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Riley Holiday Rentals

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Our top choices for Riley holiday rentals

1. 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$381
includes taxes & fees
10 Nov - 11 Nov
You'll love your stay at the Azul Abode centrally located in Terre Haute!

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, (51 reviews)
"Great place to stay!"
United States
Ann T.
The price is NZ$290
includes taxes & fees
19 Oct - 20 Oct
1 bed1 bath house, less than 1mile to Union Hospital

3. 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$607
includes taxes & fees
4 Nov - 5 Nov
Charming Pet Friendly Bungalow

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
9.6 out of 10, Exceptional, (7 reviews)
"I would stay here again"
United States
Barb C.
The price is NZ$315
includes taxes & fees
18 Oct - 19 Oct
Cozy 2-bedroom home in a quiet neighborhood close to all the amenities

5. 1BR Collett Park apartment near Union Hospital/ISU

1BR Collett Park apartment near Union Hospital/ISU
Terre Haute
The price is NZ$184
includes taxes & fees
19 Oct - 20 Oct
1BR Collett Park apartment near Union Hospital/ISU

6. Family-friendly three bedroom home on S US 41 in Vigo County; Terre Haute, IN.

Family-friendly three bedroom home on S US 41 in Vigo County; Terre Haute, IN.
Terre Haute
10.0 out of 10, Exceptional, (12 reviews)
"The place is beautiful the hole family loved it we had plenty of room to move around the property is beautiful inside and out."
United States
Yolanda S.
The price is NZ$429
includes taxes & fees
19 Oct - 20 Oct
Family-friendly three bedroom home on S US 41 in Vigo County; Terre Haute, IN.

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.
Modern 3-bed farmhouse AC, Wifi

8. 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$369
includes taxes & fees
4 Nov - 5 Nov
The Adams House 915

9. 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$607
includes taxes & fees
4 Nov - 5 Nov
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.

10. Private Beach House on the Lake -- Ideal for Groups, Events, and Lakeside Recreation

Private Beach House on the Lake -- Ideal for Groups, Events, and Lakeside Recreation
west terre haute
9.8 out of 10, Exceptional, (8 reviews)
"We enjoyed our early October stay at the lake house. "
United States
Sarah B.
Private Beach House on the Lake -- Ideal for Groups, Events, and Lakeside Recreation

11. 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$922
includes taxes & fees
1 Nov - 2 Nov
The Lighthouse- A Beautiful and Luxurious SmartHome.

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$451
includes taxes & fees
4 Nov - 5 Nov
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$312
includes taxes & fees
18 Oct - 19 Oct
Kozy Kove - peaceful 2bedroom house in charming Brazil with AC, WiFi

14. Unique cozy 14x40 Cabin with a nice deck by the water .

Unique cozy 14x40 Cabin with a nice deck by the water .
Jasonville
9.8 out of 10, Exceptional, (33 reviews)
"Very clean and view was great and a very quiet place to relaxHost was fantastic "
United States
Glen C.
The price is NZ$348
includes taxes & fees
12 Oct - 13 Oct
Unique cozy 14x40 Cabin with a nice deck by the water .

15. 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, (199 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$407
includes taxes & fees
18 Oct - 19 Oct
Getaway in the country/Beautiful Parke County/Large hot tub and much more!

16. Modern Tiny Home w/ Hot Tub Retreat

Modern Tiny Home w/ Hot Tub Retreat
Jasonville
9.6 out of 10, Exceptional, (17 reviews)
"Great little cozy place."
United States
DeWayne
The price is NZ$695
includes taxes & fees
12 Oct - 13 Oct
Modern Tiny Home w/ Hot Tub Retreat

17. Modern Retreat w/ Private Hot Tub & Bunk Room

Modern Retreat w/ Private Hot Tub & Bunk Room
Jasonville
9.0 out of 10, Wonderful, (2 reviews)
"One of the best rentals we’ve been to! Highly recommend! Thanks so much for the cake, what a pleasant surprise!"
United States
Lisa P.
The price is NZ$1,113
includes taxes & fees
12 Oct - 13 Oct
Modern Retreat w/ Private Hot Tub & Bunk Room
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

Find out more about Riley

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 Riley 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 Riley. 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 Riley. Seeing all the best attractions is bound to make you fall in love with Riley. 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 Riley short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Riley?

Yes, there are holiday rentals close to the most popular sights in Riley, 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 Riley has to offer?

Family-friendly three bedroom home on S US 41 in Vigo County; Terre Haute, IN.: This holiday home rental outside of Riley offers a patio, a garden and a BBQ 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 that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

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 wider area, you’ll find Terre Haute Casino Resort and Rose-Hulman Institute of Technology.

What’s a holiday rental in Riley like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Riley. Holiday rentals provide amenities such as patios, hot tubs and fire pits to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family trips.