Northern Wisconsin Vacation Rentals

At Pioneer Lodging, we are happy to offer cabin rentals in northern Wisconsin that provide the perfect location for that and more. Each of our properties is located just 15 minutes from Hurley, Wisconsin and offers the perfect location to experience the best of both worlds.

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Northern Wisconsin Vacation Rentals

Ironwood, Michigan Cabins for Rent

Ironwood offers it all while still offering the small city charm our guests love. We invite you to come stay and see why so many people have chosen to vacation here.

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Ironwood, Michigan Cabins for Rent

Big Powderhorn Lodging

Is your heart set on the slopes? We have multiple cozy cabin rentals near Big Powderhorn Resort. You will be sure to enjoy the hills all day and the roaring fireplaces and relaxing hot tubs when you get back.

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Big Powderhorn Lodging

Bessemer, Michigan Places to Stay

Our Bessemer, Michigan lodging options are also a great spot to stay to explore the area leading out the Lake Superior. The Black River is a favorite hiking destination with its many waterfalls and harbor with its gorgeous sand beaches.

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Bessemer, Michigan Places to Stay

Pioneer Lodging

Vacation Rentals in Northern Wisconsin and the U.P. of Michigan

Welcome to your escape to serenity and adventure! Pioneer Lodging offers exclusive cabin rentals in both northern Wisconsin and the Upper Peninsula of Michigan. Our vacation rentals are perfectly located for a huge variety of activities such as downhill and cross country skiing, snowmobiling, hiking, biking, snowshoeing, ATVing and much more.

The Northwoods of Wisconsin and the Upper Peninsula of Michigan offer the perfect blend of relaxation and adventure, and our vacation rentals provide an ideal base to experience it all. Whether you’re looking for a cozy cabin near Hurley, Wisconsin, or a comfortable stay in Ironwood or Bessemer, Michigan, our properties put you close to top attractions. Enjoy fishing, hiking, and exploring waterfalls, or take advantage of thrilling ATV and snowmobile trails. For ski enthusiasts, our rentals near Big Powderhorn Resort and other nearby slopes provide easy access to the action and cozy amenities to unwind afterward. Discover the natural beauty, outdoor recreation, and charm of the region from one of our well-located properties.

Whatever you prefer, we are sure you will find the perfect "Up North" lodging opportunity with Pioneer Lodging!

Not Sure Where to Start?

Search your dates or browse our rentals listed below
Featured image for “The Bear Den”
Hot Tub

The Bear Den

Nestled in the charming town of Ironwood, this cozy home offers the perfect retreat, located just 5-10 minutes from ABR Ski Trails and Wolverine Trails. It's also close to top-notch downhill skiing, snowmobiling, and everything else the area has to offer. After a day of adventure, unwind in the soothing indoor hot tub.

Bedrooms

2

Bathrooms

1

Sleeps

Up to 2
Featured image for “Copper Retreat”
Pet Friendly

Copper Retreat

This charming 3-bedroom, 2-bath home offers a warm and inviting atmosphere, making you feel right at home from the moment you step inside. With a charming mix of lovingly restored antiques and fresh, modern furnishings, it strikes the perfect balance between rustic charm and contemporary comfort. Located just minutes from beautiful hiking trails, stunning waterfalls, and the breathtaking shores of Lake Superior, it's the perfect getaway for nature lovers and adventure seekers alike.

Bedrooms

3

Bathrooms

2

Sleeps

Up to 6
Featured image for “The Bear Cabin”
Pet Friendly
Fireplace
Sauna

The Bear Cabin

This beautiful and serene 2-bedroom, 1.5-bath cabin is nestled right on the Wolverine Trails in Ironwood, MI. Trails are used year round for skiing, biking and hiking. Relax by the cozy fireplace or unwind in the soothing sauna. Perfect for a peaceful getaway, it offers central air, is dog friendly, and is close to hiking, biking, waterfalls and Lake Superior.

Bedrooms

2

Bathrooms

1.5

Sleeps

Up to 7
Featured image for “Mittenwald”
Pet Friendly
Fireplace
Hot Tub

Mittenwald

Looking for a cozy chalet that’s close to everything our beautiful area has to offer? You’ve found it! This inviting retreat features: • Outdoor hot tub for ultimate relaxation. • Charming wood-burning fireplace for a warm, rustic ambiance. • Complimentary Wi-Fi to stay connected. • Best of all, we’re dog-friendly, so bring your furry friends along for the adventure! Your perfect getaway awaits.

Bedrooms

2
(twin bed in living room)

Bathrooms

1

Sleeps

Up to 8
Featured image for “Active Lakeview Escape”
Sauna

Active Lakeview Escape

This 3 BR, 2.5 bath home is a Guest Favorite! Hit the snowmobile/ATV trails right from the house, with plenty of room to park trucks/trailers. Enjoy being only steps away from the park and boat launch of the Gile Flowage!!! Level 1 & 2 EV chargers. Stay cool in CENTRAL AIR! Warm up in the SAUNA! Free use of 2 kayaks. Open concept kitchen, dining and living room with a roomy screened in back porch and accommodating front entry. Wheel chair accessible ramp.

