
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.

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.
LocationFamilyCondition
4.99 out of 5 average rating, 118 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
LocationAccessKitchen
5.0 out of 5 average rating, 3 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!
FamilyLocationQuiet
4.96 out of 5 average rating, 115 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.
LocationValueView
4.89 out of 5 average rating, 36 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
ValueFamilyBack garden
4.97 out of 5 average rating, 32 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!
FamilyLocationBathroom
4.95 out of 5 average rating, 61 reviews
"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 !!!
LocationValueParks
4.99 out of 5 average rating, 354 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!
FamilyValueCondition
4.96 out of 5 average rating, 45 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.
LocationFamilyHospitality
4.97 out of 5 average rating, 74 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.
LocationHospitalityCleanliness
5.0 out of 5 average rating, 5 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).
LocationFamilyAccuracy
4.87 out of 5 average rating, 46 reviews
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.
LocationWalkabilityHospitality
5.0 out of 5 average rating, 5 reviewsPopular amenities for Wakefield holiday rentals
Other great holiday rentals in Wakefield

Trailside Retreat #1 - ski, snowboard, snowmobile
FamilyLocationHospitality
4.75 out of 5 average rating, 8 reviews
Porcupine Loft-Wakefield Walkable-Close To Skiing
ValueLocationCheck-in
4.83 out of 5 average rating, 30 reviews
Norse House: Year-Round Retreat
ValueLocationKitchen
5.0 out of 5 average rating, 48 reviews
Hot tub, 2 King Beds
LocationFamilyCleanliness
4.95 out of 5 average rating, 22 reviews
Rocky Pines U.P ~ Ski Area, Sauna, & Pets Allowed
FamilyValueKitchen
4.87 out of 5 average rating, 52 reviews
Sunday Lake Views + Trail Access Retreat
FamilyLocationHospitality
5.0 out of 5 average rating, 11 reviews
Cozy Putnam House - 2 Blocks from the Lake
LocationFamilyHiking
4.67 out of 5 average rating, 3 reviews
Downtown Wakefield Farmhouse Rental by Ski Resorts
ValueLocationHiking
4.68 out of 5 average rating, 207 reviewsDestinations to explore
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