Condo vacation rentals in Ironwood Township

Captain's Cabin

Centrally located in the heart of downtown Bayfield--this charming, ground-level condo is just steps away from restaurants, coffee shops, and a block from City Dock and the Lake. The 830 sq.ft condo sleeps 4. A spacious bedroom holds a king bed while the living room has queen sleeper sofa. Located in the historic George Crawford House on one of Bayfield's classic brick lined streets, private parking is provided at the rear of the building with a short walk to the best of everything in Bayfield.

Value · Location · Kitchen

Bayfield Studio | Lake Superior View

This charming condo has everything you could want in your Bayfield getaway and more! This second floor (top floor) studio condo unit features panoramic lake views, a crisp & modern interior, new gas fireplace, fully-equipped kitchen, and even a private deck overlooking the lake (perfect for dining al fresco or enjoying a sunset cocktail). There's even a sandy beach for swimming literally steps from the condo! The condo is located an easy walk to Bayfield's myriad charming shops & restaurants as

Location · Family · Decor

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!

Value · Family · Check-in

Lodge Stay w/ Games + Firepit: Schnickelfritz #2

Schnickelfritz #2 is a fun, one-of-a-kind lodge retreat steps away from Big Powderhorn Mountain, putting year-round adventure right at your doorstep. With easy access to the main chalet, ski-lifts, and nearby trail systems, enjoy skiing in winter and convenient access to hiking, biking trails, and ATV riding in the warmer months. After a day of action, kick back in the shared basement lounge with a sauna, pinball, foosball, pool table, and more! Free washer and dryer included. Pets $50 per stay

Family · Location · Hiking

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.

Family · Location · Access

Luxury Slopeside Powderhorn Condo 4

2 Bedrooms with a pull out sofa to accommodate up to 7 people. This condo offers full accommodations that will exceed the expectations of you and your family. There is a Pinball machine, air hockey, and sauna down stairs. Situated on Powderhorn Mtn so you can not only can enjoy skiing or hiking. Walking distance to one waterfall and a few minute drive to the world famous Black River Falls. Mountain bike trails a few miles away on Copper Peak Mountain. Newly updated kitchen (summer 2025).

Value · Family · Amenities

Lakeview Condo: Downtown Bayfield, Beach, Deck

Experience the charm of Bayfield in our spacious top-floor condo with breathtaking views of Lake Superior.  Perfectly situated, it's an ideal spot for sunrise enthusiasts & offers quick access to downtown. Enjoy the comfort of modern living in a serene lakeside setting. Walk to shops, restaurants, & the island ferry, or relax on the deck overlooking the lake. • 3 bedrooms + loft, sleeps 8 • 2.5 bath, fully stocked kitchen • Deck w/ dining table • Smart TV w/ streaming • Washer/dryer

Family · Location · Walkability

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!

Family · Value · Hot tub

One Minute Walk to Lake Superior. Brookside #11

Amazing location! Strong Wifi updated in May 2026. This Comfy Studio Condo sleeps 4, Whirlpool tub/shower,King bed & Queen sofa sleeper. AC, CableTV and fire pit wood provided. 1 minute walk to the marina. Bayfield is 2.3 mi from Brookside. Hike or bike the Brownstone trail along the lake. Take the ferry to Madeline, cruise the apostles,sail, fish, kayak, golf, orchards. The pool an restraunt opens July 1st. 5 minutes to Bayview beach, Mt Ashwabay, Big top and Adventure Brewery.

Value · Location · Sleep quality

Main Street apt 2 blocks from Lake Superior!

STELLA South Shore Stay is a new, gorgeous, one bedroom apartment just two blocks from Lake Superior, located on Main Street in Ashland, WI. Enjoy amenities like memory foam mattresses, high-quality bedding, Wi-Fi, all natural skin care, and much more. Walk to Lake Superior in minutes, get a coffee at the Black Cat or a pastry at the bakery, or enjoy the many restaurants and shops on Main Street. You can also enjoy the many local hikes or check out the Apostle Islands.

Value · Location · Checkout

Wildflower Loft | 1BR King | Downtown + Near Trail

Escape to Village on Aurora, your downtown Ironwood retreat! Steps from the City Square and Historical Ironwood Theater, with Lake Superior's beaches and waterfalls a short drive away. Enjoy trails for hiking, biking, and more, plus EV chargers nearby. Wildflower Loft features local Upper Peninsula decor, a king bed, and sleeper sofas, perfect for a comfortable stay in the heart of it all.

Family · Location · Parking

Ski Lodge Condo across from Big Powderhorn Resort

Powdermill Resort economy Condo across from the Big Powderhorn Mountain Ski Resort and just minutes from Black River Harbor, Copper Peak, Blackjack and Indianhead Big Snow Resorts. This is a top floor two-story condo overlooking a beautiful forested area above the Powdermill Creek. The condo was totally remodeled in 2020 with new kitchen, bathroom, carpet, fixtures, and more.

Family · Location · Kitchen