Holiday rentals in Darlington

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Top-rated holiday rentals in Darlington

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

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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, 268 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.
Guest house in Crawfordsville
4.96 out of 5 average rating, 612 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.

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, 13 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.

Guest favourite
A cozy living area is featured, showcasing a curved gray sofa and two brown accent chairs. A small circular table is positioned between the chairs, adding to the inviting setup. Natural light enters through a nearby window, creating a warm ambiance.
Home in Lafayette
4.93 out of 5 average rating, 182 reviews

Sunset in the City

Indulge in a cup of coffee while lounging on the plush sofa in this vintage inspired home. It's the perfect hub to explore Lafayette's downtown scene. Visit the nearby Haan Museum of Indiana Art or the Art Museum of Greater Lafayette. Savor the city lights from your vantage point above the city. For a quiet getaway, cozy up in this quaint space. Designed with boho vibe and modern amenities. This stylish retreat welcomes you. We look forward to your arrival. Just 5 minutes to Purdue!

Top guest favourite
A spacious bedroom is furnished with a queen bed covered in a light grey bedding set. Flanking the bed are two bedside tables with lamps, enhancing the soft lighting. A bench sits at the foot of the bed on a plush area rug, and a closet is visible in the background.
Guest suite in Crawfordsville
4.95 out of 5 average rating, 64 reviews

The Upper Room

Located in Crawfordsville's downtown historic district. This cozy apartment is four blocks from Wabash College. Eight downtown restaurants and a coffee shop are all within 3-5 blocks. The unit has a spacious bedroom with a queen bed, a living room, and HDTV. It has a private entrance, a small kitchenette, clean bathroom, and street parking. Within easy driving distance to Purdue University, downtown Indy, the annual Covered Bridge Festival in Parke County and Turkey Run State Park.

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.
Guest house in Crawfordsville
5 out of 5 average rating, 150 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.

Guest favourite
A bright living area features a green sofa with a yellow accent pillow, positioned in front of a television on a yellow dresser. Antique wooden chairs surround a small table, and wall plates are displayed on a shelf. Large windows with sheer curtains allow natural light.
Loft in Waynetown
4.92 out of 5 average rating, 237 reviews

Residences at Knights Hall, Unit B

Newly renovated 2 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.

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 home 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
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, 236 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.

Guest favourite
A spacious bedroom features a wooden king bed with dark striped bedding. Natural light enters through two windows covered with striped curtains. A wooden bedside table and a rocking chair are positioned nearby, while original wood flooring adds a warm touch to the space.
Flat in Lafayette
4.88 out of 5 average rating, 469 reviews

Downtown Abbey

Tucked in downtown Lafayette, this elegantly restored 1895 Queen Anne cottage offers a private suite with a cozy king bedroom, full bathroom, charming parlor with smart TV, and dedicated dining area, blending historic charm with modern comfort. Just 1.7 miles from Purdue University, it’s perfect for couples or small groups (up to 4 guests). Request a cot or sofa bed in advance. Enjoy historic Lafayette with all the comforts of home!

Popular amenities for Darlington holiday rentals

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