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.

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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.

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Guest favourite
Condo in Wakefield
4.96 out of 5 average rating, 112 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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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.

ValueFamilyParks

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!

FamilyLocationAccess

Guest favourite
An aerial view captures the winter landscape surrounding the condo units, blanketed in fresh snow. The buildings are set back from a frozen pond, with evergreen trees visible in the background. A ski lift stands nearby, indicating access to the slopes.
Condo in Wakefield
4.95 out of 5 average rating, 58 reviews

Ski In & Ski Out

Hike, bike, ski, snowshoe, sightsee…we can go on! This stunning ski-in/ski-out condo offers unparalleled access to Jackson Creek Summit part of the Snowriver Mountain Resort. Situated on the top of the hill, this peaceful residence ensures you can hit the slopes as soon as you step out the back patio door. The perfect retreat for access to many area destinations including Porcupine Mtns, waterfalls, ski hills (Jackson Creek, Black River Basin, Big Powderhorn, Whitecap) and much more!

ValueLocationAccuracy

Guest favourite
Two rustic wooden adirondack chairs are positioned on sandy soil, facing a serene sunset over Lake Superior. The sky displays hues of orange and pink as sunlight reflects on the water's surface, creating a peaceful atmosphere.
Cabin in Wakefield
4.9 out of 5 average rating, 94 reviews

Superior Sunset Cabin

An off-grid cabin on a bluff overlooking Lake Superior, with staircase to your own beach access. Sunsets every night (weather permitting...) Technological detox in a pristine area, just a 25 minute walk from the Presque Isle Scenic Area, the most beautiful part of the Porcupine Mountains. NOTE: This is an OFF-GRID cabin, with limited amenities to help you reconnect with Nature and the present moment. Read on for full details. *** If bringing pets, please pay the pet fee ***

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Top Guest favourite
Cottage in Ironwood
4.99 out of 5 average rating, 207 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!

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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.

LocationComfortAccess

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.

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Top Guest favourite
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, 114 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.

ValueLocationDecor

Guest favourite
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, 170 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.

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Popular amenities for Wakefield Township holiday rentals