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Madeline Island vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Madeline Island

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

Guest favorite

Camper/RV in La Pointe

4.83 out of 5 average rating, 167 reviews

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.

May 29 – Jun 5

€ 107 per night
Superhost

Condo in Bayfield

4.81 out of 5 average rating, 255 reviews

One Minute Walk to Lake Superior. Brookside #3

Amazing location! No cleaning fee! This Condo sleeps 4, King bed & Queen sofa sleeper. Full kitchen, balcony, AC, CableTV, WiFi, BBQ, fire pit, and bikes. Restaurant, bar and pool in July-Sept.Bayfield is a 2.3 mile hike or bike on the Brownstone Trail. Brookside is 5 minutes from Mt Ashwabay, Big Top, Bayview beach and multiple hiking trails. Ride a ferry ride to Madeline or cruise the Apostles. Sail, fish, kayak, golf, ski. Pool opens in July. $40 pet fee per stay. 🙂 No smoking allowed.

Dec 13 – 20

€ 131 per night
Superhost

Cottage in Bayfield

4.83 out of 5 average rating, 107 reviews

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

Nov 27 – Dec 4

€ 243 per night

Popular amenities for Madeline Island vacation rentals

Madeline Island house rentals

Guest favorite

Home in Ashland

4.92 out of 5 average rating, 370 reviews

Ashland Charm on Saint Claire

Apr 4 – 11

€ 129 per night
Guest favorite

Home in Bayfield

4.97 out of 5 average rating, 187 reviews

Star View House

Jul 19 – 26

€ 312 per night
Guest favorite

Home in Mason

4.94 out of 5 average rating, 235 reviews

Marengo River Cabin

Jan 23 – 30

€ 170 per night
Superhost

Home in Brule

4.89 out of 5 average rating, 308 reviews

Cozy Copper Range Comfort Cottage

Nov 24 – Dec 1

€ 104 per night
Guest favorite

Home in Port Wing

4.9 out of 5 average rating, 177 reviews

Kinney Valley Farm

May 15 – 22

€ 112 per night
Guest favorite

Home in Ashland

4.88 out of 5 average rating, 121 reviews

Bungalow (House) on Chequamegon Bay.

May 18 – 25

€ 157 per night
Guest favorite

Home in Two Harbors

4.94 out of 5 average rating, 173 reviews

White Pine Waters 5 Acres of Majestic White Pines

Oct 29 – Nov 5

€ 383 per night
Guest favorite

Home in Ironwood

4.98 out of 5 average rating, 187 reviews

Our Finnish Farmhouse-Hike, Bike, Waterfalls

Sep 19 – 26

€ 166 per night
Guest favorite

Home in Two Harbors

4.97 out of 5 average rating, 289 reviews

Classic Vintage Log Cabin on Lake Superior

Nov 24 – Dec 1

€ 358 per night
Guest favorite

Home in Washburn

4.93 out of 5 average rating, 124 reviews

Up North Oasis | Groups & Dogs in Bayfield Area

Nov 3 – 10

€ 216 per night
Guest favorite

Home in Two Harbors

4.85 out of 5 average rating, 239 reviews

A Must! Superior Stay Cottage! License #1419

Nov 18 – 25

€ 146 per night
Guest favorite

Home in Ironwood

4.99 out of 5 average rating, 144 reviews

On the Trail-Cedar Sauna & Close to Ski & Trails

May 16 – 23

€ 164 per night

Madeline Island cottage rentals

Guest favorite

Cottage in Washburn

4.97 out of 5 average rating, 101 reviews

Lake Superior Cottage

Feb 1 – 8

€ 273 per night
Guest favorite

Cottage in Cornucopia

4.98 out of 5 average rating, 104 reviews

Escape to the Lake at Corny Cottage

Nov 4 – 11

€ 249 per night
Guest favorite

Cottage in Brule

4.97 out of 5 average rating, 221 reviews

The Cottage @ Brule River Barn (No Cleaning Fees)

Oct 24 – 31

€ 158 per night
Guest favorite

Cottage in Ironwood

4.98 out of 5 average rating, 111 reviews

Bakery Bunkhouse - Sweet Amenities & Nature !

