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Cottages in Anderson 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 Anderson 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 two-story house with a front porch, a covered entryway, and a small attached garage.

2. Lakeside Haven, Cottage#4, Pool, Hot Tub, Lake View

Lakeside Haven, Cottage#4, Pool, Hot Tub, Lake View
Taylorsville
9.4 out of 10, Exceptional, (79 reviews)
"Great stay! Very clean and charming!"
United States
Oksana U.
Lakeside Haven, Cottage#4, Pool, Hot Tub, Lake View
A wooden cabin with a deck and a fire pit in front.

3. 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.
A white house with a porch, stone wall, and a small garden.

4. Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland

Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland
Lexington
10.0 out of 10, Exceptional, (305 reviews)
"Good size kitchen and master bedroom...big tv..comfy couch...nice dining table...quiet and private."
United States
Lindi
The price is AED 606
AED 1,036 total
includes taxes & fees
1 Nov - 2 Nov
Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland
A hot tub with a wooden deck and metal railing, surrounded by leafless trees.

5. Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail

Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
Taylorsville
10.0 out of 10, Exceptional, (247 reviews)
"Went to Kentucky Derby, great place to stay and close to distilleries..peace.. bka"
United States
BRUCE
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
A red brick building with a green roof, surrounded by a black picket fence and daffodils.

6. Welcome to Bourbon Oak Smokehouse, in the heart of Bardstown, KY

Welcome to Bourbon Oak Smokehouse, in the heart of Bardstown, KY
Bardstown
10.0 out of 10, Exceptional, (25 reviews)
"We had a lovely stay - the place was just as described and it was very convenient. Should our travels bring us back to the area, we would choose to stay here again."
United States
Scott K.
The price is AED 621
AED 1,247 total
includes taxes & fees
14 Oct - 15 Oct
Welcome to Bourbon Oak Smokehouse, in the heart of Bardstown, KY
A circular window with a brick arch, wooden floor, and two rocking chairs facing a grassy area with a rainbow.

7. Restin' Holes Ky Bourbon Trail A-Sauna-HotTub-Gym-Playground-Waterfall-Themed

Restin' Holes Ky Bourbon Trail A-Sauna-HotTub-Gym-Playground-Waterfall-Themed
Willisburg
10.0 out of 10, Exceptional, (6 reviews)
"Relaxing trip with my teenagers! We had so much fun!"
United States
Kendra C.
Restin' Holes Ky Bourbon Trail A-Sauna-HotTub-Gym-Playground-Waterfall-Themed
A small, dark-colored cabin with a wooden deck and a covered porch, surrounded by trees and a grassy yard.

8. 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.
An aerial view of a residential area with houses, a swimming pool, and a river.

9. "On the Rocks" Bourbon Trail Getaway

"On the Rocks" Bourbon Trail Getaway
Taylorsville
9.0 out of 10, Wonderful, (46 reviews)
"Great place close to Louisville, but still just far enough to feel like a good getaway. The space is great, good AC and plenty of beds and the community pool just 50ft away is a great bonus. We always enjoy our stay!"
United States
Remington S.
"On the Rocks" Bourbon Trail Getaway
A hot tub with black steps and a wooden deck, surrounded by a wooden pergola with a view of a green landscape.

10. Restin' Holes Ky Bourbon Trail B -Sauna-HotTub-Gym-Playground-Waterfall-Themed

Restin' Holes Ky Bourbon Trail B -Sauna-HotTub-Gym-Playground-Waterfall-Themed
Willisburg
10.0 out of 10, Exceptional, (6 reviews)
"Hot tub was nuts lots of ticks tho scary"
United States
Drizztle i.
The price is AED 793
AED 1,557 total
includes taxes & fees
14 Oct - 15 Oct
Restin' Holes Ky Bourbon Trail B -Sauna-HotTub-Gym-Playground-Waterfall-Themed
A round glass table with chairs on a wooden deck, surrounded by a railing.

11. Beautifully updated riverside 1840 cottage on the bourbon trail near Danville

Beautifully updated riverside 1840 cottage on the bourbon trail near Danville
Perryville
10.0 out of 10, Exceptional, (44 reviews)
"The pictures do not do the home justice! It’s gorgeous! The bedrooms are huge! Very comfortable and clean. Encourage everyone to look up the history of Perryville during your stay!"
United States
Shawna
Beautifully updated riverside 1840 cottage on the bourbon trail near Danville
A green building with a black roof, an outdoor grill, and an air conditioning unit.

12. Charming Tiny House on the Farm

Charming Tiny House on the Farm
Lancaster
10.0 out of 10, Exceptional, (2 reviews)
"Had a lovely stay at the tiny house. It’s so charming and peaceful."
United States
Rachel S.
Charming Tiny House on the Farm
A building labeled "Woodford Reserve."

13. 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 house with a red door, a covered porch, and a small front yard with bushes.

14. GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake

GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
Taylorsville
9.0 out of 10, Wonderful, (50 reviews)
"It has dirty dishes in the cabinet and old food left in the fridge and freezer. The outside is extremely over grown."
United States
Jennifer
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
A pink house with a wooden porch and a small deck.

15. Beautiful restored Victorian farmhouse

Beautiful restored Victorian farmhouse
Shelbyville
9.2 out of 10, Wonderful, (15 reviews)
The price is AED 810
AED 1,637 total
includes taxes & fees
14 Oct - 15 Oct
Beautiful restored Victorian farmhouse
A rustic building with a wooden roof, brick walls, and large windows.

16. A Romantic Getaway on the Bourbon Trail

A Romantic Getaway on the Bourbon Trail
Willisburg
10.0 out of 10, Exceptional, (59 reviews)
"The property was located off the main road in a very quiet piece of acreage on a hill. Lots of room for the kids and pets to roam. We would go stay again. It was close to many state parks and Bardstown distilleries. The Arboretum at Bernheim was fabulous!"
United States
Joni K.
A Romantic Getaway on the Bourbon Trail
A two-story house with a front porch, a small attached garage, and a well-maintained lawn.

17. Bourbon Country Cottage - perfect for exploring the Bourbon Trail

Bourbon Country Cottage - perfect for exploring the Bourbon Trail
Bardstown
9.6 out of 10, Exceptional, (20 reviews)
"Great place to stay! Host was attentive and house was clean, stocked and comfortable. Came to adventure the bourbon trail, would stay again on our next round of the trail."
United States
Allison G.
Bourbon Country Cottage - perfect for exploring the Bourbon Trail
A row of bicycles parked on a driveway in a residential area.

18. 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.

19. 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
19 Oct - 20 Oct
Capital City Cottage
A hot tub with black steps and a wooden deck, surrounded by a wooden pergola with a view of a green landscape.

20. Restin' Holes Ky Bourbon Trail C -Sauna-HotTub-Gym-Playground-Waterfall-Themed

Restin' Holes Ky Bourbon Trail C -Sauna-HotTub-Gym-Playground-Waterfall-Themed
Willisburg
10.0 out of 10, Exceptional, (3 reviews)
"Amenities were the greatest!"
United States
Audrianna P.
The price is AED 793
AED 1,557 total
includes taxes & fees
14 Oct - 15 Oct
Restin' Holes Ky Bourbon Trail C -Sauna-HotTub-Gym-Playground-Waterfall-Themed
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 Anderson County Hotel Reviews

21c Museum Hotel Lexington

21c Museum Hotel Lexington

10/10 Excellent
"A Great Stay! Thank you"
Nathan 3-night trip
Posted 2 hours ago
21c Museum Hotel Lexington

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