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Family-friendly holiday rentals in Crawford County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Crawford County

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
Cabin in McGregor

The Railway Lodge 134 Beulah Lane Mcgregor IA

Welcome to our neck of the woods. Right across the road from Spook Cave sits a nice peaceful cabin with spacious outdoor area. Enjoy a nice fire or simply relax underneath the covered porch with a beautiful pond view. We are located near a train track so don’t be alarmed if one goes by. It actually is pretty neat to see in the dark as your sitting by the fire. We hope you enjoy your stay as much as we love it. Secluded but yet close to town. Feel free to ask any questions. Nathan, Genna Welch

4.9 out of 5 average rating, 115 reviews
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.
Guesthouse in Gays Mills

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.

5.0 out of 5 average rating, 101 reviews
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

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.

4.79 out of 5 average rating, 473 reviews
Top Guest favourite
A rustic cabin exterior is depicted with wooden accents and a stone chimney. The porch features steps leading to a scenic view of the Mississippi River and rolling hills, framed by trees under a clear blue sky.
Cabin in Ferryville

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.

4.99 out of 5 average rating, 110 reviews
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

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.

4.98 out of 5 average rating, 393 reviews
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

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.)

4.97 out of 5 average rating, 172 reviews
Top Guest favourite
A welcoming exterior of a single-story house is showcased, featuring a subtle brick facade and a gabled roof. An American flag is prominently displayed at the entrance. Lush greenery surrounds the steps leading to the front door, providing a well-maintained appearance.
Home in Prairie du Chien

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!

4.93 out of 5 average rating, 190 reviews
Top Guest favourite
Cabin in Ferryville

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.

4.99 out of 5 average rating, 112 reviews
Superhost
A spacious deck offers a relaxing outdoor seating area with four chairs and a table, set against the backdrop of the Mississippi River and rolling hills. The sky is filled with clouds, reflecting various shades as the sun sets over the water.
Cabin in Lynxville

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.

4.88 out of 5 average rating, 144 reviews
Top Guest favourite
The exterior of a modern cottage is shown, featuring blue siding and large windows. A patio area with several outdoor chairs is visible, along with a staircase leading to the entrance. Lush green grass surrounds the house, complemented by trees and a partly cloudy sky.
Cottage in Prairie du Chien

Modern Cottage on the Mississippi River

Modern, private cottage with hardwood floors, new furniture and an opportunity to disconnect from everyday life. A quiet oasis located on the Mississippi River with direct access to the river for boating, swimming, fishing, bird watching and leaf looking. Open concept kitchen with new appliances and a 3-season porch perfect for watching the sunrise/sunset. The property has a private beach, boat dock, kayaks and a canoe for your use. There is a fire pit, fireplace and air conditioning.

4.96 out of 5 average rating, 272 reviews
Top Guest favourite
Cabin in Boscobel

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.

4.93 out of 5 average rating, 105 reviews
Guest favourite
A log cabin is displayed from an angled perspective, highlighting its natural wooden exterior. The structure features multiple windows and a peaked roof. Surrounding greenery and a grassy area are visible, enhancing the serene setting of the cabin outside.
Cabin in Harpers Ferry

Andy Mountain Cabin #1

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.

4.82 out of 5 average rating, 188 reviews

Popular amenities for Crawford County family-friendly rentals