Holiday rentals with outdoor seating in Madeline Island

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Madeline Island

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Guest favourite

Cabin in Herbster

4.98 out of 5 average rating, 125 reviews

Cedar Ridge | Hand-Crafted Cabin w/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

Cottage in Two Harbors

4.92 out of 5 average rating, 122 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

Top Guest favourite

Home in Two Harbors

4.97 out of 5 average rating, 338 reviews

Classic Vintage Log Cabin on Lake Superior

Classic, Vintage Log Cabin on 2.5 acres right on Lake Superior - a cozy step back in time! 250 ft. of private bedrock shoreline. 3 Bedrooms: 2 Queen, 1 Dbl. Large updated 3/4 bath, kitchen, and indoor wood burning fireplace. Outdoor firepit, firewood and picnic table. WiFi, TV, and DVD. Close to everything Two Harbors and the North Shore provide! A Pack and Play, booster chair & high chair are available. The Nightly fee is for 2 adults. There's a $25 fee/night/each additional guest.

Top Guest favourite

Cabin in Cable

4.98 out of 5 average rating, 294 reviews

Start Line Inn on Bike & XC Trails Powered by Sun

Silent Sport & outdoor enthusiasts. Rejuvenate in nature. Powered by Solar Energy. Couples getaway or fun with family/friends. Ski, Bike & Hike in/out. Trails for XC, mountain & fat biking & hiking. Scenic routes for road cyclists. 20% OFF at Start Line Services Bike & XC Shop, on property. Water access nearby. Located at American Birkebeiner Start. Cabin charm with modern comforts. Business grade WiFi Work & Play! Wish to reserve more than 6 months ahead? Please send message.

Superhost

Tent in Bayfield

4.88 out of 5 average rating, 164 reviews

Twisting Twig Gardens and Orchard Wall Tent

Our wall tent offers a sweet retreat in the woods about 10 miles outside of Bayfield. We are located on a small working organic farm with vegetable and perennial gardens, apple trees, and rustic accommodations. We are located 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 has a distant, but beautiful view of Lake Superior. We are on the edge of thousands of acres of county land. The perfect escape!

Superhost

Cabin in Bayfield County

4.88 out of 5 average rating, 154 reviews

Ino Inn - Your Gateway to the Northwoods!

Experience the north woods in style! Only 1/4 mile, private trail, to the tri-county corridor. Direct access to 100's of miles of US Forestry roads, State and County groomed ATV & Snowmobile trails. Additional trails available on property. Only 30 miles to world famous Apostle Island National Lakeshore & Bayfield! Cabin is 1 hour east of Superior on US HWY 2 and 3 1/2 hours from Twin cities! Only 1/2 mile from INO Bar and Grill. (Please plan to bring your own towels, bedding is provided.)

Guest favourite

Home in Two Harbors

4.94 out of 5 average rating, 108 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.

Superhost

Home in Two Harbors

4.86 out of 5 average rating, 353 reviews

Single or multiple nights-Book summer! #1419

* 0.50 miles to Lake Superior * 5 blocks to EV charger * Off street trailer parking! * Blocks to Castle Danger Brewery * Fire pit w free firewood! Seasonal Grill Blocks to Lake Superior, Shops & Restaurants. We are nestled between Duluth & Gooseberry Falls A hammock available to use while hiking Work remotely in dedicated office space & fast WIFI..take your lunch break on the shores of the lake Huge yard to play games… grill, or just relax

Guest favourite

Home in Two Harbors

4.9 out of 5 average rating, 105 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!

Guest favourite

Chalet in Bessemer

4.95 out of 5 average rating, 248 reviews

Hot Tub • Fireplace • Dog Friendly •Big Powderhorn

My place is located at Big Powderhorn Ski Resort and close to Lake Superior, family-friendly activities, great views, restaurants and dining. You’ll love my place because of the location, the ambiance, the outdoor space, and the neighborhood. My place is good for couples, solo adventurers, and families (with kids). Dog friendly! Outdoor Hot Tub! Wood burning Fireplace with wood supplied! Great cell service! TV, Cable, Roku, WIFI....great entertainment! Washer/Dryer

Guest favourite

Yurt in Bayfield

4.9 out of 5 average rating, 167 reviews

Turtle Yurts - Yurt 2

1 Bedroom, 1 Bath, Sleeps 2 Nestled among the north woods, this yurt is a comfortable and unique getaway. The design is a contemporary twist on the traditional yurt, featuring classic yurt elements such as lattice walls and radial rafters, along with modern comforts. The yurt sleeps up to two guests with a queen-size bed sitting under a clear dome to watch the sky above. There is a sitting area, as well as a bathroom, complete with shower and flush toilet.

Guest favourite

Home in Montreal

4.91 out of 5 average rating, 160 reviews

Hilltop Acres - Hike-Bike-Ski-Sled-ATV-Hunt-Fish

Hilltop Acres located in Historic Montreal, WI, just 3 miles from Hurley, WI, is in a quiet location on Trimble Hill. The backyard is adjacent to acres of woods containing the Historic Montreal Ski Trails in winter. For snowmobile & ATV enthusiasts, trails are accessible from the house. Plenty of parking for trailers. Hunting, fishing, alpine skiing & golf nearby as well as the Gile Flowage, many water falls, rivers & lakes to explore!