Riley Vacation Rentals

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In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Riley vacation rentals

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

Vacation Home in Terre Haute

Barndominium! Pool, HotTub, Slide, Mini B-Ball Court/Nerf Arena, Theater, 2 Bars
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
Fridge, microwave, oven, stovetop
The Jerome House 715 Elm

Vacation Home in Terre Haute

The Jerome House 715 Elm
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.
$209 nightly
The price is $240
Dec 14 - Dec 15
Total with taxes and fees
The Jerome House 715 Elm
Microwave, oven, stovetop
Creekside cottage with hot tub and fishing

Vacation Home in Brazil

Creekside cottage with hot tub and fishing
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
Interior
No Wake Zone

Cottage in Jasonville

No Wake Zone
10.0 out of 10, Exceptional, (57)
"This is our 3rd time staying here and we love it! The vibes are immaculate, property is impeccable, and the host are great people. "
United States
Courtney G.
No Wake Zone
TV, fireplace
Getaway in the country/Beautiful Parke County/Large hot tub and much more!

Apartment in Rosedale

Getaway in the country/Beautiful Parke County/Large hot tub and much more!
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.
$197 nightly
The price is $226
Dec 14 - Dec 15
Total with taxes and fees
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

Kozy Kove - peaceful 2bedroom house in charming Brazil with AC, WiFi
9.0 out of 10, Wonderful, (12)
"Enjoyed our short get away!"
United States
Brittany H.
$155 nightly
The price is $166
Dec 14 - Dec 15
Total with taxes and fees
Kozy Kove - peaceful 2bedroom house in charming Brazil with AC, WiFi
Fridge, microwave, oven, stovetop
Peaceful 3 bedroom house in Terre Haute by I70

Vacation Home in Terre Haute

Peaceful 3 bedroom house in Terre Haute by I70
9.0 out of 10, Wonderful, (4)
"Had a great time here. Relaxing area"
United States
Fabian G.
Peaceful 3 bedroom house in Terre Haute by I70
Property grounds
Camp Lilybug-Calm Oasis Pet Friendly!

Mobile Home in Terre Haute

Camp Lilybug-Calm Oasis Pet Friendly!
10.0 out of 10, Exceptional, (27)
"Very welcoming and clean. Peaceful and pleasent stay. Will recommend and book again "
United States
Patti Jo N.
Camp Lilybug-Calm Oasis Pet Friendly!
Pool
The Getaway House with Hot Tub and Pool. Pet Friendly

Vacation Home in Rosedale

The Getaway House with Hot Tub and Pool. Pet Friendly
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
Exterior
Castaway lake side canvas cottage scene

Cottage in Jasonville

Castaway lake side canvas cottage scene
10.0 out of 10, Exceptional, (57)
"My friend and I stayed here for 2 nights and we had a great time. The cabins are clean and provide basic necessities. The best part is being right on the water! We spent the whole time out fishing and kayaking. The owners were very friendly, helpful and responsive. We will definitely be coming back to stay again!"
United States
Emerson G.
Castaway lake side canvas cottage scene
Fridge, microwave, oven, stovetop
Katherine's Cozy Bungalow! No Check-out List!! THREE bedroom with QUEEN beds!

Vacation Home in Terre Haute

Katherine's Cozy Bungalow! No Check-out List!! THREE bedroom with QUEEN beds!
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.
$274 nightly
The price is $315
Dec 15 - Dec 16
Total with taxes and fees
Katherine's Cozy Bungalow! No Check-out List!! THREE bedroom with QUEEN beds!
Exterior
Lake View Cabin

Cabin in Jasonville

Lake View Cabin
9.8 out of 10, Exceptional, (84)
"we enjoyed our stay, the cabin is well appointed and comfortable."
United States
Dave S.
Lake View Cabin
Terrace/patio
Hillenbrand Hideaway

