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Cottages 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 cottages

A wooden deck with a table and chairs, a ceiling fan, and large windows overlooking a wooded area.

1. Perfect Bourbon Trail Couple Getaway

Perfect Bourbon Trail Couple Getaway
Frankfort
9.8 out of 10, Exceptional, (44 reviews)
"I enjoyed the view of the river, I spent some time under the covered patio. Nice place."
United States
Serge L.
Perfect Bourbon Trail Couple Getaway
A wooden cabin with a deck and a fire pit in front.

2. Bourbon Barrel Cabin A. There are 2 Cabins A & B.

Bourbon Barrel Cabin A. There are 2 Cabins A & B.
Frankfort
10.0 out of 10, Exceptional, (10 reviews)
"Great cabin!"
United States
Kendra N.
The price is AED 514
AED 925 total
includes taxes & fees
14 Oct - 15 Oct
Bourbon Barrel Cabin A. There are 2 Cabins A & B.
Property grounds

3. Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Madison
9.6 out of 10, Exceptional, (17 reviews)
"Host was very accommodating and this place was perfect for a place to stay while visiting friends. Everything was very comfortable, especially the very soft bed!! "
United States
C J.
The price is AED 327
AED 630 total
includes taxes & fees
14 Oct - 15 Oct
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
A small, dark-colored cabin with a wooden deck and a covered porch, surrounded by trees and a grassy yard.

4. 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
9.6 out of 10, Exceptional, (26 reviews)
"The place was gorgeous, beautifully set up and easy to get to. We were disappointed that we were unable to enjoy the outdoors due to the level of humidity. We recommend this place and we hope to stay here again for our future visits."
United States
Terry-Ann
The price is AED 514
AED 929 total
includes taxes & fees
14 Oct - 15 Oct
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
A single-story house with a front porch, a blue door, and a small garden area.

5. The Blue Door Place

The Blue Door Place
Florence
9.8 out of 10, Exceptional, (29 reviews)
"Very clean, had everything we needed! "
United States
james w.
The price is AED 377
AED 689 total
includes taxes & fees
14 Oct - 15 Oct
The Blue Door Place
A building labeled "Woodford Reserve."

6. Farmhouse Cottage local Horse farms, Distilleries, Winery Tours, walking trails.

Farmhouse Cottage local Horse farms, Distilleries, Winery Tours, walking trails.
Frankfort
9.8 out of 10, Exceptional, (47 reviews)
"It was a great place to stay, very quiet and peaceful, close to many places to visit"
United States
Robert L.
Farmhouse Cottage local Horse farms, Distilleries, Winery Tours, walking trails.
A pink house with a wooden porch and a small deck.

7. Beautiful restored Victorian farmhouse

Beautiful restored Victorian farmhouse
Shelbyville
9.2 out of 10, Wonderful, (15 reviews)
"Lovely place, great outdoor seating areas, and spacious rooms."
United States
Joann E.
The price is AED 810
AED 1,637 total
includes taxes & fees
14 Oct - 15 Oct
Beautiful restored Victorian farmhouse
A small, single-story house with a dark front door, white siding, and a small porch.

8. Briar Creek Cottage

Briar Creek Cottage
Crestwood
10.0 out of 10, Exceptional, (6 reviews)
"What a lovely stay! Space and location was perfect for us. Strong recommend! "
United States
Elizabeth J.
Briar Creek Cottage
A row of bicycles parked on a driveway in a residential area.

9. 2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tub

2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tub
Shelbyville
9.8 out of 10, Exceptional, (33 reviews)
"Plenty of space, nice rooms, really enjoyed the patio and hot tub!"
United States
Scott F.
2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tub
A white house with a porch, a picket fence, and a red bush.

10. Capital City Cottage

Capital City Cottage
Frankfort
8.6 out of 10, Excellent, (52 reviews)
"Nice little place close to many things, enjoyed our stay "
United States
Tim W.
The price is AED 367
AED 912 total
includes taxes & fees
27 Oct - 28 Oct
Capital City Cottage
A single-story house with a covered porch, a stone foundation, and a red exterior.

11. 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, (8 reviews)
Charming 1-bedroom cottage with WiFi and AC in lovely Stamping ky
A single-story house with a front porch, a wooden door, and a small overhang above the entrance.

12. Spacious Prospect Cottage w/ Deck & Scenic Views

Spacious Prospect Cottage w/ Deck & Scenic Views
Prospect
9.4 out of 10, Exceptional, (19 reviews)
"Nice neighborhood, conveniently located and accurate to description."
United States
Brandy W.
Spacious Prospect Cottage w/ Deck & Scenic Views
A stone wall with a small stream, surrounded by dense foliage and trees.

