Vacation rentals in Darlington

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Top-rated vacation rentals in Darlington

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

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Guest favourite
A red barn stands alongside silos against a cloudy sky, while a gravel driveway leads to the building. A large tree provides shade near the barn, and the green landscape complements the rural setting.
Farm stay in Whiteland
4.88 out of 5 average rating, 580 reviews

The Vintage Farmhouse

Charming, full sized apartment w private entrance located on 2 acres in a beautiful country setting 10 minutes from the city. 840 sq ft accommodates up to 7 people. Pet friendly, happy to share our fenced yard w your pets. Full kitchen, washer/dryer, free Wi-Fi, smart TV. Owner on site. 30 min. from downtown Indy, Indpls Intl Airport or Indpls Motor Speedway. PARKING FOR TRAILERS/UHAULS ETC. 6500 sq ft fenced yard w pizza oven available for gatherings, addtl fees apply. Inquire before booking

Guest favourite
A bright bedroom features a spacious bed with soft linens, complemented by decorative pillows. Natural light enters through multiple windows covered with sheer curtains. A bedside table with a lamp and a tall decorative vase add color, while a dresser is present in the corner.
Home in Thorntown
4.88 out of 5 average rating, 267 reviews

Family Stay/Work From Home-Indianapolis & Purdue

Experience the laid back, friendly lifestyle of Thorntown, IN while having access to Indianapolis and Lafayette! Take a walk or bike the ten-mile heritage trail. Walk to Stookey’s for drinks and food! More restaurants and bars are a ten minute drive. Sugar Creek Art Gallery next door. Downtown Indy, Children’s Museum, and Indpls Motor Speedway are each 35-40 minutes. Purdue University is 28 miles. A percentage of reservation fees are donated toward housing for refugees, evacuees, and homeless.

Top guest favourite
A charming cottage exterior is framed by a blossoming tree in the foreground. The wooden deck features a railing and is accessible through a glass-paneled door. Nearby, lush green grass extends toward an open field in the background, suggesting a serene rural setting.
Farm stay in Thorntown
4.97 out of 5 average rating, 191 reviews

Heavenly Acres Farm and Learning Center

Experience a relaxing stay, spending time watching chickens happily foraging or barn animals as they graze in the pasture. Take a walk by the creek, taking in the country sunset.Enhance your experience by interacting with the animals during a farm tour or helping with daily chores. We also offer a variety of learning opportunities as we share how we process fiber, health care for animals or maybe a simple hay ride. Here at Heavenly Acres we want to provide you with a unique farm experience.

Top guest favourite
The living area is furnished with a comfortable brown pull-out sofa and two chairs. A wooden coffee table sits in front, accompanied by a decorative area rug. Natural light enters through a window, with light curtains enhancing the cozy feel of the space.
Guesthouse in Crawfordsville
4.96 out of 5 average rating, 611 reviews

Mimi's Country Cottage

Quaint, quiet and cozy cottage set in a tranquil park like setting with all the amenities of home. Ten minutes to Shades State Park and twenty minutes to Turkey Run State Park. A great place to stay for the Covered Bridge Festival. 15 minutes to Wabash College, 25 minutes to DePauw University, 45 minutes to Purdue. We live on site and our back door is approximately 600 ft. from from the Airbnb. At this time we do not allow pets. We clean the cottage in accordance with CDC guidelines.

Guest favourite
A functional kitchen space is equipped with modern appliances, including a refrigerator and a stove. Light wood cabinetry and a central island provide ample storage and workspace. Natural light enters through a window, illuminating the inviting atmosphere.
Guesthouse in Thorntown
4.82 out of 5 average rating, 77 reviews

Perfectly placed between Indianapolis & Lafayette

Are you ready to retreat into an amazing country setting while being less than ten minutes from the Interstate? Perfectly placed between Indianapolis & Lafayette, this guest home is perfect for your family, an individual retreat, a couples getaway, or a best friend's reunion. With a full kitchen, full bath, one private bedroom, two *UPPER-LEVEL* loft rooms, a wood-burning fireplace, beautiful sunsets, a fire pit, the property is a perfect complement to the rest you will discover inside.

Top guest favourite
A modern farmhouse stands on an expansive green lawn, framed by trees in the background. The structure features a large wrap-around porch, with seating visible and a symmetrical, pitched roof. Soft morning light enhances the tranquil setting, inviting exploration of the surrounding 9-acre property.
Home in Crawfordsville
4.92 out of 5 average rating, 12 reviews

Sugar Creek Farmhouse on 9 acres

Enjoy this picturesque, 9-acre setting on Sugar Creek, offering woods to wander, trails to explore, and a wildflower field that’s especially beautiful in the warmer months. You’ll enjoy full use of the house, yard, and surrounding property, where you might see deer, owls, and other wildlife while walking the trails. Mornings along the ridge come with breathtaking sunrises, and the peaceful, remote setting is just minutes from town and close to some of the best hiking trails in Indiana.

