Vacation rentals in Kickapoo

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Kickapoo

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

0 of 0 items showing

1 of 3 pages

Superhost

A cozy bedroom features wooden paneling and a high ceiling. A spacious bed is dressed in neutral tones, while a vintage-style entertainment center is situated beside it. Decorative plants and a framed artwork add a touch of warmth to the space.

Apartment in Soldiers Grove

4.82 out of 5 average rating, 188 reviews

Knotty Pine Rental - Rolling Ground

Knotty Pine Rental is in the heart of all that the Driftless Area has to offer with small town hospitality. Enjoy the days hiking, fishing, visiting local flea/farmers markets, apple orchards, strawberry picking, utv trails, and so much more. We offer free wifi, cable television in the great room, as well as the bed room, small variety of family games, and a deck to enjoy the sunsets. We have a large yard area, lots of parking, and the option to enjoy some taste food at the bar and grill below.

Top guest favorite

A grassy area leads to a wooden deck surrounded by lush greenery and wildflowers under a clear blue sky. The trees and underbrush create a natural backdrop, enhancing the peaceful outdoor setting.

Tiny home in Viroqua

4.99 out of 5 average rating, 166 reviews

Little House on the Pretty! Tiny Home in Woods

Little House on the Pretty(LHP) is part of Sittin Pretty Farm. LHP is tucked into the woods giving a place to retreat and restore. The home is finely crafted embodying a simple elegance and character of the Driftless locale. Once inside, a sense of marvel and serenity are sure make heartfelt memories. We are six miles from Viroqua and nestled among Amish Paradise with several neighboring Amish farms. In season the Amish have roadside vegetable stands where you can purchase veggies and pie!

Top guest favorite

A modern kitchen and dining area are showcased, featuring wooden beams overhead and elegant cabinetry. A dining table is set for four, and stainless steel appliances are visible. Warm lighting casts a glow, creating a welcoming atmosphere in the space.

Bungalow in Richland Center

5 out of 5 average rating, 304 reviews

Glory View Ridgetop Bungalow

Farmhouse Bungalow sits on top of a ridge in the Southwest WI driftless area, boasting spectacular views. A site that works for anyone from a relaxing retreat to a great spot for adventures. Fall photography dream, cyclists paradise, star gazing/campfire, hiking, kayaking, canoeing, fly fishing, Frank Lloyd Wright, WI Dells and other local attractions. The home was completely renovated with all the modern conveniences but the Farmhouse charm. A sleeping loft adds additional functionality.

Guest favorite

The bedroom features a spacious bed dressed in navy bedding, complemented by decorative pillows. A bedside table with a lamp is positioned next to the bed. Natural light filters through a window adorned with dark curtains, while a framed landscape art piece decorates the wall.

Home in Richland Center

4.91 out of 5 average rating, 116 reviews

The Sweet Suite

The Sweet Suite is an upper duplex unit. We are located in the middle of the Driftless Area known for its scenic beauty and charm. A comfortable country atmosphere ideal for relaxation. We welcome traveling nurses! Feel free to inquire about a longer stay. The distance is: 8 miles to Richland Hospital in Richland Center 19 miles to Muscoda Health Center in Muscoda 24 miles to Gundersen St Joseph's Hospital in Hillsboro The location is also ideal for hunters and other sports enthusiasts.

Top guest favorite

A farmhouse is surrounded by a blanket of snow, showcasing its two-story structure with a front porch. Snow-covered trees and hills provide a serene backdrop, while a stacked wood pile is visible in the foreground, emphasizing the winter landscape.

Cabin in Gays Mills

4.98 out of 5 average rating, 335 reviews

Remote Driftless Gem Stream and Sauna near Viroqua

Settle into this pristine farmhouse nestled in a valley in the rolling, forested hills of the Driftless Region, southwest Wisconsin. Start your day with a cup of local coffee on the front porch. Go on a long walk or bike ride, then return to the cottage to cook, play board games, listen to our record collection or visit Viroqua (25 minute drive) for a farm-to-table 5-star dinner. Build a warm fire outdoors/ warm up by the gas stove indoors, or go down to the stream for a cold plunge/sauna.

Superhost

An open living area features wooden vaulted ceilings and large windows offering expansive views of the surrounding landscape. A cozy seating arrangement with a sofa is positioned near a dining area. A kitchen island with a stone countertop is visible, enhancing the space's functionality.

