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Shepardsville Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Shepardsville holiday rentals

A kitchen with white cabinets, a stove, and a sink. There is a window with curtains and a shelf with plants.

1. 1 bed1 bath house, less than 1mile to Union Hospital

1 bed1 bath house, less than 1mile to Union Hospital
Terre Haute
9.0 out of 10, Wonderful, (50 reviews)
"Great place to stay!"
United States
Ann T.
The price is AU$235
includes taxes & fees
5 Oct - 6 Oct
1 bed1 bath house, less than 1mile to Union Hospital
A cozy living room with a wooden floor, a sofa, a coffee table, and a dining table with chairs.

2. Getaway in the country/Beautiful Parke County/Large hot tub and much more!

Getaway in the country/Beautiful Parke County/Large hot tub and much more!
Rosedale
10.0 out of 10, Exceptional, (197 reviews)
"Great place off the beaten path. Clean with great amenities. I would definitely stay here again."
United States
Bridget B.
The price is AU$334
includes taxes & fees
30 Sept - 1 Oct
Getaway in the country/Beautiful Parke County/Large hot tub and much more!
A small, single-story house with a snow-covered roof and a front porch.

3. Cozy 2-bedroom home in a quiet neighborhood close to all the amenities

Cozy 2-bedroom home in a quiet neighborhood close to all the amenities
Terre Haute
9.4 out of 10, Exceptional, (6 reviews)
"I would stay here again"
United States
Barb C.
The price is AU$255
includes taxes & fees
5 Oct - 6 Oct
Cozy 2-bedroom home in a quiet neighborhood close to all the amenities
A staircase leading to a landing with a fireplace, a sofa, and a lamp.

4. The Gatsby House: A Historic Gem!

The Gatsby House: A Historic Gem!
Terre Haute
9.0 out of 10, Wonderful, (16 reviews)
The price is AU$399
includes taxes & fees
30 Sept - 1 Oct
The Gatsby House: A Historic Gem!
A kitchen with dark blue cabinets, a white countertop, a stainless steel sink, and a built-in stove.

5. You'll love your stay at the Azul Abode centrally located in Terre Haute!

You'll love your stay at the Azul Abode centrally located in Terre Haute!
Terre Haute
9.8 out of 10, Exceptional, (27 reviews)
"This is a perfect location. It was clean, everything necessary was provided, there were clear instructions, I was delighted and will definitely stay again."
United States
JEFFREY C.
The price is AU$298
includes taxes & fees
5 Oct - 6 Oct
You'll love your stay at the Azul Abode centrally located in Terre Haute!
A modern kitchen with dark cabinets, a white countertop, and a built-in microwave.

6. 911 N. 8th St. Your Home away from Home

911 N. 8th St. Your Home away from Home
Terre Haute
7.2 out of 10, Good, (12 reviews)
"Our stay was Awesome!!! It was so Homey and perfect for a weekend trip! Well furnished, great decor and Cool area minutes aways from lots of places too! as the terminator said "I'LL BE BACK""
United States
Regina C.
911 N. 8th St. Your Home away from Home
A modern kitchen with a central island, stainless steel appliances, pendant lighting, and a patterned backsplash.

7. Modern 3-bed farmhouse AC, Wifi

Modern 3-bed farmhouse AC, Wifi
Terre Haute
10.0 out of 10, Exceptional, (16 reviews)
"Close to downtown and good restaurants. "
United States
Pam L.
The price is AU$612
includes taxes & fees
4 Oct - 5 Oct
Modern 3-bed farmhouse AC, Wifi
A cozy attic room with a sloped ceiling, a small table with a chair, a window with a view, and a shelf with books and a tissue dispenser.

8. 1BR Collett Park apartment near Union Hospital/ISU

1BR Collett Park apartment near Union Hospital/ISU
Terre Haute
The price is AU$150
includes taxes & fees
26 Oct - 27 Oct
1BR Collett Park apartment near Union Hospital/ISU
A living room with a TV, seating, a fireplace, and artwork on the walls.

9. Charming Pet Friendly Bungalow

Charming Pet Friendly Bungalow
Terre Haute
10.0 out of 10, Exceptional, (17 reviews)
"Perfect place to stay. Very comfortable"
United States
Ann G.
The price is AU$493
includes taxes & fees
18 Oct - 19 Oct
Charming Pet Friendly Bungalow
A bedroom with a bed, a nightstand, a lamp, a window, and a painting on the wall.

10. The Adams House 915

The Adams House 915
Terre Haute
7.2 out of 10, Good, (20 reviews)
"It was nice"
United States
Mary M.
The price is AU$298
includes taxes & fees
18 Oct - 19 Oct
The Adams House 915
A dining area with a wooden table and chairs, a chandelier, and a kitchen with wooden cabinets and a window.

11. Charming 2-bedroom 1st Floor apartment in lovely Terre Haute with WiFi, AC

Charming 2-bedroom 1st Floor apartment in lovely Terre Haute with WiFi, AC
Terre Haute
8.4 out of 10, Very good, (5 reviews)
"We enjoyed our stay. Our host had the apartment ready and provided for a smooth check in. We found the place to be clean and comfortable. "
United States
Richard M.
The price is AU$327
includes taxes & fees
13 Oct - 14 Oct
Charming 2-bedroom 1st Floor apartment in lovely Terre Haute with WiFi, AC
A modern kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a dining table with chairs.

12. Charming Historic Apartment Suite in Brazil

Charming Historic Apartment Suite in Brazil
Brazil
9.8 out of 10, Exceptional, (9 reviews)
"Great location for me"
United States
James B.
Charming Historic Apartment Suite in Brazil
A pair of stacked front-loading washing machines in a room with wooden flooring and a white wall.

