
Family-friendly holiday rentals in Madeline Island
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Madeline Island
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Bayfield Rustic Yurt 1 (Evergreen)
Explore thousands of acres of the Bayfield County Forest and enjoy endless miles of exceptionally maintained non-motorized recreational trails. The yurt has direct access to CAMBA mountain bike trails and Mt. Ashwabay ski trails. The landscape is also spectacular. Take in the panoramic views of Lake Superior and the Onion River valley. This is a rustic, minimally maintained yurt set in the middle of the county forest, so come prepared to relax, unwind and explore the wonders of the north woods.

Cedar Ridge | Hand-Crafted Cabin with 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.

Camp on Main Street
2017 28ft Jayco Camper. Located downtown La Pointe; walking distance to shops, cafes, restaurants, bars, ferry boat, museum, golf course, marina, boat rentals, swimming pool, playgrounds. 2 min walk to Joni's beach. Tucked in our beautiful back yard (private to renter, not used by owner) behind the house we live. So close to everything but yet in the quietest part of Main Street. Ideal for families or couples. Max occupancy 4-6. Every person above 4 (approved only by host) is $30.00 a night.

Superior Sanctuary: Refined Rustic in the Woods
Escape to the tranquil shores of Lake Superior in our charming retreat! Nestled within the serene Brickyard Creek Community, this modern haven offers a perfect blend of rustic elegance and contemporary comforts. Immerse yourself in nature's beauty, unwind on the spacious screened porch, and cozy up by the fireplace. Your peaceful escape awaits. • Screened Porch with Swing Chairs • Access to Beach and Hiking Trails • Smart TV & Streaming • Modern Kitchen • Boat Slip Rental Available

The Acorn of Little Sand Bay Dog Friendly
Modern-rustic, Aframe on 10 wooded acres; beautiful, simple décor, fully equipped kitchen, glass stove top, air-fryer oven, filtered H2O/ice maker. Enjoy a luxurious bathroom, with a heated tile floor, walk-in shower. Towels, shampoo/conditioner/bodywash are provided. King bed in loft and NEW king gel memory foam bed on main floor. Smart TV, wi-fi. Woodstove heats the cabin perfectly as the main heat source. All wood is provided for woodstove and firepit. There is a minisplit heat/ac unit.

Wild Pines Cabin: A-frame w/ Lake Superior views
Enjoy off-grid vibes while being right in the heart of the North Shore. Located 5 minutes from Split Rock Lighthouse, Wild Pines Cabin is a completely renovated 1974 a-frame that sits atop 40 private acres overlooking Lake Superior. During your stay, hike through the property, catch glimpses of wildlife, sip coffee by the fire while taking in the sunrise over the lake, or step out to nearby Gooseberry, Black Beach, or Tettegouche. A beautifully private north woods retreat any time of year!

Norrsken Scandinavian Cottage
The guest cottage is painted to resemble a Scandinavian retreat. Complete with separate bedroom, extra fold-out sofa queen bed, kitchenette, wood burning stove, WiFi (the best we can find but not great!!!) and large television (DirecTV), it is a great getaway for a couple or a family. Owners live on property if you need anything. If you are a bit adventurous, we can put up a tent right next to Lake Superior. The entire property is smoke free. For a quiet stay, no snowmobiles or ATVs.

Romantic Forest Cabin, Sauna, Trail to Beach
Treat yourself to a deluxe stay in this quiet, newly constructed cabin with picture windows, screened porch and barrel sauna. Enjoy long days and sunsets at Corny Beach, a 10 min walk from the cabin along a nature trail. Visit Bayfield 20 min away or take in the quirky, small-town of Cornucopia and then come home and take a sauna in this peaceful forest! The cabin has an occupancy limit of 2 adults and one dog ($50 pet fee). A SUP board is stored near the beach for guests in summer.

