Holiday houses in Darlington

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Top-rated holiday rentals in Darlington

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Top Guest favourite
A cozy cabin is nestled on a grassy hillside, surrounded by trees. A wooden deck wraps around the cabin, providing outdoor space. Stone steps, lined with potted flowers, lead up to the cabin entrance, enhancing the natural setting.
Cabin in Benton
4.95 out of 5 average rating, 127 reviews

Our cabin's a win-win

In 1834, it was a chicken coop nestled between the house and barn. Today, it's a cozy cabin just a stone's throw away from the villa and venue. From the private, rural setting to the rustic decor, you'll feel as though you've traveled back to simpler times. It's unique, refreshing and oh-so tranquil. If you're looking for a little hush and a lot less rush, you're going to fall in love with this little home away from home. While you're visiting, get the scoop on how we transformed this coop.

Guest favourite
Chestnut Cottage is framed by vibrant flower beds featuring pink and white blooms, complementing the warm exterior of the historic home. The property is surrounded by lush greenery, enhancing its picturesque setting. A pathway leads to the inviting entry, showcasing the cottage's charm.
Home in Mineral Point
4.98 out of 5 average rating, 161 reviews

Chestnut Cottage

Built in 1890, Chestnut Cottage is located in the heart of the historic district within easy walking distance of shops, galleries, restaurants and historic sites. The Cottage features a comfortable living room, bright dining room, country kitchen, first floor bathroom and two upstairs bedrooms with one queen bed and one twin bed. Chestnut Cottage features artwork by prominent local artists. Wi-Fi, cable TV, DVD/CD players are included. Complimentary coffee/tea service. Minimum two night stay.

Guest favourite
A wooden bed with a tall headboard and elegant posts is positioned in a well-lit room. Fluffy pillows rest atop a neatly arranged white comforter. A matching wooden dresser with multiple drawers sits nearby, featuring a mirror that reflects the room's warm hues.
Loft in Dubuque
4.89 out of 5 average rating, 238 reviews

Historic+private brick loft by colleges & downtown

Great location-upper floor of a historic home near Five Flags Center Galena (30 min) Art museum restaurants events & downtown (0.5 mile) Comfortable and private entire upstairs of a renovated 1906 brick home w/ modern amenities, restored woodwork, and modern appliances/HVAC/plumbing Centrally-located in historic Langworthy district, close to colleges: -Loras=0.5 mi. -UD=1 mi. -Clarke=1 mi. -Emmaus=1.5 mi. Features: -gas grill -fire pit -kitchenette: regular/decaf Keurig coffee kettle microwave

Guest favourite
A charming cottage is framed by lush greenery, with a stone pathway leading to the welcoming front porch. The exterior features light yellow siding and white trim, complemented by a vibrant blue door. Surrounding foliage adds to the secluded atmosphere.
Guesthouse in Mineral Point
4.94 out of 5 average rating, 289 reviews

Lumber Yard Cottage, a cozy retreat

The Lumber Yard Cottage is a cozy hidden retreat tucked away from the road. Within walking distance of all Mineral Point has to offer. Great restaurants on all sides of this property and wonderful shops are just up the road. The Cheese Trail and railroad museum are across the street. Enjoy the back porch with the wraparound stone wall or the lovely front porch and watch the world slowly drift by. There is a queen size bed, jacuzzi tub, gas fireplace, ac unit, full kitchenette, and wi-fi.

Guest favourite
A friendly sheep stands in a green pasture, its fluffy wool coat visibly soft and light-colored. The sheep's gentle expression is captured as it gazes directly at the viewer, with trees and a cloudy sky in the background.
Farm stay in Argyle
4.98 out of 5 average rating, 301 reviews

Rustic Barn Loft at Oak Springs Farm

Unplug in our gorgeous barn loft above our working barn. Sleep to the sound of crickets and frogs in the pond, then wake up and pet the sheep, goats, rabbits, cats, ducks & chickens. Open floor plan, cathedral ceiling, farm decor, fire pole, sliding barn doors. Full kitchen, jetted tub, rain shower, laundry. Stone patio, fire pit. 2 bedrooms, sleeper sofa, air mattresses. Juice, coffee, and fresh eggs provided when the hens are laying. NO A/C. ABSOLUTELY NO PETS Facebook oakspringsfarmwi

Guest favourite
The exterior of the historic cottage features a blend of stone and wooden siding, showcasing two stories with multiple windows. Lush greenery surrounds the structure, adding a natural element. A unique stone chimney stands prominently, highlighting the cottage's rustic charm.
Cottage in Mineral Point
4.81 out of 5 average rating, 252 reviews

Cottage on Clowney

Escape to a Charming 1849 Historic Cottage in the Heart of Mineral Point!! The cottage nestled just 2 blocks from Mineral Point's vibrant downtown. This cozy retreat offers the perfect blend of historic charm and modern comfort. Featuring 2 Bedrooms, Fully Stocked Kitchen, Off Street Parking, and Private backyard! Immerse yourself in the tranquility of this unique historic cottage. Unwind, relax, explore nearby art galleries and shops, and experience the charm of Mineral Point.

