Holiday rentals in Riley

5 out of 5 average rating, 16 reviews

Healing Waters Lakehouse

Relax with the whole family at our peaceful Healing Waters Lakehouse! This 3 bedroom 2 bathroom house sleeps 6. Features a King, Queen and Full size bed. There is a lake view from each bedroom. Enjoy the sunrise from the front porch and the gorgeous sunset over the lake in the back. Completely remodled, fresh and clean. Features a gorgeous open concept kitchen with huge island. The living room features a large sectional couch. The main shower is brand new. No Smoking 🚭 No Pets 🐕 🐈‍⬛

4.98 out of 5 average rating, 176 reviews

Barn in West Terre Haute

The Goat-el at Old 40 Farm

Spend your night in the most unique "barn" you'll ever find. Complete with a full bath & shared with 20+ goats, 2 ponies, and other farm animals, you're sure to have a memorable stay (the animals have their own space). There is also a walking path to a small pond on the property & ample free parking. Should you time your stay right you could join in on goat yoga or another farm event! This barn is located just off I-70 & a short drive to several areas colleges, the casino, & entertainment!

5 out of 5 average rating, 103 reviews

The Blue Maiden - built in 1880

This unique place has a style all its own. Recently updated, the Blue Maiden was built in 1880 as a home to the servants who worked in the mansions prevalent in Farrington's Grove. She is 1.4 miles from downtown and ISU campus, between two hospitals, and convenient to St. Mary of the Woods College, IVY Tech and Rose-Hulman Institute of Technology. She is close to I-70, one block from US 41, and maintains many of her original Victorian charms. She is less than 5 miles from the new casino!

Guest house in Terre Haute

4.96 out of 5 average rating, 245 reviews

College Cottage

Centrally located to 3 colleges and 2 hospitals in a peaceful neighborhood, this cozy, open concept studio guesthouse is perfect for a short- or long-term stay. This newly renovated garage apartment to guesthouse requires no steps and features a spacious fenced in area for your pet. Creativity abounds in this uniquely decorated space. It features a king-sized bed as well as queen sized sofa sleeper. The kitchen is well stocked and has a coffee/tea bar for your enjoyment. Pets are welcome.

4.97 out of 5 average rating, 276 reviews

Bungalow in Terre Haute

The Rustic Retreat

Enjoy your stay at the Rustic Retreat. The large living room offers plenty of space for work or relaxation. Has washer/dryer. The back yard offers a grill, picnic table, extra chairs and umbrella. Cable TV and Wi-fi available. Full size bath with shower, King and Queen beds with a full size futon in the living room. The kitchen has many items for your cooking needs. Off street parking and close to many amenities. Dusk-to-Dawn light that shines over the back yard and driveway.

4.96 out of 5 average rating, 205 reviews

Home in Poland

Captain Bill's Guest House/seasonal swimming pool

Welcome to Captain Bill's Guest Lodge at Cagels Mill Lake! This gorgeous home offers modern amenities in a countryside setting. Perfect for bikers, boaters, fisherman, and anyone looking to enjoy lake life. Our guests are welcome to join us poolside at the main house. Our private pool is open only to us and our listed guests at our two Airbnb units. We're located seconds from the boat ramp and a short drive to Cataract Falls and Lieber State Park. Pool is seasonal.

4.97 out of 5 average rating, 282 reviews

Cabin in Terre Haute

Wabash River House

5 miles to I70 3 miles to Indiana State University 7 miles to Rose-Hulman Institute of Technology and 6 miles to Saint Mary-of-the-Woods College. 1/2 mile away from The Landing. This home is the perfect place if you are looking for a private setting on the river while still having quick access to other amenities. Home features a Full Kitchen. Living room. 2 bedrooms and 2 full bathrooms. Upgraded WiFi and 58" Smart TV with Basic Cable in living room.

4.92 out of 5 average rating, 326 reviews

Home in Brazil

Swans Nest

If you are looking for a place to get away from the stresses of life this is it. You can fish on our 10 acres lake, walk thru the woods or just relax on the porch swing. Only 5 minutes from the nearest town, 30 minutes from Terre Haute and 40 minutes from Indy. Front porch faces a walnut tree grove and back porch faces 10 acre lake. At least 3 State Parks are within 20 miles of this property. Also super close to the Parke County Covered Bridge Festival.

