Holiday houses in Wakefield

4.95 out of 5 average rating, 108 reviews

Bungalow in Ironwood

HOT FIND *Powderhorn Porch* 4B/1BA dwntwn Bungalow

Welcome to the Powderhorn Porch! When you get off the trails or slopes there isn't a better place to come home to than this cozy 4BR/1BA bungalow located in downtown Ironwood just blocks from the trails. Long driveway to hold your vehicles and trailers. Centrally located to all that the Gogebic Range has to offer including 4 ski resorts, snowmobile trails, waterfalls, hiking, Porkies, Lake Superior, Copper Peak, and cute shops & restaurants. This home is perfect for your next trip to the UP!

4.94 out of 5 average rating, 18 reviews

Condo in Wakefield

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!

4.87 out of 5 average rating, 149 reviews

Tent in Ironwood

Off grid glamping at a Rockhound Hideaway

A perfect glamping retreat awaits you at Rockhound Hideaway's Agate Grove Bell Tent. Situated on a private two acre lot with two other rentals and my private residence in the Ottawa National Forest, steps from the Black River, North Country Trail and a one mile walk to the Lake Superior Shore, this is an ideal getaway for those seeking the adventure of camping with the comforts of home. Fall asleep to the sound nature and wake up to deer passing by as you enjoy your morning coffee.

4.96 out of 5 average rating, 263 reviews

Home in Ramsay

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.

4.95 out of 5 average rating, 157 reviews

Chalet in Ironwood

Swiss Chalet by waterfalls and Lake Superior

You will love our Swiss-inspired Chalet in the Alpine Village at the Big Powderhorn Mountain Resort. The 1500 sq feet Chalet is surrounded by 0.6 acres of woods for your privacy and enjoyment of this gorgeous area. You are 5 minutes away from the ski slopes at Big Powderhorn, 15 minutes from Indianhead and Blackjack resorts, Copper Peak, numerous gorgeous waterfalls on Black River and 19 min away from the Black Harbor Pavillion and Lake Superior. This is your all season destination!

4.95 out of 5 average rating, 252 reviews

Chalet in Bessemer

Hot Tub • Fireplace • Dog Friendly •Big Powderhorn

My place is located at Big Powderhorn Ski Resort and close to Lake Superior, family-friendly activities, great views, restaurants and dining. You’ll love my place because of the location, the ambiance, the outdoor space, and the neighborhood. My place is good for couples, solo adventurers, and families (with kids). Dog friendly! Outdoor Hot Tub! Wood burning Fireplace with wood supplied! Great cell service! TV, Cable, Roku, WIFI....great entertainment! Washer/Dryer

4.99 out of 5 average rating, 246 reviews

Home in Ironwood

"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!

4.97 out of 5 average rating, 187 reviews

Condo in Wakefield

Cozy & Clean 2B/2B Condo w/ Jetted Tub!

My clean, cozy, and quiet condo is located at Snow River/Indianhead Resort. It's a brief walk to Jack's Café 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 ski vacation, romantic getaway, family trip, after hiking/camping refresh, or peace and quiet on the mountaintop. I provide exceptional communication and top notch responsiveness. You won't be disappointed with your stay!

Chalet in Wakefield Township

4.91 out of 5 average rating, 114 reviews

Ski Haus Chalet-Upstairs

We are a 10 minute walk/1 minute drive to Jackson Creek. Come and get the U.P experience! We are offering our upstairs second floor private chalet for rent. It is located close to Jackson Creek Ski Resort within Jackson Creek Village. A perfect rental for a large family, a couple families or larger group of friends. Our Chalet is within 15-30 minutes of awesome hiking, waterfalls and great outdoor activities.

4.99 out of 5 average rating, 104 reviews

Sasquatch Lodge Vacation Home

WE NOW HAVE A/C! Located on Indianhead Mountain in the western UP of Michigan, close to great views and family-friendly activities. Sasquatch Lodge is great for multiple couples, families, and big groups. Purposely designed to maximize 3500 square feet of space, providing plenty of room and privacy for our guests. Sasquatch is located just a few blocks from Indianhead (SnowRiver)

4.83 out of 5 average rating, 252 reviews

Home in Ironwood

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.