13. The Jerome House 715 Elm

The Jerome House 715 Elm
Terre Haute
7.2 out of 10, Good, (17 reviews)
"True to past comments. Nice place, clean, loud train, reasonable pricing, great communication, easy to access."
United States
Anonymous traveller
The price is AU$370
includes taxes & fees
30 Sept - 1 Oct
The Jerome House 715 Elm
A kitchen with a black induction cooktop, a microwave, and a window with a view of trees.

14. Kozy Kove - peaceful 2bedroom house in charming Brazil with AC, WiFi

Kozy Kove - peaceful 2bedroom house in charming Brazil with AC, WiFi
Brazil
8.6 out of 10, Excellent, (21 reviews)
"Host was great with communication and resolved needs quickly! "
United States
Betty M.
The price is AU$252
includes taxes & fees
30 Sept - 1 Oct
Kozy Kove - peaceful 2bedroom house in charming Brazil with AC, WiFi
A two-story house with a porch, a chimney, and a small front yard.

15. Spacious, comfortable 3BR home near ISU with a king bed, fully equipped kitchen, dining room, and fast Wi-Fi. Ideal for work crews, families, or longer stays. Centrally located with easy access to downtown, ISU, Union Hospital, and I-70.

Spacious, comfortable 3BR home near ISU with a king bed, fully equipped kitchen, dining room, and fast Wi-Fi. Ideal for work crews, families, or longer stays. Centrally located with easy access to downtown, ISU, Union Hospital, and I-70.
Terre Haute
6.0 out of 10, (2 reviews)
"Place had not been cleaned from other rental but contacted host and she got it cleaned immediately. "
United States
Mary M.
The price is AU$493
includes taxes & fees
7 Oct - 8 Oct
Spacious, comfortable 3BR home near ISU with a king bed, fully equipped kitchen, dining room, and fast Wi-Fi. Ideal for work crews, families, or longer stays. Centrally located with easy access to downtown, ISU, Union Hospital, and I-70.
A bedroom with a bed, two bedside tables with lamps, a decorative wall piece, and a window with curtains.

16. Walk to Dtwn Rockville! Prairie-inspired Retreat

Walk to Dtwn Rockville! Prairie-inspired Retreat
3.0 star property
Rockville
The price is AU$546
includes taxes & fees
6 Oct - 7 Oct
Walk to Dtwn Rockville! Prairie-inspired Retreat
A dining area with a wooden table, cushioned chairs, and a bench. There is a window with curtains, a wall clock, and a framed picture.

17. Walk to Dtwn Rockville! Prairie-Inspired Retreat

Walk to Dtwn Rockville! Prairie-Inspired Retreat
Rockville
9.4 out of 10, Exceptional, (3 reviews)
"Great house for our short (one night) stay while traveling through. Easy to find and very clean."
United States
Joan P.
The price is AU$555
includes taxes & fees
6 Oct - 7 Oct
Walk to Dtwn Rockville! Prairie-Inspired Retreat
A modern living room with a flat-screen TV, two blue armchairs, a grey sofa, and a coffee table.

18. 1960's Ranch House NO CLEANING FEE

1960's Ranch House NO CLEANING FEE
Dana
10.0 out of 10, Exceptional, (16 reviews)
"Great stay and would definitely recommend. Quiet neighborhood with very good local cafe and interesting Ernie Pyle museum. We would stay here again!"
United States
Bernadette J.
The price is AU$417
includes taxes & fees
30 Sept - 1 Oct
1960's Ranch House NO CLEANING FEE
A cozy cabin interior with a wooden staircase, a fireplace, a Christmas tree, and a leather sofa.

19. Luxury Log Retreat with Hot Tub, Near Homestead & Winery

Luxury Log Retreat with Hot Tub, Near Homestead & Winery
Paris
9.6 out of 10, Exceptional, (15 reviews)
"Knowing we were checking in to a log cabin, we were not expecting it to be so clean and nice! The cabin is spacious, with plenty of comfortable seating, as well as lots of work space and storage, especially in the kitchen. The place seems to be new and is well cared for. Loved the setting! It is a beautiful, wooded property with plenty of privacy, but yet only 15-20 minutes from town. We enjoyed our stay very much!"
United States
Barbara A.
The price is AU$685
includes taxes & fees
30 Sept - 1 Oct
Luxury Log Retreat with Hot Tub, Near Homestead & Winery
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 Shepardsville Hotel Reviews

Terre Haute Casino Resort - Adults Only

Terre Haute Casino Resort - Adults Only

10/10 Excellent
"Clean rooms and good restaurant on site, casino was the nicest I’ve been to outside of Vegas"
Thomas 2-night trip
Posted 8 hours ago
Terre Haute Casino Resort - Adults Only

Find out more about Shepardsville

Everything you need to know about Shepardsville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Shepardsville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Shepardsville holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Shepardsville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Shepardsville. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Shepardsville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Shepardsville holiday rentals we have selected for you start as low as AU$235 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Shepardsville rentals

At Expedia, we put the best Shepardsville holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Shepardsville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Shepardsville holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Shepardsville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Shepardsville?

Yes, there are holiday rentals close to the most popular sights in Shepardsville, or you can select a more secluded option if you're looking for a relaxing stay.

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

Barndominium! Pool, HotTub, Slide, Mini B-Ball Court/Nerf Arena, Theater, 2 Bars: This holiday home rental outside of Shepardsville is located on a lake, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 7 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 garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What can I see and do in Shepardsville?

Explore the area and family-friendly sights such as Wabash Valley Family Sports Center, or get out into nature at a spot like Speed Beach. In the wider area, you’ll find Indiana State University and Isu Hulman Center.

What are holiday rentals like in Shepardsville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Shepardsville. Holiday rentals offer extras such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a family trip.