Vacation rentals in Madeline Island

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Top-rated vacation rentals in Madeline Island

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Top guest favourite

Condo in Bayfield

4.98 out of 5 average rating, 127 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 favourite

Cabin in Herbster

4.98 out of 5 average rating, 133 reviews

Cedar Ridge | Hand-Crafted Cabin with Lake Views

This newly built cabin will take your breath away. You’ll find the perfect blend of Northwoods rustic charm and creature comforts in this 3 bdrm cabin nestled in the woods overlooking Lake Superior’s Bark Bay. You’ll fall in love with all the care & attention its owners have put into every detail. From the stunning cedar beams that provide the backdrop to the incredible lake views to the hand-crafted interior woodwork and the beautiful kitchen, you will see how unique and special this cabin is.

Guest favourite

Camper/RV in La Pointe

4.83 out of 5 average rating, 201 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 favourite

Cottage in Bayfield

4.87 out of 5 average rating, 153 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

Superhost

Tiny homes in Two Harbors

4.87 out of 5 average rating, 109 reviews

Hillside Tiny Home with Private Sauna

Retreat to our luxury tiny home in the forest with stunning views of Lake Superior! Enjoy the king size bed, heated floors, large kitchen, full bath, and spacious loft w/ queen bed. Private setting includes a panoramic sauna, deck, campfire, grill, and more. Just north of the Split Rock Lighthouse and Gooseberry Falls, you'll never run out of activities during your stay. Bike on the paved trail, or hop on the mountain biking trail or hiking trails. Now booking 9 months in advance.

Guest favourite

Dome in Bayfield

4.93 out of 5 average rating, 109 reviews

Twisting Twig Gardens and Orchard Geodesic Dome

Our rustic glamping dome offers a sweet retreat in the woods about 10 miles outside of Bayfield. We are located on a small working organic farm with vegetable gardens, apple trees, and rustic accommodations. We are close to great outdoor recreation near Lake Superior and are about 6 miles from Meyers Beach in the Apostle Islands National Lakeshore. Our property is located on 40 acres and is very remote. We are on the edge of thousands of acres of county land. The perfect escape!

Guest favourite

Cabin in Herbster

4.94 out of 5 average rating, 197 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 favourite

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 favourite

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

Yurt in Bayfield

4.95 out of 5 average rating, 347 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 favourite

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 favourite

Cabin in Bayfield

4.96 out of 5 average rating, 112 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.