Vacation rentals in Darlington

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.

The Bower-Cozy Tiny home w/friendly farm animals

Escape to The Bower at Arbor Crest Acres, a peaceful woodland retreat designed with care and comfort in mind. Enjoy restful nights and unwind in a cozy, thoughtfully crafted space-perfect for slowing down and appreciating the serene beauty of Southwest Wisconsin’s countryside. As you explore, you will be greeted by our friendly animals: gentle Great Pyrenees on patrol, playful barn kitties, free-range chickens, adorable goat mamas and their babies, and shy ducks that seek refuge among the pines.

FayetteGetaway: Hot Tub• Hiking• Lake• UTV Welcome

Just 6 minutes to Yellowstone Park! Come & enjoy all that our 1/2 acre home has to offer. The Fayette ATV trail is a stones throw away with ample parking available at our place. This is our home away from home when we don't have guests, so it is fully stocked & functional for cooking & gathering! Don't want to cook? Walk to the Fayette bar! 3 bedrooms, a den w/2 twin beds, open kitchen/dining/ livingroom await you! Outside, enjoy a fire or outdoor games. Inside you have internet & board games!

The Toay House

Unique, historic “rock house” in Mineral Point, WI! Centrally located, Toay House was built by Cornish immigrant Peter Toay in 1856. This historic gem will satisfy the most discerning guests. Comfortable, stylish updates & contemporary amenities abound: deep soaking tub, infrared sauna, dine-in kitchen, sunny porch/garden, cozy living room w/ smart tv & Wi-Fi, and a lovely sipping parlor to unwind after a full day exploring historic Mineral Point & the storied Driftless region of Southwest WI.

Hot Tub+ Firepit+ "Tiny"house+ Views+ Near Galena

Tucked away in the countryside of Galena, our charming A-frame cabin is the perfect escape for those seeking peace, nature, and a touch of nostalgia. This intimate retreat blends mid-century modern charm with cozy modern comforts, creating an unforgettable getaway. Whether you’re sipping coffee on the deck at sunrise, soaking in the brand-new hot tub under a canopy of stars, or unwinding by the fire with a vinyl record spinning in the background, every moment here is designed for relaxation.

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

Darlington River View House - Direct Trail Access

Welcome to the Darlington River View House located in Darlington, WI near the exceptional River View Lodge Motel. From this property your view will include the beautiful Pecatonica River as well as the famous Cheese Country Trail. Also, located minutes from downtown Darlington, it is perfectly situated for whatever you choose to do while staying in the area. This house features 2 bedrooms, 1 bathroom, a two-car garage, and a fire pit with firewood provided. We look forward to having you!

Home away from home right off the trail

Discover the beauty of Southwest Wisconsin from this 2-bedroom country house located right off the Cheese County Trail located on trail accessible roads. This newly updated property features 2 queen beds and charging nightstands, 2 bathrooms, and a cozy living room with 2 futons. Along with a finished basement perfect for hanging out with a good game of euchre or kicking up your feet after a good day on the trail. In the peaceful spacious backyard, enjoy a night around the campfire.

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.

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.

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

The Windmill on Slough Rd

Bring friends and family to our peaceful, secluded house on Slough Rd. Large deck on the front and back of the house to enjoy the views and peaceful sunrise and sunsets. Outdoor fire pit to relax around at night. Very close to Cheese Country Trail for atv and utv enthusiasts, plus miles of road routes. 2 bedrooms and 1.5 bathrooms provide plenty of room for everyone. Full kitchen and laundry also available.