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Vacation rentals in Kickapoo

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Top-rated vacation rentals in Kickapoo

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

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Rental unit in Soldiers Grove

4.81 out of 5 average rating, 165 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.

Tiny home in Viroqua

5 out of 5 average rating, 150 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!

Bungalow in Richland Center

5 out of 5 average rating, 276 reviews

GloryView 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.

Rental unit in Viroqua

4.91 out of 5 average rating, 268 reviews

2 Bedroom Stylish apartment with porch

Blue Door is our stylish 1st floor apartment This inviting apartment has a bright, modern living room with quality leather furniture, a vintage kitchen with modern updates, two bedrooms, a full bath, and a sheltered sitting porch. It is part of a house with three apartments, all available through Airbnb. Two queen beds. Off-street parking in the back of the house and keyless entry make it an easy in and out. Walking distance to shops and restaurants. Pets welcome with the small pet fee.

Home in La Farge

4.97 out of 5 average rating, 106 reviews

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!

Rental unit in Viroqua

4.95 out of 5 average rating, 369 reviews

Sunny & Historic 1 Bedroom Haven- Main St, Viroqua

Located *truly* steps away from everything on bustling Main Street, Viroqua, make yourself at home in our sunny 2nd floor one bedroom apartment. In the morning feel free brew yourself coffee or grab a vintage basket and stroll down to the local Shops. In case you'd like to eat out, you're conveniently located within two blocks of several different hot spots in our sweet town. (Our favorites are Driftless Cafe, Maybe Lately’s, Tangled Hickory & Wonder State Coffee Cafe.)

Cabin in Viroqua

4.96 out of 5 average rating, 136 reviews

Squirrel Ridge Log Cabin

A cozy cabin nestled in the country side of southwest Wisconsin. This cabin is located on the corner of our 28 acre organic maple sap farm. The Amish built log cabin is located in a wooded area with its own driveway that offers privacy for a perfect getaway week or weekend. Comfortably sleeps 4 adults, which includes a queen size bed in master bedroom, 2 single beds in the loft, and a queen size pullout sleeper in the main room. Centrally located in the Ocooch Area Wi.

Rental unit in Viroqua

4.91 out of 5 average rating, 129 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!

Cabin in Readstown

4.89 out of 5 average rating, 211 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.

Cottage in Gays Mills

4.98 out of 5 average rating, 303 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 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 indoors or out, or go for a sauna by the babbling stream.

Cabin in Viola

5 out of 5 average rating, 105 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.

Guesthouse in Viroqua

4.97 out of 5 average rating, 158 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).

Vacation rentals for every style

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Cabins

Kick off your hiking boots at these rustic lodgings

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Kickapoo vacation rentals

Free parking on premises

Air conditioning

Stay near Kickapoo's top sights

Kickapoo Corners Family Restaurant & Gifts7 locals recommend

Kickapoo Creekside6 locals recommend

Crooked Creek Canoe LLC3 locals recommend

Other great vacation rentals in Kickapoo

Guest suite in Viroqua

4.97 out of 5 average rating, 135 reviews

Maple Ridge Guest Apartment

Cabin in Westby

5 out of 5 average rating, 52 reviews

Nature's Nest

Home in Viola

4.95 out of 5 average rating, 87 reviews

Rustic River on Main

Cabin in Readstown

4.89 out of 5 average rating, 27 reviews

Rustic Cabin

Shipping container in Westby

5 out of 5 average rating, 60 reviews

Hidden Hillside Getaway

Rental unit in Viroqua

4.88 out of 5 average rating, 24 reviews

Main Street Viroqua Apartment

Cabin in Readstown

4.96 out of 5 average rating, 24 reviews

Driftless Log Cabin w/ Kickapoo Valley View

Home in Viroqua

5 out of 5 average rating, 41 reviews

Little Yellow House

Destinations to explore