Vacation rentals in Stilesville

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Top-rated vacation rentals in Stilesville

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

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Top guest favourite
Cabin in Unionville
5 out of 5 average rating, 217 reviews

Elevated Wilderness | Mindful Retreat | 2 Kings

Executive Forest Sanctuary/2 King Beds, Hot Tub & Trails Escape to an architectural masterpiece set on 40 private, wooded acres. Designed for professionals, couples, and active adults seeking a high-end nature reset, Cabin Porch Paradise balances complete seclusion with proximity to Southern Indiana’s best destinations. Whether you are unwinding in the spa amenities, working remotely via high-speed fiber, or exploring the surrounding lakes and state parks, this is your ultimate ridgetop retreat.

Top guest favourite
A shaded porch area is visible, featuring several turquoise chairs arranged closely together along a concrete path. Lush greenery and blooming flowers frame the scene, offering a serene outdoor space conducive to relaxation.
Barn in Greencastle
4.93 out of 5 average rating, 68 reviews

Come Live The Barn Life In Town!

1 bed 1 bath unique red barn w/ sleeper couch + air mattress to accommodate up to 5 people! Experience the slow pace of the country life 3.6 miles from Depauw University. Imagine the peace & quiet from this location while roasting smore's in the chimenea from the front porch, but a quick 2.2 mile drive to all the restaurants and shopping! Features -Wifi -Washer/Dryer -Kitchenette -Coffee Bar -Walk In Shower (handicap accessible) -Air Mattress -Pull Out Sofa Bed -Walk In Closet -Keyless Entry

Top guest favourite
The entrance is accessed by a set of wooden stairs featuring a metal railing. A door with large windows is flanked by potted plants, providing a welcoming touch. Natural light filters through the greenery surrounding the entrance.
Guest suite in Indianapolis
4.99 out of 5 average rating, 114 reviews

A little secret hideaway

Keep it simple at this peaceful and centrally-located place. It’s close to everything, making it easy to plan your visit. It’s close to the airport, sporting events, and downtown. It’s up on the second level, but separate from the downstairs living. It has its own entrance and living space. 2.3 miles to Indianapolis airport 5.1 miles to Lucas Oil IRP 5.3 miles to Indianapolis Motor Speedway 8.3 miles to Lucas Oil Stadium 8.8 miles to Gainbridge Fieldhouse 8.8 miles to Indianapolis Downtown

Top guest favourite
The exterior of the A-frame cabin is framed by lush greenery, showcasing a wooden deck with potted plants at the entrance. The black exterior features large windows, allowing natural light to brighten the interior spaces. Gravel pathways lead to the cabin amidst the tranquil wooded surroundings.
Cabin in Rockville
4.99 out of 5 average rating, 100 reviews

Walker Getaway | A-Frame•Hot Tub•Decks•Lake•Hiking

Escape to Walker Getaway, an updated A-frame cabin on 5 private wooded acres w a creek, hot tub, fire pit and multi-level decks. Located across from Walker Boat Ramp and only 5 minutes from Raccoon Lake Beach. Use the provided Indiana State Park pass to explore nearby Turkey Run and Shades. Fully stocked and family-friendly, it’s perfect for couples, friends, or families looking to relax, recharge, and explore Parke County. Walker Getaway is where modern comfort meets Indiana’s natural beauty.

Top guest favourite
A charming one-room cabin features a wooden exterior with a green metal roof. Two blue chairs are placed on the small porch beside a door, which invites guests to enjoy the surrounding greenery in a tranquil setting.
Cabin in Bainbridge
4.94 out of 5 average rating, 116 reviews

Covered Bridge Cabin (on Big Walnut Creek)

Retreat and renew in this charming one-room cabin right by Big Walnut Creek and Baker's Camp Covered Bridge. Fish, kayak, or swim; hike or birdwatch in a nearby preserve; read, write, or find inspiration. With raw poplar walls, the cabin offers a full-sized bed by a picture window, small TV, writer's desk/library, air conditioning, fans, baseboard heat, kitchenette, toilet, sink, outdoor shower (before first frost), small porch, grill, and a fire pit. (No wifi in cabin!) Simple and beautiful.

