Photo by Sarah Wetmore

Search Vacation Homes in Shepherdsville

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Vacation Homes in Shepherdsville

Exterior
Modern Comfort •Bourbon Trail & Derby•Fenced yard•full kitchen•parking

Modern Comfort •Bourbon Trail & Derby•Fenced yard•full kitchen•parking

Shepherdsville
$365 nightly
The price is $406
Nov 12 - Nov 13
Total with taxes and fees
Modern Comfort •Bourbon Trail & Derby•Fenced yard•full kitchen•parking
Fridge, microwave, oven, stovetop
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

New Albany
10.0 out of 10, Exceptional, (31)
"Close to downtown. Clean and well furnished! "
United States
Denny V.
$175 nightly
The price is $198
Dec 1 - Dec 2
Total with taxes and fees
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.
Outdoor dining
Angels Envy 29 - A relaxing place by the lake!

Angels Envy 29 - A relaxing place by the lake!

Taylorsville
9.4 out of 10, Exceptional, (19)
"Great place! Very comfortable and convenient for our hunting trip!! "
United States
Michael R.
$278 nightly
The price is $306
Nov 12 - Nov 13
Total with taxes and fees
Angels Envy 29 - A relaxing place by the lake!
Terrace/patio
DerbyCity Getaway | Hot Tub | Near Churchill Downs

DerbyCity Getaway | Hot Tub | Near Churchill Downs

Taylor Berry
8.4 out of 10, Very Good, (6)
"Awesome place to stay! Kind of a sketchy neighborhood but the place makes up for itself. Tall fence surrounding the backyard where you can park your car, locked gate as well. In the back is a very nice lounging area with a beautiful kind of glow in the dark mural, and then you can’t get any better than a hot tub. Thanks for the awesome stay!"
United States
Joshua R.
$173 nightly
The price is $192
Dec 8 - Dec 9
Total with taxes and fees
DerbyCity Getaway | Hot Tub | Near Churchill Downs
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)
"Clean fantastic property, great communication, easy walk to Churchill Downs!"
United States
Benjamin W.
$180 nightly
The price is $209
Nov 24 - Nov 25
Total with taxes and fees
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
Property grounds
Bluegrass & Bourbon - a Peaceful Retreat & Hangout

Bluegrass & Bourbon - a Peaceful Retreat & Hangout

Bardstown
10.0 out of 10, Exceptional, (45)
"Amazing house ! Check in was so easy . Super clean home, well stocked kitchen . "
United States
Deidre H.
$321 nightly
The price is $354
Nov 12 - Nov 13
Total with taxes and fees
Bluegrass & Bourbon - a Peaceful Retreat & Hangout
Exterior detail
Close to Everything in Louisville!!!

Close to Everything in Louisville!!!

Camp Taylor
9.4 out of 10, Exceptional, (36)
"Very clean and nice place close to the exposition center would stay there again."
United States
jaggers959
$218 nightly
The price is $253
Nov 12 - Nov 13
Total with taxes and fees
Close to Everything in Louisville!!!
Outdoor dining
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

New Hope
10.0 out of 10, Exceptional, (61)
"Great property, clean, convenient. Host responsive "
United States
Steve v.
$263 nightly
The price is $290
Nov 13 - Nov 14
Total with taxes and fees
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
2 bedrooms, WiFi, bed sheets
Stylish House Walking Distance from the Fun of the Highlands!

Stylish House Walking Distance from the Fun of the Highlands!

Phoenix Hill
9.6 out of 10, Exceptional, (24)
"We enjoyed our stay. The place was just as advertised. The host was so helpful and easy to reach. "
United States
Trena D.
$175 nightly
The price is $203
Dec 8 - Dec 9
Total with taxes and fees
Stylish House Walking Distance from the Fun of the Highlands!
Private kitchen
Putt Putt House by Louisville Walking Bridge

Putt Putt House by Louisville Walking Bridge

2.0 star property
Jeffersonville
10.0 out of 10, Exceptional, (9)
"We stayed for 3 days while our granddaughter was in a basketball tournament. It worked out great for us, we had no problems at all. Clean, convenient and close to everything. If we come back next year we’ll try to stay there again."
United States
Ron R.
$260 nightly
The price is $294
Nov 25 - Nov 26
Total with taxes and fees
Putt Putt House by Louisville Walking Bridge
Fridge, microwave, oven, stovetop
New Downtown Luxury Townhouse in Bourbon Country

New Downtown Luxury Townhouse in Bourbon Country

Elizabethtown
10.0 out of 10, Exceptional, (53)
"Second time staying here and I know we will be back! The outdoor space is great and love the coffee shop right around the corner. "
United States
Amanda H.
$252 nightly
The price is $278
Nov 12 - Nov 13
Total with taxes and fees
New Downtown Luxury Townhouse in Bourbon Country
Fridge, microwave, oven, stovetop
Quiet Upper Highlands 1 Block to Bardstown Road

