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Vacation Homes in Henry County

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Henry County vacation homes

A modern dining area with a marble table, black chairs, and a vase of flowers. There is a ceiling fan and recessed lighting.

1. Charming 2-bedroom house on our farm with beautiful sunsets

Charming 2-bedroom house on our farm with beautiful sunsets
Stamping Ground
10.0 out of 10, Exceptional, (24 reviews)
"Our family loved the property.It was clean, had everything we needed, nice decor, and our daughter loved the horses. Close to the Ark Encounter. Would definitely recommend!"
United States
Glenita S.
The price is AED 436
AED 825 total
includes taxes & fees
18 Oct - 19 Oct
Charming 2-bedroom house on our farm with beautiful sunsets
A kitchen with wooden cabinets, a black refrigerator, and a coffee machine. There is a dining table with chairs and a chandelier.

2. "Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail
Frankfort
9.8 out of 10, Exceptional, (203 reviews)
"Wonderful stay would recommend highly"
United States
Angie W.
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail
A lakeside outdoor seating area with wooden chairs and a fire pit, surrounded by trees and a view of the lake.

3. Bourbon Trail River House

Bourbon Trail River House
Frankfort
9.6 out of 10, Exceptional, (61 reviews)
"The property was very nice and very clean. Would definitely stay again!"
United States
Gracelynn C.
Bourbon Trail River House
An outdoor patio with a table and chairs, a canopy, and string lights.

4. Red comfy cottage

Red comfy cottage
Madison
9.8 out of 10, Exceptional, (90 reviews)
"Everything was very nice and our host was very helpful with any of our needs."
United States
Amy C.
Red comfy cottage
A spacious living area with a kitchen, dining area, and a staircase leading to an upper level.

5. ✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16

✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16
Waddy
10.0 out of 10, Exceptional, (49 reviews)
"Great stay for a large group visiting the bourbon trail!"
United States
Blake C.
✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16
A wooden cabin with a porch, a staircase, and a deck.

6. Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (17 reviews)
"Perfect little weekend getaway "
United Kingdom
Carrie M.
The price is AED 334
AED 597 total
includes taxes & fees
9 Nov - 10 Nov
Sassafras Woodland Cabin at Lost Trails
A living room with a brick fireplace, a green sofa, a wooden coffee table, and a kitchen area with bar stools.

7. Bourbon Trail 3-bedroom house in Frankfort 1.5 Miles to Buffalo Trace

Bourbon Trail 3-bedroom house in Frankfort 1.5 Miles to Buffalo Trace
Frankfort
10.0 out of 10, Exceptional, (28 reviews)
"House is updated and perfectly clean. We enjoyed the hot tub and loved the pool table. We would definitely stay again. Hosts were very responsive."
United States
Steven S.
The price is AED 790
AED 2,036 total
includes taxes & fees
18 Oct - 19 Oct
Bourbon Trail 3-bedroom house in Frankfort 1.5 Miles to Buffalo Trace
A wooden coffee table with three bottles and a glass container in a living room.

8. This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Frankfort
8.8 out of 10, Excellent, (77 reviews)
"Great stay! "
United States
Armando G.
The price is AED 220
AED 582 total
includes taxes & fees
2 Nov - 3 Nov
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a granite countertop.

9. Capitol Walk - Todd Street

Capitol Walk - Todd Street
Frankfort
9.2 out of 10, Wonderful, (30 reviews)
"Great location. Close to distilleries and walking distance to restaurants, especially the amazing bakery, Andy’s."
United States
Sandy W.
The price is AED 551
AED 983 total
includes taxes & fees
21 Oct - 22 Oct
Capitol Walk - Todd Street
A room with a fireplace, a leather sofa, a chandelier, and a large window.

10. Horse & Bourbon - 2.5 miles from Buffalo Trace

Horse & Bourbon - 2.5 miles from Buffalo Trace
Frankfort
10.0 out of 10, Exceptional, (6 reviews)
"Great location in Frankfort, very cool historic district! If you love old houses and architecture like me, the houses alone are worth the trip. Would rent again in a heartbeat. Thank you for a wonderful stay!"
United States
Andrew Y.
The price is AED 661
AED 2,126 total
includes taxes & fees
9 Nov - 10 Nov
Horse & Bourbon - 2.5 miles from Buffalo Trace
A modern kitchen with white cabinets, a granite countertop, a stainless steel microwave, a built-in oven, and a bar stool area.

