Holiday houses in Wakefield Township

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Top-rated holiday rentals in Wakefield Township

Guests agree: these stays 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, 117 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 favourite
Cabin in Town of Phelps
4.99 out of 5 average rating, 145 reviews

Lakeside Loft, Roof Deck + Sauna

Wanderloft, designed by architect David Salmela, combines modern Scandinavian design with the natural beauty of Wisconsin's Northwoods. Located on one of Vilas County's highest points, this cabin offers stunning 360-degree views from multiple levels, overlooking Manuel Lake and 9.4 acres of land. Beyond its striking design, Wanderloft is defined by its profound sense of peace and quiet - where natural beauty and thoughtful architecture create space for rest, creativity, inspiration, and renewal.

Guest favourite
The Shell Cabin exterior is surrounded by trees, featuring a light grey siding and a welcoming front porch with wooden steps. A white door with a decorative glass panel is flanked by windows, inviting entry into the cozy retreat.
Cabin in Ironwood
4.96 out of 5 average rating, 596 reviews

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.

Top Guest favourite
A cozy living area is revealed, featuring two light tan sofas and a single recliner, arranged around a plush area rug. Wooden walls and ceiling create a natural ambiance. Large windows allow for ample natural light, enhancing the inviting atmosphere of the space.
Home in Wakefield
5.0 out of 5 average rating, 27 reviews

Howta Lodge w/ Sauna on UTV/Snowmobile Trail #8

Welcome to Howta Lodge, this brand new home is nestled in the serene woods, offering the perfect retreat for your getaway with three bedrooms plus a loft! Immerse yourself in nature's tranquility while enjoying modern comforts. Unwind in the private sauna after a day of adventure on ATV and snowmobile trails. The trails are right next to the property, trail UP8. No need for trailering before riding! Come create lasting memories in this idyllic woodland escape that is only miles from town!

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, 308 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.

Top Guest favourite
An inviting cabin exterior is showcased, featuring large windows that allow natural light to fill the space. A covered patio area is highlighted with comfortable seating arrangements, surrounded by lush greenery, providing a peaceful blend with nature.
Cabin in Ironwood
5.0 out of 5 average rating, 55 reviews

*HOT TUB* 6 Mile Hideaway

Beautiful cabin located in the heart of the U.P just miles from waterfalls, Powderhorn Mountain Ski Hill + Snow River Mountain Ski Hill, Copper Peak, Black River Harbor (access to Lake Superior) + 4.7 miles to the nearest snowmobile trail. River and creek on the property you’re allowed to fish in and Ottawa National Forest, known for their waterfalls, is just a 20 minute drive! This is the perfect place to stay for those who seek adventure or love a relaxing weekend in the woods!

Top Guest favourite
Home in Ironwood
4.99 out of 5 average rating, 339 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!

Guest favourite
Condo in Wakefield
4.97 out of 5 average rating, 210 reviews

Cozy & Clean 2B/2B Condo w/ Jetted Tub!

My clean, cozy, and quiet condo is located at Snow River/Indianhead Resort. It's a brief walk to Jack's Café 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 ski vacation, romantic getaway, family trip, after hiking/camping refresh, or peace and quiet on the mountaintop. I provide exceptional communication and top notch responsiveness. You won't be disappointed with your stay!

Superhost
A cozy living area is shown with a dark leather couch and a wooden rocking chair featuring a patterned cushion. Light-filtering curtains adorn two windows, while a decorative painting is displayed above the couch. A large area rug covers the floor, adding warmth to the space.
Apartment in Wakefield
5.0 out of 5 average rating, 5 reviews

Sunday Lake Haven

Sunday Lake Haven is centrally located, minutes from Lake Superior, water falls, 5 ski hills, groomed snowmobile and ATV trails one block away.., bike trails. We are next to a 3 generation bakery, a lovely knit and gift shop and a few blocks from a wonderful grocery store. Walking distance to several restaurants. We are 3 blocks from beautiful Sunday Lake with amazing sunrises and sunsets, and on a clear night the Northern Lights are visible.

Top Guest favourite
A charming two-story house is set on a spacious lawn, surrounded by trees. The front features a welcoming porch with steps leading up, and an American flag is displayed. A small garage is attached to the side, with natural light filtering through the surrounding greenery.
Home in Montreal
4.92 out of 5 average rating, 188 reviews

Hilltop Acres - Hike-Bike-Ski-Sled-ATV-Hunt-Fish

Hilltop Acres located in Historic Montreal, WI, just 3 miles from Hurley, WI, is in a quiet location on Trimble Hill. The backyard is adjacent to acres of woods containing the Historic Montreal Ski Trails in winter. For snowmobile & ATV enthusiasts, trails are accessible from the house. Plenty of parking for trailers. Hunting, fishing, alpine skiing & golf nearby as well as the Gile Flowage, many water falls, rivers & lakes to explore!

Top Guest favourite
A log cabin is positioned against a vibrant sunset sky, with the warm glow of a campfire in the foreground. The porch features seating arrangements, and the surrounding grassy yard is accented with potted plants. The scene evokes a sense of tranquility.
Cabin in Ironwood
4.95 out of 5 average rating, 104 reviews

Handcrafted Log Cabin | Hot Tub | Sauna | GameRoom

Picture this: morning coffee on the deck, 10 private acres of UP forest out every window. The ORV trails are a few miles down the road. The waterfalls are 20 minutes out. Lake Superior is close enough for a late afternoon run. Come back to a cedar sauna, a private hot tub, and a fire pit that goes as long as you want. This is Timber Haus — a handcrafted log cabin in Ironwood built for a vacation you wont forget.

Superhost
A cabin is seen beside a tranquil lake with clear skies above. Sunlight filters through trees, casting elongated shadows across the grassy area. Pebbles line the water's edge, while the calm lake reflects the surrounding landscape.
Cabin in Bergland
4.71 out of 5 average rating, 17 reviews

Lake Gogebic Escape | Views, Kayak, Wood Stove

*WiFi installed June 20, 2026! Escape to the shores of Lake Gogebic and unwind in this cozy two-bedroom cabin with breathtaking lake views. Start your mornings with coffee by the water and end your days by the wood-burning stove. With easy lake access, a kayak included, and close proximity to fishing, hiking, snowmobiling, and skiing, this is the perfect place to relax and recharge.

Popular amenities for Wakefield Township holiday rentals