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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.

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Top Guest favourite
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, 118 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.

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Top Guest favourite
Cottage in Ironwood
4.98 out of 5 average rating, 208 reviews

Bakery Bunkhouse - Sweet Amenities & Nature !

Yooper Delights Baking Co. is now a family style home with beds for 5. A large fully stocked kitchen (including bakery treats) Scandinavian cottage with a sleeping loft (queen+ single size bed) plus a queen sleeper sofa on main level, large antique dining table, Swedish gas fireplace welcome you ! The patio doors open to private patio, large back yard, picnic flower garden & wildlife viewing ! We are located 2 miles from town, in a semi rural, peaceful township, close to trails & Lake Superior!

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Guest favourite
A single-story house is positioned on a grassy lawn, surrounded by trees. The structure features a gabled roof and a front porch with seating. A driveway leads to a garage on the right side, while neighboring homes are visible in the background.
Home in Ironwood
4.96 out of 5 average rating, 129 reviews

Cozy Game Room+PetsI Near Lakes Waterfalls Trails

Cozy, fully stocked Ironwood retreat near Lake Superior—perfect for families & pets. Minutes to waterfalls, hiking trails, beaches & downtown. Sleeps 8 comfortably w, fast WiFi, smart TV & fully equipped kitchen. Enjoy a game room with ping pong, Pac-Man & darts, w/ private deck w/ wooded views, playhouse, creek & deer and turkey in backyard! Clean, spacious, and thoughtfully equipped for the ultimate getaway. ⭐ Guests consistently say this is the best Airbnb they’ve stayed in—come see why!

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Guest favourite
Condo in Wakefield
4.96 out of 5 average rating, 113 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!

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Superhost
Campervan/RV in Ironwood
4.9 out of 5 average rating, 184 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.

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Superhost
A renovated kitchen and dining area showcases wooden cabinetry and a spacious island. A dining table with multiple chairs is set up beside a wall adorned with artwork. Soft lighting enhances the welcoming atmosphere, while large windows bring in natural light.
Home in Ironwood
4.86 out of 5 average rating, 119 reviews

Renovated 19th Century UP Getaway in Ironwood

Enjoy a this late 19th century in this centrally-located and renovated home in Ironwood. 3 Bedroom/ 1.5 bath house in Ironwood, MI within walking distance of restaurants. Access to snow mobile trails across the street. Close to parks and trails. Cook your own meals in or dine locally. Park your trailer with your ATVs in the driveway or keep your equipment in the 2-car garage. Use the house as a launching pad for your UP adventures while you explore the entire UP or Northern WI.

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Top Guest favourite
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, 310 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.

FamilyIndoor spacesBeach

Guest favourite
A comfortable seating area features a circular sofa arranged around a small coffee table. A television is positioned across from the sofa, and natural light streams in through a large window, illuminating the blue carpet and creating a cozy atmosphere.
Apartment in Bessemer
4.94 out of 5 average rating, 109 reviews

Powdermill Place | Updated Condo

Our freshly renovated, boho ski themed condo near the heart of Big Powderhorn Mountain in Bessemer, MI is a perfect place for your Gogebic County getaway. We offer everything you need for a comfortable and enjoyable visit. Take a quick 1 minute car ride to have a full day of skiing, eating and enjoying time with family & friends. With your own private place, you can come and go as you please. Our spacious condo is set up for two with a great king bed in a lofted bedroom.

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Top Guest favourite
A two-story blue house with a sloped roof is surrounded by snow-covered ground. Multiple windows are visible, allowing natural light to enter. The entrance features a covered porch with stairs leading up, and trash bins are placed nearby.
Home in Ironwood
5.0 out of 5 average rating, 139 reviews

Pabst Street Retreat - Cozy 5 bedroom 7 bed home

The house is located right in Ironwood. We are 3 miles from ABR Trails, 4 miles from Wolverine Ski Trails, 1 block from the snowmobile and bike trails, 1 mile from Miners Heritage Park, 18 miles from Black River Harbor, 10-15 miles from many downhill ski slopes and half a mile from downtown Ironwood. A foosball table is in the basement for some extra family fun. There also are games, books and puzzles in the living room. Final price includes the 15.5% Airbnb fees.

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Guest favourite
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
4.93 out of 5 average rating, 303 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

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Guest favourite
Cabin in Bessemer
4.89 out of 5 average rating, 102 reviews

The Campfire Lodge @ Big Powderhorn with Hot Tub

Welcome to the Campfire Lodge at Big Powderhorn Ski Resort. This spacious 3 bedrom, 2 bathroom A-Frame chalet is located just 3 blocks from the Mountain and just a short drive to Black River Harbor, The Waterfalls, Copper Peak, and much more. We are in the heart of the Western UP vacation country. Our lodge features a hot tub, nice WiFi, 58" smart TV, dry sauna, books and games galore, and most importantly a space to make great memories.

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Top Guest favourite
Chalet in Bessemer
4.92 out of 5 average rating, 262 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, Smart TV and WIFI. No cleaning fee!!!

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