Quiet Upper Highlands 1 Block to Bardstown Road

Hawthorne
10.0 out of 10, Exceptional, (36)
"Beautiful home, great hosts, easy access to everything "
United States
Tracy L.
$319 nightly
The price is $366
Nov 18 - Nov 19
Total with taxes and fees
Quiet Upper Highlands 1 Block to Bardstown Road
Fridge, microwave, oven, stovetop
Carriage House, 7 minutes from downtown Louisville

Carriage House, 7 minutes from downtown Louisville

louisville
10.0 out of 10, Exceptional, (44)
"We enjoyed our stay, the cottage was a quaint little home away from home for 2 while visiting the Louisville area "
United States
Ash E.
$207 nightly
The price is $240
Nov 13 - Nov 14
Total with taxes and fees
Carriage House, 7 minutes from downtown Louisville
Fridge, oven, stovetop, coffee/tea maker
Louisville Cozy Gem: Near Downtown & Attractions!

Louisville Cozy Gem: Near Downtown & Attractions!

2.0 star property
Taylor Berry
7.6 out of 10, Good, (5)
"The house was spacious and comfortable. But the toilet clogged after every use and the finished basement had so much mold in it that we could not use it. The dehumidifier actually had mold growing in it. "
United States
Dave
$196 nightly
The price is $207
Nov 18 - Nov 19
Total with taxes and fees
Louisville Cozy Gem: Near Downtown & Attractions!
TV
Charming Home w Fenced Backyard and Free Parking

Charming Home w Fenced Backyard and Free Parking

2.0 star property
South Louisville
10.0 out of 10, Exceptional, (1)
"House was clean with all appliances functioning well. Host was responsive. The property was described well. The location was ideal for a visit to Churchill Downs or to attend a Louisville football game. "
United States
Claude M.
$236 nightly
The price is $253
Nov 18 - Nov 19
Total with taxes and fees
Charming Home w Fenced Backyard and Free Parking
Terrace/patio
Country Clean Cozy

Country Clean Cozy

Elizabethtown
9.8 out of 10, Exceptional, (37)
"Great place to stay! Loved the back porch and gazebo. Rooms were nice and comfortable. Would definitely recommend. "
United States
Gina M.
$242 nightly
The price is $259
Nov 16 - Nov 17
Total with taxes and fees
Country Clean Cozy
Fridge, microwave, oven, stovetop
The Caldwell - Germantown Highlands

The Caldwell - Germantown Highlands

Germantown
9.8 out of 10, Exceptional, (38)
"Great property and location. Scott was great to deal with and very responsive. "
Canada
Mieka W.
$166 nightly
The price is $193
Nov 12 - Nov 13
Total with taxes and fees
The Caldwell - Germantown Highlands
Fridge, microwave, oven, stovetop
Close to Expo Ctr, UofL, Walk to bars, shops!

Close to Expo Ctr, UofL, Walk to bars, shops!

Germantown
10.0 out of 10, Exceptional, (69)
"Lovely property in a nice neighborhood that reminded us of Soulard in STL"
United States
Emily B.
$227 nightly
The price is $263
Nov 15 - Nov 16
Total with taxes and fees
Close to Expo Ctr, UofL, Walk to bars, shops!
5 bedrooms, internet
5BR Very Spacious Home! Perfect for Family!

5BR Very Spacious Home! Perfect for Family!

Rockcreek Lexington Road
9.2 out of 10, Wonderful, (18)
"My company stayed here during a work trip and we liked it so much we extended our stay. Great area with lots to do!"
United States
Kalvin W.
$405 nightly
The price is $421
Nov 17 - Nov 18
Total with taxes and fees
5BR Very Spacious Home! Perfect for Family!
3 bedrooms, iron/ironing board, free WiFi, bed sheets
Luxurious home in centrally located Phoenix Hill. Mins to NULU & Bourbon Trail

Luxurious home in centrally located Phoenix Hill. Mins to NULU & Bourbon Trail

Phoenix Hill
9.6 out of 10, Exceptional, (39)
"We were on our second leg of three day drive from Massachusetts to our vacation home in Arkansas. The house was perfect for overnite with our pups."
United States
Sheryl J.
$239 nightly
The price is $275
Nov 17 - Nov 18
Total with taxes and fees
Luxurious home in centrally located Phoenix Hill. Mins to NULU & Bourbon Trail
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 Shepherdsville Hotel Reviews

Radisson Hotel Louisville North

Radisson Hotel Louisville North

10/10 Excellent
"Great staff"
Richard 1-night trip
Posted 12 hours ago
Radisson Hotel Louisville North

Find out more about Shepherdsville

Shepherdsville Vacation Homes information

Number of reviews
583
Accommodation
1035 Vacation Homes
Lowest Price
$192
Highest Price
$421

Explore a world of travel with Expedia