Top guest favourite
A charming exterior view of a two-story house features a light-colored facade with dark shutters. A landscaped yard with small plants and a stone pathway adds to the welcoming atmosphere, while ample windows provide natural light. The setting is surrounded by trees.
Guesthouse in Frankfort
4.98 out of 5 average rating, 50 reviews

Grace House

Forget your worries in this spacious and serene space. Do you need a quiet and relaxing getaway? Grace house has cathedral ceilings with lots of windows. The comfy furniture and open concept will be soothing to your soul. There is a main bedroom with a comfortable queen sized bed. There is also an office/extra bedroom with a decently comfortable pull out queen size sofa bed that has a memory foam topper. The yard is beautiful with walking paths, a hammock, firepit, and seating areas.

Top guest favourite
An open concept living space featuring a kitchen island with seating and a cozy seating area. Large windows provide ample natural light, with views of the surrounding woods. Warm wood flooring enhances the inviting atmosphere, while a door leads to a private area.
Guesthouse in Crawfordsville
5 out of 5 average rating, 149 reviews

Red House Guesthouse

Relaxing guesthouse in peaceful country setting with local deer herd visiting frequently. Close to Shades and Turkey Run State Park and Wabash College. Great location for Covered Bridge Festival, and wedding venues. We live on site with our 2 chocolate Labradors. The guesthouse has a private entrance and private outdoor deck facing the woods. Entire living space is handicapped accessible including large bathroom with walk in shower. Cleaning is in accordance with CDC guidelines.

Top guest favourite
The tiny home, set among lush greenery, features a green exterior with a welcoming porch. Seating areas are provided outside, surrounded by trees, offering a serene retreat. Soft sunlight filters through the leaves, illuminating the space.
Tiny homes in Crawfordsville
5 out of 5 average rating, 125 reviews

Tree Farm • State parks & seclusion • Fire pit

Welcome to your private setting on 60 acres with Christmas trees, woods, and excellent view of Sugar Creek from the back of the property! Connect with nature and solitude. Quiet setting in the trees; conveniently located near •Canoeing (public launch - 2 min ; Sugar Creek Canoe rental - 4 min) •Hiking (Turkey Run - 30 min; Shades State Park - 20 min), •Wabash College (5 min) and Purdue University (35 min). Groceries and dining are just 5 minutes away. Just under an hour to Indy.

Guest favourite
An open living space features hardwood floors and original woodwork, highlighted by soft lighting from overhead fixtures. A comfortable gray sofa is adorned with cushions, while a dining area with a wooden table and chairs is visible. Bar stools are arranged near the kitchen counter.
Loft in Waynetown
4.95 out of 5 average rating, 249 reviews

Residences at Knights Hall, Unit A

Newly renovated 1 bedroom loft in a historic building in Waynetown. Large open living space with plenty of space to relax, hardwood floors and original woodwork. This property too unique to describe properly. Waynetown is 1 mile from Interstate 74 for easy overnight access. No traffic, no light - 2 minutes and you can get gas before you get back on the highway. There is a gas station, grocery store, post office and bank all within walking distance of the unit. No smoking or pets.

Guest favourite
A charming exterior of the lodge is featured, showcasing a wooden porch supported by exposed beams. A wedding dress is displayed on a hanger, highlighted against the rustic backdrop. Lush green plants and a decorative bench add to the inviting atmosphere.
Cabin in Crawfordsville
4.94 out of 5 average rating, 235 reviews

Townsend Lodge at Hidden Hollow Farm

The lodge is a very private/secluded setting located on 62 wooded acres. Everything nature has to offer is just outside the door. Enjoy the trails, garden ponds, or just relax on the porch and listen to the birds sing all day long. Inside you will find all the comforts of home along with fireplace, cabin decor, and walk-in shower with unlimited hot water. Perfect place for a couples romantic getaway or gatherings for holidays, bachelorette/bachelor party, and more.

Guest favourite
A historic house is surrounded by a spacious green lawn, under a clear blue sky. The two-story structure features a large porch and multiple windows, while mature trees provide shade in the yard. A white fence outlines the property, enhancing its serene setting.
Home in Crawfordsville
4.92 out of 5 average rating, 13 reviews

Monon Manor

Charming historic home, with easy access to everything from this centrally located charming Historic Home near Wabash College, Ironman Raceway and downtown Crawfordsville. Less than 45 min drive to Purdue, and DePauw, and 25 min to Turkey Run and Shades State Park. Located directly on walking and biking trails. Indoor/outdoor living with fire pit and wildlife. Facing gorgeous western sunset views. Hosts families and friends for large or small gatherings.

Popular amenities for Darlington vacation rentals

  1. Airbnb
  2. United States
  3. Indiana
  4. Montgomery County
  5. Darlington