Cottages in Shelby County

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

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
Living area

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 HK$783
HK$1,916 total
includes taxes & fees
21 May - 22 May
Capital City Cottage
Smart TV

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 HK$670
HK$2,024 total
includes taxes & fees
18 May - 19 May
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, (19 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 HK$1,096
HK$1,972 total
includes taxes & fees
18 May - 19 May
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
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 HK$564
HK$1,743 total
includes taxes & fees
29 May - 30 May
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, (3 reviews)
"Relaxing trip with my teenagers! We had so much fun!"
United States
Kendra C.
The price is HK$1,762
HK$3,353 total
includes taxes & fees
19 May - 20 May
Restin' Holes Ky Bourbon Trail A-Sauna-HotTub-Gym-Playground-Waterfall-Themed
Smart TV, books

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.
Smart TV, fireplace, books

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 HK$3,078
HK$4,734 total
includes taxes & fees
24 May - 25 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

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
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
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
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, (21 reviews)
"Fun place to stay. Cabins were super cute!"
United States
Rebecca B.
The price is HK$2,193
HK$3,562 total
includes taxes & fees
18 May - 19 May
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, (2 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

1-bedroom poolhouse w/private heated pool, within 10 miles to 11 distilleries.

1-bedroom poolhouse w/private heated pool, within 10 miles to 11 distilleries.
Bloomfield
10.0 out of 10, Exceptional, (24 reviews)
"This was our second time staying at the poolhouse. The hosts were very nice and communicative and the houae was clean and inviting. I would definitely recommed thia place and come back for another stay."
United States
E G.
1-bedroom poolhouse w/private heated pool, within 10 miles to 11 distilleries.
Exterior

Beautiful restored Victorian farmhouse

Beautiful restored Victorian farmhouse
Shelbyville
9.4 out of 10, Exceptional, (13 reviews)
"Great location to downtown Shelbyville. Porch is awesome!!"
United States
Alison L.
The price is HK$1,727
HK$3,491 total
includes taxes & fees
18 May - 19 May
Beautiful restored Victorian farmhouse
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
Exterior detail

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, (3 reviews)
"Highly recommend this property for a family friendly and magical experience for all. My family really enjoyed the views of every part of this property and the children loved the engagement with hosts treasure map quest activity! The clubhouse is amazing for multiple families, everything you could think of bringing for a vacation is provided at the property thanks to the hosts. Our stay over the weekend was perfect in every way, there was a full moon and the view from the property was beautiful....
United States
Ashton G.
The price is HK$1,586
HK$3,140 total
includes taxes & fees
18 May - 19 May
Restin' Holes Ky Bourbon Trail B -Sauna-HotTub-Gym-Playground-Waterfall-Themed
Outdoor spa tub

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, (2 reviews)
"Amenities were the greatest!"
United States
Audrianna P.
The price is HK$1,586
HK$3,140 total
includes taxes & fees
18 May - 19 May
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Shelby County Hotel Reviews

Holiday Inn Louisville Downtown by IHG

Holiday Inn Louisville Downtown by IHG

10/10 Excellent
"Great spot, close to everything. Plan for paying for parking would be the only thing I was Not aware of before my stay. Staff was super friendly."
NICO 2-night trip
Posted 2 hours ago
Holiday Inn Louisville Downtown by IHG

Find out more about Shelby County

Shelby County Cottages information

Number of reviews
391
Accommodation
102 Cottages
Lowest Price
HK$1,743
Highest Price
HK$4,734

Explore a world of travel with Expedia