Holiday rentals 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, 118 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.

Superhost
Home in Wakefield
5.0 out of 5 average rating, 3 reviews

Lakeside Oasis on Chaney Lake *In-Floor Heating*

Escape to this stunning Lakeside Oasis on Chaney Lake, where tranquility meets nature. This spacious rental, with its open-concept design, offers plenty of room for everyone. A short walk through the woods takes you to Chaney Lake where you can relax and enjoy the outdoors at all times of the year. In the evenings, gather around the fireplace with loved ones, sharing stories and laughter, or indulge in a home-cooked meal prepared in the kitchen. Notable features include a central air conditionin

Guest favourite
A well-lit living area features large windows showcasing natural scenery. Two comfortable sofas of neutral tones surround a wooden coffee table. Decorative cushions add texture, while a lamp provides soft lighting. Natural light enhances the cozy atmosphere of the space.
Apartment in Wakefield
4.89 out of 5 average rating, 36 reviews

Liftside Loft - SI/SO Condo @ Jackson Creek!

Relax by the fireplace or the ensuite sauna in this large family-friendly, SI/SO condo, located on the new Jackson Creek Ski Hill! This 4 bedroom + loft condo has plenty of space to spread out and enjoy your time away. Special features like the cedar-lined sauna, gas fireplace, and private deck with propane grill make this rental a perfect year round getaway! Guests are also within walking distance to the ski lodge restaurants for great food and drinks, ski rentals, and purchasing lift tickets.

Guest favourite
A cozy living area is furnished with a plush sofa and armchair, complemented by a wooden side table and lamp. Natural light filters through two windows adorned with light curtains, while a large wall-mounted TV is positioned above a low wooden console. A decorative area rug adds warmth.
Flat in Wakefield
4.92 out of 5 average rating, 12 reviews

Sunday Lake Retreat

We are located in the quaint little town of Wakefield Michigan. It offers a bakery, knit and gift shop, four restaurants, a bank, pharmacy, and grocery store all within walking distance ...This retreat is in close proximity to 4 ski hills, gorgeous waterfalls and lakes..30 minute drive to Lake Superior and close to Porcupine Mountains and Copper Peak. Many miles of groomed snowmobile and ATV trails which start one block away.., ample trailer parking ..Clean! Sorry no pets and no smoking..

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.
Apartment in Wakefield
4.95 out of 5 average rating, 60 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
4.95 out of 5 average rating, 42 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!

Top guest favourite
A two-story blue house with a sloped roof is surrounded by snow-covered ground. Multiple windows are visible, allowing natural light to enter. The entrance features a covered porch with stairs leading up, and trash bins are placed nearby.
Home in Ironwood
5.0 out of 5 average rating, 140 reviews

Pabst Street Retreat - Cozy 5 bedroom 7 bed home

The house is located right in Ironwood. We are 3 miles from ABR Trails, 4 miles from Wolverine Ski Trails, 1 block from the snowmobile and bike trails, 1 mile from Miners Heritage Park, 18 miles from Black River Harbor, 10-15 miles from many downhill ski slopes and half a mile from downtown Ironwood. A foosball table is in the basement for some extra family fun. There also are games, books and puzzles in the living room. Final price includes the 15.5% Airbnb fees.

Guest favourite
Apartment in Wakefield
4.97 out of 5 average rating, 213 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!

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, 73 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.

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
4.87 out of 5 average rating, 45 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).

Guest favourite
Home in Wakefield
5.0 out of 5 average rating, 5 reviews

Autumn Wind at Sunday Lake

Autumn Wind is a cozy two-bedroom home in Wakefield, Michigan, perfect for fall color trips and Upper Peninsula getaways. Enjoy a queen bedroom, a comfortable bunk room, a fully equipped kitchen, and a welcoming living space with an electric fireplace and smart TV. Close to trails, local shops, and seasonal adventures, it’s an easy place to relax after a day outdoors.

Superhost
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.
Apartment in Wakefield
4.96 out of 5 average rating, 118 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.

Popular amenities for Wakefield holiday rentals