Shelby County Holiday Rentals

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Our top choices for Shelby County holiday rentals

Terrace/patio

Kentucky Bourbon Trail Estate: Hot Tub & Game Room

Kentucky Bourbon Trail Estate: Hot Tub & Game Room
Bagdad
10.0 out of 10, Exceptional, (24 reviews)
"We enjoyed our stay. It's a great cozy and comfortable place that's secluded and private. Iris was a great host. "
United States
Madison W.
The price is HK$1,935
HK$5,095 total
includes taxes & fees
9 Jun - 10 Jun
Kentucky Bourbon Trail Estate: Hot Tub & Game Room
Fridge, microwave, oven, stovetop

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 HK$1,727
HK$3,492 total
includes taxes & fees
9 Jun - 10 Jun
Beautiful restored Victorian farmhouse
Outdoor spa tub

The Ridge: 6BR • 100" TV • Hot Tub • Speakeasy

The Ridge: 6BR • 100" TV • Hot Tub • Speakeasy
Waddy
10.0 out of 10, Exceptional, (1 review)
"Thirteen of us escaped to Cat Ridge Resort for a quick stay—and left planning our return.The scenic drive and peaceful setting set the tone. Evenings by the firepit, hot tub soaks under the stars, and time in the sauna made it easy to unwind. The cows next door were a charming bonus.Inside, the design is stunning—thoughtful, handcrafted details and beautiful spaces made for gathering.Communication with the host was excellent, and check-in was a breeze.Short, sweet, and truly special. We can’t...
United States
Barb J.
The price is HK$2,064
HK$8,220 total
includes taxes & fees
17 Jun - 18 Jun
The Ridge: 6BR • 100" TV • Hot Tub • Speakeasy
Fridge, microwave, oven, stovetop

Quiet Downtown Maple Cottage Gem

Quiet Downtown Maple Cottage Gem
Shelbyville
10.0 out of 10, Exceptional, (1 review)
"Very convenient for Horse Show we were attending. Everything was as described and the hosts were very accommodating. "
United States
Marlena J.
The price is HK$987
HK$2,749 total
includes taxes & fees
9 Jun - 10 Jun
Quiet Downtown Maple Cottage Gem
Exterior

Luxury farmhouse on Bourbon Trail with hot tub - Bulleit 4 mi - Frankfort 15 mi

Luxury farmhouse on Bourbon Trail with hot tub - Bulleit 4 mi - Frankfort 15 mi
Bagdad
10.0 out of 10, Exceptional, (16 reviews)
"Great location and very clean. Plenty of room to spread out and relax. Carrie is a Professional and thoughtful host!!"
United States
David S.
The price is HK$3,046
HK$6,119 total
includes taxes & fees
9 Jun - 10 Jun
Luxury farmhouse on Bourbon Trail with hot tub - Bulleit 4 mi - Frankfort 15 mi
Interior

Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun

Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
Shelbyville
9.8 out of 10, Exceptional, (22 reviews)
"Great house for my family of five! The pool/ping pong table was the perfect way to spend our wit we getaway. "
United States
Jenn S.
The price is HK$2,318
HK$4,690 total
includes taxes & fees
15 Jun - 16 Jun
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
Outdoor spa tub

Bourbon Trail~Hot Tub~Sleeps 10~Firepit~Gameroom

Bourbon Trail~Hot Tub~Sleeps 10~Firepit~Gameroom
Shelbyville
10.0 out of 10, Exceptional, (21 reviews)
"Great location perfect house to enjoy"
United States
tim d.
The price is HK$3,300
HK$4,186 total
includes taxes & fees
9 Jun - 10 Jun
Bourbon Trail~Hot Tub~Sleeps 10~Firepit~Gameroom
Private kitchen

Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail.

Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail.
Waddy
10.0 out of 10, Exceptional, (2 reviews)
"The place was great. Tucked away off the main highway and between bourbon country’s best. Well stocked amenities and little things provided that were a great touch. Will be back again!"
United States
Daniel H.
The price is HK$783
HK$1,988 total
includes taxes & fees
10 Jun - 11 Jun
Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail.
Exterior

The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade Barn, Sleeps 12+

The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade Barn, Sleeps 12+
Shelbyville
9.6 out of 10, Exceptional, (5 reviews)
"The property is beautiful. It was a nice getaway with family and a fun time playing games in the barn with the kids. One recommendation, the pans need replacing. They were pretty scratched up. That can cause health concerns and misproper cooking of food."
United States
Bryan O.
The price is HK$2,820
HK$3,592 total
includes taxes & fees
9 Jun - 10 Jun
The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade Barn, Sleeps 12+
Bar (on property)

Unique Downtown Studio with an Industrial Vibe

Unique Downtown Studio with an Industrial Vibe
Shelbyville
10.0 out of 10, Exceptional, (31 reviews)
"The VRBO was perfect. Has the elegant modern feel just like the pictures show and has lots of space to hang out and relax. Loved the location and how walkable it was to coffee shops, restaurants, and bars. Loved staying here and highly recommend!"
United States
Lucas L.
The price is HK$854
HK$1,557 total
includes taxes & fees
24 Jun - 25 Jun
Unique Downtown Studio with an Industrial Vibe
TV

Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi

Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
Shelbyville
10.0 out of 10, Exceptional, (19 reviews)
"The Stables suite was perfect for an extended stay in Shelbyville. Great location and wonderful place to stay. "
United States
Kim K.
The price is HK$744
HK$1,435 total
includes taxes & fees
9 Jun - 10 Jun
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
A heated pool

