Holiday rentals in Wakefield

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.

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

5.0 out of 5 average rating, 4 reviews

Summertime Sunshine at Sunday Lake

Summertime Sunshine is a bright two-bedroom home in Wakefield designed for easy summer stays and relaxed Upper Peninsula getaways. The home features a queen bedroom, a twin-over-full bunk room, a fully equipped kitchen with stainless steel appliances, and a welcoming living space with a 65-inch smart TV and electric fireplace. With private parking, nearby trailer parking, and close access to Sunday Lake, local trails, and downtown Wakefield, it’s a comfortable place to land after a day outdoors.

Superhost

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

4.96 out of 5 average rating, 115 reviews

Apartment in Wakefield

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!

4.89 out of 5 average rating, 36 reviews

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

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.

4.95 out of 5 average rating, 62 reviews

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

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!

4.99 out of 5 average rating, 355 reviews

Home in Ironwood

"Bakery Bungalow" -Sweet Accommodations & Nature !

Our Bakery Bungalow (owned by a baker) is a peaceful retreat in a semi rural, prime location near snow trail system, 2 miles from historic downtown shops, hiking / biking trails, on the outskirt of town (Ironwood Township) minutes from Big Powderhorn Mountain & Copper Peak, walking distance to Gogebic College & Mount Zion, 17 miles from Lake Superior beaches, large private wooded yard with fire pit, private parking, 1 stall garage if needed in winter. P.S. Bakery Treats provided !!!

4.96 out of 5 average rating, 45 reviews

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

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!

5.0 out of 5 average rating, 49 reviews

A comfortable living area features a stone fireplace as a focal point. Large windows allow natural light to fill the space. A sectional sofa and wooden coffee table invite relaxation, while a staircase leads to the upper level. Decorative elements subtly enhance the ambiance.

Home in Bessemer

Norse House: Year-Round Retreat

Welcome to Norse House, a beautifully remodeled 3-bedroom, 2-bath home just minutes from Big Powderhorn Mountain in Bessemer, MI! Whether you're here for skiing, snowmobiling, hiking, or simply relaxing with family, this home offers spacious comfort and modern amenities in a quiet, convenient location. Plenty of Room for the Whole Family! ✔ Bedroom 1 (Upstairs): King bed ✔ Bedroom 2 (Upstairs): Queen bunk, Queen bed ✔ Bedroom 3 (Main): Queen bed ✔ Bedroom area 4 (Basement) Full bed

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.

4.97 out of 5 average rating, 74 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.

Flat in Wakefield

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.

5.0 out of 5 average rating, 5 reviews

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.