Vacation rentals in Stilesville

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Top-rated vacation rentals in Stilesville

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Top guest favorite
A spacious modern structure is set against a clear blue sky, featuring a hip roof and large windows that allow natural light to fill the interior. The exterior is accented by stone pillars and a wide porch, surrounded by a grassy field.
Home in Greencastle
5 out of 5 average rating, 49 reviews

Quiet Country Retreat Near DePauw University

Discover the charm of Throttle Back Ranch, a brand-new (2023) home just minutes from Greencastle, DePauw University, Cataract Falls State Park, Putnam Park Road Course, and Cowpokes Arena. Racing enthusiasts will love our unique touch - a full-size race car mounted on the wall! Enjoy country living at its best, with a fully equipped kitchen, entertainment options, and an expansive covered porch for breathtaking sunset views. Feel free to reach out with questions. We can't wait to host you!

Guest favorite
The exterior of Namaste Lofts is shown, highlighting the red brick façade and large windows with green awnings. Nearby sidewalk seating is visible, along with surrounding storefronts, creating a vibrant downtown atmosphere.
Loft in Greencastle
4.97 out of 5 average rating, 202 reviews

NAMASTE Lofts - Downtown Greencastle!

Looking for peace and serenity in the heart of downtown Greencastle, welcome to Namaste Lofts! We provide 2 distinctively designed lofts that exude a sense of calmnessin the bustling downtown. Each unit reflects the architectural features from the 1800’s, but the eclectic design with a mix of urban & modern furnishings makes the lofts a one of a kind place to stay. Located on the north side of Greencastle’s downtown square, you are walking distance to all entertainment, and DePauw University.

Guest favorite
A simple white desk is positioned against a light-colored wall, featuring a yellow chair adorned with a vintage 'For Rent' sign. A magazine rests atop the desk, alongside a slender vase with decorative branches and artificial red flowers.
Guest suite in Indianapolis
4.86 out of 5 average rating, 469 reviews

Cozy & Clean Efficiency/Parking/Close 2 Downtown!

Perfect & private for a single guest or couple. A small yet efficient space with a beautifully remodeled bathroom. Small refrigerator/ Toaster Oven & Keurig Walk to Indianapolis Motor Speedway Walk to Downtown Main Street with its great restaurants/Taprooms/Shopping & Services 5 miles to downtown/4 miles to IUPUI/Campus/4 miles to Marion University/10 miles to the Airport Bus stop steps away from your door/Super easy to get downtown in minuets Lyft/Uber very quickly Super host managed.

Guest favorite
An aerial view of the living area highlights a cozy sofa adorned with a yellow throw blanket. A staircase with wooden steps leads to the loft above. Potted plants add a touch of greenery, while a small table sits nearby, enhancing the inviting interior.
Cabin in Monrovia
4.95 out of 5 average rating, 104 reviews

Waterfront getaway *cozy & peaceful*fishing*swings

Welcome to your peaceful lakeside getaway! This renovated boho-style cottage offers a quiet and laidback retreat. Featuring an open loft layout, a covered porch, and a large deck overlooking two small serene lakes, this home is designed for relaxation. Enjoy evenings under the Pergola with swings or gather around the hillside firepit for unforgettable nights. Its location also makes it easy for you to get around. You're just: 10 min to I-70 hwy 20 mins to the airport 30 mins to Indy Downtown

Top guest favorite
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
5 out of 5 average rating, 41 reviews

Walker Getaway

Escape to WALKER GETAWAY—an updated A-frame cabin on 5 private wooded acres with a creek, hot tub, fire pit, and multi-level decks. Located across from the 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, kid-friendly, and 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.

Guest favorite
Guest suite in Mooresville
4.91 out of 5 average rating, 320 reviews

A room with view - great location

This room is a good value. It is close enough to Indianapolis yet peaceful, clean, quiet, and private. We are: 7.1 miles (10 minutes) from Indianapolis international airport. 18 miles (26 minutes) from downtown Indianapolis, 17miles (20 min drive) from Indianapolis convention center and Lucas stadium. 35 miles (52 minutes) from Indiana University in Bloomington. ~3 miles from I-70. If interested in booking please answer our pre booking questions found at the beginning of the house rules.

