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
The exterior of Sasquatch Lodge features wood siding and a welcoming entrance with a staircase leading up to two balconies. A large mural of Sasquatch is displayed prominently above the entrance. Surrounding greenery enhances the sense of privacy and connection to nature.
Home in Wakefield
4.99 out of 5 average rating, 111 reviews

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.

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, 120 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!

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
4.96 out of 5 average rating, 166 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, 104 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!

Top guest favorite
The entrance features a white door adorned with a festive wreath and flanked by windows. A large 'WELCOME' sign, decorative greenery, and a small chair are positioned on the porch, creating an inviting entryway.
Bungalow in Ironwood
4.95 out of 5 average rating, 133 reviews

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!

Top 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, 164 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.

Top guest favorite
A sitting area features a futon draped with a cozy blanket, complemented by colorful accent pillows. A spacious bed with a patterned coverlet is positioned nearby, while a countertop with bar stools creates an inviting space for dining or gathering.
Tiny home in Saxon
4.97 out of 5 average rating, 269 reviews

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.

Guest favorite
The exterior of a historic miners home is displayed, showcasing a welcoming front porch and large windows. Snow blankets the ground and roof, creating a serene winter scene, while a parked car is visible in the driveway, indicating accessibility to the property.
Home in Ironwood
4.9 out of 5 average rating, 148 reviews

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

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, 281 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
Cottage in Ironwood
4.98 out of 5 average rating, 179 reviews

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!

Top guest favorite
An inviting kitchen area features modern cabinetry and a spacious wooden island with seating for three. A black refrigerator and stove are positioned alongside a sink, with decorative fixtures and a window allowing natural light to brighten the space.
Condo in Wakefield
4.96 out of 5 average rating, 101 reviews

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.

Guest favorite
The exterior of the chalet features a two-story structure with green siding and white trim. A wooden deck with railings is accessible by stairs, surrounded by tall trees that provide a natural setting. Large windows invite natural light into the interior.
Chalet in Wakefield
4.87 out of 5 average rating, 165 reviews

Indianhead duplex chalet with a hot tub 2376

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. Please check us out on our F B page.

Popular amenities for Wakefield family-friendly rentals

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

  • Total vacation rentals

    Explore 10 vacation rentals in Wakefield

  • Nightly prices starting at

    Wakefield vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

  • Verified guest reviews

    Over 970 verified reviews to help you choose

  • Wi-Fi availability

    10 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!