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Shepardsville Holiday Rentals

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Our top choices for Shepardsville holiday rentals

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, (51 reviews)
"Great place to stay!"
United States
Ann T.
The price is NZ$290
includes taxes & fees
11 Oct - 12 Oct
1 bed1 bath house, less than 1mile to Union Hospital

2. 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 NZ$363
includes taxes & fees
19 Oct - 20 Oct
You'll love your stay at the Azul Abode centrally located in Terre Haute!

3. 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, (198 reviews)
"Great place off the beaten path. Clean with great amenities. I would definitely stay here again."
United States
Bridget B.
The price is NZ$403
includes taxes & fees
18 Oct - 19 Oct
Getaway in the country/Beautiful Parke County/Large hot tub and much more!

4. 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 NZ$316
includes taxes & fees
18 Oct - 19 Oct
Cozy 2-bedroom home in a quiet neighborhood close to all the amenities

5. 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.
Charming 2-bedroom 1st Floor apartment in lovely Terre Haute with WiFi, AC

6. 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 NZ$604
includes taxes & fees
25 Oct - 26 Oct
Charming Pet Friendly Bungalow

7. 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 NZ$345
includes taxes & fees
18 Oct - 19 Oct
The Adams House 915

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

1BR Collett Park apartment near Union Hospital/ISU
Terre Haute
The price is NZ$185
includes taxes & fees
19 Oct - 20 Oct
1BR Collett Park apartment near Union Hospital/ISU

9. 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 NZ$832
includes taxes & fees
25 Oct - 26 Oct
Modern 3-bed farmhouse AC, Wifi

10. 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 NZ$612
includes taxes & fees
26 Oct - 27 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.

11. Walk to Dtwn Rockville! Prairie-inspired Retreat

Walk to Dtwn Rockville! Prairie-inspired Retreat
3.0 star property
Rockville
The price is NZ$685
includes taxes & fees
19 Oct - 20 Oct
Walk to Dtwn Rockville! Prairie-inspired Retreat

12. 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 NZ$462
includes taxes & fees
11 Oct - 12 Oct
The Jerome House 715 Elm

13. 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 NZ$344
includes taxes & fees
18 Oct - 19 Oct
Kozy Kove - peaceful 2bedroom house in charming Brazil with AC, WiFi

14. 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 NZ$702
includes taxes & fees
20 Oct - 21 Oct
Walk to Dtwn Rockville! Prairie-Inspired Retreat

15. The Lighthouse- A Beautiful and Luxurious SmartHome.

The Lighthouse- A Beautiful and Luxurious SmartHome.
Terre Haute
9.8 out of 10, Exceptional, (7 reviews)
"It was a very lovely place to stay and so convenient for our stay in Terre Haute. "
United States
Laura D.
The price is NZ$924
includes taxes & fees
1 Nov - 2 Nov
The Lighthouse- A Beautiful and Luxurious SmartHome.

16. 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 NZ$536
includes taxes & fees
19 Oct - 20 Oct
1960's Ranch House NO CLEANING FEE

17. 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 NZ$851
includes taxes & fees
12 Oct - 13 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

Find out more about Shepardsville

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Shepardsville holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Shepardsville. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Shepardsville. Seeing all the best attractions is bound to make you fall in love with Shepardsville. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Shepardsville short-term rentals, that won’t be hard to do.

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.