House holiday rentals in Madeline Island

Find and book unique houses on Airbnb

Top-rated house rentals in Madeline Island

Guests agree: these houses are highly rated for location, cleanliness and more.

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Guest favourite
Home in Port Wing
4.89 out of 5 average rating, 215 reviews

Kinney Valley Farm

Welcome to Kinney Valley Farm, a rustic but modernized farmhouse retreat. Nestled on 110 private acres of serene woods and apple orchards, this is the perfect place to unplug and explore the peaceful beauty of Northern Wisconsin. The farmhouse is set back on a quiet country road, offering complete privacy. Just outside the doorstep, explore the property’s babbling creek, fields, and woods. We live on the adjoining property next door and are available if you need any assistance or directions.

Guest favourite
A welcoming living room features two comfortable sofas and an armchair arranged around a central coffee table. Soft lighting from lamps and a hanging fixture illuminates the space, while natural light filters through windows adorned with light-colored drapes. A textured area rug anchors the seating area.
Home in Ironwood
4.96 out of 5 average rating, 183 reviews

Park Place - Updated Home Close to Downtown

Enjoy our freshly renovated, boho themed home near the heart of downtown Ironwood, MI featuring 2 bedrooms (1 King, 2 Queen & 1 Twin bed) & 1 bath with a beautiful soaker tub. Great starting point for any local activity. Walking, biking, ATV & snowmobile trails only a few minutes away in any direction. Self check in, but always available for help. As loving pet owners, we do allow up to 2 well-behaved dogs. Group event? Book the house next door too (up to 13 guests): airbnb.com/h/greenhaveniwd

Top guest favourite
Home in Herbster
4.97 out of 5 average rating, 421 reviews

Stunning Bark Point Home on Superior's South Shore

One of a kind, open/loft-concept (see pics: it really is open) artisan-crafted lake home on Superior's south shore: paddle in summer/ice hike in winter. Breathtaking sunsets. 300+ feet of private shoreline or short walk to public beach. Great kitchen. Up to 8 people and most dogs welcome - PET FEE: pets are an extra $25 (there is a place to leave this next to the house manual on the kitchen counter) Scenic huge patio with built-in fire pit (BYO firewood) We hope you love it as much as we do!

Top guest favourite
Home in Herbster
4.95 out of 5 average rating, 116 reviews

South Shore Chalet | Hot Tub and Game Room

South Shore Chalet is your family fun destination on Bark Point: three bedrooms, a gorgeous loft (with more sleeping space if you need it), indoor and outdoor hangouts galore, plus a game room. The Chalet is packed with creature comforts: a dream kitchen, a hot tub on the back deck, a dedicated workspace, and laundry on site. It's all in a woodsy setting with plenty of room for outdoor frolicking, minutes from Lake Superior beaches and close to Cornucopia and Bayfield and the Apostle Islands.

Guest favourite
Home in Hurley
4.97 out of 5 average rating, 158 reviews

Cedar Hill Retreat, King Bed, 108 Acres of Privacy

Winding up the driveway you are greeted by a home located on 108 acres of privacy, yet only 8 miles from town! This place is a clean (enhanced cleaning routine), fresh, and relaxing with breathtaking views! With enough space for a whole group or private couple getaway, this home offers the perfect opportunity to make memories lasting a lifetime. Gather around the wood stove after a long winter day full of activities available close by, or relax on the back deck watching the sun set in summer.

Top guest favourite
Home in Ironwood
4.99 out of 5 average rating, 213 reviews

Cozy Home onTrail|Sauna|Pets |Spring Getaway Value

Welcome to Little House on The Trail!—perfectly located near the Porcupine Mountains, Lake Superior, waterfalls and hiking trails. This spotless, thoughtfully designed home blends vintage charm with modern comfort, featuring a fully stocked kitchen & coffee bar. Unwind in the cedar sauna or gather around the firepit. Pets ok, spacious, and packed with amenities, it’s the perfect Northwoods getaway year-round. ⭐ Guests consistently say this is the best Airbnb they’ve stayed in—come see why!

