Holiday rentals in Darlington

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Top-rated holiday rentals in Darlington

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Top guest favourite
A rustic cabin with wooden accents features a welcoming porch adorned with planters. A gravel pathway leads to the cabin, surrounded by well-maintained grass and trees. The cozy setting is complemented by a fire pit area in the foreground.
Farm stay in Peru
4.97 out of 5 average rating, 210 reviews

Cozy Country Bear log cabin with many amenities

You won’t forget the peaceful surroundings of this rustic destination. Enjoy wildlife, kayaking, fishing, campfires, horses, hiking and games. We also have a sauna and a hot tub available on the premises There is Roku TV and WIFI in the cabin. You can sit on the front porch and enjoy the swing or rocking chairs and listen to the night sounds or chat with friends. You can also enjoy a campfire and cook over the open fire on our tripod grill. We have 2 other cabins and our cozy apartment listed.

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.

Guest favourite
A two-story house with a stone chimney is surrounded by trees and a spacious lawn. A wooden deck extends from the upper floor, offering outdoor seating. The gravel driveway leads to the entry, providing access below to garage spaces. The clear blue sky complements the serene atmosphere.
Home in Indianapolis
4.92 out of 5 average rating, 101 reviews

White River Retreat

Welcome to paradise on the White River in Indianapolis! I personally designed, built, and lived in this house for six years - one of the best periods of my life. You will find a sense of peace and feel like you are in another world, all while being right in the middle of Indianapolis! Explore the river on the kayaks, bask in the sun, take in the wildlife. This river getaway is unbelievably unique. Your body and mind will thank you for staying here! Within two miles of anything you may need.

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, 614 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 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
4.99 out of 5 average rating, 152 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 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
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, 250 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.

Superhost
Cabin in Lafayette
5 out of 5 average rating, 3 reviews

Historic Cabin Hideaway: Woods & Charm

The Rayburn House is one of the county’s few remaining examples of a single log-pen house. The front cabin is c. 1834 and a gable front style and the rear cabin is c. 1890. You'll love our cozy cabin with all it's rustic features while enjoying the modern upgrades within. 2 queen beds and a day bed with trundle will comfortably sleep 6. The large eat in kitchen is fully equipped with all your needs, whether your stay short or extended. Located just 15 miles from Purdue University!

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, 237 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 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