Top Guest favourite
A modern living area features a green sectional sofa complemented by a white coffee table. Colorful artwork adorns the wall above the sofa. An arched doorway leads to a dining space with a table and chairs, enhancing the open feel of the room.
Apartment in Downtown Dubuque
4.91 out of 5 average rating, 262 reviews

1127 / Downtown Dubuque, first floor, free parking

Enjoy the charm of Dubuque from this clean, comfy 1-bedroom apartment located in the heart of the Millwork District. Perfect for solo travelers or couples, this ground-floor unit puts you just steps from downtown restaurants, shops, and the seasonal farmers market (May–Oct). Guests love the walkability, easy check-in, and peaceful vibe. Includes a full kitchen, smart TV, home office desk, and a private bath with tub/shower. A great value in a historic downtown building!

Guest favourite
A historic two-story house constructed with light-colored stone is showcased under a bright blue sky. The entryway features a wooden porch with seating, complemented by a neatly maintained grassy yard and surrounding trees.
Home in Darlington
4.95 out of 5 average rating, 102 reviews

Hamilton Goebel House

This house is a historic home that was built in 1833 on land owned by Jamison Hamilton, the founder of Darlington. It is not known if he actually lived in the house,but could be assumed. During your stay you will find bits of history and pictures that have been gathered along the way.It has all the comforts of home. A beautiful four bedroom home that has been completely renovated to reflect the old and new times. This home was on the list to be torn down by the city.

Guest favourite
A well-appointed bedroom features a large, inviting bed adorned with a patterned blanket and colorful pillows. Natural light floods the room through a sheer curtain, highlighting the warm wood trim and elegant doors leading to a balcony, creating a relaxed ambiance.
Apartment in Platteville
4.88 out of 5 average rating, 151 reviews

Charming 4th Street turn-of-the-century studio

Welcome to our turn-of-the-century home, built in 1905. It hosts two apartments upstairs including this private access charming studio with a gorgeous sitting area and kitchenette. Located less than half a mile from Platteville’s Historic Second Street, about a half mile to the nearest Roundtree Branch Trail access, and less than a mile from UW-Platteville, we are within walking distance of most of Platteville’s main attractions!

Top Guest favourite
The farmhouse is shown from the exterior, showcasing a two-story structure with white siding and a covered front porch. Flower planters hang from the porch railing, and a stone pathway leads to the entrance. Green grass surrounds the house, bordered by a paved area.
Home in Gratiot
4.99 out of 5 average rating, 252 reviews

The Old Farmhouse

The old farmhouse is located on a quiet, dead-end road. It sits on top of a picturesque hill surrounded by rolling farmland. The Pecatonica river surrounds the farm on three sides. The farmhouse is the perfect place for quiet time and relaxation. The Farmhouse was built in 1914. It still has the original woodwork, and beautiful hardwood floors. Sit on the porch or sit around the fire pit and enjoy the beautiful fall foliage.

Top Guest favourite
The exterior of a revitalized 1950s car wash is showcased, featuring a curved awning and a large glass door. The building has a bright white facade with a red accent roof, and signage reading 'The Car Wash Inn' and '$1.25 WASH' is displayed.
Home in Shullsburg
4.99 out of 5 average rating, 193 reviews

The Car Wash Inn A Unique Stay

Enjoy a unique stay inside a beautifully revitalized single bay 1950s car wash. Only minutes away from historic downtown Shullsburg. This space has been thoughtfully designed to retain it's industrial charm with a nostalgic ambiance, while offering modern amenities for a comfortable stay. ~20 miles to Galena, IL ~25 miles to Mineral Point, WI ~25 miles to Dubuque, IA ~ATV Trail Access with large parking area

Top Guest favourite
A cottage nestled among tall trees is visible, with a charming front porch featured. Vibrant pink flowers bloom vividly in the foreground, adding color to the lush green grass surrounding the property.
Tiny home in Darlington
4.98 out of 5 average rating, 796 reviews

Arbor Crest Cottage

Thank you for checking out Arbor Crest Cottage! We would be happy to host you! The farmette is conveniently located 2 miles from town, set off the road, and through the woods. The cottage is located on the edge of our woodland area. We invite you to explore the property and enjoy the animals. The west end of our land over looks town and is a great place to watch the sunset and the goats graze.

Popular amenities for Darlington holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Lafayette County
  5. Darlington