Holiday houses in Wakefield

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Top-rated holiday rentals in Wakefield

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

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Top Guest favourite
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, 115 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.

Guest favourite
A well-lit living area features large windows showcasing natural scenery. Two comfortable sofas of neutral tones surround a wooden coffee table. Decorative cushions add texture, while a lamp provides soft lighting. Natural light enhances the cozy atmosphere of the space.
Condo in Wakefield
4.91 out of 5 average rating, 33 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.

Guest favourite
Condo in Wakefield
4.96 out of 5 average rating, 108 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
4.99 out of 5 average rating, 216 reviews

Cozy Home onTrail|Sauna|PetsI Lakes Trails Falls

Welcome to Little House on The Trail!—perfectly located near the Porcupine Mountains, Lake Superior, waterfalls and hiking trails. This spotless, thoughtfully designed home blends vintage charm with modern comfort, featuring a fully stocked kitchen & coffee bar. Unwind in the cedar sauna or gather around the firepit. Pets ok, spacious, and packed with amenities, it’s the perfect Northwoods getaway year-round. ⭐ Guests consistently say this is the best Airbnb they’ve stayed in—come see why!

Guest favourite
A cozy living area is furnished with a plush sofa and armchair, complemented by a wooden side table and lamp. Natural light filters through two windows adorned with light curtains, while a large wall-mounted TV is positioned above a low wooden console. A decorative area rug adds warmth.
Apartment in Wakefield
4.91 out of 5 average rating, 11 reviews

Sunday Lake Retreat

We are located in the quaint little town of Wakefield Michigan. It offers a bakery, knit and gift shop, four restaurants, a bank, pharmacy, and grocery store all within walking distance ...This retreat is in close proximity to 4 ski hills, gorgeous waterfalls and lakes..30 minute drive to Lake Superior and close to Porcupine Mountains and Copper Peak. Many miles of groomed snowmobile and ATV trails which start one block away.., ample trailer parking ..Clean! Sorry no pets and no smoking..

Guest favourite
A game room is featured with a well-maintained pool table at its center, accentuated by green pendant lighting. The space includes a cozy seating area with rustic furnishings and warm, earthy tones visible on the walls.
Home in Wakefield
5 out of 5 average rating, 12 reviews

Chateau Relaxo~Jackson Creek Ski

Bring the whole family (and then some!) to the Chateau Relaxo at Jackson Creek - Snow River! Located just one block from the new high speed lift, this home will have you on the slopes in minutes or kick back and relax next one of our two indoor fireplaces and play a game of pool! If you are visiting in summer, CR is only a short drive to some of the best lakes, rivers, beaches and hiking trails in the US! No matter what brings you to our area, Chateau Relaxo is your adventure base camp!

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
4.97 out of 5 average rating, 30 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, 330 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
Home in Wakefield
5 out of 5 average rating, 9 reviews

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.

Guest favourite
The spacious kitchen features a large island with ample counter space and wooden cabinetry. Two pendant lights hang above the island. Natural light illuminates the area, revealing a dining room connected to the kitchen, enhancing the open layout.
Home in Wakefield
4.98 out of 5 average rating, 64 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.

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
4.86 out of 5 average rating, 37 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).

Guest favourite
A charming exterior of a single-story house is visible, featuring a simple facade with cream-colored siding and brown trim. Snow blankets the roof and front steps, while a decorative door with glass panels adds character. Frosted windows line the front, complementing the winter scene.
Home in Ironwood
4.83 out of 5 average rating, 342 reviews

Cheerful 2 bedroom home away from home

Your family will be close to everything when you stay at this centrally-located place. Super easy to find right off US2. Close to any and all adventures in the area. There are 2 separate bedrooms and a pull out bed in the couch if needed. Fully stocked kitchen, extra blankets and pillows, games and a kids version of pool, air hockey, and foosball table in the basement.

Popular amenities for Wakefield holiday rentals

When is the best time to visit Wakefield?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$267 NZD$296 NZD$284 NZD$289 NZD$255 NZD$253 NZD$284 NZD$261 NZD$251 NZD$251 NZD$218 NZD$309 NZD
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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 $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Wakefield?

    Four-legged friends are welcome in Wakefield. Choose from more than 10 vacation rentals for guests traveling with pets.

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

Quick stats about holiday rentals in Wakefield

  • Total holiday rentals

    Explore 20 holiday rentals in Wakefield

  • Nightly prices starting at

    Wakefield holiday rentals start at $139 NZD per night before taxes and fees

  • Verified guest reviews

    Over 980 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Wi-Fi availability

    20 of Wakefield holiday 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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