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Holiday rentals in Crawford County

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Top-rated holiday rentals in Crawford County

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Top guest favourite
The A-frame cabin is nestled among lush greenery, showcasing a wooden exterior and an inviting deck. A winding driveway leads up to the entrance, framed by trees. Flower boxes adorn the front windows, enhancing the cabin's natural surroundings.
Cabin in Eastman
4.97 out of 5 average rating, 143 reviews

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.

Top guest favourite
A cozy sleeping area features a queen bed with a brown coverlet and contrasting pillows. A small dining table with two chairs is positioned nearby. Natural light enters through a window adorned with curtains, while exposed brick adds character to the room.
Flat in McGregor
4.96 out of 5 average rating, 312 reviews

Cave Courtyard Guest Studio

The Cave Courtyard Guest Studio. A relaxing getaway located on the ground floor of an 1848 historic building just 1 block from the Mississippi River and unique shops and eateries. Sleeps 4 with a queen bed and daybed with pull out trundle, private entrance, private bath with shower, kitchenette with microwave and mini fridge, internet, cable tv and air-conditioning. There is also a private courtyard located below unique cliff side caves. Some food items are also supplied. Adults only-no pets.

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, 358 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, 442 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 $25 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
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
4.85 out of 5 average rating, 257 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

Hypoint Loft- winter special 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.)

Guest favourite
Cabin in Harpers Ferry
4.91 out of 5 average rating, 101 reviews

Timber Ridge Cabin getaway - HOT TUB-

The Timber Ridge Hideaway is the perfect NE Iowa family retreat, with 4 bedrooms/2 bathrooms on both levels with a Bunk Bed for kids downstairs and boasting over 2200 total Sq feet. Take in the beauty of the woods and all the wildlife from the covered deck and relax in the large outdoor Hot Tub Jacuzzi available year round or the swimming pool during the warmer summer months. Just minutes away from the Mississippi River and Yellow River Forest. Sleeps up to 14.

Top guest favourite
The log cabin is surrounded by lush greenery, featuring a steeply pitched roof and multiple skylights. A welcoming porch extends across the front, adorned with flower beds. The cabin stands harmoniously amidst rolling hills, offering an inviting rural atmosphere.
Cabin in Ferryville
4.98 out of 5 average rating, 200 reviews

Walnut Creek Cabin: Modern + rustic luxury getaway

Experience nature and simple living without forgoing modern amenities at this secluded cabin tucked in the heart of the Wisconsin Driftless area. The details of the original log cabin have been preserved and reimagined to create an attractive modern + rustic design. The 10-acre property features a private stream, rolling hills and wildlife viewing opportunities. Explore the serene landscape with nature walks, or enjoy the view from the comfort of the hot tub.

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
4.86 out of 5 average rating, 100 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 log cabin features a warm wooden exterior with a pitched roof. Large windows provide light to the interior, framed by natural stone landscaping. The surrounding grassy area is bordered by trees, enhancing the cabin's natural setting.
Cabin in Harpers Ferry
4.84 out of 5 average rating, 250 reviews

Andy Mountain Cabin #2

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.

Popular amenities for Crawford County holiday rentals