Places to stay in Madeline Island

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Top-rated places to stay in Madeline Island

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Top guest favorite

A wooden sign displaying 'Captain's Cabin' is affixed to a rustic wall, accompanied by a vibrant arrangement of purple and white petunias cascading from a planter. The entrance is bordered by a concrete pathway.

Condo in Bayfield

4.98 out of 5 average rating, 126 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.

Guest favorite

A comfortable living area within the camper features a sectional sofa and a convertible dinette table. Large windows provide natural light and views of greenery outside. A cozy bunk area is seen in the background, enhancing the space's family-friendly design.

Camper/RV in La Pointe

4.84 out of 5 average rating, 199 reviews

Camp on Main Street

2017 28ft Jayco Camper. Located downtown La Pointe; walking distance to shops, cafes, restaurants, bars, ferry boat, museum, golf course, marina, boat rentals, swimming pool, playgrounds. 2 min walk to Joni's beach. Tucked in our beautiful back yard (private to renter, not used by owner) behind the house we live. So close to everything but yet in the quietest part of Main Street. Ideal for families or couples. Max occupancy 4-6. Every person above 4 (approved only by host) is $30.00 a night.

Guest favorite

The modern cabin is nestled among tall trees, featuring a large screened porch that is partially framed by natural surroundings. Soft light filters through the foliage, creating a serene atmosphere. Lounge chairs are positioned near the porch, enhancing the inviting outdoor space.

Cottage in Bayfield

4.87 out of 5 average rating, 151 reviews

Superior Sanctuary: Refined Rustic in the Woods

Escape to the tranquil shores of Lake Superior in our charming retreat! Nestled within the serene Brickyard Creek Community, this modern haven offers a perfect blend of rustic elegance and contemporary comforts. Immerse yourself in nature's beauty, unwind on the spacious screened porch, and cozy up by the fireplace. Your peaceful escape awaits. • Screened Porch with Swing Chairs • Access to Beach and Hiking Trails • Smart TV & Streaming • Modern Kitchen • Boat Slip Rental Available

Top guest favorite

Two white Adirondack chairs are positioned around a fire pit, surrounded by lush greenery and tall trees. The open sky above features bright blue hues, offering a peaceful outdoor setting for relaxation near nature.

Guesthouse in Ashland

4.99 out of 5 average rating, 365 reviews

Norrsken Scandinavian Cottage

The guest cottage is painted to resemble a Scandinavian retreat. Complete with separate bedroom, extra fold-out sofa queen bed, kitchenette, wood burning stove, WiFi (the best we can find but not great!!!) and large television (DirecTV), it is a great getaway for a couple or a family. Owners live on property if you need anything. If you are a bit adventurous, we can put up a tent right next to Lake Superior. The entire property is smoke free. For a quiet stay, no snowmobiles or ATVs.

Top guest favorite

A kayaker approaches a natural rock formation characterized by vibrant, layered colors. The clear water reflects the rock's textures. A serene landscape is framed by the towering cliffs, suggesting a peaceful outdoor adventure.

Cottage in Cornucopia

4.98 out of 5 average rating, 125 reviews

Borealis Cottage by Siskiwit Bay

Borealis Cottage sits on a 2-acre, private, wooded lot in the sustainably designed Sawgrass Community of Cornucopia. Light-filled cottage with open floor plan includes a sleeping loft, screened porch, gas fireplace, and fully-equipped kitchen. A quick, quiet walk from the cottage takes you to a private wooded path with access to Cornucopia Beach on Siskiwit Bay. Explore the Apostle Islands National Lakeshore--our cottage is located 4 miles from Meyers Beach and 20 miles from Bayfield.

Superhost

Natural rock formations are visible along the shoreline, surrounded by lush greenery. The calm water reflects the colors of the stone, creating a serene atmosphere. The arch-shaped formation adds visual interest, highlighting the unique geological features of the area.

Condo in Bayfield

4.81 out of 5 average rating, 280 reviews

One Minute Walk to Lake Superior. Brookside #3

Amazing location! No cleaning fee! This Condo sleeps 4, King bed & Queen sofa sleeper. Full kitchen, balcony, AC, CableTV, WiFi, BBQ and fire pit wood povided. Restaurant, bar and pool in July-Sept.Bayfield is a 2.3 mile hike or bike on the Brownstone Trail. 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.

Guest favorite

Cabin in Herbster

4.94 out of 5 average rating, 195 reviews

South Shore A-Frame: Steps from Lake Superior

A peaceful, feel good place. Renovated rustic modern Aframe off Lake Superior's scenic south shore. Surrounded by evergreen and birch trees in an idyllic woodland setting. Enjoy walks to the beach, breathtaking sunsets and beach bonfires, kayaking the famous seacaves, biking, hiking to waterfalls, shopping for vintage treasures or just relaxing/stargazing in the beautiful private backyard. A perfect home base for exploring the Apostle islands, Bayfield and Madeline Island.

