Holiday houses in Readstown

Bungalow in Richland Center

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.

GloryView Ridgetop Bungalow

Farmhouse Bungalow sits on top of a ridge in the SW WI driftless area, boasting spectacular views of WI farmland. 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 extra functionality.

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5.0 out of 5 average rating, 338 reviews

4.92 out of 5 average rating, 130 reviews

The two-story cabin, crafted from barn tin and local woods, features large windows, including a prominent half-round window. A covered porch with a railing invites relaxation, surrounded by vibrant flowers. The structure is complemented by the natural landscape and nearby outbuildings.

Home in Viroqua

Tin Terra Cabin in Amish Paradise with Steam Sauna

Tin Terra Cabin (TTC) is part of Sittin Pretty Farm. TTC is an artful rendering of home using the character and patina of old barn tin and boards accented with the elegance of finely crafted local woods including cherry, red oak, hickory and black walnut. Once inside a feeling of marvel and serenity are sure to help in making heartfelt memories. We are six miles from the attractions of "Viroqua hip" yet nestled in the plain and slow of the Amish with roadside stands cascading produce and pie!

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A rustic living room features exposed wooden beams and a combination of vintage and contemporary furnishings. A leather sofa and armchair are positioned near a wooden table. A record player sits on a weathered console, while decor items and plants add character to the space.

4.94 out of 5 average rating, 78 reviews

Driftless Log Cabin w/ Kickapoo Valley View

Owned by musician @loushields & the owner of a local Vintage Clothing shop Stacey Roou @driftlessartifacts, this log cabin is a unique place that has a style all its own. It was built upon a high bluff in the Town of Kickapoo with beautiful views of the Kickapoo River Valley. Enjoy spending time with family/friends at this peaceful Driftless region retreat. The cabin is situated on 15 acres w/ wooded hiking trails (ask us how to find the trail and springs)! Follow/tag us @driftlessadventures

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4.95 out of 5 average rating, 216 reviews

The main living area features warm wooden walls and a cozy sofa positioned beside a stone fireplace. A mounted television offers entertainment options, while shelves filled with books are visible in the background. Natural light enters through the windows, enhancing the inviting space.

Cabin in Viroqua

Cabin-Driftless/Near Lakes/Streams/Pet Friendly

Perfect place to escape into nature at our cozy country cabin that is fully furnished. Our cabin is conveniently located 1.5 miles outside of Viroqua on a secluded township road, near premier trout fishing creeks and outdoor adventures. The cabin boasts a large wrap around deck. Perfect spot to relax with sounds of nature and views of the Valley. Inside this modern cabin is a loft with a king and 2 XL twins, main level bedroom with full bed and a full size sofa sleeper. H.S internet.

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An aerial view captures the expansive landscape adorned with autumn foliage. A spacious cabin, surrounded by rich greenery and colorful trees, is situated on a grassy area. Rolling hills stretch into the distance under a warm sunset sky.

4.82 out of 5 average rating, 84 reviews

Driftless Dreams Cabin

Make some memories at this unique and family-friendly place. Listen to the rain on the tin roof. Sit on the furnished front porch and watch the birds. Light a fire in the indoor fireplace or roast marshmallows outdoors. Enjoy coffee on the balcony off the master bedroom. This peaceful getaway sits on seven acres with two bedrooms and a loft, it can sleep eight with a pull out couch. Just outside of Readstown, minutes from restaurants and ice cream! Shop at Amish homes nearby.

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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.

4.9 out of 5 average rating, 240 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.

ValueLocationRiver

4.99 out of 5 average rating, 181 reviews

An outdoor deck features a cedar hot tub and seating area, surrounded by natural landscapes. In the background, a fire pit is set up with chairs, while a picturesque sunset casts a warm glow over the serene surroundings.

Cabin in Viola

Secluded cabin,cedar sauna & hot tub,outdoorshower

360 views in the middle of 75 organic acres, no neighbors in site. Outdoor Cedar hot tub & infrared sauna, heated outdoor shower, two king loft bedrooms, full kitchen, back deck with custom hibachi grill to watch sunrise and front covered deck to watch sunset. Indoor/ outdoor fire places. Wildflower fields.We try to give our couples priority booking when they rent our wedding venue 2 miles down the hill (Chapters on the Horizon) that is why we do not instant book.

LocationValueWalkability

4.96 out of 5 average rating, 158 reviews

A cozy living area is presented with a light gray sofa and a darker gray armchair, complemented by decorative pillows. A wooden coffee table with pumpkins adds a seasonal touch. Natural light enters through sheer curtains, illuminating the rustic wood accents on the walls.

Home in Viola

Rustic River on Main

Beams and barn boards give this two bedroom cottage a rustic style all it's own. The European influence found throughout the home, helps create an atmosphere of tranquility. Throw some steaks on the grill and enjoy a glass of wine in your private courtyard. The year round hot tub is a great way to unwind at the end of your day with access to the courtyard straight from the master bedroom. Pets are welcome with an additional fee.

FamilyLocationParks

4.99 out of 5 average rating, 175 reviews

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

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.

ValueFamilyIndoor spaces

A wooden porch offers a view of a spacious grassy yard, framed by trees and dotted with a fire pit. Two chairs are positioned for relaxation, inviting quiet moments in nature. Flower pots add a touch of color to the scene with the sky visible above.

4.94 out of 5 average rating, 35 reviews

Open Sky Lodge

Escape to this cozy rustic cabin nestled beside crystal-clear Reads Creek in the heart of the driftless region. Perfect for couples or families, it features a peaceful setting, fire pit with firewood provided, covered porch, and a spacious yard for tents. Enjoy the charm of nature with modern comforts—grill out, relax by the fire, or unwind to the sounds of the creek. A true retreat to unplug and reconnect.

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4.98 out of 5 average rating, 223 reviews

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

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).

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