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Places to stay in Madeline Island

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Vacation rentals for every style

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Popular amenities for Madeline Island places to stay

Self check-in
Gym
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
Cottage in Bayfield
4.99 out of 5 average rating, 85 reviews

Bayfield Fruit Loop Retreat - Main Cottage

JohnRating, 5 stars2 weeks ago
Wonderful atmosphere, preparation and execution. A good start for my first Air B&B
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