
Vacation rentals in Kickapoo
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Top-rated vacation rentals in Kickapoo
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Eagle View Lodge - 1850's Log Cabin w/ Hot Tub
In the heart of the Driftless, atop the Mississippi , enjoy the tranquility of a centuries-old Appalachian cabin. Relax on the deck & take in dramatic sunsets, soaring eagles & glistening stars. Soak in the hot tub & gaze at the majestic Mississippi. Host unforgettable dinners in the screened deck & share stories by the fireplace. Only 30 mins from Viroqua & Prairie du Chien, experience the natural beauty of the driftless region - hiking, fishing, hunting, biking - whatever inspires you.

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.

TerraVista House in Driftless Wisconsin
Nestled in SW Wisconsin and the driftless area , this spacious house will let you relax while enjoying the rolling hills. Comfortably sleeps up to 15 with open space to play and places to chill. This house is close to public hunting and fishing, ATV friendly roads ( your own machines), snowmobiling, and an active farming area. Cook family meals in the large kitchen, dining area, or simply enjoy the country peacefulness. TerraVista House is inspected and licensed by the state of Wisconsin.

The Nestled Inn -King bed, soaker tub, 2 bathrooms
All new kitchen appliances. 1700 sq ft living area. Open floor plan with sunroom. Large bathroom with walk-in tile shower, additional bathroom with soaker tub. Enjoy the outdoor open deck area perfect for family dining. Comes equipped with a gas grill and plenty of seating. Cozy screen-in deck area. Enjoy spacious backyard. Enter home through the large attached garage. This home is set in the country near working farms and a small Amish community. New central air system!

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.

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!

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.

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.

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.

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.

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).

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.
Popular amenities for Kickapoo vacation rentals
Other great vacation rentals in Kickapoo

Driftless Log Cabin w/ Kickapoo Valley View

This Old House on Drake

Parkside at the Grove Shack, dog friendly

The Schoolhouse - A Peaceful Driftless Retreat

The Loft on River Drive

Hidden Hills Guest House

Eagle Rock Cabin

Ridgetop Driftless Cabin 2
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