Holiday rentals in Riley

4.94 out of 5 average rating, 124 reviews

Flat in Terre Haute

2BR, 1.5 Bath + Off Street Parking Near i70

Multilevel two bedroom home. Home includes a living room, kitchen, and a half bathroom on the ground level, both bedrooms and a full bathroom upstairs. There is a tv downstairs in the living room and one in one of the bedrooms. The house is in a safe neighborhood and there is a large parking lot on the side of the apartment so plenty of off street parking. Enough room for pull in and straight out with a truck and trailer! For reservations longer than 2 nights, we do have a washer/dryer available

5 out of 5 average rating, 15 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, 172 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!

4.98 out of 5 average rating, 176 reviews

Tiny home in Hymera

"Just Enuf" Cabin/Tiny House- NO CLEANING FEE

Brand new cabin/tiny house with a porch swing to relax in at the end of your day. Enjoy your time to simply get away or as a must need sleep over due to travel or work. Dollar General store is just a few blocks away. Located in small rural town near Shakamak State Park and a short drive to Greene-Sullivan State Forest. 35 miles from the Marathon Robinson Refinery. 21 miles from Hoosier Energy Merom Generating Station. 25 miles from Terre Haute. 17 miles from Linton. Quiet neighborhood.

5 out of 5 average rating, 101 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

4.95 out of 5 average rating, 241 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, 275 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.

4.99 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.

Superhost

4.83 out of 5 average rating, 249 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.

4.99 out of 5 average rating, 276 reviews

Cabin in Terre Haute

Log Cabin + Guest House on a Pond with Hot Tub

Comfort and relaxation are the cornerstone of Peaceful Pines, an eight acre landscape with a traditional log cabin and quaint guest cabin located on a pond. The log cabin has an open concept, a loft and updated amenities including a wraparound deck, screened-in porch, round hot tub and more. A one-of-a-kind guest house compliments the traditional log cabin for your crew or additional guests.

5 out of 5 average rating, 16 reviews

The Modern Magnolia

The Modern Magnolia is a cozy and updated space perfect for a retreat. A comfortable, quiet setting complete with a gated entrance. Conveniently located 10 mins to Indiana State University, 5 mins from Rose Hulman and 5 mins to town. Enjoy updated appliances including a washer and dryer. The house is stocked with everything you will need to make your stay enjoyable!

4.94 out of 5 average rating, 155 reviews

The Spiral Cottage

Come relax with the whole family at this peaceful and unique place. You will be amazed by the stunning solid oak spiral staircase in the living room. Relax and put a record on or enjoy the smart TV. It includes the Discovery+ family of channels (HGTV, Magnolia, Food, History, Animal Planet ect...) Centrally located, you are close to ISU and Deming park.

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Other great holiday rentals in Riley

4.93 out of 5 average rating, 14 reviews

Townhouse in Terre Haute

Your One Of A kind Suite!

VeskaRating, 5 stars2 months ago

Great space to stay if in the area. Everything matched the description. The pool table was great to have along with the fire pit!

Home in West Terre Haute

4.62 out of 5 average rating, 60 reviews

Beach House on Lake

ChrissyRating, 5 stars1 week ago

Beautiful lakefront views! The house had everything we needed for our stay. The hosts & on-site manager were very nice & helpful. Highly recommend!

Flat in Terre Haute

5 out of 5 average rating, 4 reviews

Light & Cozy Central Terre Haute

IsabellaRating, 5 stars3 months ago

Great host, very quick to communicate!

4.89 out of 5 average rating, 9 reviews

The Gatsby House-A Historic Gem!

MichaelRating, 5 stars1 day ago

The perfect place for our family get together, felt right at home with all of the amenities and lots of space to relax inside and out. Great little classic touches, just a lovely classic home.

Superhost

Home in Jasonville

5 out of 5 average rating, 3 reviews

Hillenbrand Hideaway

DouglasRating, 5 stars4 weeks 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!

Private room in Terre Haute

4.92 out of 5 average rating, 117 reviews

Cozy Room- All Health Care, Music, Art Student +

JenniferRating, 5 stars1 week ago

Loved the room Kris has provided. It's cozy and has everything you need for a short-term stay! Kris was also wonderful and super helpful if I needed anything.

5 out of 5 average rating, 7 reviews

Cabin in Linton

The Handcrafted Hideaway

BobbiRating, 5 stars1 week ago

My husband and I enjoyed a weekend at Susannah’s with our adult children. It is spacious, clean and well stocked. Our favorite parts were the wrap around porch (with a lovely swing and nice big table for family breakfast), games and being able to fish and drop our kayaks in right there on the property. We will definitely be back!