Guest favourite
A bright living room is featured with a cozy couch adorned with pillows and a stylish ottoman in the center. A flat-screen TV is mounted near a modern fireplace, while a large window offers a view of the outdoors. Decorative plants add a touch of greenery.
Home in Two Harbors
4.93 out of 5 average rating, 132 reviews

Lake/Dine/Drink - Sleeps 8/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
A modern lake house is nestled among tall pine trees, featuring large windows that invite natural light. A pair of outdoor chairs is positioned on a gravel area, offering a tranquil setting surrounded by lush greenery.
Home in Gordon
4.96 out of 5 average rating, 107 reviews

Modern Lake House | Water, Woods, Relaxation

Scandi-style lake house is all set for your private relaxation. Completely painted and refreshed - now open for summer lakeside bookings! Nestled in bucolic, expansive woods and waters just 3 hrs from Twin Cities/4 from Madison. Barnes, Wis., swim off our dock (390 of private water frontage), boat on beautiful Middle Eau Claire Lake, wander the country lanes, relax in modern comfort. Bike the miles of trails. Blazing fast wifi (500+ Mbps). Modern, hygge space. 2.4 acres all yours.

Guest favourite
The cabin is nestled among tall trees, surrounded by lush greenery. A spacious deck extends from the building, accessed by stairs leading down to a stone pathway. A small storage shed is visible to the left of the cabin, complementing the natural setting.
Home in Brule
4.84 out of 5 average rating, 200 reviews

Cabin in the Pines

As you head north to Wisconsin and Lake Superior you are surrounded by the silence of the forest. You can relax , away from the bustle of everyday life. The famous Bois Brule River is a short walk down the hill. We are just an hour from the Apostle Islands, Bayfield, Hayward, Ashland, Wi or Duluth, Mn. Our cabin is very quiet. We are on 3 wooded acres. Our place is a cabin. Not a house. We aren't fancy but comfortable. Get set for a beautiful peaceful time in the pines.

Guest favourite
A charming wooden cabin is nestled among lush trees, with a visible balcony facing the water. A small beach area extends beside the cabin, featuring a few chairs arranged near the shoreline. Rocky formations lead into the calm water, reflecting the surrounding greenery.
Home in Beaver Bay
4.88 out of 5 average rating, 132 reviews

Northwoods Luxury on Private Black Sand Beach

Beautiful waterfront all-season home with 260ft private lake shore! One of a kind sandy beach on Lake Superior, 3 bedrooms with dramatic lake views and everything you need to make your trip memorable. If you've experienced Minnesota's North Shore, you know the secret beauty that awaits. From hiking, skiing and the famous Gitchi-Gami Bike Trail, the only challenge is deciding what do first...that is, if you can peel yourself away from the private beach and your cup of coffee.

Guest favourite
A small wooden dining table is positioned against the wall, accompanied by two white, spindle-back chairs. A light plaid table runner is placed across the table. Natural light filters in through a nearby window, creating a warm and welcoming dining space.
Home in Ashland
4.86 out of 5 average rating, 177 reviews

Bungalow (House) on Chequamegon Bay.

This newly renovated fully furnished home is located within one block from beautiful Chequamegon Bay, Ashland's Oredock Pier, walking and bike trail, boat ramp, and beach. Grab a pole and head down to fish off the Ashland Oredock pier, or pack up for picnic at the beach, launch your boat, kayak or canoe. Take a walk, bike, or run on the walking trails. It is short walk to a few local restaurants and the downtown area. Access snowmobile trails. No pets are allowed.

Top guest favourite
Home in Ironwood
4.99 out of 5 average rating, 324 reviews

"Bakery Bungalow" -Sweet Accommodations & Nature !

Completely remodeled from head to toe! Located within half mile of trail system, 2 miles from historic downtown shops, on the outskirt of town (Ironwood Township=great drinking water) minutes from Big Powderhorn Mountain & Copper Peak, walking distance to Gogebic College & Mount Zion, 17 miles from Lake Superior, large private wooded yard with fire pit in summer, private parking, 1 stall garage if needed in winter. A light Bakery breakfast included with your stay!

Popular amenities for house rentals in Madeline Island