Off grid glamping at a Rockhound Hideaway
A perfect glamping retreat awaits you at Rockhound Hideaway's Agate Grove Bell Tent. Situated on a private two acre lot with two other rentals and my private residence in the Ottawa National Forest, steps from the Black River, North Country Trail and a one mile walk to the Lake Superior Shore, this is an ideal getaway for those seeking the adventure of camping with the comforts of home. Fall asleep to the sound nature and wake up to deer passing by as you enjoy your morning coffee.

South Shore A-Frame | Steps from Lake Superior
A peaceful, feel good place. Renovated rustic modern A-frame on 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.

Hot Tub, Sauna, Glamping, Private, Wifi, Kayaks
* All are welcome here * Hot tub, sauna, shower * 4 miles to Superior Hiking Trail, 6 miles to Betty’s Pies, 9 miles to Two Harbors Lighthouse, 9 miles to Gooseberry Falls, 16 miles to Split Rock Lighthouse * Firewood provided * 2 folding kayaks (will fit in any vehicle) * 70 Mpbs Wifi * Pet friendly * 16.5 acres of secluded beauty * Sleeps up to 4 * Electricity * 1 mile of trails on site * Dark skies * Space heaters provided * See more @wildhavenmn on social media

Hippophile Farm Get-a-way Garden Apartment
The space is a newly renovated apartment on the lower level of our home which is located at our private horse farm on Madeline Island. It is light, bright, with a modern and clean look. It has all the things you need to relax and rejuvenate after spending a day exploring Madeline Island. Enjoy the beautiful woods surrounding the apartment or take a walk to our beautiful stables on the property. Bring your horses if you wish, or just come to enjoy the scenery.
Popular amenities for Madeline Island family-friendly rentals
Family-friendly home rentals with a hot tub

Lakeside Condo - Sleeps 8

Handcrafted Log Cabin | Hot Tub | Sauna | GameRoom

Big Chalet with Hot Tub on Big Powderhorn Mountain

* New, Luxury* The Powerhouse Loft

*HOT TUB* 6 Mile Hideaway

Bayfield Condo on the shore of Lake Superior

Hot Tub • Fireplace • Dog Friendly •Big Powderhorn

Cute & Cozy 1B/1B Condo w/ Jetted Tub!
Family- and pet-friendly home rentals

Cozy South Shore cottage near Lake Superior

Cozy River Bend Cottage - Walk to Beach/Marina

"Bakery Bungalow" -Sweet Accommodations & Nature !

Stunning Bark Point Home on Superior's South Shore

Cozy Home onTrail|Sauna|Pets |Spring Getaway Value

Sunrise Lake View 2 • Walk to Downtown Bayfield

Start Line Inn on Bike & XC Trails Powered by Sun

Iver's Place
Family-friendly home rentals with a pool

Sunrise Suite on Lake Superior | Pool & Hot Tub

Pool & hot tub, condo, views, lakeshore

Brookside Hide-A-Way #2, Port Superior, Bayfield

Spacious Lake Superior Cabin In Two Harbors

Lakefront 2 Queen Fireplace Studio~Pool/Hot Tub

Lakefront 2BR Retreat| Pool • Hot Tub • Sauna • EV

Breathtaking Lake Views 1BR w/King Suite & Pools

Windsong Oasis on Lake Superior
Destinations to explore
- Upper Peninsula Holiday rentals
- Platteville Holiday rentals
- Minneapolis Holiday rentals
- Wisconsin River Holiday rentals
- Milwaukee Holiday rentals
- Minnesota River Holiday rentals
- Traverse City Holiday rentals
- Madison Holiday rentals
- Wisconsin Dells Holiday rentals
- Twin Cities Holiday rentals
- Thunder Bay Holiday rentals
- Duluth Holiday rentals
- Rentals with beach access Madeline Island
- Rentals with a patio Madeline Island
- Apartment rentals Madeline Island
- Pet-friendly rentals Madeline Island
- Rentals with a fireplace Madeline Island
- Rentals with outdoor seating Madeline Island
- Rentals with a firepit Madeline Island
- Rentals with a washing machine and dryer Madeline Island
- Rentals with lake access Madeline Island
- Family-friendly rentals Ashland County
- Family-friendly rentals Wisconsin
- Family-friendly rentals United States





