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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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, 127 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
Home in Ironwood
4.97 out of 5 average rating, 147 reviews

Trail Riders Haven-Heated Garage-1 Block ATV Trail

Ultimate fall getaway! Cozy 4-bedroom home is just 1 block from heart-pounding ATV trails! Leave straight from the driveway - your choice MI or WI fun adventures! Spacious interior & OVERSIZED garage- a perfect getaway for outdoor enthusiasts. Ample room for trailers. Step inside and find comfort at its best! Fully equipped kitchen-ready, delightful coffee bar. You'll rest easy on dreamy pillowtop beds with cozy duvet covers, creating a heavenly retreat. BBQ grill! A/C, Ping Pong Table, Poker

Guest favourite
Home in Ironwood
4.96 out of 5 average rating, 279 reviews

The House Next Door, In-Town Two Story House

The House Next Door has a Northwoods feel while being in town and close to your likely destination. Just four blocks from downtown Ironwood, and in the heart of all the outdoor adventure the Gogebic Range has to offer. You'll love the warm cozy feel, and the ability to mingle in the open concept lr/dr/kitchen downstairs, or retreat upstairs for a quiet, peaceful setting. Individuals, couples, families, and up to eight friends would enjoy my place, provided you can live with one bathroom.

Guest favourite
Home in Ironwood
4.86 out of 5 average rating, 117 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 cozy sleeping area is highlighted by a wooden bed adorned with soft, textured linens and decorative pillows. A table lamp provides warm light beside a branch-like arrangement, while a decorative deer head adds a rustic charm to the wall.
Home in Ramsay
4.96 out of 5 average rating, 283 reviews

TINY Home - BIG Adventures - Hike/Bike/Ride

Couples retreat! Self check in to our Tiny Home with a door code and let the Big adventures begin! Only minutes from Indianhead, Blackjack, Big Powderhorn & Mt. Zion ski hills. A bit further away, but worth the drive, are Whitecap Mountain and Porcupine Mountains. Also, close to ABR x-c skiing, the Iron Belle Trail, and Lake Superior. Winter Hikes are beautiful in the U.P. Bring your fur babies along for a winter hike to the Porkies, Lake of the Clouds or Black River Scenic Byway.

Top guest favourite
The exterior of a historic miners home is displayed, showcasing a welcoming front porch and large windows. Snow blankets the ground and roof, creating a serene winter scene, while a parked car is visible in the driveway, indicating accessibility to the property.
Home in Ironwood
4.9 out of 5 average rating, 156 reviews

Blue Ribbon House, perfect in town location

Historic miners home built in 1915. 3 Bedroom, 1 bath plus extra toilet and shower! Queen, Full size, and twin in the bedrooms. New renovated bathroom. Desk space for work from “home”, 2-person electric heated sauna with shower. Ping pong table. Relaxing front porch. Nice back yard with gas BBQ grill. Quiet neighborhood. Walk to town , ski trail, and mountain bike. Convenient to all local skiing and any silent sport. No air conditioning. Sorry no pets, and no holding events/par

Guest favourite
The exterior of the building showcases a two-story structure with a green roof and large windows. The entrance is highlighted by a central peak. Surrounding landscaping features grass and scattered trees, with gravel leading to the entrance. A sign indicates the name of the property.
Condo in Bessemer
4.78 out of 5 average rating, 101 reviews

Room #214 Modern loft condo @ base of Ski Mountain

Two queen beds. Private loft bedroom with vanity sink, dresser and closet. Real kitchen with refrigerator, electric range and oven, microwave, toaster oven, coffee maker, dishes, pots and pans. Matching recliners face the 65 inch TV. Top floor, end unit, second story window looks out at your car in the well lit parking and Big Powderhorn Ski Mountain across the road. One bathroom with tub/shower. Daylight LED track lighting on the high ceilings to brighten your day.

Guest favourite
The exterior of a charming white house is adorned with a thick blanket of snow. Icicles hang from the eaves, and large windows frame the entrance, showcasing symmetrical shutters on either side. A snow-covered path leads to the front door, inviting guests inside.
Home in Ironwood
4.93 out of 5 average rating, 268 reviews

The Cookie Cottage

Beautiful home built in 1930. Now newly remodeled with 4 bedrooms and 2 full bathrooms. Located 7 easy blocks from downtown Ironwood. One king bed, and 3 queen beds. Quiet neighborhood. Great launching point for any local activity. Nordic ski trails less then 4 miles away; downhill skiing, snowshoeing, road and mountain biking, kayaking and hiking are all very close by. Self check in but always available for help. Sorry no pets, and no events/parties allowed.

Top guest favourite
Cottage in Ironwood
4.98 out of 5 average rating, 187 reviews

Bakery Bunkhouse - Sweet Amenities & Nature !

Yooper Delights Baking Co. is now a family style home with beds for 7 ppl, a large, fully stocked kitchen, Scandinavian cottage design with 2 sleeping lofts plus a queen sleeper on main level, oak dining table for 8, Swedish gas fireplace, patio doors to back yard with firepit, gas grill & relaxing patio for outdoor dining & watching our visiting deer! We are located 2 miles from town, on outskirts, semi rural & peaceful , close to trails & Lake Superior!

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, 107 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 Bavarian duplex chalet is shown, featuring a blend of green siding and wooden accents. A staircase leads to an upper-level entrance, while a balcony with railing overlooks the surrounding trees. Windows provide views of the wooded area, enhancing the sense of seclusion.
Chalet in Wakefield
4.82 out of 5 average rating, 144 reviews

Indianhead duplex chalet with a hot tub 2375

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.

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 $109 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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