Top guest favorite

A modern A-frame cabin is framed by lush green trees, showcasing a circular window above the entrance. The front patio features two bright blue chairs, inviting relaxation in a tranquil natural setting.

Chalet in Bayfield

4.98 out of 5 average rating, 158 reviews

The Acorn of Little Sand Bay Dog Friendly

Modern, rustic, Aframe cabin in the woods with beautiful, simple décor, fully equipped kitchen, new appliances, glass stove top, airfryer oven, filtered H2O/ice maker. Enjoy a luxurious bathroom, heated tile floor, walk-in shower, shampoo/conditioner/bodywash provided. King-size bed in the loft area. Smart TV, wifi. Books, games, bluetooth speaker The woodstove heats the cabin perfectly in the colder months. All wood provided. There is also a minisplit heat/ac unit.

Guest favorite

Two wooden Adirondack chairs are positioned on a wooden platform, surrounded by lush greenery and wildflowers. The chairs face outward, providing a quiet spot to appreciate the peaceful natural setting on the property.

Farm stay in La Pointe

4.92 out of 5 average rating, 141 reviews

Hippophile Farm Get-a-way Garden Apartment

The space is a newly renovated apartment on the lower level of our home which is located at our private horse farm on Madeline Island. It is light, bright, with a modern and clean look. It has all the things you need to relax and rejuvenate after spending a day exploring Madeline Island. Enjoy the beautiful woods surrounding the apartment or take a walk to our beautiful stables on the property. Bring your horses if you wish, or just come to enjoy the scenery.

Superhost

A rustic yurt is situated on a wooden deck, surrounded by tall trees displaying autumn foliage. The expansive view reveals a serene Lake Superior, contrasting the vibrant colors of the forest below. The sky is overcast, enhancing the natural ambiance of the landscape.

Yurt in Bayfield

4.95 out of 5 average rating, 345 reviews

Bayfield Rustic Yurt 2 (Terra Cotta)

Nestled in the middle of the Bayfield County Forest, this rustic, minimally maintained yurt has direct access to miles of non-motorized rec trails (mountain bike, cross-country ski and hiking). Enjoy panoramic views of Lake Superior including; Pike's Bay, four of the Apostle Islands (Madeline, Basswood, Stockton and Michigan) and the Upper Peninsula of Michigan. Come prepared to relax, unwind and explore the wonders of the north woods.

Guest favorite

A natural cave showcases layered rock formations in hues of orange and brown. Icicles hang from the cave ceiling, while a frost-covered ground extends into the distance, highlighting the cave's chilly environment. The rugged textures of the rock create a striking contrast with the icy surfaces.

Condo in La Pointe

4.85 out of 5 average rating, 118 reviews

Sheila's Downtown Condo

Walk to absolutely everything! Golf course, marina, ferry, galleries, restaurants, grocery, live music, bike, moped and kayak rentals, museum, beaches. The 1 bdrm condo is located 1.5 blocks from the ferry landing and is right above the Mission Hill coffee shop. The Big Lake is 1/2 block away and can be viewed from the spacious living room windows along with spectacular sunsets. Please note that the condo is not directly on the lake.

Top guest favorite

Cabin in Bayfield

4.96 out of 5 average rating, 111 reviews

Romantic Vineyard Cabin, Sauna, Plunge Pool

Come and celebrate all that Bayfield has to offer at this quiet vineyard and forest getaway, just 2 miles from downtown. Located in Bayfield's charming Fruit Loop, you'll be surrounded by vines, forest, orchards, and berry farms. The Scandinavian cabin, forest facing sauna with plunge pool, and vineyard sit within 5 acres of woods, secluded from roads and neighbors. The cabin has an occupancy limit of 2 adults and one dog.

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Popular amenities for Madeline Island places to stay

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BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Madeline Island

The interior features warm wooden walls and a cozy seating area with a leather couch and colorful cushions. A small dining table with iron chairs sits nearby, complemented by large windows allowing natural light. Stairs lead to a loft area, enhancing the space's openness.

Treehouse in Bayfield

4.93 out of 5 average rating, 199 reviews

Boulderridge Treehouse

CalebRating, 5 stars7 months ago

The treehouse was fantastic. We were looking to see some fall colors and get away to a quiet place for some recharging rest. We got just that, with Bayfield right down the street and orchards galore. Beautiful space!

