
House vacation rentals in Madeline Island
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Top-rated house rentals in Madeline Island
Guests agree: these houses are highly rated for location, cleanliness, and more.

Cozy Game Room+PetsI Near Lakes Waterfalls Trails
Cozy, fully stocked Ironwood retreat near Lake Superior—perfect for families & pets. Minutes to waterfalls, hiking trails, beaches & downtown. Sleeps 8 comfortably w, fast WiFi, smart TV & fully equipped kitchen. Enjoy a game room with ping pong, Pac-Man & darts, w/ private deck w/ wooded views, playhouse, creek & deer and turkey in backyard! Clean, spacious, and thoughtfully equipped for the ultimate getaway. ⭐ Guests consistently say this is the best Airbnb they’ve stayed in—come see why!

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.

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!

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.

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!

Cedar Cove on Lake Superior
Enjoy 200 ft of private lakeshore while staying in this spacious and serene home with sweeping views of Lake Superior. Take a quick walk to the nearby candy store and search for agates in the Knife River. Perfect location to take advantage of all the Northshore has to offer, as well as Duluth. Note: If you must cancel your reservation due to inclement weather in December - March, we will refund your stay. You must cancel on or before your scheduled arrival date to receive your refund.

Driftwood/Trails End Lodging/Entire Home
Set in the Northwoods small-town of Iron River. *15 mins to Lake Superior *50 mins to Bayfield *50 mins to Duluth Spend time hiking, boating, kayaking, fishing, canoeing, bicycling, swimming and more. Iron River/Bayfield county is famous for its ATV/UTV and Snowmobile trails. Located at the heart of the trail system, with easy access to the corridor, and a large parking area for trucks and trailers. Walking distance from most shops, restaurants and the local brewery and winery.

Blue Ribbon House, perfect in town location
Historic miners home built in 1915. 3 Bedroom, 1 bath plus extra toilet and shower! Queen, Full size, and twin in the bedrooms. New renovated bathroom. Desk space for work from “home”, 2-person electric heated sauna with shower. Ping pong table. Relaxing front porch. Nice back yard with gas BBQ grill. Quiet neighborhood. Walk to town , ski trail, and mountain bike. Convenient to all local skiing and any silent sport. No air conditioning. Sorry no pets, and no holding events/par

Single or multiple nights! #1419
2026-Small garage being built behind home- will not effect stay. During daytime hours. *0.50 miles to Lake Superior *Fire pitt (when safe fire conditions) * 5 blocks to EV charger * Blocks to Castle Danger Brewery * 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 fast WIFI..take your lunch break on the shores of the lake. play games… grill, or just relax

Cabin in Knife River with Sauna and Amazing Views
Our Knife River Cabin offers an experience that combines nature's beauty with elegant human design. From the glow-in-the-dark floors to the Shou Sugi Ban siding, every detail has been considered to provide a unique and unforgettable escape. With its blend of innovative design, natural beauty, and modern amenities, this cabin redefines the meaning of a perfect retreat. - Expansive views - 7 minutes to Lake Superior - 25 minutes to Duluth - 13 minutes to Two Harbors

"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!

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!
Popular amenities for Madeline Island house rentals
House rentals with a pool

Lakefront 5 Bedroom 3 bath Northwood Chateau 2 & 4

Majestic Lake Views | Studio, 2 Queen | Pools

Spacious Lake Superior Cabin In Two Harbors

Whispering Pines Lake Views | 2 Queen Bed Studio

Panoramic Lake Views | King Studio w/Whirlpool

Gorgeous Superior Shores Views

North Shore Escape
Weekly house rentals

The NorthShore Cabin - Your Cozy In-Town Cabin

Cottage Nestled in the Woods - Stolen Oaks

Cheerful 2 bedroom home away from home

Hemlock Chalet @ Brickyard Creek, Bayfield

Sunny 2BR Retreat Walkable to Beach & Dining

Adventure Homebase

Brickyard Lakeside Retreat

Park Place - Updated Home Close to Downtown
Private house rentals

Gile Trailside Inn

Private Beach Haven with All of the Comforts

Solon Springs / Barnes Homey Hideaway

A Cozy Getaway in Ashland

Water Street Retreat by The Lake

Becky's Bee Hive: Clean, Cozy and Affordable!

The Onion River Tavern House near Bayfield

Lake Superior/Sleeps 11/Dog-Friendly
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- Rentals with lake access Madeline Island
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- Family-friendly rentals Madeline Island
- Rentals with a fireplace Madeline Island
- Rentals with outdoor seating Madeline Island
- Condo rentals Madeline Island
- Rentals with a fire pit Madeline Island
- Rentals with beach access Madeline Island
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- Pet-friendly rentals Madeline Island
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