
Family-friendly holiday rentals in McGregor
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in McGregor
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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

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.

Ohio Street Retreat- hot tub, massage chair, pool
After a fun day in The Driftless Area, come relax and unwind in Prairie du Chien. Beautifully decorated 2 bedroom home with a spacious kitchen, large island, dishwasher, washer/dryer & 5' walk in shower. We supply all cooking/baking items/utensils. High-speed internet with smart TVs in both bedrooms and living room. Outdoor pool (seasonal), hot tub and massage chair. We love dogs too, so we provide a dog run (there is a pet fee). For our fishermen- there is off street parking for your boats.

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.

CR Station Train Caboose
Enjoy the restoration of our charming and cozy caboose! Complete with all the amenities you'll need and more! Linens and towels, refrigerator, microwave, a double burner hot plate, dishes for cooking, barware for cocktailing, and even the original conductor's chairs to watch the sunset over the horse pasture. We also offer guided trail rides on our horses for up to 3 guests. You can book through Airbnb Experiences here: https://www.airbnb.com/experiences/6860469?viralityEntryPoint=2&s=7

Creekside-water and nature lovers paradise
Is this Heaven? Maybe. Are you looking for a fun getaway for yourself, family, or friends? Well, look no further. Our place is ready for you to make lifelong memories. Create and tell stories while sitting under the stars next to the crackling campfire. Do your morning yoga by the babbling stream. Hike the trails. Soak up the sun on the sandy beach while listening to the waterfall. Laugh and splash your kiddos in our pond. Beach chairs, sand toys, floaties, kayaks, and more.

Cozy Apartment Steps from the Mighty Mississippi
Disconnect from the daily grind and enjoy a getaway in this welcoming one bedroom apartment, steps away from the Mighty Mississippi. Located in Clayton, Iowa, Located within walking distance of two delicious restaurants and a boat launch., and only 1/2 hour from the Casino Queen, local wineries, Pikes Peak State Park, as well as the historic communities of Elkader, IA and Prairie Du Chien, WI. Need more space? I also offer a two bedroom apartment: www. airbnb. com/rooms/43979345

**Cozy & Dog Friendly** Rustic Cabin Retreat
Relax and recharge at this country getaway which is tucked amongst trees and the rolling hills. Surround yourself with nature while also having easy in and out access! This makes it a breeze to come and go as you please and explore all southwest Wisconsin has to offer! Ready for the whole family to enjoy, along with their furry friends. *9 minute drive to Wyalusing State Park *10 minute drive to Bagley / Wyalusing Public Beach *16 minute drive to Prairie du Chien

The Cottage
A Quaint Cottage on the Mississippi River one mile north of Marquette, IA. One bedroom with additional sofa sleeper in the common area. Public boat landing, Casino and Winery all within one mile. Gas grill and fire pit on site. Effigy Mounds and Pikes Peak within 3 miles. Prairie du Chien just across the bridge. Great eating and shopping in nearby McGregor! Fun family getaway or great area for fishermen! Seasonal cottage books May thru Mid October.

Paradise Point sleeps 2 Hot Tub
1 bedroom 1 bath with loft. Cozy home where you can see Paradise. This memorable place is anything but ordinary. Views for miles of the Mississippi River, bluff tops and you can soar with the Eagles. What a place to relax in the newly added hot tub while you enjoy the view in what is call "God's Country". This is promised to be a one of a kind view. The Deck with comfortable outdoor seating Located in the heart of WIsconsin's Driftless Region.

Modern & Spacious Mississippi River Retreat
Our home is a historic treasure with modern charm that is perfect for large families and groups of friends who are traveling to the Driftless Region of Northeast Iowa. We are half a mile from the Mississippi River nestled between the beautiful bluffs that frame historic McGregor. Just steps from bustling Main Street, you will find a wonderful selection of local food, beer & wine, home goods, antiques and live music and entertainment.

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.
Popular amenities for McGregor family-friendly rentals
Family-friendly home rentals with a hot tub

Trout Creek Cabin

Larsen Farm Secluded Farmhouse with Hotub

Gathering Waters: Stunning River Views

Rustic River on Main

Drake House: The Loft with Private Hot Tub

The Cottage at Streamwalk

The Sunset River View- hot tub, fireplace Romantic

Mee Mee's Cabin Retreat- River, nature, Hot Tub
Family- and pet-friendly home rentals

3BR 2B Cabin Retreat in Beautiful Crawford County

Driftless Yurt on Harmony Ridge

Summer special-book 5 nights-6th night free

Buffalo Lodge

River's Edge cabin LLC

Paint Creek Place

Sittin Pretty Tiny House nestled in Amish Paradise

Little Red School House
Family-friendly home rentals with a pool

Dam River Penthouse

River's Edge @UpperIowaResort

Sandy Shores Cabin 123

River Run Ridge - HOT TUB- river view - sleeps 16

Yellow River W/Pool & Hot tub

Hot Tub Cabin by the Mississippi River.

Scenic Valley Lodge- HOT TUB & Pool!

Poolside Estate
Quick stats about holiday rentals that are family-friendly in McGregor

Total holiday rentals
Explore 10 holiday rentals in McGregor

Nightly prices starting at
McGregor holiday rentals start at $128 SGD per night before taxes and fees

Verified guest reviews
Over 870 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of McGregor holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across McGregor rentals

4.9 Average rating
McGregor stays are highly rated by guests – averaging 4.9 out of 5!
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