
House holiday rentals in Madeline Island
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Top-rated house rentals in Madeline Island
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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.

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

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!

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!

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.

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.

"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!

The Red Onion House near Bayfield
Located 10 minutes s. of Bayfield, this is a casual, comfortable, and welcoming two-bedroom located across the highway from Lake Superior and the Apostle Islands and less than a mile from near the best beaches in the region. Named for the Onion River that flows nearby, this rental has a combo of pine floors & tile. Upstairs kitchen & dining area. Large lawn with easy, plentiful parking. Mt. Ashwabay, Big Top Chautauqua nearby. Outdoor patio + campfire area.

Spectacular Log Home on Majestic Lake Superior
Welcome to Casa del Lago - your unforgettable North Shore escape. This stunning 2,600-sq-ft log home sits directly on the shores of Lake Superior with breathtaking panoramic views. Filled with antiques, reclaimed wood, and unique pieces from around the world, the home blends authentic North Shore charm with modern comfort. Relax on the decks, explore the shoreline, enjoy the lakeside fire pit, or hunt for agates on the nearby pebble beach.

The FarmHouse
Turn of the century 4 bedroom 2 bath charming farmhouse, that has been lovingly restored. Set in Kimball WI, this farmhouse sits on 80 acres of rolling pastures and old growth hardwoods. Experience the peace and serenity when you stay in this spacious, renovated four-square farmhouse located three miles west of Hurley. Enjoy watching the wildlife activity in the apple orchard as you sip your morning coffee on the beautiful front porch.
Popular amenities for house rentals in Madeline Island
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

Copper Falls Cabin

Water Street Retreat by The Lake

Echo Blue an Eco- Friendly Oasis in Bayfield

Sunny 2BR Retreat Walkable to Beach & Dining

Private Beach Haven with Large Lakehouse

Walk to Shops & Lake/Hiking, EV Charger, Fire Pit!

Breathe Easy Lakehouse

The Pines #1 @ Apostle Highlands Golf Course
Private house rentals

Hot Tub • Sauna • Fireplace • Big Powderhorn

Secluded lake cabin in Barnes on 38 acres

Entire Home Near Lake Superior

Adventure Homebase

The I Love Lake Superior House

Private Lakefront Cabin: Firepit, Parking & Views

Luxe Home on Lake Superior, Heirloom Vacations

Hale House, Historic Gem
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- Pet-friendly rentals Madeline Island
- Rentals with a fireplace Madeline Island
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- Rentals with a firepit Madeline Island
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