Guest favorite
A charming cabin exterior is framed by lush green trees, featuring a welcoming front porch with wooden railings and potted plants. The entryway is accentuated by a round window and vibrant red door, providing a cozy entry point to the retreat.
Guesthouse in Martinsville
4.97 out of 5 average rating, 62 reviews

Get away in the woods ! Fire pit, Game room

You will love this cozy private retreat a short drive away from bigger town amenities. Heading into Martinsville for some lunch (or candy!), checking out the beautiful landscape for some walking/hiking at Morgan-Monroe State Forest. Hunters Honey Farm 4.3 mi. Cedar Creek Winery, Brewery, Distillery 20 mi. Morgan Monroe State Forest 20 mi. Martinsville Candy Kitchen 15 mi. Art Sanctuary of Indiana 15 mi. TraderBakers Flea Market 15mi. sit by the fire pit and roast marshmallows, game room !!

Top guest favorite
The living area features exposed wooden beams and a large stone fireplace as the focal point. A leather sofa is positioned across from a wooden coffee table. A patterned rug adds color to the rustic space, complemented by a decorative armchair and soft lighting from nearby lamps.
Cabin in Greenbriar
4.97 out of 5 average rating, 102 reviews

Kit’s Cabin - Log Cabin Retreat in Indianapolis

Welcome to our 150-year-old log cabin, nestled in the heart of Indianapolis! This cozy retreat offers a tranquil getaway while being just minutes away from all modern conveniences and only 20 minutes from downtown. Step inside and be greeted by the rich history of exposed wooden beams and a large stone fireplace. Our authentic rustic decor and cozy cabin amenities will transport you to a simpler time. Come experience the magic of Kit’s Cabin, where historic charm meets modern comfort.

Top guest favorite
An exterior view of the home is captured, featuring a light gray facade and metal roof. Colorful flowers and pumpkins decorate the landscaped garden, complemented by a bench positioned under a tree. Neatly arranged windows provide an inviting look to the property.
Home in Gosport
4.97 out of 5 average rating, 149 reviews

Maria’s Haven

Welcome to “Maria’s Haven”💕 A beautiful cozy home in the heart of a beautiful small town. This home belonged to my mother, Maria, who passed away in 2020 to breast cancer. This home was truly her “Haven”. Take a walk to the local diner, museum, Gosport playground, local shops, or to our delicious Amish bakery. We are also just a few miles from the popular “Hilltop” restaurant as well as McCormicks Creek State Park. Our mission is to make you feel like you never even left home. ☺️

Guest favorite
The living area features wooden walls and ceilings, complemented by large windows that allow natural light to illuminate the space. Two seating areas include a brown sofa adorned with cushions and a rust-colored recliner, alongside a coffee table. A dining area can be seen in the background.
Cabin in Martinsville
4.91 out of 5 average rating, 496 reviews

Grandpa's Cabin at Heidenreich Hollow

Grandpa’s Cabin at Heidenreich Hollow offers exclusive lodging on our hilly 5 acre wooded property. We offer a peaceful getaway from life while being right in the middle of both Indianapolis and Bloomington! Our quiet rustic cabin has a loft bedroom with stair access that includes a King size bed, 2 twin beds and an air mattress. We have a spacious bathroom and a fully equipped kitchen to help you feel at home. Search YouTube for Grandpas Cabin at Heidenreich Hollow for a video!.

Top guest favorite
Loft in Mooresville
5 out of 5 average rating, 394 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 favorite
The exterior of a blue cottage is showcased, surrounded by lush greenery. A welcoming porch with white railings is visible, inviting relaxation. A gravel driveway leads to the entrance, with large windows providing natural light to the interior.
Home in Coatesville
4.91 out of 5 average rating, 44 reviews

Cottage in the Country

Take a break from the city and unwind at this peaceful cottage in the country (located one hour west of Indy). Spend some time relaxing in a hammock, reading a book on the porch, playing yard games, or roasting marshmallows by the fire. Streaming tv, wifi, and workspace provided. Note: Access to Heritage Lake and amenities not included with stay. The neighborhood HOA now requires minimum stay of 90 days.

Popular amenities for Stilesville vacation rentals

  1. Airbnb
  2. United States
  3. Indiana
  4. Hendricks County
  5. Stilesville