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Holiday houses in Sauk County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Sauk County

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

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Top Guest favourite
A rustic cabin is surrounded by lush greenery, showcasing a spacious front porch with multiple wooden chairs and a swing. An outdoor fire pit is surrounded by seating, creating an inviting space for gatherings. A shaded gazebo adds to the outdoor comforts.
Cabin in Hill Point
4.97 out of 5 average rating, 627 reviews

Big R's Retreat Secluded and located in Nature

Welcome to our home: where we have found peace and relaxation for over 20 years. A German native, Big R fell in love with the open land and rolling hills of Wisconsin, becoming a US citizen in the 80s. He met Curly, a Chicago city girl, who brought a little city to his country life. They enjoy raising buffalo and spending warmer days on their porch enjoying the fresh air and beautiful views (with no mosquitos!). Now they want to share their idyllic and peaceful home with you. Drive down a dead-end road and pull up to a rustic cabin filled with high-tech and cozy amenities. We have something for everyone with a gas fireplace, tv (complete with dish, Cinemax, HBO and a Bluetooth sound system), board games and a full kitchen. Take a drink outside to soak in the hot tub or sit around the campfire. When the day is done, you will fall asleep instantly on the memory foam bed, either in the loft or the bedroom, and wake up to a beautiful sunrise looking out over your little getaway.

Top Guest favourite
Home in Baraboo
5.0 out of 5 average rating, 53 reviews

Tree House Lodge, Baraboo Bluffs

Not just a place to stay but an experience! One of a kind, stunningly beautiful, peaceful retreat on a dead end road in the Baraboo Bluffs. Feel one with nature with more windows than walls. Listen to the owls talk to one another and see deer and turkey pass through daily. Numerous critters to see and hear whether sitting inside or out. Just minutes from Devils Lake, Devils Head, Durwards Glen, ice age trails, winery's and only 25 min from the Dells but you probably won't want to go anywhere!

Top Guest favourite
A rustic log cabin is set against a clear blue sky, surrounded by lush green grass and trees. A gentle path leads up to the cabin's spacious porch, which features multiple seating areas for relaxation and enjoyment of the natural surroundings.
Cabin in Richland Center
5.0 out of 5 average rating, 23 reviews

Sunrise Haven Country Cabin with a view

From our family to yours - welcome to Sunrise Haven, a rustic log cabin nestled high in the Driftless hills of Southwest WI that overlooks farmland, a Class I trout steam and woodland. We invite you to enjoy the peace, connection to nature and outdoor adventure that we truly treasure. Hiking in the woods, watching wildlife and stargazing by the campfire await. While remote, we are still just a short drive to many of our area's greatest attractions that make SW WI a great place to visit.

Top Guest favourite
A cozy guest suite is bathed in warm, natural light from large windows. A wooden bed is adorned with layered blankets, complemented by floral curtains. A wooden dresser and bookshelf, filled with books, complete the space, enhancing a comfortable atmosphere.
Earthen home in Spring Green
4.97 out of 5 average rating, 105 reviews

Forest Retreat in Earth Home 10 Min from APT

Welcome to the guest suite of our energy-efficient earth home surrounded by forest and hills of the gorgeous Driftless region. Enjoy access to trails across 45 acres of private woods, with a trailhead outside your door. Observe dozens of species of birds outside your window while sipping coffee from bed. Our guest suite offers the wonder of a nature-escape while remaining only a 5-minute drive from downtown Spring Green, and 12 minutes from both American Players Theatre and Taliesin.

Top Guest favourite
An open-concept living space is captured, featuring a modern kitchen, a dining table, and a stone fireplace. The cozy seating area invites togetherness. An inviting hot tub sits on a covered deck, surrounded by trees. A sauna made of warm wood offers an additional relaxation option.
Cabin in Baraboo
4.98 out of 5 average rating, 117 reviews

Sauna | Hot Tub | EV+ | Luxury | Cozy | Private

Nestled in the country, this luxurious home offers a serene escape from the hustle of city life. Enjoy two spacious bedrooms and two meticulously designed bathrooms featuring indulgent amenities, such as a deep soaking tub. A cozy living area with a stone fireplace invites relaxation, while a gourmet kitchen beckons culinary adventures. Outside, soak in the hot tub, grill up some dinner, share stories around the fire, or watch the sunset from the sauna, all amidst nature's embrace.

Superhost
The exterior of a timber frame cabin is visible, showcasing a two-story design with large windows and a spacious deck. The cabin is surrounded by a well-maintained grassy area and trees in the background, suggesting a peaceful and natural setting.
Cabin in North Freedom
4.95 out of 5 average rating, 315 reviews

Unique Timber Frame home in Baraboo Bluffs area

5 miles from downtown Baraboo, you can follow the country roads through the Baraboo Bluffs to a majestic timber frame cabin. Tucked away on over 30 acres you'll find relaxation by the stocked pond, adventure out in the woods or cozy up by the wood burning fireplace (firewood not supplied) If you’d like to venture out , Devils lake is 15 mins, Wisconsin Dells 20 mins, and 2 ski resorts are within 25 minutes. Wineries, breweries, distillery, shops and restaurants can be found in the area.