Bedrooms

3

Bathrooms

2.5

Sleeps

Up to 10
Featured image for “The Husky House”
Pet Friendly
Fireplace

The Husky House

Enjoy this spacious 4 bedroom, 1.5 bath, home located in the Village at Big Powderhorn. Amenities include: • Dual-head shower and jetted tub • Cozy gas fireplace • Roku TV and Wi-Fi • Dog friendly

Bedrooms

4

Bathrooms

1.5

Sleeps

Up to 10
Featured image for “Peaceful Oasis”
Pet Friendly

Peaceful Oasis

Discover your 'Peaceful Oasis' in this stylish 3-bedroom, 2-bath family-friendly home. Featuring an attached garage, a pergola-covered patio, and a cozy firepit area, this home is designed for comfort and relaxation. The open-concept living, dining, and kitchen area boasts soothing colors and thoughtful décor, making it a serene retreat you'll love to call home. Ideally located in Ironwood on the north side of US Hwy 2, enjoy direct trail access and a short drive to Lake Superior, stunning waterfalls, Copper Peak, the Porkies, and more. Dogs welcome.

Bedrooms

3

Bathrooms

2

Sleeps

Up to 9
Featured image for “Grandpa Jim’s Cabin”
Pet Friendly
Fireplace

Grandpa Jim’s Cabin

It's time to disconnect and enjoy all the Northwoods has to offer. Launch your boat into the Gile Flowage just a block from the cabin. Grill your fish fillets, sit out on the deck and make S'mores around the campfire. You may not have cable, internet and perhaps at times no cell service, but you'll see the stars at night and see nature at it's best. Spring Camp Road is the designated ATV route, no need to drive to the trails. Plenty of parking. Dog Friendly.

Bedrooms

2

Bathrooms

1

Sleeps

Up to 4
Featured image for “Circle D”

Circle D

Whether you're an adventure-seeker or simply in need of relaxation, Circle D will give you what you need. Year round, this cabin provides an ideal setting from which to experience the natural beauty and recreation of the Ironwood area.

Bedrooms

1
(additional sleeping space in lower level)

Bathrooms

1

Sleeps

Up to 6
Featured image for “Carini Cavern”
Fireplace
Hot Tub
Sauna

Carini Cavern

Relax in this beautifully updated 3 Bedroom + loft, 2 bath A-frame, designed with modern decor and thoughtful touches throughout. Unwind after a day of hiking or skiing in the outdoor HOT TUB, or enjoy a glass of wine by the cozy FIREPLACE. Soothe your muscles in the private SAUNA. Stay entertained with high-speed WiFI, Smart TVs, Cable, and DVD players. Plus, CENTRAL AIR ensures your comfort year-round. This home truly has it all!

Bedrooms

3
(1 Additional Loft Room)

Bathrooms

2

Sleeps

Up to 9
Featured image for “The Gile Lake Getaway”
Fireplace

The Gile Lake Getaway

This 4 BR, 2 bath home gives you the perfect location & unbeatable view of The Gile Flowage.... boat launch, fishing, swimming and a park for the kids. On the Snowmobile/ATV/UTV Route with plenty of room for parking. Short 2 mile drive to all that Silver Street has to offer.

Bedrooms

4

Bathrooms

2

Sleeps

Up to 9
Featured image for “The Cary Mine House”
Pet Friendly

The Cary Mine House

This 3 BR, 2 Bath home is Snowmobile & Wheeler friendly. Plenty of room for trailside parking, 40' trailers welcome. Located at the trailhead of Trail #15, get right on the trail from your front door without the hassle of riding through town. Buy permits, fuel, cold beverages and hot food right across the street. Short drive to downhill and cross country skiing. Convenient for motorcyclists. One mile from great fishing at the Gile Flowage. Dog Friendly

Bedrooms

3

Bathrooms

2

Sleeps

Up to 10
Featured image for “Wüdenknipple”
Pet Friendly
Fireplace
Hot Tub

Wüdenknipple

One of our most requested A-frames in The Big Powderhorn Village! This charming getaway offers: • Relaxing outdoor hot tub • Cozy wood-burning fireplace • Wi-Fi • Central Air Conveniently located just a short drive from Lake Superior and stunning waterfalls, this spot is perfect for outdoor enthusiasts. Enjoy endless activities like hiking, biking, ATVing, snowmobiling, skiing, and more. Make unforgettable memories in every season!

Bedrooms

2
(futon & twin bed in living room)

Bathrooms

1

Sleeps

Up to 7
Featured image for “Divided Sky”
Fireplace
Hot Tub
Sauna

Divided Sky

Quickly becoming a guest favorite, Divided Sky is the ultimate tri-level chalet for comfort and fun! This beautifully updated retreat features: • Soothing outdoor hot tub • Relaxing indoor sauna • Cozy wood-burning fireplace Newly decorated with a sleek, modern design, it’s equipped with everything you need for a perfect getaway. Come see why our guests keep coming back to Divided Sky!

Bedrooms

3

Bathrooms

2

Sleeps

Up to 6
Featured image for “The Blue House”
Sauna

The Blue House

Situated in Ironwood, this home is perfectly located for both work and play. After a day of outdoor fun on the hills or trails, unwind in the soothing SAUNA to ease your muscles. With 3 bedrooms (5 beds) and 1.5 baths, it's ideal for groups of all sizes. Plus, during those warm summer evenings, you can enjoy a restful night’s sleep with the cool comfort of central air.

Bedrooms

3

Bathrooms

1.5

Sleeps

Up to 7