Holiday rentals with a patio in Madeline Island

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Top-rated Holiday Accommodation with Outdoor Verandahs in Madeline Island

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Top Guest favourite

Condo in Bayfield

4.98 out of 5 average rating, 139 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.

Superhost

Holiday home in Two Harbors

4.92 out of 5 average rating, 107 reviews

Twist & Shout

No matter what your age you will never forget the experience of staying at the North Shores only RETRO Vacation Rental! Vinyl records, retro popcorn machine, 3 large screen TV's, electric fireplace, unique decor, makes this truly a special retreat. This special getaway will not disappoint. Walking distance to several restaurants,gift shops and of course ice cream. Six blocks from Minnesota famous Castle Danger Brewery, 1000ft ore boats,or take a walk on the unforgettable breakwall and breathe!

Guest favourite

Cottage in Two Harbors

4.91 out of 5 average rating, 136 reviews

Fox+FernCottage- Cozy family friendly downtown TH

Fox+Fern Cottage is your cozy home away from home. Our Cottage is walkable to nearly everything in Two Harbors. We are a mile walk to the lake and less than that to Castle Danger Brewery. Fantastic base to explore the North Shore (see reviews). Our yard is a quiet oasis with outdoor seating and swings galore. A/C units installed early JulyRarely will you needwith the cool lake breezes that flow through the shaded house. There's room to pitch a tent on the patio rubber mulch too . Permit #23-05

Guest favourite

Home in Two Harbors

4.93 out of 5 average rating, 120 reviews

Boho/MCM-5 Blocks to Lake Superior-Dog-Friendly

Hip Nautic is the perfect combination of boho meets mid-century modern. Kid & dog friendly. Whimsical decisions can be made from the moment you arrive. In the mood to chill? Refreshing coffee/tea bar & front porch will hit the spot! Backyard firepit, & dog runner cable. Attn: Outdoor enthusiasts-walking distance to Lake Superior. Short distance to Ski/snowboard/snowmobile trails, golf, Superior Hiking Trail, State Parks w/waterfalls, mountain biking, rock climbing. Walk to shop/dine/drink.

Guest favourite

Home in Two Harbors

4.94 out of 5 average rating, 204 reviews

The Lazy Loon: Backyard+Walkable+Sauna+4BR

Welcome to the Lazy Loon! Immerse yourself in the perfect home on the North Shore of Lake Superior. The Lazy Loon has been impeccably decorated with a sleek and natural palette, ensuring you can enjoy the property while relishing in the early 1900s rustic atmosphere. This home is perfect for a getaway with friends/family (4 bedrooms!), or a convenient stop for a few nights as you venture our favorite part of Minnesota. The backyard is fenced out from neighbors, nice privacy for gathering.

Top Guest favourite

Loft in Iron River

5 out of 5 average rating, 129 reviews

Boho Bunkhouse

Take it easy at this unique and tranquil getaway. Set in the north woods, 3 miles north of Iron River on the ATV/Snowmobile trails. *15 minutes from Lake Superior. *50 minutes from Bayfield *50 minutes from Duluth. Relax & read a book, hit the trails, or head to the lake. The South Shore area is filled with activities. Kayaking, fishing, hiking, swimming, waterfalls, ATV-UTV-Dirtbike riding and much more. Visit our local breweries, wineries, museums and nature center.

Guest favourite

Cabin in Herbster

4.94 out of 5 average rating, 207 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.

Guest favourite

Cottage in La Pointe

4.97 out of 5 average rating, 39 reviews

Bright Updated Lakefront Home As Your Retreat

Welcoming all to this light-filled renovated cottage with three decks overlooking Superior to relax, sun, eat, play. On the side, a wetland with turtles, rabbits, birds, deer. Inside, an inviting open living room, big tv, nice full kitchen, new lux bathroom, two comfortable bedrooms, and cozy gas fireplace. We're the lucky new owners of this sweet cottage that is our part-time home and writing retreat, set up with all you need to come share in a bit of lake island life.

Guest favourite

Home in Two Harbors

4.91 out of 5 average rating, 119 reviews

Burlington Bay Getaway

Views and location that can't be beat!!! Looking out over the shores of Lake Superior next to the paved walkway that leads from Burlington Bay to Agate Bay and the historic Two Harbors Lighthouse. Family friendly 3br home that has a huge yard for activities, a huge deck with panoramic views of the lake, an outdoor grill and firepit. Views of the lake also from nearly every room in the house. Come and see the spectacular sunrises and sunsets that our home has to offer!

Top Guest favourite

Chalet in Bayfield

4.98 out of 5 average rating, 162 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

Cabin in La Pointe

4.95 out of 5 average rating, 20 reviews

Moss Creek Cabin in the Woods on Madeline Island

Welcome to The Moss Creek Cabin! This chalet style home is a beautiful, sunny base for all of your island adventures and kicking back to relax in the woods. There is a large deck and a screen porch to lounge and hear all of the wildlife noises. You will be just 2 miles outside of town - far enough to be in nature - but also easy to get around, including walking and biking everywhere. The cabin is on 5 acres of private woods, so you will have plenty of space!

Top Guest favourite

Cottage in Herbster

4.99 out of 5 average rating, 199 reviews

Applegate Cottage - South Shore of Lake Superior

Applegate cottage is an adorable cottage located just a short walk from the beautiful beach in Herbster, Wisconsin on the Lake Superior Scenic Byway. Whether you like hiking, biking, kayaking, skiing or just relaxing, there’s something nearby for everyone. Bayfield County has orchards, wineries, the Apostle Islands, sea caves, boutique shopping, waterfalls, great restaurants and so much more! Best of all…the sunsets! And, every season brings it’s own beauty!