
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.

Sasquatch Lodge Vacation Home
PERFECT FOR MULTIPLE COUPLES OR FAMILIES This is not your Grandpas Cabin turned Airbnb. Sasquatch Lodge was purposely designed to maximize 3500 square feet of space, providing plenty of room and privacy for our guests. 4 Bedrooms, each with private bath, boasting comfortable, quality bedding, paper goods, shower supplies, linens and towels. We have carefully curated a whimsical sasquatch theme that you will adore and have fun trying to find them all! Just a couple blocks from Indianhead Mt.

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.

Swiss Chalet at Big Powderhorn resort
You will love our Swiss-inspired Chalet in the Alpine Village at the Big Powderhorn Mountain Resort. The 1500 sq feet Chalet is surrounded by 0.6 acres of woods for your privacy and enjoyment of this gorgeous area. You are 5 minutes away from the ski slopes at Big Powderhorn, 15 minutes from Indianhead and Blackjack resorts, Copper Peak, numerous gorgeous waterfalls on Black River and 19 min away from the Black Harbor Pavillion and Lake Superior. This is your all season destination!

Parker Creek Tiny House
Come stay on our hobby farm with us! We are in a great central location to multiple hiking trails and gorgeous falls. We have had many guests visit the sea caves in Cornucopia, spend the day in Bayfield, or hike the Porcupine Mountains. We also are only a few miles from the ATV trails if you would rather spend the day riding the trails. We have multiple places to mountain bike or kayak. We have more things to do listed in our details section! Feel free to message me with questions.

Hot Tub • Fireplace • Dog Friendly •Big Powderhorn
My place is located at Big Powderhorn Ski Resort and close to Lake Superior, family-friendly activities, great views, restaurants and dining. You’ll love my place because of the location, the ambiance, the outdoor space, and the neighborhood. My place is good for couples, solo adventurers, and families (with kids). Dog friendly! Outdoor Hot Tub! Wood burning Fireplace with wood supplied! Great cell service! TV, Cable, Roku, WIFI....great entertainment! Washer/Dryer

"Bakery Bungalow" -Sweet Accommodations & Nature !
Completely remodeled from head to toe! Located within half mile of trail system, 2 miles from historic downtown shops, on the outskirt of town (Ironwood Township=great drinking water) minutes from Big Powderhorn Mountain & Copper Peak, walking distance to Gogebic College & Mount Zion, 17 miles from Lake Superior, large private wooded yard with fire pit in summer, private parking, 1 stall garage if needed in winter. A light Bakery breakfast included with your stay!

Whitley House
Get away from it all! Step back and enjoy nature at its finest. The Whitley house is furnished with all the essentials plus some and if you have a special request or need we do everything we can to try to accommodate you. 10 mins from Lake Gogebic County Park and many other fishing spots. A short drive to the Porcupine Mountains and directly off the ATV/snowmobile trail that runs through Marenisco.

Our Finnish Farmhouse: 2 miles from ABR Ski Trails
Note: No Smoking, vaping, or cannabis anywhere on property and no pets allowed. Our Finnish Farmhouse is a log home that was first established in 1906. The home was purchased and completely renovated and restored from 2016-2020. The original logs have been restored on the interior of the home and many updates have been made. We are sure you will enjoy your stay with us.

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

The Campfire Lodge @ Big Powderhorn with Hot Tub

Stunning Log Cabin Getaway at The Hannu Haus

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

Lumberjack #3 Trailside Skiing Black River Basin

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

5B/2Ba | Trails & Slopes Near | Central Location

Fritz's Snow Cabin, Trail access/ Trailer Friendly

Secluded Cabin Escape • Adventure & Stargazing

On the Trail-Cedar Sauna & Close to Ski & Trails

Cozy and Colorful Bungalow

Otto's

Rocky Pines U.P ~ Ski Area, Sauna, & Pets Allowed

Clean and Cozy-Ironwood Trailside Adventures
Family-friendly home rentals with a pool

Ski Chalet of Whitecap Mountain

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

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 $103 SGD per night before taxes and fees

Verified guest reviews
Over 920 verified reviews to help you choose

Wifi availability
20 of Wakefield holiday rentals include wifi 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!
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