
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.

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!

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.

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.

Swiss Chalet near Copper Peak and Lake Superior
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!

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

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.

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!!!

Wildflower Loft | 1BR King | Downtown + Near Trail
Escape to Village on Aurora, your downtown Ironwood retreat! Steps from the City Square and Historical Ironwood Theater, with Lake Superior's beaches and waterfalls a short drive away. Enjoy trails for hiking, biking, and more, plus EV chargers nearby. Wildflower Loft features local Upper Peninsula decor, a king bed, and sleeper sofas, perfect for a comfortable stay in the heart of it all.
Popular amenities for Wakefield family-friendly rentals
Family-friendly home rentals with a hot tub

Crossbow Chalet is in the heart of the Northwoods

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

Hot Tub | Sauna | King Bed | AC | Pets |Micro Farm
Family- and pet-friendly home rentals

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

Ski In & Ski Out

Trail Riders Haven-Heated Garage-1 Block ATV Trail

North Woods Cabin

CabinFevers2 Sauna|Near Lake Superior & Waterfalls

Whitley House

Superior Sunset Cabin

Quinn-A-Witz Cozy 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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