4.98 out of 5 average rating, 203 reviews

Cabin in Carbon

Parke County Dream Cabin

Come experience the serenity of country living and get away from the daily grind of everyday life. Come fish in our five-acre lake (catch & release only), paddle-boat, kayak, or stroll through the woods. A covered porch and seating lakeside for relaxing. Located close to Mansfield and Bridgeton, 30 minutes from Turkey Run State Park, and only 30 minutes toTerre Haute or Greencastle. Come explore everything Parke County has to offer! KIDS WELCOME!

4.96 out of 5 average rating, 113 reviews

Luxury Lake House: Stay French Lake

This bright and airy 4 bedroom home is a destination getaway perfect for your family, friends, or business retreat. With new furniture, appliances, and décor this retreat is the perfect getaway or staycation for your leisure or business needs. Nearby Attractions: Queen of Terre Haute Casino, Griffin Bike Park, Fowler Park, Laverne Gibson Cross Country Course, Rose Hulman, Indiana State University, and The Mill Concert Venue

4.99 out of 5 average rating, 101 reviews

South side Charmer

Enjoy an unforgettable experience at this centrally-located private home. We are conveniently located near I-70 and south side shopping, restaurants, movie theater, etc. Our home is thoughtfully furnished with everything you need and then some. You’ll enjoy a basement complete with an air hockey table, card/ game table and a Pac-Man arcade game. We offer off street parking in the driveway. This is a non smoking unit.

4.83 out of 5 average rating, 251 reviews

freshly renovated 1 bedroom home

This freshly renovated beautifully decorated 1 bedroom home located in a great neighbor hood, within minutes to ISU and rosehulman college. Grocery store, restaurants and golf course just blockes away. kitchen has all utensils, plates, cups, pots and pans if you wish to cook. two tv's with Wi-Fi and Netflix is provided. there is a washer and dryer. New queen size mattress and an air mattress for a good night's rest.

Holiday rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Riley holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Riley

4.77 out of 5 average rating, 44 reviews

Crow's Country Chateau

JenniferRating, 5 stars1 month ago

My crew spoke highly of this property. Also, I can't say enough good things about the hosts! They were very friendly, gracious, quick to respond to questions and extremely helpful. We will definitely rent this Airbnb next time we are in this area.

5 out of 5 average rating, 20 reviews

Lovely Bungalow

MorganRating, 5 stars6 days ago

This place was absolutely beautiful. The host was excellent with communication.

4.6 out of 5 average rating, 10 reviews

Flat in Terre Haute

Charming lower-level suite close to ISU & downtown

TimRating, 5 stars3 weeks ago

Nice place to stay, not a lot of frills, but comfortable. Everything we need while visiting family. We will be back.

4.82 out of 5 average rating, 11 reviews

Flat in Terre Haute

Pair O' Dice Suite F

AlfredoRating, 5 stars1 week ago

Great long-term stay in Terre Haute The place is small, but it has everything you need, clean, comfortable, and well-equipped for a long stay. I was in Terre Haute for work for over 5 months and had no issues at all. The host was reliable, and everything worked as it should. Perfect spot if you’re looking for a quiet, no-hassle stay with all the essentials.

4.93 out of 5 average rating, 76 reviews

Home in Brazil

Home in Brazil

ShaneRating, 5 stars3 days ago

We fished a tournament at Raccoon Lake. It was close and convenient. Had a good place to park the truck and boat. House was really clean and a nice place. Easy to find everything.

4.93 out of 5 average rating, 40 reviews

Modern Terre Haute Getaway

CazineRating, 5 stars1 week ago

This was perfect for our family trip with two toddlers. The house was clean, well-kept, and within good distance from the places we needed to go. The host provided a lovely guestbook with tips on where to go. The bedrooms are the only private spaces in the house, as the kitchen, living room, and dining area are all one big area—which was fine for us, as it was all about family time. If we return, we will definitely book with Cheyenne again.

5 out of 5 average rating, 3 reviews

Home in Jasonville

Hillenbrand Hideaway

DouglasRating, 5 stars1 month ago

This was the perfect getaway for our anniversary! Very calm, and we loved relaxing in the hot tub. Everything was as expected, however if you have back issues, the bed may be a little uncomfortable. Overall, it was an excellent experience!