Holiday houses in Riley

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Top-rated holiday rentals in Riley

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

A winding gravel driveway leads through a wooded area, flanked by trees with autumn foliage. The charming cottage is positioned to the right, while a storage shed stands to the left, adding to the rustic appeal of the serene setting.

Home in Brazil

4.95 out of 5 average rating, 101 reviews

Creekside Cottage

Take a break and unwind at this charming cottage with hot tub on 40-acre Farmhouse property with creek, ponds, and wooded trails. Newly renovated interior perfect for a quiet weekend getaway or couple’s retreat, college visit, festival home-base, or week-long vacation. We are 20 min from Terre Haute (Indiana State U.), 20 min from Raccoon Lake for swimming and boating and an hour from Indianapolis. We have ample parking for your boat and trailer! Close to all Covered Bridge Festival activities.

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Top Guest favourite

A serene lakeside view captures still waters reflecting colorful autumn trees and neighboring homes. A grassy area with a wooden dock borders the lake, inviting moments of relaxation and connection with nature.

Home in Terre Haute

4.94 out of 5 average rating, 64 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 sunset over the lake in the back. Completely remodled, fresh and clean. Gorgeous open concept kitchen with huge island. The living room has a large sectional. The main shower is new. No Smoking 🚭 No Pets 🐕 🐈‍⬛ $250 deep clean fee for uninvited pets.

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Superhost

A living room is presented, featuring a comfortable gray couch and a large wall-mounted television displaying streaming options. Light streams through sheer curtains, enhancing the airy feel of the space, complemented by a round mirror and a small white side table. Wood flooring is visible.

Home in Terre Haute

4.82 out of 5 average rating, 311 reviews

Central location close to parks, lake and colleges

1 bedroom home located in a great neighbor hood, two big parks blocks away, walk your pets and fishing books away. ISU college Union Hospital less than a mile away. Rose-Hulman college 4.4 miles away. Saint Mary-of-the-woods college 5.5 miles away. 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 is provided. there is a washer and dryer. New queen size mattress and an air mattress.

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Top Guest favourite

A cozy sleeping area is highlighted by a king-sized bed adorned with a textured, light-colored quilt and a set of decorative pillows. Warm tones are complemented by vibrant curtains, while unique wall decorations add character to the space.

Guesthouse in Terre Haute

4.96 out of 5 average rating, 373 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.

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Top Guest favourite

Barn in West Terre Haute

4.96 out of 5 average rating, 273 reviews

The Goat-el at Old 40 Farm

If you enjoy unique spaces & love animals, this is the apartment for you. Stay in the most unique "barn" you'll find. This loft apartment includes a full bath & is shared with 20+ goats & other farm animals. You're sure to have a memorable stay. There is a small pond on the property & ample free parking. If you time your stay right you could join in goat yoga or another farm event! This barn is located just off I-70 & a short drive to several areas colleges, the casino, & entertainment!

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Top Guest favourite

A serene view of the Wabash River is captured through a window, framed by lush greenery. A well-manicured lawn leads to the water's edge, with tall trees creating a natural border. The peaceful setting reflects a calm atmosphere, inviting moments of relaxation.

Cabin in Terre Haute

4.97 out of 5 average rating, 316 reviews

Wabash River House

This home is situated on the river, offering a private setting with quick access to other amenities. It’s only 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. It’s also just half a mile away from The Landing. The home features a full kitchen, a living room, two bedrooms, and two full bathrooms. There’s also upgraded WiFi and a 58-inch Smart TV with basic cable in the living room.

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Top Guest favourite

Home in Terre Haute

5 out of 5 average rating, 16 reviews

Ozran Cottage - a mid-century Lakefront getaway

Cozy mid-century modern lake cottage nestled among mature trees on several private acres. Relax by the brick fireplace or outdoor firepit, unwind on the deck, or stroll down to the private dock to enjoy the lake and nature views. Features 2 bedrooms (1 king, 2 fulls), a full bath, laundry, and a charming kitchen with everything you’ll need. Bespoke handmade furniture adds warmth and character—perfect for up to 4 guests seeking a quiet, design-forward escape surrounded by nature.

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Guest favourite

A comfortable living room is presented with a light grey sectional couch and a white coffee table atop a soft area rug. A flat-screen television is positioned on a wooden stand. Natural light enters through the window with blinds, enhancing the calm atmosphere.

Cottage in Terre Haute

4.96 out of 5 average rating, 190 reviews

Lyndsay's Cottage

Welcome to your home away from home! This cozy, fully furnished home features beautifully refinished hardwood floors and comfortable accommodations for families, traveling professionals, and visitors to the Terre Haute area. The home offers two bedrooms with queen-sized beds, ample storage, and room-darkening blinds for a restful night's sleep. Enjoy additional sleeping space with a pull-out sofa in the living room and a futon in the finished basement game room.

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Top Guest favourite

The exterior of the cottage features gray siding with black shutters framing two windows. An American flag is displayed by the entrance. The front door is white with a modest awning above it, and a small pathway leads to the entrance amid a well-kept lawn.

Cottage in Terre Haute

4.94 out of 5 average rating, 373 reviews

The Cozy Cottage

For only $75/night (plus one time cleaning fee) you can enjoy The Cozy Cottage for all your travel needs. Whether you just need a great place to stay for a couple of nights or for several months, this home has it all. Pet Friendly with one car carport. Great workspace for the business traveler and nice space to just relax. Free Hi-Speed Wi-Fi. Roku is the main source of TV. Home is located near several amenities and only a mile from Interstate-70.

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Top Guest favourite

An open concept living area features high ceilings with large windows overlooking the lake. Sofas are positioned around a round coffee table on a textured rug. A dining table for eight is visible in the background, complemented by a modern kitchen equipped with new appliances.

Home in Terre Haute

4.95 out of 5 average rating, 155 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

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Top Guest favourite

A well-maintained lawn features neatly trimmed grass and flowering plants, with a lantern hanging from a decorative hook. The log home is visible in the background, surrounded by lush greenery and framed by mature trees, offering a serene and inviting outdoor space.

Home in Center Point

4.98 out of 5 average rating, 235 reviews

Birdwatching and Covered Bridge at the Lynch Lodge

Pam and Mark Lynch will greet you to the country life at the Lynch Lodge. Located in the heart of Covered Bridge country. Pam, is a potter, graphic designer and artist and has a little pottery gallery on site should you care to visit. Mark is an engineer. If the quiet country sounds like what you are looking for, you will find it here. Located just 5 miles off I-70 south of Brazil. Easy access to all Covered Bridge Locations.

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Guest favourite

A spacious living room is furnished with a large couch, two patterned armchairs, and a round coffee table. A television is placed on a stand against the wall. Natural light enters through multiple windows adorned with light curtains, highlighting the warm color palette.

Home in Terre Haute

4.94 out of 5 average rating, 216 reviews

The Gathering Home 3.5 Miles to I-70

Bring the whole family to this great place with lots of room for fun. Lovely Eastside location with 3 bedrooms and 3 full baths. Beautiful stocked kitchen with island and new stainless steel appliances. Large living room and dining room with a cozy window seat. Washer and dryer on first floor. 3 smart tvs. Close to Casino, Rose Hulman, ISU and hospitals.

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