A spacious screened-in porch features wooden beams and walls, allowing natural light to fill the area. Comfortable seating arrangements are provided with a large wooden table at the center. A swing chair adds a playful touch, while the surrounding trees create a serene atmosphere.

Home in La Pointe

4.73 out of 5 average rating, 11 reviews

Private lakefront retreat

MarkRating, 5 stars9 months ago

If we head back to Madeline Island, this is the place to stay. Great views & the cabin offers a variety of living spaces. Beds were comfortable. The screened porch is spacious & the main house offers a large great room with several seating areas. Interior was nicely appointed. Sharp drop-off to the water, so really no access from the cabin. There's a nice beach a couple miles away. Running trash / recycling over to the Island's landfill takes about an hour total, but not too much of a hassle. We really had a nice visit.

A quaint sleeping area features a floral-patterned comforter on a spacious bed, positioned against wood-paneled walls. Soft lighting is provided by bedside lamps, creating a cozy ambiance. Adjacent, a serene bathroom is highlighted by a freestanding tub and natural light entering through the window.

Cabin in La Pointe

4.63 out of 5 average rating, 84 reviews

Magical Handcrafted Cabinilicious in Magazines

JessicaRating, 5 stars7 months ago

Beautiful place and location. We loved the cabin’s kitschy personality. Yes the stairs are steep but we were anticipating that based on other reviews. It worked out fine for us. We had small dogs with us that were carried up and down the stairs when went to bed in the evening. Couple small things would have made the stay a little more comfortable. A few board games for rainy days. A couple basic cooking items like oil, sugar and garlic powder. The pillows are pretty beat up and could use replacing. All of these things are pretty easily overlooked though for the location alone. Woodsy and magical and so close to Big Bay Town Park. We thoroughly enjoyed our long weekend in this beautifully crafted cabin.

Guest favorite

A spacious screened porch overlooks a lush green lawn and views of Lake Superior. Large windows allow natural light to fill the space, featuring a small round table with two chairs and a door leading to the outside.

Home in Bayfield

4.95 out of 5 average rating, 20 reviews

Brickyard Lakeside Retreat

MarthaRating, 5 stars5 months ago

The retreat on the lake was a beautiful place to spend a few days. We were there in the winter, and it was a nice cozy atmosphere to be in. The lake is beautiful, and there are beautiful walking trails in the neighborhood. There is a nice little community beach which would be great in the summer. Ashley was a very helpful and responsive host. Thank you!

Top guest favorite

A cozy bedroom features wood-paneled walls and large triangular windows that frame views of Lake Superior. A spacious bed and simple furnishings, including two chairs and a small table, create a serene atmosphere, while natural light fills the room.

Cabin in Two Harbors

4.98 out of 5 average rating, 54 reviews

Luxury Home with Lakeside Sauna

JoeRating, 5 stars2 weeks ago

We loved our time at this cabin! I would highly recommend booking your stay here!

An open-concept living space features a modern kitchen and dining area. A stone fireplace is centrally located beneath a mounted television. A large wooden table is set for dining, accompanied by upholstered chairs. Natural light pours in through multiple windows and glass doors.

Home in Herbster

New place to stay

Timber & Tide Retreat

Yaira AlejandraRating, 5 stars1 week ago

The house is exactly like the photos; everything was impeccable, and every detail is wonderful—the decor, the view of the lake, it’s fully equipped. Eric, Cindy, and Cassy were excellent hosts, and the communication was great. They have a coffee area on the second floor where they left us snacks, and downstairs in the kitchen, they have a popcorn machine and board games. They also provide blankets for the dogs. The location is perfect, a wonderful place to relax. The only thing I could suggest is adding a full-length mirror, especially if you’re traveling with vain women lol. On the last day, we had a small issue with the water flow due to a broken pump, but they gave us a refund for one night. It was very kind of them, although we enjoyed going down to the lake to shower there lol.

Top guest favorite

The exterior of a charming blue cottage showcases a welcoming entry with a glass door and two bright windows. A cozy Adirondack chair is positioned on a spacious wooden deck, accompanied by a potted plant and a woven basket. Bright greenery surrounds the home.

Home in Bayfield

5 out of 5 average rating, 28 reviews

King Beds • Fire Pit • EV • Groups/Family & More

AndreaRating, 5 stars1 month ago

Adam and Casey's Bayfield Oasis is exactly that. An oasis that you can tell that they poured their heart and soul into. The home is stunning. The decor is tasteful with high-end finishings. The home was impeccably clean and left us wanting for nothing. Comfortable beds, incredible showers. It is conveniently located, walkable to downtown Bayfield. Adam and Casey are extremely responsive hosts and a delight to work with. A true 5 star experience. We had a marvelous stay and would highly recommend this home! Thank you Adam and Casey!

Top guest favorite