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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 favorite
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.
Home in Wakefield
4.99 out of 5 average rating, 114 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.

Top guest favorite
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, 106 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 favorite
A three-story cabin is nestled within a snowy landscape, surrounded by tall trees. Its peaked roof and large balconies offer charming outdoor spaces. A gentle slope is noted in the foreground, blanketed in fresh snow, with the cabin appearing inviting and secluded.
Chalet in Bessemer
4.96 out of 5 average rating, 130 reviews

Big Chalet with Hot Tub on Big Powderhorn Mountain

This is it! Our place is a great place for your big family or group to ski, snowmobile or just relax. We offer plenty of room with 5 private bedrooms. We have an area of open space including a living room and kitchen that is MASSIVE. It has 2 fireplaces. A gas fireplace in the living room and if you prefer wood there is a wood one in the kitchen. Time to clean up, we have 3 full bathrooms stocked with shampoo, conditioner, soap. Then a sauna and hot tub to relax. Also a rec room Wi Fi

Top guest favorite
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, 570 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.

Top guest favorite
A dining table is set with a neutral table runner and a decorative centerpiece featuring flowers. Surrounding the table are four white chairs, with natural wood walls adding warmth to the space. Large windows with subtle curtains provide ample natural light, illuminating the cozy interior.
Chalet in Bessemer
4.94 out of 5 average rating, 216 reviews

Hot Tub • Sauna • Fireplace • Big Powderhorn

Welcome to Carini Cavern, your private guest chalet designed with comfort, fun, and attention to detail. This cozy retreat is ideal for both romantic getaways and family adventures. Nestled at the heart of Big Powderhorn and just a short drive from the area's top attractions, our chalet features all the essentials, including a gas fireplace and an outdoor hot tub, blending homey warmth with the indulgence of a luxurious escape. Come unwind and enjoy a truly memorable stay at Carini Cavern.

Top guest favorite
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
4.96 out of 5 average rating, 27 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 favorite
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
4.91 out of 5 average rating, 159 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

Top guest favorite
Home in Ironwood
4.99 out of 5 average rating, 311 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!

Guest favorite
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
4.86 out of 5 average rating, 29 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).

Top guest favorite
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, 108 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 favorite
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, 146 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.

Superhost
A log cabin with a red roof is framed by lush green trees and manicured lawns. A wooden walkway leads to the entrance, accompanied by flower beds that add a touch of color. Hanging lanterns provide a rustic charm to the scene.
Cabin in Wakefield
4.86 out of 5 average rating, 119 reviews

Tom’s Cabin-A unique work of Heart!💕

Come and enjoy a little bit of Heaven at Tom’s Cabin. It’s a unique, tranquil, authentic log cabin built by hand in 1960 by a father and his son from locally sourced logs. This is a retreat and a rare find! Enjoy the wildlife as you sip a cup of coffee on the back deck.

Popular amenities for Wakefield vacation rentals

When is the best time to visit Wakefield?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$32,011 GYDG$33,476 GYDG$34,522 GYDG$34,731 GYDG$30,547 GYDG$30,337 GYDG$34,103 GYDG$31,383 GYDG$30,128 GYDG$30,128 GYDG$26,153 GYDG$37,032 GYD
Avg. temp-9°C-8°C-4°C3°C10°C15°C18°C18°C14°C7°C0°C-6°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Wakefield?

    Wakefield has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Wakefield?

    Experience the best of Wakefield with our house rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Wakefield?

    Yes! Work meets play with ease at over 10 vacation rentals in Wakefield featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • 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.

  • 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.

  • 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.

  • 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 air conditioning, over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 G$16,738 GYD 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 & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Wakefield vacation rentals include wi-fi 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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