
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.

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!

Cozy Home onTrail|Sauna|PetsI Lakes Trails Falls
Welcome to Little House on The Trail!—perfectly located near the Porcupine Mountains, Lake Superior, waterfalls and hiking trails. This spotless, thoughtfully designed home blends vintage charm with modern comfort, featuring a fully stocked kitchen & coffee bar. Unwind in the cedar sauna or gather around the firepit. Pets ok, spacious, and packed with amenities, it’s the perfect Northwoods getaway year-round. ⭐ Guests consistently say this is the best Airbnb they’ve stayed in—come see why!

The Shell Cabin at Rockhound Hideaway
An outdoor enthusiasts dream awaits at Rockhound Hideaway's Shell Cabin, with opportunities for hiking, biking, fishing, boating and everything in between. Take in the views from your back deck, relax around the bonfire, enjoy walk to Lake Superior, hike or snowshoes the North Country Trail to waterfalls or take a day trip to the Porkies. Don't forget to visit Downtown Ironwood and experience its charm for yourself. Amazing star gazing and Northern Lights potential! 420 Friendly for 21&up.

CabinFevers2 Sauna|Near Lake Superior & Waterfalls
Cabin Fevers is your cozy UP chalet getaway with lots of beautiful and awesome things to see nearby, every day. Wake up to the peace of Michigan's Upper Peninsula, sip coffee on the back deck, surrounded by woods, and end your day unwinding in your private SAUNA or by the fire pit under the stars. Whether you're here for motorcycling, snowmobile trails, chasing waterfalls, skiing the nearby slopes, or dipping your toes in Lake Superior, Cabin Fevers UP is your perfect year-round chalet.

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.

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

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.

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!

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.

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

Crossbow Chalet is in the heart of the Northwoods

Handcrafted Log Cabin | Hot Tub | Sauna | GameRoom

Frosthaven Unit 2-Hot Tub and Sauna

Trailside Retreat#3- ski, snowboard, snowmobile

* New, Luxury* The Powerhouse Loft

Big Chalet with Hot Tub on Big Powderhorn Mountain

*HOT TUB* 6 Mile Hideaway

Lumberjack #3 Trailside Skiing Black River Basin
Family- and pet-friendly home rentals

UTV/ATV Lodge w/Games + Firepit: Schnickelfritz #4

5B/2Ba | Trails & Slopes Near | Dog Friendly

Ski In & Ski Out

Trail Riders Haven-Heated Garage-1 Block ATV Trail

Great cabin with a view, On Lake Gogebic.

North Woods Cabin

Whitley House

Superior Sunset 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 3 Bedroom Getaway at Northwood Chateau 2

Lakefront 5 Bedroom 3 bath Northwood Chateau 1 & 3

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

Whitecap Mountain: Mountain Meadows #4 Nitecap

Lakefront 3 Bedroom Getaway at Northwood Chateau 1
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