Guesthouse in Viroqua

4.88 out of 5 average rating, 250 reviews

The Country Loft

Enjoy the country life with great views and a peaceful setting. Fully furnished, full kitchen and bath. Great area for fishing, hunting, biking, horse back riding, hiking, snowmobiling, shoe shoeing, shopping, site seeing, and relaxing! Not far from Westby, LaFarge, Viola, Richland Center, & LaCrosse. A close drive to Kickapoo Valley Reserve, Wild Cat Mountain, and Duck Egg. * This is upstairs only. The bottom of the rental is storage. Note: I offer weekly/monthly discounts

Top guest favorite

A cozy living area is furnished with two aqua-blue chairs and a dark leather sofa. A wooden piano and a tall lamp are present, with a wood stove providing warmth. Large windows allow for natural light, showcasing the wooded view outside.

Cabin in Viroqua

4.98 out of 5 average rating, 141 reviews

Vireo Cabin at Driftless Creek

Vireo – named for the warbling vireo that nested on the porch – is the most spacious and home-like cabin at Driftless Creek. Vireo is a private modern cabin in a wooded setting, with hiking trails on-site, close to Viroqua. Vireo features furnishings in aqua-blue, lime green, and shades of gray. Highlights of Vireo include ample seating around a wood stove, a piano, porches on 3 sides (one screened-in), and a fully equipped kitchen with seating for 4 at the kitchen bar. Vireo sleeps 7.

Guest favorite

A rustic cabin sits surrounded by autumn foliage, showcasing a covered porch with railings. The exterior features a wooden structure with a metal roof, blending harmoniously with the wooded landscape. A hammock is visible in the distance beneath the trees.

Cabin in La Farge

4.95 out of 5 average rating, 205 reviews

Back Roads Cabin Retreat

Enjoy a weekend off the grid in our rustic cabin on 30 acres of wooded serenity. Watch the sunset on the covered porch, or relax around a campfire. Feel free to explore the woods taking a hike on the network of trails. Nearby you can visit winery's, Wildcat Mountain State Park, the Kickapoo Valley Reserve and more. The driftless region is known for great fishing, scenic drives through the hills and biking. Contact us about additional camp sites on the property for larger groups.

Guest favorite

A modern cabin is seen perched on a hillside, surrounded by tall trees. The cabin features a welcoming deck overlooking a tranquil pond with clear water reflecting the natural surroundings. The landscape includes gently sloping greenery leading to the water's edge.

Cabin in Readstown

4.9 out of 5 average rating, 221 reviews

Driftless Cabin Acreage, valley stream & pond

Modern Amish built cabin secluded on a hillside. Comforts+rustic charm, nestled in a ruggedly beautiful Driftless valley 10 mi. to Viroqua. Deck & patio overlooking pond, stream and natural springs; surrounded by steep ridges. *Freezing temperatures make slick conditions possible throughout the property.* 5 queen beds +sleeper sofa & 2 full bathrooms. Basement makes for a good “suite” w/ Couch or air mattress. AC & furnace, wood stove, stocked kitchen & good WiFi.

Top guest favorite

A cabin exterior is showcased, featuring dark wood siding and a steeply pitched roof. A spacious deck with chairs and potted plants invites relaxation. Large windows allow for natural light, and a balcony is visible above the entrance, enhancing the overall charm of the space.

Cabin in Viola

5 out of 5 average rating, 125 reviews

River Valley Cabin

Very private on-the-grid cabin overlooking the Kickapoo River. Kitchen & bath, dining room, one bedroom and futon in the large living room. TV and internet, laundry and cooking. Bring your own phone. Two additional cots provided. Stunning views for every season, a unique and colorful experience in nature any day of the year. The best hunting and fishing, canoeing and horse riding, nature trails, morels and foraging.

Top guest favorite

An overhead view displays a spacious living area with a light wood dining table surrounded by four chairs. A comfortable gray sofa, accented with cushions, faces a wood stove. Natural light floods the room, highlighting the warm wood beams and various indoor plants.

Guesthouse in Viroqua

4.98 out of 5 average rating, 183 reviews

stylish guesthouse minutes from viroqua

Experience for yourself everything the Driftless has to offer during your stay in this stylish, timber-framed, eco-friendly guesthouse on our 8-acre rural retreat. Completed in 2021, you'll love this bright, clean, private, and peaceful space. Fish nearby trout streams, go for a bike ride, explore great state and county parks, or shop and dine in Viroqua (7 miles away) and Westby (3 miles).

Guest favorite

A rustic cabin exterior features a wooden staircase leading to the entrance, surrounded by lush green hills. A picnic table is positioned on the gravel area, with a barbecue grill nearby. The setting showcases a tranquil view of the valley and hills beyond.

Cabin in Viroqua

4.9 out of 5 average rating, 137 reviews

Bishop Creek Cabin - Fly Fishing in Driftless Area

A setting like no other! Enjoying the coziness of our cabin while being able to witness nature at its best is priceless! Sitting on the deck is so relaxing, seeing the eagles soar over the cabin, and listening to the bubbling of Bishop Branch while having picnics is a true escape from reality and a tiny home away from home.