Condo vacation rentals in Madeline Island

4.84 out of 5 average rating, 76 reviews

Downtown Bayfield 2 BR Condo fireplace sleeps 6

Perfect for a long weekend get-away or extended stay in Bayfield. Cozy two bedroom condo located right downtown. Boatworks is the only condo in town with an elevator. Walk to all the famous Bayfield restaurants and Saloons. (Most only a 2-3 blocks from condo) . Lake Superior across the street. Explore the City Dock, 2 Marinas, ferry to Madeline Island, local golf coarse, fish charters, sail boating, Apostle Islands National Lake Shore (22 islands). 5 star Orchards surround Bayfield.A must tour.

Guest favorite

4.92 out of 5 average rating, 115 reviews

Beachfront Condo -Stunning Views & Convenience All

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

4.98 out of 5 average rating, 138 reviews

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.

4.8 out of 5 average rating, 291 reviews

One Minute Walk to Lake Superior. Brookside #3

Amazing location! No cleaning fee! This Condo sleeps 4, King bed & Queen air matress. Full kitchen, balcony, AC, CableTV, Strong WiFi, fire pit wood povided. Restaurant, bar and pool in July-Sept.Bayfield is a 2.3 mile hike or bike on the Brownstone Trail. Bikes provided. Brookside is 5 minutes from Mt Ashwabay, Big Top, Bayview beach and multiple hiking trails. Ride a ferry ride to Madeline or cruise the Apostles. Sail, fish, kayak, golf, ski. $40 pet fee per stay. 🙂 No smoking allowed.

5 out of 5 average rating, 7 reviews

Northshore Lake view | Luxury 2BR King Suite|Pools

Escape to this newly decorated 2-bedroom lakefront condo and enjoy stunning Lake Superior views from this two-bedroom getaway. Featuring a king suite, a fully-equipped kitchen, and a cozy fireplace, this property offers relaxation and comfort. Pamper yourself with the Jacuzzi, swim in heated indoor and outdoor pools, or stay active in the exercise room. Perfectly located near scenic North Shore activities, this home-away-from-home is ideal for adventurers and those seeking tranquility alike.

4.95 out of 5 average rating, 97 reviews

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

5 out of 5 average rating, 24 reviews

Beachside Bliss | Airy Vibes and Island Views

Bliss out at Beachside Bliss! You’ll love the bright and airy feel in this fully renovated condo in the center of Bayfield! Beachside Bliss has plenty of space for your adventures: two bedrooms and two baths, anchored by a big common area, plus a roomy balcony with an incredible sunrise view of Lake Superior and Madeline Island. This is a view you could get used to--and with space to spread out, plus creature comforts galore, Beachside Bliss is a place you can really settle into.

4.89 out of 5 average rating, 123 reviews

Condo in Ashland

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.

4.95 out of 5 average rating, 108 reviews

Condo in Ironwood

Downtown "Yellow Room" at Villages on Aurora

Discover Village on Aurora, a charming condominium in downtown Ironwood, Michigan! This cozy apartment boasts 2 bedrooms with comfortable queen beds, perfect for families or groups. Enjoy easy access to the Ironwood City Square, the Historic Ironwood Theater, and nearby Lake Superior. Explore trails for hiking, biking, and more, right outside your door. With an EV charger available and a large parking lot for trailers, it's the ideal base for outdoor adventures.

Guest favorite

4.92 out of 5 average rating, 13 reviews

Sunset Suite on Lake Superior | Pool & Hot Tub

Welcome to the Sunset Suite on Lake Superior! Tucked along the breathtaking shores of Lake Superior in the heart of Two Harbors, this charming 1-bedroom, 1-bath condo is your perfect getaway on Minnesota’s North Shore. Located just minutes from iconic attractions like Gooseberry Falls, Split Rock Lighthouse, and the local shops and cafes of downtown Two Harbors, this condo is the perfect home base for exploring everything the North Shore has to offer.

Guest favorite

4.88 out of 5 average rating, 135 reviews

The Fireside at Silver Creek B&B w/ SAUNA

The Fireside at Silver Creek Bed & Breakfast is a comfortable condo outside of beautiful Two Harbors. It is one of three private units at the home, nested on 11 explorable acres. Perfect for outdoor enthusiasts and those seeking relaxation. We are located 5 miles off lake Superior near some of the best outdoor activities MN has to offer: Gooseberry Falls (13min), Split Rock (20min) and Stewart river (3mi) for trout fishing.