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Shepardsville Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Shepardsville vacation rentals

TV, fireplace

1. 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.
$200 nightly
The price is $229
Sep 22 - Sep 23
Total with taxes and fees
Getaway in the country/Beautiful Parke County/Large hot tub and much more!
Coffee/tea maker, fridge, microwave, oven

2. 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, (49 reviews)
"Great place to stay!"
United States
Ann T.
$142 nightly
The price is $163
Sep 27 - Sep 28
Total with taxes and fees
1 bed1 bath house, less than 1mile to Union Hospital
Interior

3. The Gatsby House: A Historic Gem!

The Gatsby House: A Historic Gem!
Terre Haute
9.0 out of 10, Wonderful, (16 reviews)
"We had a very nice stay"
United States
Susan T.
$239 nightly
The price is $275
Sep 22 - Sep 23
Total with taxes and fees
The Gatsby House: A Historic Gem!
Coffee/tea maker, fridge, microwave, oven

4. Modern 3-bed farmhouse AC, Wifi

Modern 3-bed farmhouse AC, Wifi
Terre Haute
10.0 out of 10, Exceptional, (14 reviews)
"Close to downtown and good restaurants. "
United States
Pam L.
$350 nightly
The price is $403
Sep 22 - Sep 23
Total with taxes and fees
Modern 3-bed farmhouse AC, Wifi
Exterior

5. 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.
$154 nightly
The price is $177
Sep 24 - Sep 25
Total with taxes and fees
Cozy 2-bedroom home in a quiet neighborhood close to all the amenities
Microwave, oven, stovetop, dishwasher

6. 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, (25 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.
$190 nightly
The price is $219
Sep 28 - Sep 29
Total with taxes and fees
You'll love your stay at the Azul Abode centrally located in Terre Haute!
Interior

7. 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 traveler
$226 nightly
The price is $260
Sep 22 - Sep 23
Total with taxes and fees
The Jerome House 715 Elm
Interior

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

1BR Collett Park apartment near Union Hospital/ISU
Terre Haute
$103 nightly
The price is $118
Sep 28 - Sep 29
Total with taxes and fees
1BR Collett Park apartment near Union Hospital/ISU
2 bedrooms, desk, WiFi (free), bed sheets

9. 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.
$181 nightly
The price is $208
Oct 18 - Oct 19
Total with taxes and fees
The Adams House 915
Dining

10. Elegant Apartment Suite

Elegant Apartment Suite
Brazil
10.0 out of 10, Exceptional, (19 reviews)
"Everything was easy to find and the property was perfect for our travel and visit needs. The restaurant is amazing too!"
United States
Paul F.
$95 nightly
The price is $101
Sep 23 - Sep 24
Total with taxes and fees
Elegant Apartment Suite
Smart TV, fireplace

11. 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.
$454 nightly
The price is $481
Sep 22 - Sep 23
Total with taxes and fees
Luxury Log Retreat with Hot Tub, Near Homestead & Winery
House (4 Bedrooms) | Interior

12. Walk to Dtwn Rockville! Prairie-inspired Retreat

Walk to Dtwn Rockville! Prairie-inspired Retreat
3.0 star property
Rockville
$334 nightly
The price is $384
Sep 22 - Sep 23
Total with taxes and fees
Walk to Dtwn Rockville! Prairie-inspired Retreat
Smart TV, offices

13. Charming Pet Friendly Bungalow

Charming Pet Friendly Bungalow
Terre Haute
10.0 out of 10, Exceptional, (17 reviews)
"Really enjoyed this cozy home, great grocery store and peaceful walking areas close by, would definitely stay again if we are in the area"
United States
Philip W.
$297 nightly
The price is $342
Oct 18 - Oct 19
Total with taxes and fees
Charming Pet Friendly Bungalow
Microwave, oven, stovetop

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.
$164 nightly
The price is $175
Sep 23 - Sep 24
Total with taxes and fees
Kozy Kove - peaceful 2bedroom house in charming Brazil with AC, WiFi
Smart TV

15. 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.
$250 nightly
The price is $280
Sep 28 - Sep 29
Total with taxes and fees
1960's Ranch House NO CLEANING FEE
Dining

16. 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.
$202 nightly
The price is $233
Oct 13 - Oct 14
Total with taxes and fees
Charming 2-bedroom 1st Floor apartment in lovely Terre Haute with WiFi, AC
Dining

17. 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.
$113 nightly
The price is $121
Sep 23 - Sep 24
Total with taxes and fees
Charming Historic Apartment Suite in Brazil
Dining

18. 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.
$343 nightly
The price is $394
Sep 22 - Sep 23
Total with taxes and fees
Walk to Dtwn Rockville! Prairie-Inspired Retreat
Exterior

19. 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.
$302 nightly
The price is $348
Oct 7 - Oct 8
Total with taxes and fees
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.
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

La Quinta Inn & Suites by Wyndham Terre Haute

La Quinta Inn & Suites by Wyndham Terre Haute

10/10 Excellent
"Very clean"
Marybeth 1-night trip
Posted 3 hours ago
La Quinta Inn & Suites by Wyndham Terre Haute

Find out more about Shepardsville

Everything you need to know about Shepardsville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Shepardsville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Shepardsville vacation 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 low season months. For more hustle and bustle, you may prefer to visit Shepardsville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $101 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Shepardsville rentals

At Expedia, we put the best Shepardsville vacation 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 vacation.

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 vacation rentals in Shepardsville?

Yes, we offer vacation rentals close to well known local attractions in Shepardsville, or you can choose a secluded option if you're looking for relaxation.

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

Barndominium! Pool, HotTub, Slide, Mini B-Ball Court/Nerf Arena, Theater, 2 Bars: You might want to consider this vacation home rental near Shepardsville, which is located on a lake and has an outdoor pool, a balcony, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 larger area, you’ll find Indiana State University and Rose-Hulman Institute of Technology.

What are vacation rentals like in Shepardsville?

Vacation rentals are privately owned accommodations you can book for a few days or a quick weekend in Shepardsville. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for family gatherings.