Vacation Homes in Shelby County

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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Featured Vacation Homes in Shelby County

3 bedrooms, travel cot, free WiFi, bed sheets
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

Shelbyville
9.4 out of 10, Exceptional, (40)
"Good accommodations. Has everything needed for a comfortable stay. Good central location for Louisville and Lexington excursions."
United States
Tom F.
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
Terrace/patio
Secluded Retreat in Scenic Frankfort w/ Hot Tub: Whiskey Woods - Book Now!

Secluded Retreat in Scenic Frankfort w/ Hot Tub: Whiskey Woods - Book Now!

Frankfort
10.0 out of 10, Exceptional, (21)
"Nice property, well kept, easy check in/out."
United States
Kathleen V.
The price is HK$1,226
HK$2,335 total
includes taxes & fees
7 Dec - 8 Dec
Secluded Retreat in Scenic Frankfort w/ Hot Tub: Whiskey Woods - Book Now!
Interior
Uptown Class

Uptown Class

New Albany
10.0 out of 10, Exceptional, (10)
"Great property. Good location. "
United States
Damont P.
The price is HK$973
HK$3,228 total
includes taxes & fees
7 Dec - 8 Dec
Uptown Class
Terrace/patio
4 Bed, 3 Bath Loft in Downtown Louisville! Amazing River Views! Private Deck!

4 Bed, 3 Bath Loft in Downtown Louisville! Amazing River Views! Private Deck!

Downtown Louisville
10.0 out of 10, Exceptional, (75)
"Located within walking distance of many attractions, comfortably handled our group of six. Would definitely recommend."
United States
Phil C.
4 Bed, 3 Bath Loft in Downtown Louisville! Amazing River Views! Private Deck!
Fridge, microwave, oven, stovetop
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

Pendleton
9.8 out of 10, Exceptional, (62)
"Came to the area for a funeral. Worked out great for our needs. Alecia was quick to respond any time we called. Enjoyed it. "
United Kingdom
Clyde C.
The price is HK$685
HK$1,819 total
includes taxes & fees
13 Dec - 14 Dec
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE
Outdoor spa tub
Spectacular waterfront house!

Spectacular waterfront house!

Prospect
9.6 out of 10, Exceptional, (86)
"Great location with views of the river. "
United States
Patrick G.
Spectacular waterfront house!
Fridge, microwave, oven, cookware/dishes/utensils
Modern Comfort + Historic Charm for Large Groups 16+ guests | 7 bedrooms | 14 beds | 3.5 baths

Modern Comfort + Historic Charm for Large Groups 16+ guests | 7 bedrooms | 14 beds | 3.5 baths

Clifton
10.0 out of 10, Exceptional, (31)
"Amazing property to stay and visit. The area is fantastic."
United States
kevin c.
Modern Comfort + Historic Charm for Large Groups 16+ guests | 7 bedrooms | 14 beds | 3.5 baths
Terrace/patio
Charming Private Bungalow with EV Charger Near Downtown Louisville

Charming Private Bungalow with EV Charger Near Downtown Louisville

Highlands
10.0 out of 10, Exceptional, (104)
"The apartment was very cute and close to a lot of activities! It was also clean and comfortable. The hosts were very responsive to all my questions. Great place!"
United States
Kristi E.
Charming Private Bungalow with EV Charger Near Downtown Louisville
Outdoor pool
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

Shepherdsville
10.0 out of 10, Exceptional, (104)
"The house was clean, the pool was lovely and we had everything we needed to be comfortable."
United States
Doug & Nancy F.
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65
Terrace/patio
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

Frankfort
9.8 out of 10, Exceptional, (156)
"Loved the location and the host was phenomenal!"
United States
Lauren D.
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail
Fridge, microwave, oven, stovetop
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
10.0 out of 10, Exceptional, (22)
"We were just passing through, it was perfect place our family of five. We were looking for something besides a hotel and the price was so reasonable. Owner was very nice!"
United States
Carla H.
The price is HK$319
HK$1,364 total
includes taxes & fees
15 Dec - 16 Dec
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
Fridge, microwave, oven, stovetop
The Caldwell - Germantown Highlands

The Caldwell - Germantown Highlands

Germantown
9.8 out of 10, Exceptional, (40)
"The property was great for a best friend trip to bourbon trail. Very easily accessible and super close to downtown. We lived our stay here. "
United States
Cody M.
The price is HK$764
HK$1,763 total
includes taxes & fees
7 Dec - 8 Dec
The Caldwell - Germantown Highlands
Exterior detail
Close to Everything in Louisville!!!

