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
Guest favourite
A cozy bedroom features wooden paneling and a high ceiling. A spacious bed is dressed in neutral tones, while a vintage-style entertainment center is situated beside it. Decorative plants and a framed artwork add a touch of warmth to the space.
Flat in Soldiers Grove
4.84 out of 5 average rating, 201 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.

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, 370 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.

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, 265 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
A spacious living area showcases high vaulted ceilings with exposed wooden beams. Large windows allow natural light to fill the space, highlighting the comfortable seating area and dining table set for a meal. A staircase leads to an upper loft area, enhancing the openness of the layout.
Cottage in Eastman
4.97 out of 5 average rating, 162 reviews

Winter Loft special only til May- 2nights-3rd 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.)

Superhost
A single-story farmhouse is set against a backdrop of greenery, showcasing a combination of stone and wooden exterior. The well-maintained lawn is complemented by surrounding trees, with a pathway leading towards the entrance. A spacious deck is visible to the side, enhancing the outdoor appeal.
Farm stay in Wauzeka
4.81 out of 5 average rating, 312 reviews

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.

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, 103 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.

Top guest favourite
Cabin in Eastman
5 out of 5 average rating, 23 reviews

Lynxville log cabin

2023 Mississippi river ridge top Amish log cabin. New in this year is a 5 person Hot tub, Centrally located close to great hiking, hunting and fishing along the river. 30 min to Wyalusing state park, 20 min to rush creek state park, Lynxville dam and boat launch is 10 min away. Very big gravel driveway easy access for boats with trailers to back in, can fit 3 boats and trucks comfortably. Gas grill and large covered wrap around deck for rain or shine outside enjoyment.

Top guest favourite
The exterior of the cabin is highlighted by a wraparound deck, showcasing expansive views. The surrounding landscape features vibrant autumn foliage, and the sky is painted with warm sunset hues. The architecture blends wood tones with large windows, inviting in natural light.
Cabin in Ferryville
4.94 out of 5 average rating, 112 reviews

The Sunset River View- hot tub, fireplace Romantic

Sun Set River View Cabin — Driftless Luxury With Stunning Mississippi Views Welcome to Sun Set River View, one of the most requested cabin rentals in the Driftless Region of Southwest Wisconsin. Perched high above the Mississippi River, this cozy cabin offers peaceful privacy, unforgettable views, and a relaxing retreat. Guests love watching sunsets over the bluffs from the deck or hot tub—once you experience it, you’ll see why so many return year after year.

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, 104 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.

Superhost
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
4.79 out of 5 average rating, 150 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 the 1884 Red Brick Cottage is shown, featuring a classic brick facade and a welcoming front porch with a screened area. Lush green lawns surround the property, with a driveway leading to the house. Scenic hills are visible in the background.
Home in Marquette
4.96 out of 5 average rating, 199 reviews

1884 Red Brick Cottage

Step back in time to a quiet small town in Iowa, nestled within the hills of the driftless area. Time seems to stand still while you're here. The 1884 Red Brick Cottage offers 3+ Bedrooms in a peaceful neighborhood, close to riverfront activities, casino and downtown Marquette. Spacious backyard and sideyard, house is fully furnished and includes a firepit and gas grill for evening outdoor activities.

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, 110 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