Shepardsville Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Shepardsville

Interior
Barndominium! Pool, HotTub, Slide, Mini B-Ball Court/Nerf Arena, Theater, 2 Bars

Vacation Home in Terre Haute

10.0 out of 10, Exceptional, (4)
"It was perfect for our gathering!!When we needed help the response was perfect. Great job Kyle and team"
United States
Phillip W.
Barndominium! Pool, HotTub, Slide, Mini B-Ball Court/Nerf Arena, Theater, 2 Bars
Terrace/patio
Luxury Log Retreat with Hot Tub, Near Homestead & Winery

Cabin in Paris

9.4 out of 10, Exceptional, (9)
"Great escape to get away and relax. The bird sounds were amazing! Fantastic amenities as well."
United States
Hollie D.
The price is ￥41,872
￥71,165 total
includes taxes & fees
Dec 7 - Dec 8
Luxury Log Retreat with Hot Tub, Near Homestead & Winery
Fridge, microwave, oven, stovetop
The Jerome House 715 Elm

Vacation Home in Terre Haute

6.8 out of 10, (14)
"Front bedroom by the train tracks was terrible we must have heard 30 trains that night the second night was much better with only about three trains we had to go by ear plugs"
United States
Karen J.
The price is ￥19,385
￥36,738 total
includes taxes & fees
Dec 8 - Dec 9
The Jerome House 715 Elm
Exterior
Cute, pet-friendly home in quiet neighborhood. Close to state parks & downtown.

Vacation Home in Rockville

2.0 star property
10.0 out of 10, Exceptional, (53)
"Nice location to everything "
United States
Brad B.
Cute, pet-friendly home in quiet neighborhood. Close to state parks & downtown.
Fridge, microwave, oven, stovetop
1 bed1 bath house, less than 1mile to Union Hospital

Vacation Home in Terre Haute

9.0 out of 10, Wonderful, (35)
"Very clean and tidy, bed was awesomeness best sleep i have had in a while. Everythin we needed. Nice little tiny home. "
United States
teresa
The price is ￥10,468
￥21,848 total
includes taxes & fees
Dec 7 - Dec 8
1 bed1 bath house, less than 1mile to Union Hospital
TV, fireplace
Getaway in the country/Beautiful Parke County/Large hot tub and much more!

Apartment in Rosedale

10.0 out of 10, Exceptional, (184)
"We came to Rosedale to visit relatives, so not exactly a weekend getaway, but it was so nice to have this place all to ourselves. "
United States
Angel B.
The price is ￥21,168
￥35,045 total
includes taxes & fees
Dec 7 - Dec 8
Getaway in the country/Beautiful Parke County/Large hot tub and much more!
Exterior
Kozy Kove - peaceful 2bedroom house in charming Brazil with AC, WiFi

Vacation Home in Brazil

9.2 out of 10, Wonderful, (11)
"Enjoyed our short get away!"
United States
Brittany H.
The price is ￥13,182
￥25,720 total
includes taxes & fees
Dec 6 - Dec 7
Kozy Kove - peaceful 2bedroom house in charming Brazil with AC, WiFi
Fridge, microwave, oven, stovetop
This home is located in beautiful Parke County, a rustic and charming setting.

Vacation Home in Rockville

10.0 out of 10, Exceptional, (99)
"Loved the house, so cute. Conveniently located to Turkey Run State Park"
United States
Tonya F.
This home is located in beautiful Parke County, a rustic and charming setting.
Exterior
Deer Run Lodge/Indoor Pool/Hot Tub/Sauna

Vacation Home in Terre Haute

10.0 out of 10, Exceptional, (1)
"Gorgeous house for our XC weekend in IN! The kitchen was extremely well stocked and perfect for cooking a full team dinner. The range was a little tricky at first, but once we found the burner diagram on the back of the top left cabinet, it was smooth sailing.All of the rooms were very clean, and the beds were comfortable. My crew especially loved the indoor pool, it was such a fun bonus!The WiFi was quite slow and wouldn’t load any streaming services for our movie night, though we were able to...
United States
Cana M.
The price is ￥146,598
￥228,685 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Deer Run Lodge/Indoor Pool/Hot Tub/Sauna
Microwave, oven, stovetop
Creekside cottage with hot tub and fishing

Vacation Home in Brazil

10.0 out of 10, Exceptional, (18)
"Absolutely percent the nicest place to stay!! All new and very clean, property was gorgeous!! Would stay here again and again!!!"
United States
Jessica W.
Creekside cottage with hot tub and fishing
Fridge, microwave, oven, stovetop
Peaceful 3 bedroom house in Terre Haute by I70

Vacation Home in Terre Haute

9.0 out of 10, Wonderful, (4)
"Had a great time here. Relaxing area"
United States
Fabian G.
The price is ￥22,494
￥33,182 total
includes taxes & fees
Dec 7 - Dec 8
Peaceful 3 bedroom house in Terre Haute by I70
Property grounds
Camp Lilybug-Calm Oasis Pet Friendly!