Close to Everything in Louisville!!!

Camp Taylor
9.4 out of 10, Exceptional, (37)
"Matches the description and photos "
United States
Angela C.
The price is HK$739
HK$1,942 total
includes taxes & fees
5 Jan - 6 Jan 2026
Close to Everything in Louisville!!!
Property grounds
Charming 1920’s shotgun in southern Indiana, minutes from downtown Louisville

Charming 1920’s shotgun in southern Indiana, minutes from downtown Louisville

New Albany
9.8 out of 10, Exceptional, (26)
"Enjoyed this quiet and comfortable spot in New Albany. Very tranquil and clean home. "
United States
David L.
The price is HK$750
HK$1,604 total
includes taxes & fees
9 Dec - 10 Dec
Charming 1920’s shotgun in southern Indiana, minutes from downtown Louisville
Fridge, microwave, oven, stovetop
Preston Retreat - Convenient Germantown Location

Preston Retreat - Convenient Germantown Location

Merriwether
5.0 out of 10, (4)
"Worked out well for our metro adventure. Older house with charm. Really does but up to the park which is great for walking and meeting the super nice neighbors. "
United States
Cory G.
The price is HK$498
HK$1,651 total
includes taxes & fees
4 Jan - 5 Jan 2026
Preston Retreat - Convenient Germantown Location
Fridge, microwave, oven, stovetop
New! Welcome to the Jungle, Baby! 3br2ba Hot Tub!

New! Welcome to the Jungle, Baby! 3br2ba Hot Tub!

Schnitzelburg
8.8 out of 10, Excellent, (12)
"Great place to stay. Clean place and the hot tub was relaxing."
United States
Tony S.
New! Welcome to the Jungle, Baby! 3br2ba Hot Tub!
Fridge, microwave, oven, stovetop
Centrally located retreat in Louisville! New hottub! Driveway and garage parking

Centrally located retreat in Louisville! New hottub! Driveway and garage parking

Avondale Melbourne Heights
9.8 out of 10, Exceptional, (15)
"Nice, clean and very accommodating. Host are awesome, very welcoming and helpful. "
United States
C P.
Centrally located retreat in Louisville! New hottub! Driveway and garage parking
Terrace/patio
Highlands Derby City Dream ~ 6BR+Hot Tub Sleep 14

Highlands Derby City Dream ~ 6BR+Hot Tub Sleep 14

Tyler Park
10.0 out of 10, Exceptional, (18)
"This place was perfect for our group. We had 6 couples stay and it was such a great location. It is close to so many things to do and the grocery store is right behind the house. Would definitely stay here again."
United States
Darren D.
The price is HK$1,444
HK$5,317 total
includes taxes & fees
14 Dec - 15 Dec
Highlands Derby City Dream ~ 6BR+Hot Tub Sleep 14
Fridge, microwave, oven, stovetop
Updated 3 Bedroom Centrally Located Near Downtown

Updated 3 Bedroom Centrally Located Near Downtown

Shelby Park
9.4 out of 10, Exceptional, (34)
"Very clean, great location, off street parking, everything we wanted and would rent again! "
United States
chris s.
The price is HK$841
HK$2,629 total
includes taxes & fees
24 Dec - 25 Dec
Updated 3 Bedroom Centrally Located Near Downtown
Fridge, microwave, oven, stovetop
Open 4BR/2BA • Sleeps 8 • Huge Kitchen, Covered Deck & Easy Highway Access

Open 4BR/2BA • Sleeps 8 • Huge Kitchen, Covered Deck & Easy Highway Access

Hikes Point
10.0 out of 10, Exceptional, (49)
"Quiet area, convenient to everything. Hosts were very responsive. Kitchen was well stocked and rooms were comfortable. "
United States
Debra G.
Open 4BR/2BA • Sleeps 8 • Huge Kitchen, Covered Deck & Easy Highway Access
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

Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

10/10 Excellent
"The place was remodeled beautifully and clean. "
Kyoko 1-night trip
Posted 1 day ago
Crowne Plaza Louisville Airport Expo Ctr by IHG

Find out more about Shelby County

Shelby County Vacation Homes information

Number of reviews
927
Accommodation
1052 Vacation Homes
Lowest Price
HK$1,364
Highest Price
HK$5,317