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

Comfy Homebase for your Upper Peninsula Getaway
Centrally located 2 bed, 1.5 bath single family home all to yourself. Terrific floorplan with eat-in kitchen, large living + dining room with fireplace, 2 bedrooms and newly remodeled full bath. Powder Room on lower level. Just a few blocks to charming downtown Ironwood, Iron Belle Trail + close to Miners Park with trails for walking, mountain biking, snowshoeing, x-skiing. Quick access to all that’s amazing about the U.P.! If you love outdoor fun, this is the place to stay, relax + rejuvenate!

Cute & Cozy 1B/1B Condo w/ Jetted Tub!
My clean, cozy, quiet, and Completely remodeled condo is located at Indianhead/Snowriver Resort. It's a brief walk to the Sky Bar/Jack's Cafe on site for food, drink, and the best views from the top of the ski hill in the Upper Peninsula. My condo is the perfect place for your romantic getaway, family trip, after hiking/camping refresh, ski vacation, or peace and quiet on the mountaintop. I provide exceptional communication and top notch responsiveness. You won't be disappointed with your stay!

HOT FIND *Powderhorn Porch* 4B/1BA dwntwn Bungalow
Welcome to the Powderhorn Porch! When you get off the trails or slopes there isn't a better place to come home to than this cozy 4BR/1BA bungalow located in downtown Ironwood just blocks from the trails. Long driveway to hold your vehicles and trailers. Centrally located to all that the Gogebic Range has to offer including 4 ski resorts, snowmobile trails, waterfalls, hiking, Porkies, Lake Superior, Copper Peak, and cute shops & restaurants. This home is perfect for your next trip to the UP!

Off grid Shasta trailer at Rockhound Hideaway
An outdoor enthusiasts dream awaits at Rockhound Hideaway's Sodalite Shasta with opportunities for snowshoeing, skiing, hiking, and ending the day with a steamy sauna. This off grid, cozy 14' trailer is situated on a two acre lot with two other rentals and my full time residence on the edge of the Ottawa National Forest. A short walk to Black River Harbor, the North Country Trail & Lake Superior, this is a perfect getaway for those seeking a rustic yet comfortable stay with a campy feel.

The House Next Door, In-Town Two Story House
The House Next Door has a Northwoods feel while being in town and close to your likely destination. Just four blocks from downtown Ironwood, and in the heart of all the outdoor adventure the Gogebic Range has to offer. You'll love the warm cozy feel, and the ability to mingle in the open concept lr/dr/kitchen downstairs, or retreat upstairs for a quiet, peaceful setting. Individuals, couples, families, and up to eight friends would enjoy my place, provided you can live with one bathroom.

TINY Home - BIG Adventures - Hike/Bike/Ride
Couples retreat! Self check in to our Tiny Home with a door code and let the Big adventures begin! Only minutes from Indianhead, Blackjack, Big Powderhorn & Mt. Zion ski hills. A bit further away, but worth the drive, are Whitecap Mountain and Porcupine Mountains. Also, close to ABR x-c skiing, the Iron Belle Trail, and Lake Superior. Winter Hikes are beautiful in the U.P. Bring your fur babies along for a winter hike to the Porkies, Lake of the Clouds or Black River Scenic Byway.

Blue Ribbon House, perfect in town location
Historic miners home built in 1915. 3 Bedroom, 1 bath plus extra toilet and shower! Queen, Full size, and twin in the bedrooms. New renovated bathroom. Desk space for work from “home”, 2-person electric heated sauna with shower. Ping pong table. Relaxing front porch. Nice back yard with gas BBQ grill. Quiet neighborhood. Walk to town , ski trail, and mountain bike. Convenient to all local skiing and any silent sport. No air conditioning. Sorry no pets, and no holding events/par

Room #214 Modern loft condo @ base of Ski Mountain
Two queen beds. Private loft bedroom with vanity sink, dresser and closet. Real kitchen with refrigerator, electric range and oven, microwave, toaster oven, coffee maker, dishes, pots and pans. Matching recliners face the 65 inch TV. Top floor, end unit, second story window looks out at your car in the well lit parking and Big Powderhorn Ski Mountain across the road. One bathroom with tub/shower. Daylight LED track lighting on the high ceilings to brighten your day.

