Some info has been automatically translated. Show original language

Holiday rentals in Crawford County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Crawford County

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

%{current} / %{total}1 / 1
Top guest favourite
A secluded off-grid bunkhouse is nestled among lush greenery, framed by a vibrant sky. The rustic cabin features a welcoming porch and large windows, providing a serene view of the surrounding restored prairie and mixed forest.
Guest house in Gays Mills
5 out of 5 average rating, 89 reviews

The Bunkhouse on 80 acres, trails

Relax with the whole family in our secluded OFF GRID Bunkhouse. Hike trails, immerse in nature, discover wildlife. 80 acres. Or head into town for Americana, quaint farms, local flavor. Tour Wisconsin's Driftless area. One bedroom with queen bed One bedroom with twin bunk beds One full sized futon in living room. Wood burning stove. THIS CABIN IS OFF GRID. NO RUNNING WATER, NO ELECTRICITY. BATHROOM HAS SAWDUST TOILET and TUB, but heat water on the stove for bath. Old fashioned, slow-living.

Top guest favourite
A charming farmhouse is nestled among lush greenery, surrounded by tall trees. The two-story structure features a gabled roof and a covered front porch. Natural landscaping, including shrubs and grass, frames the house, creating a serene and private atmosphere amidst the forested hills.
Cabin in Gays Mills
4.98 out of 5 average rating, 375 reviews

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.

Superhost
A secluded cabin is prominently featured, constructed of natural logs and showcasing a spacious covered porch. The structure is complemented by large windows, and a hot tub is visible on the deck. The surrounding landscape consists of lush grassy areas and wooded terrain.
Cabin in Wauzeka
4.8 out of 5 average rating, 452 reviews

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.

Top guest favourite
Home in Wauzeka
4.95 out of 5 average rating, 76 reviews

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.

Top guest favourite
A serene view of the Mighty Mississippi River is captured during sunset. Soft hues of orange and purple fill the sky, while the landscape is framed by lush green trees and gentle mists rising from the water, creating a tranquil atmosphere.
Home in Lynxville
4.86 out of 5 average rating, 270 reviews

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.

Top guest favourite
Cottage in Eastman
4.97 out of 5 average rating, 162 reviews

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.)

Top guest favourite
The cozy cabin features a log exterior with a welcoming deck surrounded by nature. The structure is set on a slight incline, decorated with stone landscaping and a few pumpkins. Trees frame the background, contributing to the serene atmosphere.
Cabin in Boscobel
4.95 out of 5 average rating, 132 reviews

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.

Top guest favourite
The cabin's exterior is showcased against a backdrop of lush trees. A sloped metal roof complements the wooden siding. A welcoming entry is framed by a set of stairs leading to the front porch. Gravel surfaces surround the cabin, enhancing its secluded feel.
Cabin in Eastman
5 out of 5 average rating, 105 reviews

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.

Guest favourite
A modern cabin is seen elevated above the water, featuring large decks that offer river views. A private boat dock is visible next to the cabin, surrounded by greenery and a sandy shore. The calm river reflects the blue sky, enhancing the peaceful setting.
Cottage in Prairie du Chien
4.82 out of 5 average rating, 122 reviews

Gorgeous River Getaway

Modern Private cabin with one of a kind bluff and river views will amaze all. The quiet tranquility of the Mississippi River will allow you to disconnect from everyday worries. Open floor plan with two large decks will allow your enjoyment of sunrises while enjoying your morning coffee or the sunsets as you unwind from your days adventures in area. Property is a short drive to Yellow River Forest, Pikes Peak, Effigy Mounds, and Spook Cave.

Superhost
A covered deck area features wooden railings and a serene view of a sunset lighting up the horizon. The space includes rocking chairs, adding to the tranquil ambiance. The golden hues of dusk create a peaceful atmosphere on this outdoor setting.
Farm stay in Eastman
4.85 out of 5 average rating, 107 reviews

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.

Guest favourite
A rustic log cabin is showcased, featuring a sloped roof with a gabled dormer. The exterior is accented by natural wood logs and a stone foundation. A grassy area surrounds the cabin, with trees visible in the background, creating a serene, natural setting.
Cabin in Harpers Ferry
4.8 out of 5 average rating, 153 reviews

Andy Mountain Cabin #3

Whether you are….. Camping, Gathering with family or friends, Hunting the Yellow River State Forest, Fishing and Boating on the Mississippi River or Snowmobiling ……Andy Mountain Cabins is the perfect Home Base for intimate or large groups. Andy Mountain Cabins, LLC is the prime log cabin choice for lodging or motels in Northeast Iowa, Allamakee County, Harpers Ferry Ia, Prairie du Chien WI or McGregor Iowa.

Top guest favourite
The exterior of a stone cottage is presented, featuring a front porch with a wooden overhang supported by triangular beams. Lush greenery surrounds the entrance, complemented by colorful flower boxes and well-maintained landscaping. The warm tones of the stone create a rustic and inviting appearance.
Cottage in Woodman
5 out of 5 average rating, 117 reviews

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.

Popular amenities for Crawford County holiday rentals