Vacation rentals in Crawford County

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.

Larsen Rustic Secluded Log Cabin W/Outdoor Hot Tub

Secluded cabin hike the trails to the cave and ponds. Close to trout fishing stream or Mississippi for fishing. Bring you UTV and ride the private trails $30 per driver and 10 per passenger or rent an UTV 300.00 per day Approx 15 miles from Priarie Du Chein, close to canoe outposts for the Kickapoo, Wisconsin river. Has a gas ,charcoal grill,fire pit, pool table, fooseball, ping pong table. Smart TV Private UTV trails are closed Oct 15th thru mid Jan for hunting. Access to public UTV trails.

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.

Pure relaxation

Winter special. Buy 2 nights and get a third night free. Ask for details. Valid until March 29 If you truly need to get away from today's hectic world, come visit Skyview. When you drive the last mile along the gravel road you will start to feel the peace and serenity you are searching for. Our home features notty pine in every room, maple floors, granite counters, three fireplaces, a huge deck and a view that is simply breathtaking. In the morning there might be an eagle waiting for you.

Peaceful Driftless A-Frame

Nestled among two acres in the rolling hills and lush greenery of the Driftless Area, this A-frame cabin stands as a serene retreat, blending harmoniously with its natural surroundings. The decor is a blend of modern comforts and rustic elements, with comfortable furnishings. Seated in the heart of the Kickapoo valley, there's no shortage of class 1 trout streams near by, public hunting easements, UTV trails, hiking, canoeing and easy access to all of the wonderful amenities the area offers.

Aspenshire Cabin: A Nod to English Charm

Aspenshire Cabin is nestled in a valley overlooking a private stream. The Driftless Region is known for its rolling hills and beautiful landscapes. This newly remodeled cabin stands in striking contrast to the woods surrounding it. Inspired by the cozy + sophisticated vibes of Old English Charm, a nod to this design style is evident throughout. Guests are welcomed into a space curated for rest and relaxation, whether through a quiet retreat for the arts or a getaway with family and friends.

Adorable lower level apartment

Relax with loved ones at this peaceful place to stay in the beautiful Coulees of Wisconsin just 3 miles from the Mississippi River. Immediate access to UTV & snowmobile trails. Lower level apartment with walkout deck, fire pit, private parking. Small hobby farm with friendly critters. Living room couch is a hide-a-bed. Camping allowed. Boat & trailer parking near road too. We prefer no pets as we have our own, yet we are willing to make exceptions. Fuel, food, hardware store within 2 miles.

SereniTree Cabin-Modern Rustic Getaway

Modern Rustic Family Getaway- Our cabin is not a place to stay while on vacation...our cabin is the vacation! You can come and enjoy the surrounding areas if you want, but you can also just come and spend the entire time away from the outside world. It is a quiet, peaceful, relaxing place to just unwind. Located up on a bluff, between Prairie Du Chien and Ferryville, this cabin gets you about 5 minutes from the river but allows you the serenity of being tucked away in the trees.

Plum Creek Cabin: Nature Lover’s Retreat +HOT TUB

Relax at a charming cabin nestled on a farm in the heart of Plum Creek Valley, offering picturesque views and a class 1 trout stream on property. This idyllic getaway is a mix of woods and pasture, perfect for immersing yourself in the beauty of nature. Access to nearby UTV/snowmobile trails. Whether you’re here for outdoor activities or simply to unwind in a serene setting, this cabin is an ideal retreat for families, friends and outdoor enthusiasts.

Kickapoo River Farmhouse

Come and unplug at a farmhouse on the Kickapoo river! Enjoy the driftless beauty of rolling hills, river views and wildlife from the back porch. Bring your whole family- the house sleeps 5-6 comfortably, has a full kitchen, dining room, living room and plenty of reading nooks to cozy up to a good book. Enjoy listening to records, playing board games, puzzles, yard games, lounging by a campfire, along with everything the driftless region has to offer.

Wrangler Outlaw Suite! Horses! Hydro-Massage Tub!

Enjoy morning coffee and sunsets on your covered deck. Cook your Cowboy Breakfast outside on the flat top griddle and grill. Come for a taste of Wisconsin's rolling green hills, bright blue skies, and fresh, crisp countryside air. Cody's Ranch is located on a ridgetop in beautiful Driftless Region of SW Wisconsin. Experience the rustic cowboy suite with a private entrance on the upper level on this lodge with a property manager on site.

The Cottage at Streamwalk

Located off the beaten path in a beautiful pristine valley, this 1 bed, 1 ½ bath cottage offers high end furnishings with a vintage flair modeled after a true english stone cottage. The cottage offers miles of private walking trails on 100 private acres along the renowned Big Green trout stream. Our small highland cow herd roams the pastures, making it feel like you truly are in the Scottish Highlands.