
Family-friendly holiday rentals in Crawford County
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Top-rated family-friendly rentals in Crawford County
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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
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
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
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
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
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
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
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
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
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
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.
4.94 out of 5 average rating, 104 reviews
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 reviewsPopular amenities for Crawford County family-friendly rentals
Family-friendly home rentals with a hot tub

The Cottage at Streamwalk
5.0 out of 5 average rating, 136 reviews
Cozy Log Cabin w/Hot Tub-King Bed-Private Acreage
5.0 out of 5 average rating, 104 reviews
Plum Creek Cabin: Nature Lover’s Retreat +HOT TUB
4.94 out of 5 average rating, 31 reviews
Lookout Lodge Mississippi River retreat
4.98 out of 5 average rating, 59 reviews
Copper Creek Getaway Sleeps 6 Hot Tub
4.93 out of 5 average rating, 14 reviews
Dwelling Place - Selah Cabin w/private outdoor spa
4.98 out of 5 average rating, 55 reviews
Diamond in the Bluff / HOT TUB / Sleeps 6
4.85 out of 5 average rating, 41 reviews
Sunset Studio, Amazing views with HOT TUB!
4.8 out of 5 average rating, 60 reviewsFamily- and pet-friendly home rentals

Amish cabin on beautiful 40 acres
4.87 out of 5 average rating, 193 reviews
Highland Hideaway
4.86 out of 5 average rating, 289 reviews
McGregor Manor Victorian Getaway
4.94 out of 5 average rating, 245 reviews
Rustic Windy Ridge Retreat Secluded Cabin
4.9 out of 5 average rating, 194 reviews
Adorable lower level apartment
4.96 out of 5 average rating, 50 reviews
Kickapoo River Farmhouse
4.96 out of 5 average rating, 84 reviews
The Getaway
4.97 out of 5 average rating, 86 reviews
Escape to Serenity at The Covered Bridge Hideaway
4.98 out of 5 average rating, 47 reviewsFamily-friendly home rentals with a pool

Ohio Street Retreat- hot tub, massage chair, pool
4.98 out of 5 average rating, 179 reviews
Turkey Ridge Cabin w/ Hot Tub and Pool
4.9 out of 5 average rating, 126 reviews
Private Mississippi River Escape in the Driftless
New place to stay
White Pine Cabin w Swimming Pond & Hot Tub
New place to stay
Timber Ridge Cabin getaway - HOT TUB-
4.85 out of 5 average rating, 117 reviews
Longview Lodge W/Hot tub & Swimming Pond
4.2 out of 5 average rating, 10 reviews
Village Cr Lodge
New place to stay