Guest favourite
A modern home is positioned on a hillside, featuring a sleek black exterior and large windows that allow for ample natural light. A balcony extends from the structure, providing outdoor seating and a view of the surrounding trees.
Cabin in Nashville
4.99 out of 5 average rating, 531 reviews

Modern Nashville Home in the Woods

Welcome to Plāhaus — a modern retreat tucked into the woods of Brown County. #1 Most-wishlisted Airbnb in Indiana per Airbnb Designed for solitude, relaxation, and connection with nature, Plāhaus blends modern architecture with peaceful surroundings. Take in the views from the balcony, gather around the firepit, or explore nearby Nashville’s shops and restaurants. Perfect for romantic getaways, family escapes, or simply recharging from everyday life.

Guest favourite
A spacious heated pool is surrounded by lounge chairs and umbrellas, set in a lush garden area. The inviting pool features a fountain, while the deck offers ample seating for relaxation. A cozy living space features comfortable seating, a flat-screen TV, and a dining table amid warm wood accents.
Home in Poland
4.94 out of 5 average rating, 139 reviews

Captain Bill’s Lake House Heated Salt Water Pool

Captain Bill’s Lake House. This majestic A-frame is at the entrance to the Cataract Lake boat ramp. The house will accommodate up to 7 guests, with three bedrooms and two full baths. All guests have full access to Captain Bill’s shared heated salt water pool and surrounding gardens. Boat parking is available on the property, inquire for details. Heated Salt Water Pool is seasonal beginning May 1, through September 30th.

Top guest favourite
Loft in Mooresville
5 out of 5 average rating, 439 reviews

Loft Apartment: Beautiful Farm and Country Views

This beautiful, over the garage private apartment is located in a wooded area across from our 94 acre farm. A very peaceful setting to wind down and enjoy the nature around you. Conveniently located 15 minutes from the airport and 30 minutes from downtown Indianapolis. A work space is also available that overlooks this beautiful farm!! Also perfect for couples or small families to enjoy some time in the country!

Guest favourite
A charming two-story house is depicted, featuring light grey siding and a welcoming front porch. The well-maintained garden displays vibrant flowers and lush green grass. Concrete steps lead to the entrance, framed by soft greenery. The cloudy sky adds a serene backdrop to the scene.
Home in Greencastle
5 out of 5 average rating, 15 reviews

Haven on Hanna

Welcome to Haven on Hanna — your home base for campus visits, alumni weekends, or quiet getaways in the heart of Greencastle. Just steps from DePauw University and downtown, this spacious 3-bedroom, 4-bath home blends historic character with sleek, modern finishes. Sip coffee on the back patio, stroll to events at DePauw, and experience the best of small-town comfort with big hospitality.

Top guest favourite
Home in Morgantown
4.97 out of 5 average rating, 262 reviews

Relaxation Station | Pond + Hot Tub + Pet-Friendly

Escape to a private 13-acre forest retreat in Brown County! This pet-friendly woodland bungalow features a private hot tub, two stocked fishing ponds with walking trails, and a cozy fireplace. Tucked away in the secluded hills yet located just minutes from downtown Nashville and Brown County State Park, it is the perfect nature getaway for couples, outdoor lovers, and furry friends.

Guest favourite
Home in Danville
5 out of 5 average rating, 8 reviews

Cozy House in Danville - Sleeps 7 - Large Yard

Historic charm makes this home the perfect place for your family to stay! Centrally located in Hendricks County with a huge yard and peaceful surroundings. 8 min to Hendricks County Fairgrounds, 25 min IND airport, 30 min downtown Indy, 35 min Speedway. Nearby: stroll historic courthouse square, grab lunch at Mayberry Cafe, hike local trails.

Top guest favourite
A single-story home is framed by lush greenery and colorful flower beds. A wooden deck is positioned to the side, providing outdoor seating options. Large windows allow natural light to fill the space, contributing to the welcoming exterior of the property.
Home in Greencastle
4.96 out of 5 average rating, 170 reviews

The Humble Abode

As life long residents of Putnam County we love to show off our little town. With The Humble Abode you’ll have a peaceful space with a large back yard in a quiet neighborhood with many of the amenities you’d need. We are just a short drive or walk away from food and anything you may need.

Popular amenities for Stilesville vacation rentals