
Vacation rentals in Readstown
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Top-rated vacation rentals in Readstown
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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!
4.92 out of 5 average rating, 131 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
4.94 out of 5 average rating, 78 reviews
Driftless Region Cabin/ Stream and Sauna
Settle into a quaint farmhouse nestled in a valley in the rolling, forested hills of the Driftless Region. 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 the record collection or visit Viroqua (25 minutes) for a farm-to-table 5-star dinner, or check out local music. Build a warm fire outdoors/ warm up by the gas stove indoors, or go down to the stream for a sauna by the cool water creek.
4.98 out of 5 average rating, 392 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.
4.82 out of 5 average rating, 84 reviews
Bright two bedroom rental in the heart of downtown
Enjoy a comfortable experience at this centrally-located rental, just steps away from downtown Viroqua. Grab a coffee at Wonderstate Cafe before heading over to the farmers market right next door. Explore the thriving art scene and local shops, before finishing off the evening with a dinner at the Driftless Cafe. This will also make a great homebase for hiking, biking, fishing, and paddling out in the great Driftless area. We love our little town, and hope you do too!
4.94 out of 5 average rating, 203 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.
4.9 out of 5 average rating, 240 reviews
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.
4.99 out of 5 average rating, 181 reviews
Paradise Point sleeps 2 Hot Tub
1 bedroom 1 bath with loft. Cozy home where you can see Paradise. This memorable place is anything but ordinary. Views for miles of the Mississippi River, bluff tops and you can soar with the Eagles. What a place to relax in the newly added hot tub while you enjoy the view in what is call "God's Country". This is promised to be a one of a kind view. The Deck with comfortable outdoor seating Located in the heart of WIsconsin's Driftless Region.
4.96 out of 5 average rating, 162 reviews
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.
4.96 out of 5 average rating, 159 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.
4.99 out of 5 average rating, 175 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).
4.98 out of 5 average rating, 223 reviews
Driftless Century Farm
Historic farmhouse with modern comfort in the scenic Ocooch Mountains. Originally a one-room log home from the 1800s, this spacious retreat offers peace, charm, and all the comforts of home. Relax in the large backyard, listen to the sounds of nature, and enjoy the quiet beauty of Wisconsin’s driftless region. Perfect for a cozy escape or outdoor adventure.
4.91 out of 5 average rating, 173 reviewsPopular amenities for Readstown vacation rentals
Other great vacation rentals in Readstown

Open Sky Lodge
4.94 out of 5 average rating, 35 reviews
Parkside at the Grove Shack, dog friendly
4.97 out of 5 average rating, 95 reviews
Ridgetop Driftless Cabin 2
5.0 out of 5 average rating, 33 reviews
This Old House on Drake
5.0 out of 5 average rating, 49 reviews
Hidden Hills Guest House
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Heartland Haven
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Rustic Cabin retreat in the Driftless area
4.98 out of 5 average rating, 63 reviews
Driftless area getaway
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