Vacation rentals in Wakefield

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Top-rated vacation rentals in Wakefield

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite
A welcoming living space features a yellow armchair and a gray sofa, both accented with throw pillows. A wooden coffee table is positioned in front, while a lamp provides gentle illumination. Sunlight filters through yellow curtains, enhancing the neutral wall colors and creating a relaxed ambiance.
Condo in Ironwood
4.95 out of 5 average rating, 117 reviews

Premium Downtown Ironwood Apartment at Villages on

**CHRISTMAS SPECIAL** BOOK NOW TO GET THE LOWEST PRICE WE'VE OFFERED FOR THE SESON! Discover Village on Aurora, a charming condominium in downtown Ironwood, Michigan! This cozy apartment boasts 2 bedrooms with comfortable queen beds, perfect for families or groups. Enjoy easy access to the Ironwood City Square, the Historic Ironwood Theater, and nearby Lake Superior. Explore trails for hiking, biking, and more, right outside your door. With an EV charger available and a large parking lot for t

Top guest favourite
A single family home features a charming front porch embellished with decorative lattice and potted plants. Snow blankets the ground and roof, contrasting with the beige exterior. A brick chimney rises above, surrounded by trees and neighboring houses under a cloudy sky.
Home in Ironwood
4.94 out of 5 average rating, 121 reviews

Comfy Homebase for your Upper Peninsula Getaway

Centrally located 2 bed, 1.5 bath single family home all to yourself. Terrific floorplan with eat-in kitchen, large living + dining room with fireplace, 2 bedrooms and newly remodeled full bath. Powder Room on lower level. Just a few blocks to charming downtown Ironwood, Iron Belle Trail + close to Miners Park with trails for walking, mountain biking, snowshoeing, x-skiing. Quick access to all that’s amazing about the U.P.! If you love outdoor fun, this is the place to stay, relax + rejuvenate!

Top guest favourite
A scenic winter landscape features a gently sloping hill covered in fresh snow, marked with ski tracks. Trees with bare branches frame the scene, leading up to a cozy building nestled among the trees, accented by a clear blue sky overhead.
Condo in Wakefield
4.97 out of 5 average rating, 105 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 charming cabin with gray siding is nestled among snow-covered trees, illuminated by a warm light from the front door. A shoveling shovel is positioned by the entrance, and the surrounding area is blanketed in fresh snow, creating a serene winter atmosphere.
Cabin in Ironwood
4.96 out of 5 average rating, 561 reviews

The Shell Cabin at Rockhound Hideaway

An outdoor enthusiasts dream awaits at Rockhound Hideaway's Shell Cabin, with opportunities for hiking, biking, fishing, boating and everything in between. Take in the views from your back deck, relax around the bonfire, enjoy walk to Lake Superior, hike or snowshoes the North Country Trail to waterfalls or take a day trip to the Porkies. Don't forget to visit Downtown Ironwood and experience its charm for yourself. Amazing star gazing and Northern Lights potential! 420 Friendly for 21&up.

Superhost
A renovated kitchen and dining area showcases wooden cabinetry and a spacious island. A dining table with multiple chairs is set up beside a wall adorned with artwork. Soft lighting enhances the welcoming atmosphere, while large windows bring in natural light.
Home in Ironwood
4.86 out of 5 average rating, 115 reviews

Renovated 19th Century UP Getaway in Ironwood

Enjoy a this late 19th century in this centrally-located and renovated home in Ironwood. 3 Bedroom/ 1.5 bath house in Ironwood, MI within walking distance of restaurants. Access to snow mobile trails across the street. Close to parks and trails. Cook your own meals in or dine locally. Park your trailer with your ATVs in the driveway or keep your equipment in the 2-car garage. Use the house as a launching pad for your UP adventures while you explore the entire UP or Northern WI.

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
4.94 out of 5 average rating, 18 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
Home in Ironwood
4.99 out of 5 average rating, 294 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
A light-colored wall serves as a backdrop for a modern television mounted above a stylish gray entertainment console. A decorative lamp with a slender base and a blue glass accent piece sit nearby. A doorway leads into another room, framed with white trim.
Apartment in Bessemer
4.93 out of 5 average rating, 15 reviews

Trailside Apartment

Cozy 2 bedroom apt. in Bessemer, MI. This is the perfect place to stay if you're here to ride your ATV/UTV/Sled, as the trail is in our backyard. We have a lot of parking for trucks & trailers. ~ 5 minute walk to Bessemer's downtown where there are bars/restaurant, DQ, Kwik Trip, and shopping. Iron Belle trail is nearby as well as bluffview park. This Unit is Meticulously Cleaned After Each Guest Apartment is Located above a small business (IronBay Detail & Wash)

Top guest favourite
A charming house features a light-colored exterior with red accents around the windows and door. A green roof complements the vibrant flowers in the front garden, while a small porch with seating is visible. Several parked cars are present in the background.
Cottage in Marenisco
4.94 out of 5 average rating, 194 reviews

Whitley House

Get away from it all! Step back and enjoy nature at its finest. The Whitley house is furnished with all the essentials plus some and if you have a special request or need we do everything we can to try to accommodate you. 10 mins from Lake Gogebic County Park and many other fishing spots. A short drive to the Porcupine Mountains and directly off the ATV/snowmobile trail that runs through Marenisco.

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
4.83 out of 5 average rating, 23 reviews

5B/2Ba | Trails & Slopes Near | Central Location

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).

Top guest favourite
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.
Condo in Wakefield
4.96 out of 5 average rating, 101 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.

Guest favourite
The exterior of the chalet features a two-story structure with green siding and white trim. A wooden deck with railings is accessible by stairs, surrounded by tall trees that provide a natural setting. Large windows invite natural light into the interior.
Chalet in Wakefield
4.87 out of 5 average rating, 166 reviews

Indianhead duplex chalet with a hot tub 2376

It's a recently updated quaint Bavarian duplex chalet on top of Indianhead Mountain in a wooded area surrounded by friendly neighbors but yet private and secluded. The chalet is located right off the ATV trail. There is ample parking for trucks and trailers. Big Snow Ski Resort is an easy walk. Please check us out on our F B page.

Popular amenities for Wakefield vacation rentals

When is the best time to visit Wakefield?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Wakefield?

    Wakefield has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Wakefield have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Wakefield. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Wakefield have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Wakefield. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Wakefield have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Wakefield. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Wakefield?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Wakefield have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Wakefield. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Wakefield

  • Total vacation rentals

    Explore 20 vacation rentals in Wakefield

  • Nightly prices starting at

    Wakefield vacation rentals start at $111 CAD per night before taxes and fees

  • Verified guest reviews

    Over 970 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Wakefield vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Wakefield rentals

  • 4.9 Average rating

    Wakefield stays are highly rated by guests—averaging 4.9 out of 5!

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