Condo vacation rentals in Madeline Island

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Top-rated condo rentals in Madeline Island

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Guest favorite
A wooden dining table with four chairs is positioned in the center, accompanied by a stationary menu holder. A comfortable couch is visible in the background, facing a light-filled sliding door leading to a balcony. Warm lighting from lamps adds a cozy ambiance.
Condo in Bayfield
4.82 out of 5 average rating, 87 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
A modern studio condo interior is presented, featuring a spacious bed with a quilted coverlet. A gas fireplace offers warmth, while large windows frame panoramic lake views. A light-toned armchair and decorative shelves enhance the cozy ambiance, with a bright door leading to an outdoor space.
Condo in Bayfield
4.91 out of 5 average rating, 130 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

Top guest favorite
A bright living room is characterized by light wooden flooring and natural light. Two white sofas are positioned around a wooden coffee table, with a decorative lamp on one end. A large television is placed in front of a wooden cabinet, and a doorway leads to the rest of the condo.
Condo in Bayfield
4.98 out of 5 average rating, 159 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.

Top guest favorite
A spacious kitchen is highlighted by wooden cabinetry and a striking brick wall. Countertops are topped with various kitchen appliances, including a coffee maker and utensils. Lighting is provided by overhead fixtures, and the room features a warm, inviting design with a view of the adjacent dining space.
Condo in Two Harbors
4.88 out of 5 average rating, 171 reviews

The Fireside at Silver Creek B&B w/ SAUNA

The Fireside at Silver Creek, is a comfortable & inviting unit just outside the charming town of Two Harbors. One of three private units on our 11-acre property. 5 miles from Lake Superior, you’ll be close to some of Minnesota’s top outdoor attractions, including: Gooseberry Falls (13 min), Split Rock Lighthouse (20 min), Gitchi-Gami State Trail. Whether you're hiking, sightseeing, biking, or simply relaxing by the fire, The Fireside offers the ideal base for your North Shore adventure.

Guest favorite
A welcoming living area features plush brown leather seating arranged around a circular coffee table. Large windows line one wall, providing scenic views of the outdoors. A stone fireplace adds warmth to the space, complemented by calming green carpet and decorative wall art.
Condo in Two Harbors
4.96 out of 5 average rating, 24 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.

Guest favorite
A studio space features a spacious bed and a queen sofa sleeper, accented by neutral-colored walls. Natural light enters through a nearby window, illuminating the cozy sitting area with its black couch. A small dining table and kitchenette are seen in the background.
Condo in Bayfield
4.8 out of 5 average rating, 378 reviews

One Minute Walk to Lake Superior. Brookside #11

Amazing location! This Comfy Studio Condo sleeps 4, Whirlpool tub/shower,King bed & Queen sofa sleeper. Strong Wifi, balcony, 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, ski and more!! The pool and restraunt opens July 1st. 5 minutes from Bayview beach, Mt Ashwabay, Big top and Adventure Brewery.

Top guest favorite
The spacious living room features a cozy arrangement of seating, including a large sofa and a pair of armchairs. A coffee table sits centrally on a decorative area rug. Natural light filters through the windows, illuminating the neutral-colored walls and wooden accents.
Condo in Bayfield
4.95 out of 5 average rating, 105 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

Guest favorite
A spacious living area features a large sectional sofa facing a contemporary TV and a wood stove. Natural light fills the room through expansive windows, offering a view of the lake and surrounding landscape. A fan hangs from the wooden ceiling, adding to the cozy atmosphere.
Condo in Two Harbors
5 out of 5 average rating, 17 reviews

Water Access, Remodeled, Near Snowmobile Trail.

We hope this becomes your new annual Lake Superior hideaway! Ideal for a couple or small family who is looking for an easy spot to stay while they're out adventuring across the North Shore. Or, just simply relax and enjoy your direct water access and an unbeatable view of the lake. Newly renovated, condo-style lake home right on the water. Includes access to 46-acre property with resort-like amenities. Close to all of the North Shore favorites spots. Find us on IG: @WatersEdgeNS

Guest favorite
A bright living area features a comfortable gray sofa complemented by a round area rug. A wooden coffee table sits in front of a TV mounted on the wall. Natural light streams through a large bay window, enhancing the welcoming atmosphere.
Condo in Ashland
4.89 out of 5 average rating, 148 reviews

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.

Guest favorite
A light-filled living area features a beige sofa positioned beside a large window, showcasing views of the outdoor greenery and distant lake. A small round coffee table sits in front of the sofa, providing a functional space for guest items.
Condo in Bayfield
4.83 out of 5 average rating, 52 reviews

All-New Condo Steps from the Beach

Looking for the perfect home base for your visit to Bayfield? Look no further: this awesome ground floor condo has everything you could need for a truly memorable (and comfortable) vacation! This newly-remodeled one-bed condo features an open plan kitchen-dining-living space, plus a private balcony overlooking the lake (perfect for morning coffee or evening cocktails). The bathroom is clean and bright, and the kitchen is outfitted for all your culinary adventures!

Guest favorite
A welcoming living space features a yellow armchair and a gray sofa, both accented with throw pillows. A wooden coffee table is positioned in front, while a lamp provides gentle illumination. Sunlight filters through yellow curtains, enhancing the neutral wall colors and creating a relaxed ambiance.
Condo in Ironwood
4.95 out of 5 average rating, 116 reviews

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
A spacious sleeping area features a king bed with crisp white linens, complemented by wooden bedside tables. A stone fireplace is positioned beside a large window offering views of Lake Superior, while a dark accent wall contrasts with the light wood flooring.
Condo in Two Harbors
4.93 out of 5 average rating, 27 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.

Popular amenities for Madeline Island condo rentals

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  2. United States
  3. Wisconsin
  4. Ashland County
  5. Madeline Island
  6. Condo rentals