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Family-friendly vacation 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.

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Top guest favorite
A single family home features a charming front porch embellished with decorative lattice and potted plants. Snow blankets the ground and roof, contrasting with the beige exterior. A brick chimney rises above, surrounded by trees and neighboring houses under a cloudy sky.
Home in Ironwood
4.94 out of 5 average rating, 127 reviews

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!

Top guest favorite
A welcoming living room features two comfortable sofas and an armchair arranged around a central coffee table. Soft lighting from lamps and a hanging fixture illuminates the space, while natural light filters through windows adorned with light-colored drapes. A textured area rug anchors the seating area.
Home in Ironwood
4.97 out of 5 average rating, 177 reviews

Park Place - Updated Home Close to Downtown

Enjoy our freshly renovated, boho themed home near the heart of downtown Ironwood, MI featuring 2 bedrooms (1 King, 2 Queen & 1 Twin bed) & 1 bath with a beautiful soaker tub. Great starting point for any local activity. Walking, biking, ATV & snowmobile trails only a few minutes away in any direction. Self check in, but always available for help. As loving pet owners, we do allow up to 2 well-behaved dogs. Group event? Book the house next door too (up to 13 guests): airbnb.com/h/greenhaveniwd

Top guest favorite
A scenic winter landscape features a gently sloping hill covered in fresh snow, marked with ski tracks. Trees with bare branches frame the scene, leading up to a cozy building nestled among the trees, accented by a clear blue sky overhead.
Condo in Wakefield
4.97 out of 5 average rating, 106 reviews

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!

Guest favorite
A cozy trailer is nestled among snow-covered trees, showcasing a welcoming entrance with a brown door and a sign that reads 'Sodalite Shasta.' A white exterior contrasts with the winter landscape, while a metal trash can is visible nearby.
Camper/RV in Ironwood
4.93 out of 5 average rating, 166 reviews

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.

Guest favorite
The exterior of the house features a light green facade with white trim and a welcoming front porch. A swing chair and two wooden chairs provide seating, while a small set of stairs leads to the entrance. Lush greenery surrounds the base of the house.
Home in Ironwood
4.96 out of 5 average rating, 279 reviews

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.

Guest favorite
A cozy sleeping area is highlighted by a wooden bed adorned with soft, textured linens and decorative pillows. A table lamp provides warm light beside a branch-like arrangement, while a decorative deer head adds a rustic charm to the wall.
Home in Ramsay
4.96 out of 5 average rating, 283 reviews

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.

Guest favorite
The living area includes two matching recliners facing a spacious bed, with colorful bedding. A kitchen with wooden cabinets and appliances is visible in the background, along with a dining table and a chair. Natural light enters through a window, illuminating the blue carpet.
Condo in Bessemer
4.78 out of 5 average rating, 101 reviews

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.

Top guest favorite
A charming A-frame chalet is surrounded by vibrant autumn foliage. The exterior features a blue metal roof and large windows that allow natural light to fill the interior. A wooden deck extends from the front, providing outdoor seating options, while a small shed is visible to the right.
Chalet in Bessemer
4.95 out of 5 average rating, 284 reviews

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

Top guest favorite
Home in Ironwood
4.99 out of 5 average rating, 308 reviews

"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!

Top guest favorite
Chalet in Bessemer
4.91 out of 5 average rating, 246 reviews

Hot Tub • Fireplace • Dog Friendly•Big Powderhorn

Located in the Village area of Big Powderhorn Ski Resort, this cozy A-frame offers comfort and convenience. Features include a covered HOT TUB to soothe your muscles at the end of a day of hiking, skiing or sledding. Close to Copper Peak, Lake Superior, waterfalls, bike trails and more. Inside you will find a wood FIREPLACE, 2 loft bedrooms with 4 beds, 1 full bath, fully equipped kitchen, Cable TV and WIFI. No cleaning fee!!!

Top guest favorite
A charming house features a light-colored exterior with red accents around the windows and door. A green roof complements the vibrant flowers in the front garden, while a small porch with seating is visible. Several parked cars are present in the background.
Cottage in Marenisco
4.94 out of 5 average rating, 198 reviews

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.

Guest favorite
A charming exterior of a single-story house is visible, featuring a simple facade with cream-colored siding and brown trim. Snow blankets the roof and front steps, while a decorative door with glass panels adds character. Frosted windows line the front, complementing the winter scene.
Home in Ironwood
4.84 out of 5 average rating, 322 reviews

Cheerful 2 bedroom home away from home

Your family will be close to everything when you stay at this centrally-located place. Super easy to find right off US2. Close to any and all adventures in the area. There are 2 separate bedrooms and a pull out bed in the couch if needed. Fully stocked kitchen, extra blankets and pillows, games and a kids version of pool, air hockey, and foosball table in the basement.

Popular amenities for Wakefield family-friendly rentals

Quick stats about vacation rentals that are family-friendly in Wakefield

  • Total vacation rentals

    Explore 20 vacation rentals in Wakefield

  • Nightly prices starting at

    Wakefield vacation rentals start at G$16,732 GYD per night before taxes and fees

  • Verified guest reviews

    Over 920 verified reviews to help you choose

  • Wi-Fi availability

    20 of Wakefield vacation 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!