Guest favourite
A cozy nook features a large window adorned with a stained glass design, allowing natural light to fill the space. A plush armchair sits beside a simple blue table, while a window seat is decorated with soft cushions, inviting relaxation in a wooden interior.
Cabin in Baraboo
4.97 out of 5 average rating, 402 reviews

Private Baraboo Bluffs Cabin with Peacocks!

This is a beautiful getaway surrounded by nature. It’s on 180 acres with walking trails. The vibe is unbeatable. You will find your peace. Hike! Relax in nature! Way up in the Baraboo bluffs and right by some of Wisconsin's favorite attractions. Minutes away from Devil’s Lake, ski hills and great hiking. Relax by the fire surrounded by nature. Nature therapy! Forest, wildflowers, and peacocks right out your window. Dogs allowed with prior approval but no other pets

Top Guest favourite
The exterior of the cottage-style home features a brick facade with a stone chimney and green accents. Well-maintained landscaping includes a manicured lawn and shrubs, while the front path leads to a welcoming entrance. A clear blue sky provides a bright backdrop.
Home in Loganville
4.96 out of 5 average rating, 331 reviews

Hido House - cottage, 1 block from eateries

Enjoy a small village's most iconic home only about 30 minutes from Wisconsin Dells, Baraboo and Spring Green. This cottage-style home was built in the 1920s, and within walking distance to a few delicious eateries & bars. Visit Wis. Dells waterparks, Circus World (Baraboo), Devil's Lake State Park (Baraboo), House on the Rock (Spring Green), American Players Theater (Spring Green), Amish country (Loganville/Hillpoint), and more! We're also licensed & insured.

Top Guest favourite
A dining area features a light wood table surrounded by six chairs, positioned beneath a modern light fixture. Green walls offer a warm contrast to white accents. A decorative centerpiece holds plants, while large windows allow natural light to illuminate the space.
Home in Baraboo
4.93 out of 5 average rating, 168 reviews

Green Door Getaway

Take a moment. Make yourself a cup of coffee in the bright kitchen. Find a cozy corner to read a good book. Grab the yoga mat and get your workout in while you stay. Spread out at the desk and finish your project. Connect with family and friends in the spacious living and dining areas. Enjoy a hike at a nearby State Park. Take in the thrills in the Dells. Ski down Christmas Mountain, Devil's Head or Cascade. Maggie's Green Door Getaway is ready for you to enjoy!

Guest favourite
Two light-colored Adirondack chairs are positioned on a grassy area, offering a view of the lush surrounding landscape. Wildflowers and tall grasses are visible in the background, providing a natural setting. A cluster of trees stands nearby under a clear blue sky.
Apartment in Baraboo
4.87 out of 5 average rating, 311 reviews

Orchard Prairie B&B

Welcome to my home - Orchard Prairie Air B&B! This unique space was built by an amateur pilot, "MacGyver-Type," Renaissance Man roughly 30 years ago. It is set on 38 acres of pristine Wisconsin Land and is perfect for nature lovers and "Glampers" looking for the great outdoors with the comforts of home. It is a "rustic-industrial" oasis in the heart of South Central Wisconsin, steps from Devils Lake and miles from Baraboo and the Wisconsin Dells.

Top Guest favourite
An outdoor fire pit area is surrounded by gravel, with four chairs positioned around the center. A cozy farmhouse is visible in the background, framed by lush green trees. Tiki torches are placed nearby, enhancing the inviting outdoor setting.
Farm stay in Hill Point
4.98 out of 5 average rating, 128 reviews

Ridgetop Retreat

Enjoy the natural beauty of the Driftless Area in Richland County Wisconsin. This is a well-appointed, four season country farmhouse on a fully operational farm. The access to the Richland County snowmobile trails is less than 5 miles away. Goats and chickens are out your front door. Deer, turkey, and other wildlife are in abundance. All county and township roads are open to UTV traffic. Enjoy tranquil star-filled skies all year long!

Guest favourite
A spacious living area features a dark sectional sofa adorned with decorative pillows. A small white table holds a decorative vase, and large windows allow natural light to fill the room. A sliding glass door provides access to the private patio, showcasing a view of the outdoors.
Guest suite in Spring Green
4.8 out of 5 average rating, 247 reviews

River Valley Retreat

Enjoy your stay in the Spring Green area! This private apartment occupies the entire lower level of our home and features its own private entrance. Located on the edge of town, you’re close to everything. Clean, comfortable, and highly rated, it includes a queen bedroom plus space for up to 4 more guests (single bed, sectional, air mattress), a stocked kitchenette (no stove), dining area, bathroom, foosball, and private patio.

Popular amenities for Sauk County holiday rentals