4.95 out of 5 average rating, 190 reviews

Cabin in Bessemer

Woodlands Wild Cabin on 35 Acres of Land

This is the oldest cabin on Powderhorn Road & is nestled in 35 wooded acres. The property is located on Powderhorn Road, 1/2 mile North from US 2. We are 1st two gravel driveways on the left (loop drive) just as you crest the hill. The outdoor setting has a spectacular view of the surroundings which includes 2 ponds and a spring fed fountain.

Holiday rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Wakefield holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Wakefield

Loft in Wakefield

4.67 out of 5 average rating, 78 reviews

Porcupine Loft in Wakefield-Minutes from Ski Hills

JoelRating, 5 stars1 month ago

After 300 miles on the motorcycle in and out of rain and cold temps The Loft was a perfect spot to stay and warm up. Right across the street from Den-O's sports bar that made the best hot food we could have asked for. Extra blankets to get the bones back up to temp. Nice hot shower in the morning to get ready for another cold ride.... All was exactly as expected and advertised and Corey was more than helpful in communication and responsive to all my messages. Thank you for a great stay!!!

4.73 out of 5 average rating, 113 reviews

The Happy House!

LisaRating, 5 stars3 weeks ago

We really enjoyed our stay! The place is located in a fairly quiet neighborhood. The amenities were great! It has quite a rustic vibe...especially the shower and toilet in the basement.

Condo in Bessemer

4.64 out of 5 average rating, 58 reviews

Room 120 - Ski/Nature/Sled/Powdermill Inn

KariRating, 5 stars3 weeks ago

Great spot to stay at! Perfect home base for exploring the UP in the summer.

Superhost

Condo in Bessemer

4.81 out of 5 average rating, 47 reviews

Sky Top Summer Retreat at Powderhorn Mountain

BayleeRating, 5 stars3 months ago

Had a great time here! The unit was super clean and great location next to big powderhorn. The unit was super spacious that was perfect for 2 people and our 2 pups, but could easily accommodate 4 people. The coffee and tea supply was a nice touch😇 My only complaint would be unclear check in instructions. I didn’t receive the email and even that had missing unit numbers, so I wasn’t sure which door was ours. The host was responsive so everything was settled quickly. Would definitely stay here again!

4.92 out of 5 average rating, 26 reviews

Condo in Wakefield

Liftside Loft - SI/SO Condo @ Jackson Creek!

ShadRating, 5 stars3 months ago

My family along with the group of friends we brought along had a great time! For some of our grouop it was there first time to this lodging and skiing location and it proved to them that the ski-in/ski-out from the lodging was highly recommended and well worth it! Helena was very responsive on any questions we had and also was quick to jump on bringing over a few other items needed for the kitchen and bathrooms! We will look forward to scheduling another group at this location! It does have sleeping arrangements for 12 people, but we only had 10 this round and it was perfect allowing them all to be on a comfortable bed. Thanks again Helena for a great stay!

Superhost

Cabin in Mercer

5 out of 5 average rating, 4 reviews

*Brand*NEW*Trailside Retreat w/ Sauna+Game Room

SarahRating, 5 stars3 days ago

From the moment we pulled in we knew we were going to enjoy this beautiful oasis. We absolutely loved the layout and the peace and quiet. The fire pit was great, remember to bring wood. We are already looking forward to returning soon. Thank you!

4.72 out of 5 average rating, 174 reviews

Downtown Wakefield Farmhouse Rental by Ski Resorts

BrittneyRating, 5 stars1 month ago

Came to visit family and friends in Wakefield and couldn’t have picked a more convenient location to walk to everyone here. Close to the local restaurants and Sunday Lake. The air hockey table was an extreme fun bonus to our stay. The place was set up to feel very homey and it succeeded the expectations! Would love to stay here again in the future!