
Holiday houses in Crawford County
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Top-rated holiday rentals in Crawford County
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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.
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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.
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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.
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Hypoint Air
Newly Constructed, (2018) FAMILY OWNED Loft House in a quiet, relaxing, 2 acre country setting overlooking the Mississippi River! 2500 sq. ft. Just 4 miles from Gatherings on the Ridge, 20 minutes from Historic Downtown Prairie Du Chien and a short jaunt to the river. Sleeps 8-10, master bedroom with a queen, 2 queens & queen sofa sleeper in loft, queen in basement , 2 baths, master bath has jetted tub, full kitchen (pots, pans, dishes, toaster, keurig, coffee pot, coffee, waffle iron, etc.)
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The Bunk House
Book your stay with The Bunk House! Great for large groups, cozy weekends or family getaways. Features include free WiFi, TV/DVD player/DVDs and board games available, fully furnished kitchen, bathrooms, extra makeup stations and free laundry. The Bunk House is conveniently located within walking distance of beautiful downtown Prairie Du Chien~Great bars, restaurants, shopping, farmers/flea markets, water fun, historical sites and so much more. I’d love to help make your stay a memorable one!
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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.
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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.
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River Run Ridge - HOT TUB- river view - sleeps 16
Come enjoy the breathtaking views all around the living and dining area of this beautiful home located in Lynxville. This upgraded home with 5 bedrooms and 3 baths, can accommodate up to 14 people . Spacious dining/living area for family gatherings, bonus projector room in lower level and large deck to sit and enjoy the view of the Mississippi, be it day or night while grilling out in a summer night. Fully stocked for your getaway. Close proximity to many local attractions and boat ramp.
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Crooked Creek - Relaxation Cabin
Welcome to Crooked Creek – Your Peaceful Relaxation Cabin 🌿 Looking for a quiet place to unplug and breathe again? This quaint and cozy cabin sits in a serene valley bordered by tree-lined bluffs and a gentle creek—a favorite among guests seeking rest, reflection, and simplicity. Whether you're curled up by the gas fireplace, grilling dinner outside, or stargazing by your private fire pit, this cabin offers peace and privacy without distractions — exactly as described by our guests.
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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.
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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.
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3BR 2B Cabin Retreat in Beautiful Crawford County
The Cocorico Cabin is a three-bedroom, two-bath secluded cabin on over 9 acres of wooded land just 10 minutes from the Mississippi River. You'll have loads of yard space for games, or you can enjoy sitting on the deck watching birds or staring at the stars. The quarter-mile walking path through the woods leads to an outdoor bar and stage with a basketball hoop. A perfect getaway from your busy life.
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Popular amenities for Crawford County holiday rentals
Other great holiday rentals in Crawford County

Kickapoo River Farmhouse
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Pure relaxation
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River Trails Cottage
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Adorable lower level apartment
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Kickapoo River Overlook
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The Getaway
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Copper Creek Getaway Sleeps 6 Hot Tub
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Bloody Run Retreat
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