13. Eire Cottage, Private Waterfall views, Hot tub. On Bourbon trail.

Eire Cottage, Private Waterfall views, Hot tub. On Bourbon trail.
Frankfort
10.0 out of 10, Exceptional, (28 reviews)
"Great place! Owner was very accommodating. I highly recommend staying here!!"
United States
Jeff T.
Eire Cottage, Private Waterfall views, Hot tub. On Bourbon trail.
Two cabins with wooden decks and black exteriors, set in a forested area with a clear sky.

14. Two Bourbon Barrel Cabins

Two Bourbon Barrel Cabins
Frankfort
10.0 out of 10, Exceptional, (28 reviews)
"The cabins worked perfectly for our group! Close to town and distilleries we visited."
United States
shannon J.
The price is AED 1,028
AED 1,679 total
includes taxes & fees
18 Oct - 19 Oct
Two Bourbon Barrel Cabins
A Blackstone grill with a propane tank, set up outdoors with a view of a lake and trees.

15. River Retreat

River Retreat
Charlestown
10.0 out of 10, Exceptional, (1 review)
"Easy check in. Nice cozy home right by the river. Even left a golf cart for use when staying!"
United States
Brady S.
The price is AED 455
AED 1,058 total
includes taxes & fees
14 Oct - 15 Oct
River Retreat
A wooden house with a porch, a garden with pumpkins, and a gravel driveway.

16. 'the Bovard Lodge' Rustic Cabin Near Ohio River!

'the Bovard Lodge' Rustic Cabin Near Ohio River!
3.0 star property
Florence
7.4 out of 10, Good, (3 reviews)
"The cabin was really great; clean, comfortable, private, check-in and check-out were hassle-free, communication was done via text and she was easygoing. We didn't realize the loft had a lower ceiling so our teens had to duck when walking but they could sit comfortably on the beds. Thank you for a wonderful experience!!"
Canada
Daniel
'the Bovard Lodge' Rustic Cabin Near Ohio River!
Rear deck with rockers

17. Hygge Creek Cottage near Bourbon Trail, Taylorsville Lake, Derby & Kayaking

Hygge Creek Cottage near Bourbon Trail, Taylorsville Lake, Derby & Kayaking
Taylorsville
10.0 out of 10, Exceptional, (22 reviews)
"Loved it!!! Absolutely enjoyed the experience"
United States
Trevor H.
Hygge Creek Cottage near Bourbon Trail, Taylorsville Lake, Derby & Kayaking
A two-story house with a blue exterior, a front porch, and a circular window design.

18. KY Bourbon Trail Home, King Bed, FirePit, Near Louisville

KY Bourbon Trail Home, King Bed, FirePit, Near Louisville
Shelbyville
9.8 out of 10, Exceptional, (8 reviews)
"Beautiful property, excellent hosts, super clean and phenomenally appointed. Wonderful experience!"
United States
Kathy R.
KY Bourbon Trail Home, King Bed, FirePit, Near Louisville
A brick building with a wooden fence, a red door, and a window.

19. 1 Block to Main St: 'second Street Carriage House'

1 Block to Main St: 'second Street Carriage House'
3.0 star property
Madison Historic District
1 Block to Main St: 'second Street Carriage House'
A single-story building with a porch, a red door, and a star on the roof.

20. Kentucky Retreat Near Williamstown Lake!

Kentucky Retreat Near Williamstown Lake!
3.0 star property
Williamstown
10.0 out of 10, Exceptional, (1 review)
Kentucky Retreat Near Williamstown Lake!
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

Best Western Parkside Inn

Best Western Parkside Inn

10/10 Excellent
"We were traveling by motorcycle and found the location easy to get to. The property was clean, modern, and up to date. We checked in online several miles down the road to avoid the possibility of arriving somewhere and finding no rooms available. Check-in was a breeze, and the clerk was friendly, courteous, and funny. We were all laughing and joking around. I can’t say enough good things about the staff! The room was very nice, and we ended up with a ground-floor room, which was perfect for us. We’re both getting up in age, with one of us pushing 70 and the other almost 80! We’re still fit enough to ride, but by the time we’re ready to stop for the night, we’re DONE! Not having to deal with stairs was a definite plus. Breakfast was really good, and the dining area was clean and well-stocked. **Great job by the entire staff!** They made our stay enjoyable, and we truly appreciated the friendly service. We wouldn’t hesitate to stay here again!"
Brian 1-night trip
Posted 6 hours ago
Best Western Parkside Inn

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