Mobile Home in Terre Haute

10.0 out of 10, Exceptional, (27)
"Perfect for our stay. Nice outside areas and the inside had everything we needed. "
United States
Toni D.
Camp Lilybug-Calm Oasis Pet Friendly!
Smart TV
Stylish Tiny Home in prime Terre Haute location

Cabin in Terre Haute

Stylish Tiny Home in prime Terre Haute location
Pool
The Getaway House with Hot Tub and Pool. Pet Friendly

Vacation Home in Rosedale

9.6 out of 10, Exceptional, (23)
"Great stay, cozy and had everything we needed for us and our dog. "
United States
Nate C.
The Getaway House with Hot Tub and Pool. Pet Friendly
Fridge, microwave, oven, stovetop
Katherine's Cozy Bungalow! No Check-out List!! THREE bedroom with QUEEN beds!

Vacation Home in Terre Haute

10.0 out of 10, Exceptional, (23)
"Had a great time at the property, Thoroughly enjoyed our time, we highly recommend this gem of a place "
United States
Sreedhar K.
The price is ￥19,407
￥51,041 total
includes taxes & fees
Dec 8 - Dec 9
Katherine's Cozy Bungalow! No Check-out List!! THREE bedroom with QUEEN beds!
Exterior detail
Charming 2-bedroom 1st Floor apartment in lovely Terre Haute with WiFi, AC

Apartment in Terre Haute

10.0 out of 10, Exceptional, (1)
"Nice place comfortable beds great communication with the owner."
United States
Jeff S.
Charming 2-bedroom 1st Floor apartment in lovely Terre Haute with WiFi, AC
Property grounds
Peaceful and charming apartment in Clinton, Indiana

Apartment in Clinton

10.0 out of 10, Exceptional, (3)
"While our stay was short it was a great stay. It is a great location. We attended an event in Rockville and we were able to enjoy our time without the added pressure of a long drive or loud rude neighbors. Thank you for a great time!"
United States
David
The price is ￥11,867
￥21,111 total
includes taxes & fees
Dec 15 - Dec 16
Peaceful and charming apartment in Clinton, Indiana
Microwave, oven, stovetop, dishwasher
You'll love your stay at the Azul Abode centrally located in Terre Haute!

Vacation Home in Terre Haute

10.0 out of 10, Exceptional, (6)
"Awesome!!!! More than I expected. Beautiful place. Very cozy. Everything that is needed is here. Love this place and will rent again for sure "
United States
James
The price is ￥13,957
￥28,535 total
includes taxes & fees
Dec 20 - Dec 21
You'll love your stay at the Azul Abode centrally located in Terre Haute!
Fridge, microwave, oven, stovetop
911 N. 8th St. Your Home away from Home

Apartment in Terre Haute

7.4 out of 10, Good, (11)
"Property was booked from technical error and was cancelled within 30 minutes of the error occurring. Host refused to communicate with Vrbo and refused to refund charge and didnt update Vrbo until they called her again 2-3 days later "
United States
Kodi
The price is ￥15,358
￥28,366 total
includes taxes & fees
Dec 6 - Dec 7
911 N. 8th St. Your Home away from Home
House | 2 bedrooms
Beach House on Lake

Vacation Home in West Terre Haute

2.0 star property
Beach House on Lake
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

Terre Haute Casino Resort

10/10 Excellent
"Yes. The room was spotless as always and we had a phenomenal visit with wonderful staff in both the hotel and casino. We love staying at this casino resort and will be back soon!"
Millie 1-night trip
Posted 3 days ago
Terre Haute Casino Resort

Find out more about Shepardsville

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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?

Cute, pet-friendly home in quiet neighborhood. Close to state parks & downtown.: Visitors like this Shepardsville vacation home rental. It offers a patio, a selection of games, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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.