Vacation Home in Jasonville

Hillenbrand Hideaway
9.0 out of 10, Wonderful, (10)
"Loved this!! It was super cute and cozy!! "
United States
Breanna
Hillenbrand Hideaway
Exterior
Beach Comber Lake Side canvas Cottage Tent

Cottage in Jasonville

Beach Comber Lake Side canvas Cottage Tent
10.0 out of 10, Exceptional, (56)
"This was our second time staying here. It was even better than the last time. Fishing, swimming, kayaking, and then relaxing in the ac so we can do it all again. We will be back again"
United States
Shane M.
Beach Comber Lake Side canvas Cottage Tent
Fridge, microwave, oven, stovetop
1 bed1 bath house, less than 1mile to Union Hospital

Vacation Home in Terre Haute

1 bed1 bath house, less than 1mile to Union Hospital
9.0 out of 10, Wonderful, (36)
"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
$123 nightly
The price is $141
Dec 16 - Dec 17
Total with taxes and fees
1 bed1 bath house, less than 1mile to Union Hospital
Interior
BEACH STYLE LAKESIDE MINI COTTAGE

Cottage in Jasonville

BEACH STYLE LAKESIDE MINI COTTAGE
10.0 out of 10, Exceptional, (86)
"Relaxing little vacation, definitely going back!"
United States
Kristin A.
BEACH STYLE LAKESIDE MINI COTTAGE
Microwave, oven, stovetop, dishwasher
You'll love your stay at the Azul Abode centrally located in Terre Haute!

Vacation Home in Terre Haute

You'll love your stay at the Azul Abode centrally located in Terre Haute!
9.8 out of 10, Exceptional, (7)
"Great spot for my family. Clean, comfy beds nice neighborhood and a stone’s throw from various eateries."
United States
Mitch F.
$160 nightly
The price is $184
Dec 21 - Dec 22
Total with taxes and fees
You'll love your stay at the Azul Abode centrally located in Terre Haute!
House (3 Bedrooms) | Interior
Efficiently Equipped Lewis Home: Deck & Gas Grill!

Cottage in Lewis

Efficiently Equipped Lewis Home: Deck & Gas Grill!
3.0 star property
Efficiently Equipped Lewis Home: Deck & Gas Grill!
Smart TV
Stylish Tiny Home in prime Terre Haute location

Cabin in Terre Haute

Stylish Tiny Home in prime Terre Haute location
Stylish Tiny Home in prime Terre Haute location
Fridge, microwave, oven, stovetop
911 N. 8th St. Your Home away from Home

Apartment in Terre Haute

911 N. 8th St. Your Home away from Home
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
$159 nightly
The price is $183
Dec 14 - Dec 15
Total with taxes and fees
911 N. 8th St. Your Home away from Home
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 Riley Hotel Reviews

Drury Inn & Suites Terre Haute

Drury Inn & Suites Terre Haute

10/10 Excellent
"The room was very clean and the staff were friendly and helpful. Would definitely stay again!"
Haley 1-night trip
Posted 21 hours ago
Drury Inn & Suites Terre Haute

Find out more about Riley

Everything you need to know about Riley 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 Riley 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 Riley vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Riley vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Riley. 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 Riley 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 $141 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 Riley rentals

At Expedia, we put the best Riley 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 Riley 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 Riley 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 Riley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Riley?

Yes, we have vacation rentals close to popular points of interest in Riley, or you can go with a secluded option if you're looking for relaxation.

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

Barndominium! Pool, HotTub, Slide, Mini B-Ball Court/Nerf Arena, Theater, 2 Bars: This vacation home rental near Riley 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’s there to see and do in Riley?

While exploring the area, visit family-friendly sights like Wabash Valley Family Sports Center, or get outside and enjoy nature at Shakamak State Park. In the larger area, you’ll find Terre Haute Casino Resort and Rose-Hulman Institute of Technology.

What’s a vacation rental in Riley like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Riley. Vacation rentals offer extras such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a family getaway.