Holiday houses in Wakefield

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Top-rated holiday rentals in Wakefield

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
Condo in Ironwood
5 out of 5 average rating, 25 reviews

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

Schnickelfritz #4 is a fun, one-of-a-kind lodge retreat steps away from Big Powderhorn Mountain, putting year-round adventure right at your doorstep! With easy access to the main chalet, ski-lifts, and nearby trail systems, enjoy skiing in winter and convenient access to hiking, biking trails, and ATV riding in the warmer months. After a day of action, kick back in the shared basement lounge with a Sauna, Pinball, Foosball, Pool Table, and more! Free washer and dryer included. Pets $50 per stay

Guest favourite
Condo in Wakefield
4.96 out of 5 average rating, 111 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!

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 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!

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!

Top Guest favourite
A log cabin exterior is displayed with a green metal roof. The spacious covered deck features wooden railings and chairs, inviting relaxation in a natural setting. Surrounding trees offer shade, and the ground is covered with brown leaves and grass, enhancing the cabin's rustic charm.
Cabin in Wakefield
4.97 out of 5 average rating, 37 reviews

North Woods Cabin

Escape to this charming 3-bedroom log cabin, located near UTV/snowmobile trails and just minutes from ski hills. Perfect for outdoor adventure or a peaceful getaway. Enjoy mornings on the spacious covered deck. The circle driveway makes parking and trailer access a breeze. Inside has modern updates blended with rustic charm, a fully stocked kitchen, and comfy spaces to relax after a day on the trails. Bedrooms offer one king bed, one queen, and two twin bunk beds. Plus, pet friendly!

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
4.93 out of 5 average rating, 107 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.

Top Guest favourite
Home in Ironwood
4.99 out of 5 average rating, 338 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!

Superhost
Home in Wakefield
5 out of 5 average rating, 11 reviews

Trailside Retreat#3- ski, snowboard, snowmobile

Welcome to your UP Retreat complete with hot tub! This beautiful home sits in the heart of big snow country, that has an annual snow falls averaging around 217 inches a year. You are only a short drive to 3 different ski hills and only 30 seconds away from Snowmobile and ORV Trail #2! The summer months are good for hiking, mt. biking, ATV trails, waterfalls, swimming and plenty of wildlife to see and multiple lakes close by to visit! Air conditioned.

Guest favourite
The spacious kitchen features a large island with ample counter space and wooden cabinetry. Two pendant lights hang above the island. Natural light illuminates the area, revealing a dining room connected to the kitchen, enhancing the open layout.
Home in Wakefield
4.99 out of 5 average rating, 68 reviews

King Bed Suite-The Copper House

This three-bedroom (5 beds) ranch home is located in the heart of Wakefield. You will enjoy the large kitchen, dining room, and deck for entertaining. Three of the best ski resorts in the area are located only 3-10 miles away. The snowmobile trail/ATV trail is easily accessible from across the street. The beautiful Lake of the Clouds is located 47 miles away in the Porcupine Mountains Wilderness State Park. Copper Peak Ski Jump is only 16 miles away.

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 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.

Guest favourite
A spacious living area features a sectional couch in a soft green hue, accompanied by light-colored throw pillows. A coffee table is centered on a neutral-toned area rug. Adjacent, a dining table set for meals is visible, showcasing elegant dishes and comfortable chairs.
Home in Wakefield
4.88 out of 5 average rating, 40 reviews

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

Welcome to Hancock Hideaway—your year-round escape in Michigan’s beautiful Upper Peninsula! This spacious, pet-friendly home sleeps up to 8 guests with 3 cozy bedrooms, 5 beds, and a comfy pull-out couch. Relax on the large deck after a day on the slopes at Snowriver (5 miles), hitting the snowmobile trails (½ mile away), or soaking up the sun at Sunday Lake (just down the road).

Popular amenities for Wakefield holiday rentals

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