The Cookie Cottage
Beautiful home built in 1930. Now newly remodeled with 4 bedrooms and 2 full bathrooms. Located 7 easy blocks from downtown Ironwood. One king bed, and 3 queen beds. Quiet neighborhood. Great launching point for any local activity. Nordic ski trails less then 4 miles away; downhill skiing, snowshoeing, road and mountain biking, kayaking and hiking are all very close by. Self check in but always available for help. Sorry no pets, and no events/parties allowed.

Bakery Bunkhouse - Sweet Amenities & Nature !
Yooper Delights Baking Co. is now a family style home with beds for 7 ppl, a large, fully stocked kitchen, Scandinavian cottage design with 2 sleeping lofts plus a queen sleeper on main level, oak dining table for 8, Swedish gas fireplace, patio doors to back yard with firepit, gas grill & relaxing patio for outdoor dining & watching our visiting deer! We are located 2 miles from town, on outskirts, semi rural & peaceful , close to trails & Lake Superior!

Sun Dance Apartments unit 1
Full condo with one queen bed in the bedroom and pull out couch in the living area. Can sleep 4 comfortably. You also have access to a full kitchen. Enjoy Snow River Ski Resort and snowmobile trails just yards away from the property in the winter or hiking the porcupine mountains and other outdoor activities in the summer! We kindly ask for no pets at this time.

Indianhead duplex chalet with a hot tub 2375
It's a recently updated quaint Bavarian duplex chalet on top of Indianhead Mountain in a wooded area surrounded by friendly neighbors but yet private and secluded. The chalet is located right off the ATV trail. There is ample parking for trucks and trailers. Big Snow Ski Resort is an easy walk.
Popular amenities for Wakefield family-friendly rentals
Family-friendly home rentals with a hot tub

Quiver Inn 2 - An Outdoor Lovers Retreat!

Frosthaven Unit 2-Hot Tub and Sauna

Big Chalet with Hot Tub on Big Powderhorn Mountain

* New, Luxury* The Powerhouse Loft

*HOT TUB* 6 Mile Hideaway

Hot Tub • Fireplace • Dog Friendly •Big Powderhorn

Lumberjack #3 Trailside Skiing Black River Basin

2BR Ski-in/out Condo
Family- and pet-friendly home rentals

Secluded Cabin Escape • Adventure & Stargazing

*Brand*NEW*Trailside Retreat w/ Sauna+Game Room

Cozy and Colorful Bungalow

Otto's

CabinFevers2 Powderhorn| Sauna | Ski + XC + Trails

Superior Sunset Cabin

Clean and Cozy-Ironwood Trailside Adventures

Quinn-A-Witz Cozy Cabin
Family-friendly home rentals with a pool

Lakefront 5 Bedroom 3 bath Northwood Chateau 2 & 4

Ski Chalet of Whitecap Mountain

Ski-In/Ski-Out Condo in Upson - Walk to Lake

Lakefront 5 Bedroom 3 bath Northwood Chateau 1 & 3

Lakefront 3 Bedroom Getaway at Northwood Chateau 2

4BR/3BA Chalet-WiFi-AC, ATV, Hike, Ski-InOut, Hunt

Whitecap Mountain: Mountain Meadows #4 Nitecap

Upson Ski-In/Ski-Out, End-Unit Cabin w/ Fireplace!
Quick stats about holiday rentals that are family-friendly in Wakefield

Total holiday rentals
Explore 20 holiday rentals in Wakefield

Nightly prices starting at
Wakefield holiday rentals start at $112 AUD per night before taxes and fees

Verified guest reviews
Over 920 verified reviews to help you choose

Wi-Fi availability
20 of Wakefield holiday rentals include Wi-Fi access

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

4.9 Average rating
Wakefield stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Upper Peninsula Holiday rentals
- Platteville Holiday rentals
- Minneapolis Holiday rentals
- Wisconsin River Holiday rentals
- Milwaukee Holiday rentals
- Twin Cities Holiday rentals
- Traverse City Holiday rentals
- Madison Holiday rentals
- Wisconsin Dells Holiday rentals
- Thunder Bay Holiday rentals
- Lake Geneva Holiday rentals
- Duluth Holiday rentals