11. The Bourbon Sanctuary

The Bourbon Sanctuary
Frankfort
9.8 out of 10, Exceptional, (42 reviews)
"Loved the quiet location with easy access to the things we wanted to see and do."
United States
Miranda I.
The Bourbon Sanctuary
Enjoy the stars from the private hot tub while enjoying the firepit

12. Romantic Private Retreat 5 min from downtown with hot tub, firepit, grill

Romantic Private Retreat 5 min from downtown with hot tub, firepit, grill
Madison
10.0 out of 10, Exceptional, (20 reviews)
"Such a cute little place for my husband and I to get away for my birthday weekend! The house was adorable, well stocked for daily needs and very clean! Will definitely stay here again and recommend it to others!! "
United States
Claire S.
Romantic Private Retreat 5 min from downtown with hot tub, firepit, grill
A modern kitchen with a central island, stainless steel appliances, and a large window providing natural light.

13. Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail.

Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail.
Waddy
10.0 out of 10, Exceptional, (2 reviews)
"The place was great. Tucked away off the main highway and between bourbon country’s best. Well stocked amenities and little things provided that were a great touch. Will be back again!"
United States
Daniel H.
The price is AED 437
AED 1,022 total
includes taxes & fees
18 Oct - 19 Oct
Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail.
A two-story wooden cabin with a balcony, situated by a lake with a stone wall foundation.

14. Pine Lodge at Lost Trails

Pine Lodge at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (4 reviews)
"Brilliant stay. Wish we had longer!"
United States
Catherine T.
Pine Lodge at Lost Trails
A kitchen with wooden cabinets, a stove, and a wooden staircase.

15. Madison's Only YURT Experience

Madison's Only YURT Experience
Madison
9.2 out of 10, Wonderful, (11 reviews)
"This place is adorable and has so much potential. The beds were comfortable and the Yurt was cozy. "
United States
Nicole E.
Madison's Only YURT Experience
A person in a hot tub with a wooden deck and a barbecue grill in the background.

16. Creekside Luxe Resort On Bourbon Trail w/Fire pit Hot Tub Sauna Speakeasy

Creekside Luxe Resort On Bourbon Trail w/Fire pit Hot Tub Sauna Speakeasy
Frankfort
10.0 out of 10, Exceptional, (26 reviews)
"10/10 experience the boys had a great time went to local whisky tastings hit the race tracks at Churchill downs"
United States
Alex L.
Creekside Luxe Resort On Bourbon Trail w/Fire pit Hot Tub Sauna Speakeasy
A modern kitchen with a central island, bar stools, and a dining area with a patterned table.

17. Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Madison
9.8 out of 10, Exceptional, (78 reviews)
"The place is very clean, also convenient and close to down town. Check in and everything was very smooth! I recommend this cute little place especially for young families."
United States
Kyle A.
The price is AED 380
AED 809 total
includes taxes & fees
20 Oct - 21 Oct
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
A modern kitchen with a central island, bar stools, and a seating area with a sofa and chairs.

18. 331 Acres of Comfort & Rest, ❤ of the Bluegrass- 12 mins from ARK w/Hot Tub

331 Acres of Comfort & Rest, ❤ of the Bluegrass- 12 mins from ARK w/Hot Tub
Corinth
10.0 out of 10, Exceptional, (83 reviews)
"Wonderful place to stay. Our family thoroughly enjoyed it. "
United States
Matthew M.
331 Acres of Comfort & Rest, ❤ of the Bluegrass- 12 mins from ARK w/Hot Tub
A wooden deck with a trampoline, a table, and chairs, overlooking a lake.

19. Lakehouse Hot tub & pool near Ark Encounter

Lakehouse Hot tub & pool near Ark Encounter
Corinth
10.0 out of 10, Exceptional, (172 reviews)
"This property was amazing. Beautiful view and very nice house. Would stay again for sure."
United States
Kim I.
Lakehouse Hot tub & pool near Ark Encounter
A two-story house with a stone chimney, a wooden deck, and a staircase leading to the upper level.

20. Heated Pool• Hot tubs • Golf Sim • Theater • Game Barn • Sleeps 16

Heated Pool• Hot tubs • Golf Sim • Theater • Game Barn • Sleeps 16
Frankfort
10.0 out of 10, Exceptional, (1 review)
"Property was as advertised. Had a very nice family get together.Pool was larger than expected. It was 9ft deep at the deep end which is very uncommon these days."
United States
David K.
The price is AED 2,149
AED 5,394 total
includes taxes & fees
19 Oct - 20 Oct
Heated Pool• Hot tubs • Golf Sim • Theater • Game Barn • Sleeps 16
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

La Quinta Inn & Suites by Wyndham Louisville NE/Old Henry Rd

La Quinta Inn & Suites by Wyndham Louisville NE/Old Henry Rd

10/10 Excellent
"Good place to stay, I don't know remember the name of the front desk person who helped me out but he was awesome."
Humberto 1-night trip
Posted 16 hours ago
La Quinta Inn & Suites by Wyndham Louisville NE/Old Henry Rd

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