Vacation rentals in Wakefield

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.

Family · Value · Comfort

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!

Location · Value · Skiing

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.

Family · Location · Walkability

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!

Value · Location · Sleep quality

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!

Value · Location · Amenities

Swiss Chalet near Copper Peak and Lake Superior

You will love our Swiss-inspired Chalet in the Alpine Village at the Big Powderhorn Mountain Resort. The 1500 sq feet Chalet is surrounded by 0.6 acres of woods for your privacy and enjoyment of this gorgeous area. You are 5 minutes away from the ski slopes at Big Powderhorn, 15 minutes from Indianhead and Blackjack resorts, Copper Peak, numerous gorgeous waterfalls on Black River and 19 min away from the Black Harbor Pavillion and Lake Superior. This is your all season destination!

Location · Value · Layout

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.

Family · Value · Sleep quality

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.

Family · Location · Quiet

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.

Location · Cleanliness · Access

Porcupine Loft-Wakefield Walkable-Close To Skiing

Stay in the heart of Wakefield at the Porcupine Loft, a spacious two-bedroom retreat with three beds and plenty of room to relax. Located on Sunday Lake Street, you can walk to restaurants, cafés, parks, and the lakefront. Enjoy a bright bay window, full kitchen, and cozy living space. Minutes from Big Snow, Big Powderhorn, ABR Trails, and great hiking, it’s the ideal base for skiing, exploring, and unwinding. -Under new ownership!

Value · Family · Comfort

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).

Location · Family · Accuracy

Winter Chill at Sunday Lake

Winter Chill is a cozy two-bedroom home in Wakefield, Michigan, designed for comfort and easy Upper Peninsula getaways. Enjoy a queen bedroom, a twin-over-full bunk room, a fully equipped kitchen, and a welcoming living space with a 65-inch smart TV and electric fireplace. Close to ski hills, trails, and local favorites, with private parking and nearby trailer parking available.

Location · Decor · Walkability