Photo by Sarah Wetmore

Shepherdsville Holiday Rentals

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Holiday Rentals in Shepherdsville

22-acre Home on Bourbon Trail w/ Sunroom!

3.0 star property
22-acre Home on Bourbon Trail w/ Sunroom!

Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!

10.0 out of 10, Exceptional, (81)
"The host of this property is great. She communicates well and was easily accessible. The property is clean and in a great location if you are looking for things south of Louisville. Great layout for families with kids and in-laws. "
The price is AU$720
includes taxes & fees
6 Jan - 7 Jan
Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!

Hancock House

3.0 star property
8.0 out of 10, Very good, (198)
"Very impressed with the Hancock House. "
The price is AU$244
includes taxes & fees
4 Feb - 5 Feb
Hancock House

Stellar Suites

4.5 star property
9.6 out of 10, Exceptional, (89)
"Outstanding!"
The price is AU$333
includes taxes & fees
19 Jan - 20 Jan
Stellar Suites

A Cozy Cottage Near the Heart of All Louisville Attractions!

10.0 out of 10, Exceptional, (341)
"Clean, sweet, comfortable with 🐔 chickens, deer 🦌in the back. Fresh eggs, along with other breakfast items were delicious. I’ll do it again if available. ☺️"
A Cozy Cottage Near the Heart of All Louisville Attractions!

The Bellwether Hotel

2.0 star property
7.6 out of 10, Good, (9)
"Beautifully redone historic building. Enjoyed design features and Christmas decor! Great walkable neighborhood. "
The price is AU$213
includes taxes & fees
6 Jan - 7 Jan
The Bellwether Hotel

Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail

10.0 out of 10, Exceptional, (199)
"The property was clean and just as the pictures showed. Jeramie was a wonderful host and talked us through the process of getting the fireplace started through a late night phone call. Would definitely stay there again."
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail

4 rooms for rent

The price is AU$227
includes taxes & fees
6 Jan - 7 Jan
4 rooms for rent

Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City

9.8 out of 10, Exceptional, (61)
"Really enjoyed the house, very spacious. Great host as well, would recommend staying here!"
The price is AU$2,044
includes taxes & fees
6 Jan - 7 Jan
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City

River City Retreat near Zoo/Expo/Airport/Churchill + Arcade

9.8 out of 10, Exceptional, (50)
"Close to the Expo for the livestock show stay. House was clean. Beds were comfortably. "
River City Retreat near Zoo/Expo/Airport/Churchill + Arcade

★ Victorian Louisville ★ Large 1200 sqft APT #1

9.8 out of 10, Exceptional, (139)
"Gorgeous hard wood floors, comfortable beds, and relaxing atmosphere! Hosts responded quickly to any questions. Easy parking! "
The price is AU$311
includes taxes & fees
6 Jan - 7 Jan
★ Victorian Louisville ★ Large 1200 sqft APT #1

Close to Everything in Louisville!!!

9.4 out of 10, Exceptional, (28)
"Very clean and nice place close to the exposition center would stay there again."
The price is AU$377
includes taxes & fees
6 Jan - 7 Jan
Close to Everything in Louisville!!!

10 Min to Louisville, Huge Hot Tub, Awesome Backyard

10.0 out of 10, Exceptional, (27)
"Quality family time. Spacious space. inviting "
10 Min to Louisville, Huge Hot Tub, Awesome Backyard

Chic Rustic Loft minutes from Downtown! Short walk to Lynn Stadium and Breweries

10.0 out of 10, Exceptional, (45)
"Loved the space and only minutes from downtown. "
The price is AU$218
includes taxes & fees
6 Jan - 7 Jan
Chic Rustic Loft minutes from Downtown! Short walk to Lynn Stadium and Breweries

6BD - Riverfront Home w/ Gorgeous Views

9.2 out of 10, Wonderful, (23)
"We had a wonderful time in this home. Easy to rent and everything we needed! "
The price is AU$1,120
includes taxes & fees
16 Jan - 17 Jan
6BD - Riverfront Home w/ Gorgeous Views

The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville

10.0 out of 10, Exceptional, (173)
"Just what we needed to get away just the two of us. Would love to come back in the summer and stay again. Close to everything we needed. "
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville

Captain's Cabin Bed & Breakfast: Historic & Romantic

9.8 out of 10, Exceptional, (127)
"Had a great weekend at Captain's cabin. we immediately started a fire in the fireplace and enjoyed the quiet popping and warmth of the fire all weekend. Tammy's breakfasts are outstanding. Found some fun things to do in town when we finally pealed ourselves from the cabin."
The price is AU$675
includes taxes & fees
11 Jan - 12 Jan
Captain's Cabin Bed & Breakfast: Historic & Romantic

The Orange Door ~ Prime Germantown 4BR/2BA Luxury

10.0 out of 10, Exceptional, (19)
"It was pretty solid no real complaints."
The price is AU$645
includes taxes & fees
6 Jan - 7 Jan
The Orange Door ~ Prime Germantown 4BR/2BA Luxury

GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake

9.2 out of 10, Wonderful, (30)
"Property was clean, easy access. Beautiful area. We were there for the weekend of our daughters wedding in Shelbyville. "
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake

3 BR Downtown Sanctuary! Huge back yard

8.6 out of 10, Excellent, (25)
"Nice place, Great showers, extra tv, great kitchen great room for the family to hang together"
The price is AU$379
includes taxes & fees
6 Jan - 7 Jan
3 BR Downtown Sanctuary! Huge back yard
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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Other types of properties in Shepherdsville you may be interested in

22-acre Home on Bourbon Trail w/ Sunroom!

3.0 star property
22-acre Home on Bourbon Trail w/ Sunroom!

Galt House Hotel Trademark Collection by Wyndham

4.0 star property
8.8 out of 10, Excellent, (3434)
"Great location!!"
The price is AU$242
includes taxes & fees
8 Jan - 9 Jan
Galt House Hotel Trademark Collection by Wyndham

Omni Louisville Hotel

4.0 star property
9.0 out of 10, Wonderful, (1253)
"Beautiful property. Great amenities. Rooms are clean. Staff is friendly!"
The price is AU$286
includes taxes & fees
18 Jan - 19 Jan
Omni Louisville Hotel
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.

Frequently asked questions

Can I find a holiday rental in Shepherdsville?

Yes, there are holiday rentals in Shepherdsville close to Bernheim Arboretum and Research Forest, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Shepherdsville. Make sure you have time to check out the riverfront and golf courses during your trip.

What are some of the best holiday rentals that Shepherdsville has to offer?

Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!: This highly rated holiday home rental in Shepherdsville is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Shepherdsville?

Expedia has 15 holiday rentals for your stay in Shepherdsville.

What’s there to see and do in Shepherdsville?

Bernheim Arboretum and Research Forest and Floyd's Fork are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Kart Kountry. Jim Beam American Outpost and Paroquet Springs Conference Center are other places to visit while you're in town.

What are holiday rentals like in Shepherdsville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Shepherdsville. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a family trip.