Cottages in Shelby County

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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sep - 20 Sep

Our top choices for Shelby County cottages

Outdoor dining

Perfect Bourbon Trail Couple Getaway

Perfect Bourbon Trail Couple Getaway
Frankfort
9.8 out of 10, Exceptional, (30 reviews)
"Rooms were clean. Host will send you tip for the area which are great takes a lot of the guess work out where to go eat."
United States
Jason
Perfect Bourbon Trail Couple Getaway
Exterior

Capital City Cottage

Capital City Cottage
Frankfort
8.6 out of 10, Excellent, (45 reviews)
"A cozy cottage nestled in the mountain that felt like home away from home. "
United States
Jena B.
The price is AED 367
AED 886 total
includes taxes & fees
1 Jun - 2 Jun
Capital City Cottage
Exterior

1BD Modern Bourbon Cottage

1BD Modern Bourbon Cottage
Lawrenceburg
9.4 out of 10, Exceptional, (3 reviews)
"The home was clean and efficiently utilized space. It was easy to maintain. I loved the location. Yesenia always responded quickly and her information was clear."
United States
Ann Marie J.
The price is AED 360
AED 1,004 total
includes taxes & fees
21 Jun - 22 Jun
1BD Modern Bourbon Cottage
Exterior

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, (20 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.
The price is AED 514
AED 896 total
includes taxes & fees
28 Jun - 29 Jun
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
Outdoor spa tub

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, (240 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

Near Churchill Downs: Pet Friendly, Fenced Yard!

Near Churchill Downs: Pet Friendly, Fenced Yard!
Wyandotte
8.8 out of 10, Excellent, (21 reviews)
"My family and I loved staying here. We stay in the area each year. This home was super comfortable for all of us. Everything was effortless, easy, clean and roomy. "
United States
Jamie E.
Near Churchill Downs: Pet Friendly, Fenced Yard!
Exterior

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 212
AED 741 total
includes taxes & fees
31 May - 1 Jun
River Retreat
Interior

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, (4 reviews)
"Relaxing trip with my teenagers! We had so much fun!"
United States
Kendra C.
The price is AED 744
AED 1,473 total
includes taxes & fees
29 May - 30 May
Restin' Holes Ky Bourbon Trail A-Sauna-HotTub-Gym-Playground-Waterfall-Themed
Exterior

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, (44 reviews)
"We wanted a quiet rural place that had ready driving access to distilleries, and this was great"
United States
Fr. David J. V.
Farmhouse Cottage local Horse farms, Distilleries, Winery Tours, walking trails.
Exterior

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

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, (26 reviews)
"Great place! Owner was very accommodating. I highly recommend staying here!!"
United States
Jeff T.
The price is AED 1,377
AED 2,154 total
includes taxes & fees
30 May - 31 May
Eire Cottage, Private Waterfall views, Hot tub. On Bourbon trail.
Exterior

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, (31 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

Briar Creek Cottage

Briar Creek Cottage
Crestwood
10.0 out of 10, Exceptional, (3 reviews)
"What a lovely stay! Space and location was perfect for us. Strong recommend! "
United States
Elizabeth J.
Briar Creek Cottage
Cottage (2 Bedrooms) | Interior

Cozy Cottage in Taylorsville: Hot Tub & Lake Views

Cozy Cottage in Taylorsville: Hot Tub & Lake Views
3.0 star property
Taylorsville
Cozy Cottage in Taylorsville: Hot Tub & Lake Views
House (3 Bedrooms) | Interior

Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill

Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill
3.0 star property
Shelbyville
10.0 out of 10, Exceptional, (2 reviews)
"A quick stop over on the bourbon trail during a cross country road trip with my service dog. This place could not have been better! Impeccably clean, great communication from hosts, everything you can think of is readily available - and beds so comfortable. I will be back (with others - did not realize there were essentially three master suites as all rooms are HUGE and very well equipped). Backyard is amazing and I wish we could have enjoyed it with better weather, but the convenience alone...
Canada
alayna
Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill
Exterior

Two Bourbon Barrel Cabins

Two Bourbon Barrel Cabins
Frankfort
10.0 out of 10, Exceptional, (23 reviews)
"Fun place to stay. Cabins were super cute!"
United States
Rebecca B.
The price is AED 1,028
AED 1,671 total
includes taxes & fees
31 May - 1 Jun
Two Bourbon Barrel Cabins
Exterior

Taylorsville Tranquil Retreat: 2BD/2BA with Hot Tub, Lake Access, Bourbon Trail

Taylorsville Tranquil Retreat: 2BD/2BA with Hot Tub, Lake Access, Bourbon Trail
Taylorsville
10.0 out of 10, Exceptional, (3 reviews)
"The fishermen had a great time, weren’t in the room much. However they had no problems with the property said all was good. Communication with the host was excellent."
United States
Laura R.
Taylorsville Tranquil Retreat: 2BD/2BA with Hot Tub, Lake Access, Bourbon Trail
Exterior

Beautiful restored Victorian farmhouse

Beautiful restored Victorian farmhouse
Shelbyville
9.4 out of 10, Exceptional, (14 reviews)
"Great location to downtown Shelbyville. Porch is awesome!!"
United States
Alison L.
The price is AED 900
AED 1,742 total
includes taxes & fees
22 Jun - 23 Jun
Beautiful restored Victorian farmhouse
Pool

"On the Rocks" Bourbon Trail Getaway

"On the Rocks" Bourbon Trail Getaway
Taylorsville
9.0 out of 10, Wonderful, (44 reviews)
"Great space for family and friends. Kitchen well stocked with large table perfect for eating and gaming. Comfortable beds. Clean"
United States
Pat H.
"On the Rocks" Bourbon Trail Getaway
Exterior

Best View of Taylorville Lake My Perfect Place

Best View of Taylorville Lake My Perfect Place
Taylorsville
9.4 out of 10, Exceptional, (73 reviews)
"Wonderful stay. Views from the hot tub were great. Couldn't have asked for nicer. "
United States
Matt S.
Best View of Taylorville Lake My Perfect Place
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

Hilton Garden Inn Louisville Downtown

Hilton Garden Inn Louisville Downtown

10/10 Excellent
"Location, clean room, staff"
Elsie 2-night trip
Posted 8 hours ago
Hilton Garden Inn Louisville Downtown