*NEW* UNIQUE HOME: HOT TUB-SAUNA-FIREPIT-GAME ROOM-SPEAKEASY-INGROUND POOL-6 BEDS/5 BATHS-5 KING BEDS

*NEW* UNIQUE HOME: HOT TUB-SAUNA-FIREPIT-GAME ROOM-SPEAKEASY-INGROUND POOL-6 BEDS/5 BATHS-5 KING BEDS
Bagdad
10.0 out of 10, Exceptional, (2 reviews)
"We had a fantastic holiday weekend at this property - Two families (4 adults, 4 kids) stayed with plenty of room and amenities. This house could have easily slept more. Communication from the host was clear and prompt. The kids absolutely loved the game room and adults enjoyed the ample living spaces on both the main floor and the basement. Although we didn't use the pool given the time of year, the hot tub, sauna, and fire pit were great! Our kids loved seeing the horses all around...
United States
Justin C.
The price is HK$5,633
HK$11,029 total
includes taxes & fees
28 Jun - 29 Jun
*NEW* UNIQUE HOME: HOT TUB-SAUNA-FIREPIT-GAME ROOM-SPEAKEASY-INGROUND POOL-6 BEDS/5 BATHS-5 KING BEDS
Exterior

Luxury lodge in the heart of the Bluegrass

Luxury lodge in the heart of the Bluegrass
Waddy
10.0 out of 10, Exceptional, (9 reviews)
"Great property, nice location, well appointed. It is close to the interstate and with the leaves off, truck traffic could be heard from the top floor master bed. We would stay here again."
United States
Anonymous traveller
The price is HK$10,435
HK$16,506 total
includes taxes & fees
9 Jun - 10 Jun
Luxury lodge in the heart of the Bluegrass
Outdoor dining

Bourbon Trail: Caboose on the Farm

Bourbon Trail: Caboose on the Farm
Lawrenceburg
10.0 out of 10, Exceptional, (38 reviews)
"We loved it here! It was clean and quiet and the perfect theme to our train weekend! "
United States
Brittany B.
The price is HK$1,110
HK$1,833 total
includes taxes & fees
11 Jun - 12 Jun
Bourbon Trail: Caboose on the Farm
Front of property

The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
9.0 out of 10, Wonderful, (50 reviews)
"Would stay again. Clean and comfortable in a great location. "
United States
David
The price is HK$1,117
HK$1,296 total
includes taxes & fees
14 Jun - 15 Jun
The Bellwether Hotel
Exterior

2 Bed/2 Bath/Game Room

2 Bed/2 Bath/Game Room
Lawrenceburg
10.0 out of 10, Exceptional, (133 reviews)
"Outstanding location and comfortable accommodations. Hope to make it back soon. "
United States
Eric C.
The price is HK$1,214
HK$2,263 total
includes taxes & fees
15 Jun - 16 Jun
2 Bed/2 Bath/Game Room
Terrace/patio

Quiet-Country and Spacious Grandma's Duplex

Quiet-Country and Spacious Grandma's Duplex
Stamping Ground
9.8 out of 10, Exceptional, (56 reviews)
"Great place to stay while in the area for work. It was just as described, clean and well furnished with a definite retro vibe. Would absolutley stay again when in the area! "
United States
Jean E.
The price is HK$862
HK$1,123 total
includes taxes & fees
6 Jul - 7 Jul
Quiet-Country and Spacious Grandma's Duplex
Outdoor dining

Original Circa 1818 Oak Lodge

Original Circa 1818 Oak Lodge
Lawrenceburg
9.4 out of 10, Exceptional, (56 reviews)
"We really enjoyed our stay at Oak Lodge. Judi, was a great host and made sure our stay truly felt like vacation. Communication was great. The Oak Lodge is a special place, rich with history and charm. Very convenient location when visiting local distilleries. We would definitely book again. "
United States
Kerrie C.
The price is HK$1,175
HK$2,185 total
includes taxes & fees
9 Jun - 10 Jun
Original Circa 1818 Oak Lodge
Smart TV, books

Capital City Condo #8

Capital City Condo #8
Frankfort
8.6 out of 10, Excellent, (38 reviews)
"This was our third time staying at this place for a bourbon trip. Overall it is a good value, has the basics and close to distilleries. "
United States
Robert V.
The price is HK$548
HK$1,290 total
includes taxes & fees
11 Jun - 12 Jun
Capital City Condo #8
Interior

Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.

Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
Frankfort
8.8 out of 10, Excellent, (102 reviews)
"The condo was clean and provided what we needed to cook a simple breakfast and sleep comfortably."
United States
Sarah A.
The price is HK$548
HK$1,290 total
includes taxes & fees
9 Jun - 10 Jun
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
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

Radisson Hotel Louisville North

Radisson Hotel Louisville North

6/10 Okay
"Overall the hotel was nice but the room they gave me was raggedy.. it was hair in the tub and the sink that was not mine.. the door barely open and close. They said they had a hot tub online that was a lie there was no hot tub nor was there any complimentary breakfast. You get what you pay for I guess last time booking there.. SMH they need to do better with the money they're making off of people with their rooms there was no microwave the freezer barely froze anything.. 6/10 for my stay"
Ebonee 2-night trip
Posted 1 hour ago
Radisson Hotel Louisville North