Sep 29 – Oct 6

€ 124 per night
Guest favorite

Cottage in La Pointe

4.96 out of 5 average rating, 25 reviews

Bright Updated Lakefront Home As Your Retreat

Sep 1 – 8

€ 249 per night
Guest favorite

Cottage in La Pointe

5.0 out of 5 average rating, 27 reviews

Haven House on Madeline Island

Oct 28 – Nov 4

€ 301 per night
Guest favorite

Cottage in Cornucopia

4.98 out of 5 average rating, 94 reviews

Borealis Cottage by Siskiwit Bay

May 6 – 13

€ 173 per night
Guest favorite

Cottage in Bayfield

4.98 out of 5 average rating, 52 reviews

Bayfield Fruit Loop Retreat - Main Cottage

Dec 18 – 25

€ 237 per night
Guest favorite

Cottage in Two Harbors

4.95 out of 5 average rating, 19 reviews

Silver Creek B&B - The Cottage

Dec 12 – 19

€ 163 per night
Guest favorite

Cottage in Iron River

4.86 out of 5 average rating, 35 reviews

Willow North Cottage in Iron River, Wisconsin

Feb 18 – 25

€ 179 per night
Superhost

Cottage in Bayfield

4.78 out of 5 average rating, 23 reviews

Madeleine Lane Cottage

Jul 21 – 28

€ 299 per night
Superhost

Cottage in Bayfield

4.9 out of 5 average rating, 31 reviews

Cottage @ Seagull Bay Motel

Jan 8 – 15

€ 211 per night

Other great vacation rentals in Madeline Island

Guest favorite

Apartment in Washburn

4.98 out of 5 average rating, 236 reviews

Palma Lodge

Oct 19 – 26

€ 157 per night
Guest favorite

Tiny home in Lake Nebagamon

4.97 out of 5 average rating, 348 reviews

Berrywood Acres Cabin

Sep 13 – 20

€ 137 per night
Guest favorite

Apartment in Ashland

4.95 out of 5 average rating, 150 reviews

The Garland City Downtown Apartment

Dec 10 – 17

€ 153 per night
Guest favorite

Tiny home in Lake Nebagamon

4.98 out of 5 average rating, 312 reviews

Deer Haven - Cozy Northwoods Tiny House

Aug 19 – 26

€ 120 per night
Guest favorite

Treehouse in Bayfield

4.95 out of 5 average rating, 187 reviews

Boulderridge Treehouse

Jul 25 – Aug 1

€ 360 per night
Guest favorite

Cabin in Two Harbors

4.99 out of 5 average rating, 332 reviews

Cedarwood Hideaway

Feb 18 – 25

€ 126 per night
Guest favorite

Chalet in Bayfield

4.98 out of 5 average rating, 100 reviews

Northwoods Chalet @ Brickyard Creek

Nov 1 – 8

€ 224 per night
Guest favorite

Guesthouse in Two Harbors

4.97 out of 5 average rating, 117 reviews

Swan Forest Loft - trees are your neighbors

Oct 24 – 31

€ 159 per night
Guest favorite

Guest suite in Cornucopia

4.93 out of 5 average rating, 117 reviews

Apostle Islands Suite

Sep 5 – 12

€ 145 per night
Guest favorite

Apartment in Bayfield

4.91 out of 5 average rating, 103 reviews

Chez DelMain -Upstairs apartment

Jun 5 – 12

€ 143 per night
Guest favorite

Cabin in Iron River

4.95 out of 5 average rating, 123 reviews

Log Cabin and Spider Lake

Nov 29 – Dec 6

€ 166 per night
Guest favorite

Cabin in Herbster

5.0 out of 5 average rating, 103 reviews

Superior Sunsets @ The West Slope (Steam Shower)

Sep 7 – 14

€ 509 per night

Destinations to explore