Holiday rentals in Crawford County

TranquiliTree Cabin- Secluded and Relaxing

Are you looking for a cozy, and quiet get-away spot to rest & relax? Our little Tree house Cabin is the perfect spot! Located between Prairie Du Chien, WI and Ferryville, WI- this little A-frame cabin gets you within 5 min. from the river, but allows you to be tucked in a quiet wooded area. It is 900 sq. ft of pure relaxation & nature! Enjoy your morning coffee in the outdoor room or relax nightly by the fire pit. Disconnect 2 Reconnect. TranquiliTree Cabin is a great place to escape and unwind.

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.

Dwelling Place - Selah Cabin w/private hot tub

Relax in this peaceful Amish-built cabin in Wisconsin’s Driftless Region. Whether you seek quiet rest, local adventure, or a romantic escape, The Selah Cabin is your perfect year-round spa-like oasis! What You’ll Love: • Private hot tub under the stars w/ robes! • Peaceful porch swing for morning coffee or tea • Wood stove w/ wood included • Walking trails & pond on our 83 acres • Minutes from Apple Orchards Private Outdoor Spa coming soon! Sauna, cold plunge, landscaping & fire pit upgrade!

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.

Highland Hideaway

A cozy, secluded two bedroom cabin located in the driftless region with incredible views of the Mighty Mississippi!!! If you’re looking for peace & quiet, beautiful sunsets, watching wildlife or barges cruise this is your place. Only 20 minutes from Wyalusing or pikes peak state park, The Effigy Mounds (Indian Burial Grounds)and Historic Villa Louis. This beautiful cabin centers you 30 miles from amazing hiking, fishing, hunting and nature for a weekend of disconnecting from busy life.

Summer special-book 5 nights-6th night free

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.)

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.

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.

Larsen Farm Secluded Farmhouse with Hotub

Secluded farmhouse with glass hot tub room 600 acres of private trails to hike and explore the cave. Bring your UTV and ride the trails for $30 per driver and $10 per passenger or rent a UTV for $300. Close to trout fishing stream or Mississippi for fishing. Approx 15 miles from Prairie Du Chein, close to canoeing for the Kickapoo, Wisconsin river. Has a gas & charcoal grill, pool table, firepit, Smart TV. Private trails closed Oct 15th thru mid Feb There is Access to public UTV trails.

Cozy creekside Driftless Log Cabin on beaver pond!

Peeping frogs, singing birds, rustling trees, hooting owls, gurgling creek, howling coyotes: these sounds will surround you during a week here! Cabin is cozy, with an aesthetic we're calling supper-club-chic. The perfect place to read, relax, reconnect. Nestled in the heart of Wisconsin's Driftless area, a remote, lovely, nearly-wild kingdom, easy driving distance from Chicago and Madison. As of 2025, a resident beaver family are redesigning the creek/yard: you'll have a front row seat.

Copper Creek Getaway Sleeps 6 Hot Tub

Escape to a peaceful Ferryville getaway near the Mississippi River. Close to river landings, scenic overlooks, and small town charm. This comfortable home features vaulted ceilings, a cozy fireplace, and a fully stocked kitchen. With two bedrooms (each with two full beds), a pull-out couch, two full baths, and a spacious outbuilding to park a boat and gear, it’s the perfect base for fishing, boating, and exploring the Driftless Region. Relaxing in the Hot Tub adds the cherry on top.

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.