Vacation Rentals in Shelby County

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Our top choices for Shelby County vacation rentals

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 ￥14,347
￥28,321 total
includes taxes & fees
Apr 27 - Apr 28
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 ￥15,144
￥29,206 total
includes taxes & fees
May 18 - May 19
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
Private kitchen

Quiet Downtown Maple Cottage Gem

Quiet Downtown Maple Cottage Gem
Shelbyville
The price is ￥20,086
￥55,934 total
includes taxes & fees
Apr 27 - Apr 28
Quiet Downtown Maple Cottage Gem
Fridge, microwave, oven, stovetop

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 ￥35,150
￥71,060 total
includes taxes & fees
Apr 23 - Apr 24
Beautiful restored Victorian farmhouse
Exterior

Springtime in Kentucky, Cabin, Sleeps 29, Visit Bourbon Trail, Ark and Nature

Springtime in Kentucky, Cabin, Sleeps 29, Visit Bourbon Trail, Ark and Nature
Bagdad
9.6 out of 10, Exceptional, (250 reviews)
"Great cabin for large families. "
United States
Anonymous traveler
The price is ￥49,066
￥87,790 total
includes taxes & fees
Apr 28 - Apr 29
Springtime in Kentucky, Cabin, Sleeps 29, Visit Bourbon Trail, Ark and Nature
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
The price is ￥14,347
￥37,259 total
includes taxes & fees
Apr 28 - Apr 29
Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail.
Fridge, microwave, oven, stovetop

Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views

Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views
Waddy
9.0 out of 10, Wonderful, (11 reviews)
"Clean, quiet and a great location. "
United States
Marla B.
The price is ￥20,695
￥52,725 total
includes taxes & fees
May 11 - May 12
Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views
Terrace/patio

SALE! Hot Tub Oasis: Bourbon Trail + Pets Welcome

SALE! Hot Tub Oasis: Bourbon Trail + Pets Welcome
Bagdad
10.0 out of 10, Exceptional, (22 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 ￥34,433
￥97,300 total
includes taxes & fees
May 5 - May 6
SALE! Hot Tub Oasis: Bourbon Trail + Pets Welcome
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 ￥51,993
￥180,353 total
includes taxes & fees
May 6 - May 7
The Ridge: 6BR • 100" TV • Hot Tub • Speakeasy
Exterior

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

The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade,Pickle Barn, Sleeps 12+
Shelbyville
9.6 out of 10, Exceptional, (5 reviews)
"We stayed at the Rec Farm for a short family stay for new years 2026. The cabin is cute, the long drive way into the property is nice, the cabin sits back away from the main street. I have 2 teen boys that enjoyed the Rec building; although it is not connected to the main house and it was below freezing all weekend. Inside, the cabin was ok; it was a smaller than I expected from viewing the pictures, but enough room for our family with 3 bedrooms. One of the bedroom windows did not stay...
United States
Norma M.
The price is ￥64,561
￥112,488 total
includes taxes & fees
Apr 27 - Apr 28
The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade,Pickle Barn, Sleeps 12+
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 ￥68,004
￥132,111 total
includes taxes & fees
Apr 27 - Apr 28
Luxury farmhouse on Bourbon Trail with hot tub - Bulleit 4 mi - Frankfort 15 mi
A heated pool

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

*NEW* LUXURY HOME: HOT TUB-SAUNA-FIREPIT-GAME ROOM-SPEAKEASY-6 BEDS/5 BATHS-5 KING BEDS
Bagdad
10.0 out of 10, Exceptional, (1 review)
"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 ￥57,228
￥152,252 total
includes taxes & fees
May 4 - May 5
*NEW* LUXURY HOME: HOT TUB-SAUNA-FIREPIT-GAME ROOM-SPEAKEASY-6 BEDS/5 BATHS-5 KING BEDS
Exterior

LUX Farmhouse on Bourbon Trail! Hot tub, Game Room, Firepit, Yard Games, 5-Acres

LUX Farmhouse on Bourbon Trail! Hot tub, Game Room, Firepit, Yard Games, 5-Acres
Bagdad
9.6 out of 10, Exceptional, (11 reviews)
"I had my bachelor party here and it was the perfect place to get away!"
United States
Kyser M.
The price is ￥56,407
￥125,235 total
includes taxes & fees
Apr 23 - Apr 24
LUX Farmhouse on Bourbon Trail! Hot tub, Game Room, Firepit, Yard Games, 5-Acres
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 traveler
The price is ￥212,334
￥333,023 total
includes taxes & fees
May 4 - May 5
Luxury lodge in the heart of the Bluegrass
Outdoor spa tub

Downtown House with Hot Tub and Speakeasy

Downtown House with Hot Tub and Speakeasy
Shelbyville
10.0 out of 10, Exceptional, (19 reviews)
"Overall great value and accommodations. Would highly recommend this property."
United States
Chad K.
The price is ￥88,492
￥112,244 total
includes taxes & fees
Apr 27 - Apr 28
Downtown House with Hot Tub and Speakeasy
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 ￥22,596
￥36,944 total
includes taxes & fees
Apr 27 - Apr 28
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, (46 reviews)
"Clean room, history and location. "
United States
RICHARD
The price is ￥22,473
￥26,084 total
includes taxes & fees
May 19 - May 20
The Bellwether Hotel
Living area

The Bourbon Garage- walking distance to Buffalo Trace!

The Bourbon Garage- walking distance to Buffalo Trace!
Frankfort
10.0 out of 10, Exceptional, (16 reviews)
"Everything was perfect. Great ambiance, comfortable bed and perfect location!"
United States
Patti S.
The price is ￥15,208
￥38,149 total
includes taxes & fees
May 14 - May 15
The Bourbon Garage- walking distance to Buffalo Trace!
Interior

New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
South Louisville
9.8 out of 10, Exceptional, (29 reviews)
"Very convenient stay. Easily fit the needs to access area we needed to stay in and place was comfortable clean."
United States
Michelle W.
The price is ￥8,465
￥30,177 total
includes taxes & fees
May 3 - May 4
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
Fridge, microwave, oven, stovetop

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Charlestown
10.0 out of 10, Exceptional, (17 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is ￥15,622
￥23,958 total
includes taxes & fees
Apr 27 - Apr 28
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
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
"Accomodations were very nice and clean. Breakfast was amazing - I've never had an omelet as tasty and fluffy as the one I had for breakfast! It was wonderful, and the server was excellent! "
Mary 1-night trip
Posted 2 hours ago
Hilton Garden Inn Louisville Downtown

Find out more about Shelby County

Vacation Apartments in Shelby County

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