Vacation rentals in Kickapoo

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Top-rated vacation rentals in Kickapoo

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Guest favorite

The exterior of a wooden log cabin is showcased, featuring a steeply pitched roof and large windows that allow natural light to enter. Surrounding greenery is visible, and flower pots are placed at the base of the cabin, adding a touch of nature to the entryway.

Cabin in Richland Center

4.96 out of 5 average rating, 113 reviews

Tree Bear Cabin, on a 67 acre Tree Farm

Step away from the demands of life into this hidden gem. Tree Bear Cabin is a 100% real wood log cabin above the bustle of town, nestled among a 67-acre tree farm. Enjoy the quiet of the forest, and the cozy cabin interior. Play games on the wide lawn, explore the trails throughout the property, and make the most of your trip with our noon check-in time and 4 pm check-out times! Activities close by include fishing, kayaking, hiking, wine tasting, UTV Tours, and visiting local shops & Orchards!

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 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, 334 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 tiny blue house is nestled among lush green trees, offering a tranquil view. The natural landscape features a grassy area in the foreground, with a dirt road leading to the home. A mix of clouds and blue sky creates an inviting atmosphere.

Tiny home in Viroqua

4.95 out of 5 average rating, 273 reviews

Sittin Pretty Tiny House nestled in Amish Paradise

Sittin Pretty Tiny House is perched up on Dach Ridge six miles out of Viroqua just off County NN offering lovely views across neighboring farm fields toward the western horizon. Surrounding woods with a walking trail give an intimate sense of the natural world. You are in the heart of Amish country and the goings and comings of their agrarian lives give a sense of another time. 1/4 mile walk down the road, at the nearest Amish neighbor, you can buy produce in season and eggs.

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, 124 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.

Top guest favorite

A vibrant sunset sky is visible over a green landscape, with pink and orange hues blending softly. The image features a stone patio with seating arrangements and a hammock nearby, set against the natural backdrop of rolling hills and trees.

Home in La Farge

4.98 out of 5 average rating, 133 reviews

Amazing Views at this Cozy Retreat

This is your place to relax with the whole family in the Driftless. With south facing views of the Kickapoo River valley, this sunlit and energy efficient home is a perfect retreat. You may hear sandhill cranes, Canadian geese, white swans, spring peepers, and maybe even coyotes howling in the distance at dusk.