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Cottages in Shelby County

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Check prices for these dates

In two weeks
25 Sep - 27 Sep
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Shelby County cottages

Outdoor dining

1. Perfect Bourbon Trail Couple Getaway

Perfect Bourbon Trail Couple Getaway
Frankfort
9.8 out of 10, Exceptional, (41 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
Outdoor spa tub

2. 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, (244 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
Exterior

3. Capital City Cottage

Capital City Cottage
Frankfort
8.6 out of 10, Excellent, (52 reviews)
"Cute place perfect for the 3 of us"
United States
Becky S.
Capital City Cottage
Exterior

4. A Romantic Getaway on the Bourbon Trail

A Romantic Getaway on the Bourbon Trail
Willisburg
10.0 out of 10, Exceptional, (58 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
Property grounds

5. 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, (8 reviews)
"This cabin was very nice and convenient to visit the Kentucky bourbon trail."
United States
Heidi W.
Bourbon Barrel Cabin A. There are 2 Cabins A & B.
Interior

6. 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.
The price is AED 882
AED 1,604 total
includes taxes & fees
12 Sep - 13 Sep
Restin' Holes Ky Bourbon Trail A-Sauna-HotTub-Gym-Playground-Waterfall-Themed
Exterior

7. 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, (45 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.
Exterior

8. Two Bourbon Barrel Cabins

Two Bourbon Barrel Cabins
Frankfort
10.0 out of 10, Exceptional, (25 reviews)
"The cabins worked perfectly for our group! Close to town and distilleries we visited."
United States
shannon J.
Two Bourbon Barrel Cabins
Exterior

9. 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, (78 reviews)
"It was a very relaxing stay."
United States
eric s.
Lakeside Haven, Cottage#4, Pool, Hot Tub, Lake View
Exterior

10. "On the Rocks" Bourbon Trail Getaway

"On the Rocks" Bourbon Trail Getaway
Taylorsville
9.0 out of 10, Wonderful, (46 reviews)
"10/10 the house was clean, the beds were comfy and we had everything we needed in the kitchen! There is so much space to spread out and we had a great time! Will definitely be back!"
United States
Erin H.
"On the Rocks" Bourbon Trail Getaway
Property grounds

11. 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 503
AED 1,112 total
includes taxes & fees
14 Sep - 15 Sep
River Retreat
Exterior

12. 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, (48 reviews)
"What a fun getaway! The location was perfect."
United States
Casey D.
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
Exterior

13. Near Churchill Downs: Pet Friendly, Fenced Yard!

Near Churchill Downs: Pet Friendly, Fenced Yard!
Wyandotte
8.6 out of 10, Excellent, (24 reviews)
"The property was clean, the hosts were very responsible and accommodating. The property was walking distance to the Churchill Downs and 10 minutes from the airport. All positives for us. "
United States
Michele K.
Near Churchill Downs: Pet Friendly, Fenced Yard!
Exterior

14. 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
9 Sep - 10 Sep
Beautiful restored Victorian farmhouse
Exterior

15. 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
Property grounds

16. 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, (32 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
Exterior

17. 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, (23 reviews)
"What a great cabin it was so clean and cute and had everything that we needed a great place to stay"
United States
Jessica S.
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
Outdoor spa tub

18. 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, (4 reviews)
"Hot tub was nuts lots of ticks tho scary"
United States
Drizztle i.
The price is AED 882
AED 1,632 total
includes taxes & fees
7 Oct - 8 Oct
Restin' Holes Ky Bourbon Trail B -Sauna-HotTub-Gym-Playground-Waterfall-Themed
Exterior

19. 1BD Modern Bourbon Cottage

1BD Modern Bourbon Cottage
Lawrenceburg
9.6 out of 10, Exceptional, (7 reviews)
1BD Modern Bourbon Cottage
Property grounds

20. 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.
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 Shelby County Hotel Reviews

Holiday Inn Express Louisville Airport Expo Center by IHG

Holiday Inn Express Louisville Airport Expo Center by IHG

8/10 Good
"Breakfast needs to stay stocked. Food was barely warm, biscuits were hard. Pool was closed due maintenance that needed to be due. Disappointing bc the grands were not able to swim."
Dorothy L 2-night trip
Posted less than an hour ago
Holiday Inn Express Louisville Airport Expo Center by IHG

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