Holiday houses in Darlington

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Top-rated holiday rentals in Darlington

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Top Guest favourite
A cozy living area is presented, featuring a comfortable gray sofa and an armchair with a patterned fabric. A wooden coffee table stands at center, while a light fixture and an artwork are included on the walls. Natural light filters through the white blinds of the window.
Guesthouse in Indianapolis
4.97 out of 5 average rating, 386 reviews

Hidden Orchard Guest Cottage

Enjoy your stay at our comfortable cottage, tucked away in a quiet neighborhood off the White River (10 min. from downtown & Broadripple; less than 5 min. drive from Newfields, 100 Acre Woods, and Butler University; AND walking distance to the Fitness Farm). Feel at home in this fully furnished cottage, with its up-to-date kitchen, cozy bedroom and tech-friendly living room, equipped with hi-speed Wi-Fi, Netflix and YouTube TV. There’s also a private patio with a fire pit for you to enjoy!

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, 196 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
An overhead view captures a cozy living space with a combination of wood and metal accents. A modern kitchen area is equipped with essential appliances, positioned beside a flat-screen television mounted on a wall. A textured rug lies beneath a wooden coffee table, enhancing the room's warm ambiance.
Home in Lafayette
4.79 out of 5 average rating, 154 reviews

Historic Industrial School House

Stay in a one-of-a-kind historic gem just 4 miles from Purdue, located on the edge of town with easy access to shops and dining. Built in 1890 as a schoolhouse, this updated 1BR + loft blends original charm with industrial style and modern comfort. Backing onto woods and an active train track, it offers a rustic countryside feel. Next door is a historic cemetery, and a nearby correctional facility adds unique character. Relax in the spacious yard and firepit after a day of exploring.

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
4.99 out of 5 average rating, 153 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, 127 reviews

Christmas Tree Farm • 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 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, 240 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
A bright bedroom features a spacious bed with a textured white coverlet, complemented by decorative pillows. Two windows allow natural light to fill the room, while sheer curtains gently frame the views. A cozy rug adds warmth to the hardwood floor, completed by a stylish accent chair.
Home in Lafayette
4.89 out of 5 average rating, 152 reviews

Modern Cottage Close to Purdue

Sunny 2 bedroom cottage with large backyard and patio. Only 12 minutes from Ross Aide Stadium! Walking distance from restaurants and bars. Perfect for families visiting the area or football/basketball fans. As a host who lives in the community, I am committed to using eco-friendly cleaning products that have no added PFAs. I maintain a natural lawn and yard without using harsh pesticides/herbicides, which means the grass isn't always weed-free, but is safe for pets and children.

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, 241 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.

Top Guest favourite
The entrance features a welcoming door accompanied by a decorative sign, inviting guests. Flourishing flower pots with vibrant red blooms are placed beside the door, complementing the neutral beige siding of the home. Two windows with green shutters allow natural light into the space.
Guesthouse in Lafayette
4.97 out of 5 average rating, 106 reviews

Papaw’s Barn

Take it easy at this unique and tranquil get away, in the middle of Indiana heartland! This is a peaceful country setting in a farming community. It is 15 minutes from interstate I-65, approximately 20 minutes to downtown Lafayette and approximately 30 minutes to Purdue University. Papaw’s barn is a detached building away from the main house with parking. If you enjoy relaxing views of the country, in the middle of Indiana heartland, this is the place for you!

Guest favourite
The exterior of a two-story guest house is surrounded by autumn foliage, showcasing wooden decking with a railing. The entrance features large windows, allowing natural light to brighten the space. A pathway leads from the front, bordered by seasonal plants.
Guesthouse in Brownsburg
4.86 out of 5 average rating, 584 reviews

Cozy Guest House in the Big Woods

Guest house located in the rear grounds of main home. Sidewalk access. 20 minute drive to downtown Indy.Full kitchen & 3/4 bath. This means toilet, sink & 42" shower (no tub).Entire house can sleep 1-3. Price is for 2 guests. Add’l fees for add’l guests & pets (no pit bulls) The upstairs has a king bed & down stairs a twin futon. This area is heavily wooded so the occasional critter can be seen & there will be spiders from time to time (part of wooded living).

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.
Apartment in Lafayette
4.88 out of 5 average rating, 482 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!

Top Guest favourite
A view of the Barn showcases a grey exterior with a metal roof and a covered walkway. Lush green grass surrounds the property, and a variety of trees provide shade. Ducks are seen exploring the yard, enhancing the tranquil setting.
Barn in West Point
4.98 out of 5 average rating, 106 reviews

Funky Chicken Barn

Ever dreamed of waking up to horses outside your window or chickens roaming the yard? Or cozying up by a wood-burning stove on a crisp winter morning? Welcome to The Funky Chicken Farm—a unique blend of rustic charm and modern comfort on a 5-acre hobby farm just minutes from Purdue. The Barn offers a peaceful, hands-on farm stay experience you won’t forget. It’s more than a getaway—it’s a memory in the making.

Popular amenities for Darlington holiday rentals

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