farm - Near Ark & Bourbon Trail
TV, fireplace

Cabin in Madison

Cabin on the Ridge: The Sequel
10.0 out of 10, Exceptional, (17 reviews)
"Our stay was amazing! Loved this cozy cabin in the woods! "
United States
Alison F.
The price is HK$772
HK$1,534 total
includes taxes & fees
26 Jan - 27 Jan
Cabin on the Ridge: The Sequel
Property grounds

Cottage in Frankfort

Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
9.8 out of 10, Exceptional, (14 reviews)
"Property was clean and comfy! Would stay again. "
United States
Amy L.
The price is HK$1,092
HK$1,901 total
includes taxes & fees
22 Feb - 23 Feb
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
Smart TV

Cottage in Shelbyville

KY Bourbon Trail Home, King Bed, FirePit, Near Louisville
9.8 out of 10, Exceptional, (8 reviews)
"The perfect location for a quick stop on the bourbon trail. Ten minutes from Bulleit, down the road from Jeptha Creed, and a short hop over to Buffalo Trace and downtown Louisville!"
United States
Shay D.
The price is HK$1,095
HK$2,555 total
includes taxes & fees
3 Feb - 4 Feb
KY Bourbon Trail Home, King Bed, FirePit, Near Louisville
Outdoor dining

Mobile Home in Lawrenceburg

Bourbon Trail: Caboose on the Farm
10.0 out of 10, Exceptional, (38 reviews)
"Loved every aspect of this unique stay! From the very cool caboose to friendly farm animals, we hope to be back again!"
United States
Cindi M.
The price is HK$1,106
HK$1,842 total
includes taxes & fees
23 Jan - 24 Jan
Bourbon Trail: Caboose on the Farm
TV, fireplace, DVD player

Cabin in Madison

Cabin on the Ridge Su
10.0 out of 10, Exceptional, (15 reviews)
"Peaceful relaxing stay. Will go back."
United States
Wendy P.
The price is HK$772
HK$1,686 total
includes taxes & fees
26 Jan - 27 Jan
Cabin on the Ridge Su
Fridge, microwave, oven, stovetop

Holiday Home in Charlestown

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
10.0 out of 10, Exceptional, (12 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is HK$741
HK$1,146 total
includes taxes & fees
23 Jan - 24 Jan
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
TV

Apartment in Shelbyville

Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
10.0 out of 10, Exceptional, (19 reviews)
"The Stables suite was perfect for an extended stay in Shelbyville. Great location and wonderful place to stay. "
United States
Kim K.
The price is HK$741
HK$1,429 total
includes taxes & fees
2 Feb - 3 Feb
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
Exterior detail

Cottage in Frankfort

Capital City Cottage
8.6 out of 10, Excellent, (43 reviews)
"A cozy cottage nestled in the mountain that felt like home away from home. "
United States
Jena B.
The price is HK$780
HK$1,909 total
includes taxes & fees
23 Jan - 24 Jan
Capital City Cottage
Exterior

Holiday Home in Madison Township

Sassafras Woodland Cabin at Lost Trails
9.8 out of 10, Exceptional, (6 reviews)
"Very clean, quiet location. Very relaxing. Host was very helpful. Would definitely stay here again!"
United States
Wendy E.
The price is HK$819
HK$1,355 total
includes taxes & fees
25 Jan - 26 Jan
Sassafras Woodland Cabin at Lost Trails
Exterior detail

Apartment in Madison

Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
2.0 star property
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
Terrace/patio

Holiday Home in Pendleton

RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE
9.8 out of 10, Exceptional, (62 reviews)
"Host was responsive to all messages. The small home we stayed in was so cozy and clean. Directions on how to get there were clear and easy to follow. 10/10 would recommend."
United States
Haley V.
The price is HK$663
HK$1,763 total
includes taxes & fees
25 Jan - 26 Jan
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE
Exterior

Holiday Home in Frankfort

Bourbon Trail Lakehouse - Pet Friendly!
9.8 out of 10, Exceptional, (50 reviews)
"The place was great and in a great location to explore the bourbon trail! "
United States
Jason R.
The price is HK$655
HK$1,965 total
includes taxes & fees
25 Jan - 26 Jan
Bourbon Trail Lakehouse - Pet Friendly!
Interior

Apartment in Frankfort

The Carriage - Quaint Haven 6 mins. to Buffalo Trace
10.0 out of 10, Exceptional, (22 reviews)
"Easy check in and out. Easy to get around town. Very close to buffalo trace "
United States
linda d.
The price is HK$673
HK$1,525 total
includes taxes & fees
26 Jan - 27 Jan
The Carriage - Quaint Haven 6 mins. to Buffalo Trace
Living area

Apartment in Frankfort

The Bourbon Garage- walking distance to Buffalo Trace!
10.0 out of 10, Exceptional, (11 reviews)
"Great location close to distilleries. Clean, spacious property."
United States
Kelly K.
The price is HK$751
HK$1,875 total
includes taxes & fees
4 Feb - 5 Feb
The Bourbon Garage- walking distance to Buffalo Trace!
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

Hyatt Place Louisville East

Hyatt Place Louisville East

10/10 Excellent
"Keep it up"
Brick 4-night trip
Posted 1 day ago
Hyatt Place Louisville East