Madeline Island vacation rentals

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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
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.
Sep 12 – 19
$124 per night
4.83 out of 5 average rating, 167 reviews
Guest favorite
Guesthouse in Ashland
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.
Jan 5 – 12
$156 per night
4.99 out of 5 average rating, 306 reviews
Guest favorite
Cabin in Herbster
SOUTH SHORE A-FRAME//Steps from Lake Superior
A peaceful, feel good place. Newly renovated rustic modern Aframe off 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.
May 7 – 14
$179 per night
4.94 out of 5 average rating, 134 reviews

Popular amenities for Madeline Island vacation rentals

Madeline Island house rentals

Guest favorite
Home in Bayfield
Star View House
Sep 12 – 19
$250 per night
4.97 out of 5 average rating, 187 reviews
Guest favorite
Home in Ashland
Ashland Charm on Saint Claire
Jan 23 – 30
$109 per night
4.92 out of 5 average rating, 367 reviews
Guest favorite
Home in Mason
Marengo River Cabin
Dec 14 – 21
$145 per night
4.94 out of 5 average rating, 231 reviews
Guest favorite
Home in Ironwood
Our Finnish Farmhouse-ski, hike and sauna
Oct 3 – 10
$143 per night
4.98 out of 5 average rating, 185 reviews
Guest favorite
Home in Two Harbors
Classic Vintage Log Cabin on Lake Superior
Dec 7 – 14
$285 per night
4.97 out of 5 average rating, 288 reviews
Guest favorite
Home in Two Harbors
Two Harbors Area Wild Grape Cottage
Nov 16 – 23
$82 per night
4.89 out of 5 average rating, 176 reviews
Guest favorite
Home in Poplar
Timber Trails Cabin, near Middle River!
Nov 9 – 16
$120 per night
4.98 out of 5 average rating, 265 reviews
Guest favorite
Home in Washburn
Up North Oasis | Groups & Dogs in Bayfield Area
Sep 23 – 30
$262 per night
4.93 out of 5 average rating, 124 reviews
Superhost
Home in Brule
Cozy Copper Range Comfort Cottage
Nov 30 – Dec 7
$86 per night
4.89 out of 5 average rating, 306 reviews
Guest favorite
Home in Two Harbors
White Pine Waters 5 Acres of Majestic White Pines
Mar 6 – 13
$276 per night
4.94 out of 5 average rating, 170 reviews
Guest favorite
Home in Ashland
Bungalow (House) on Chequamegon Bay.
May 13 – 20
$125 per night
4.88 out of 5 average rating, 121 reviews
Guest favorite
Home in Port Wing
Kinney Valley Farm
Mar 10 – 17
$100 per night
4.9 out of 5 average rating, 177 reviews

Madeline Island cottage rentals

Superhost
Cottage in Bayfield
Superior Sanctuary: Refined Rustic in the Woods
Sep 24 – Oct 1
$290 per night
4.84 out of 5 average rating, 106 reviews
Guest favorite
Cottage in Washburn
Lake Superior Cottage
Oct 12 – 19
$244 per night
4.97 out of 5 average rating, 101 reviews
Guest favorite
Cottage in Herbster
Applegate Cottage - South Shore of Lake Superior
Nov 5 – 12
$129 per night
4.99 out of 5 average rating, 132 reviews
Guest favorite
Cottage in Cornucopia
Escape to the Lake at Corny Cottage
Apr 21 – 28
$156 per night
4.98 out of 5 average rating, 104 reviews
Guest favorite
Cottage in Herbster
Lake Superior's Cranberry River Cottage- The Raven
Jan 28 – Feb 4
$106 per night
4.98 out of 5 average rating, 209 reviews
Guest favorite
Cottage in Ironwood
Modern Farmhouse Cottage (New Build - Fall 2019)
Aug 11 – 18
$82 per night
4.99 out of 5 average rating, 166 reviews
Guest favorite
Cottage in Ironwood
Bakery Bunkhouse - Sweet Amenities & Nature !
Aug 14 – 21
$106 per night
4.98 out of 5 average rating, 110 reviews
Guest favorite
Cottage in Duluth
Wildwood Cottage, North Shore Private Retreat
Mar 16 – 23
$275 per night
4.99 out of 5 average rating, 166 reviews
Guest favorite
Cottage in Brule
The Cottage @ Brule River Barn (No Cleaning Fees)
Apr 7 – 14
$156 per night
4.97 out of 5 average rating, 220 reviews
Guest favorite
Cottage in Lake Nebagamon
Guest House at the Lake
Apr 19 – 26
$135 per night
5.0 out of 5 average rating, 124 reviews
Guest favorite
Cottage in La Pointe
Bright Updated Lakefront Home As Your Retreat
Apr 23 – 30
$160 per night
4.96 out of 5 average rating, 25 reviews
Guest favorite
Cottage in La Pointe
Haven House on Madeline Island
Feb 17 – 24
$256 per night
5.0 out of 5 average rating, 27 reviews

Other great vacation rentals in Madeline Island

Guest favorite
Treehouse in Bayfield
Boulderridge Treehouse
Apr 1 – 8
$299 per night
4.95 out of 5 average rating, 187 reviews
Guest favorite
Chalet in Bayfield
Northwoods Chalet @ Brickyard Creek
Nov 4 – 11
$183 per night
4.98 out of 5 average rating, 100 reviews
Superhost
Condo in Bayfield
One Minute Walk to Lake Superior. Brookside #3
Apr 29 – May 6
$90 per night
4.81 out of 5 average rating, 254 reviews
Superhost
Yurt in Bayfield
Bayfield Rustic Yurt 2 (Terra Cotta)
Aug 17 – 24
$79 per night
4.96 out of 5 average rating, 282 reviews
Guest favorite
Tiny home in Saxon
Parker Creek Tiny House
Apr 22 – 29
$87 per night
5.0 out of 5 average rating, 124 reviews
Guest favorite
Yurt in Bayfield
Turtle Yurts - Yurt 4
Sep 23 – 30
$130 per night
4.92 out of 5 average rating, 171 reviews
Guest favorite
Cabin in Herbster
Superior Sunsets @ The West Slope (Steam Shower)
Nov 17 – 24
$333 per night
5.0 out of 5 average rating, 103 reviews
Guest favorite
Yurt in Bayfield
Twisting Twig Gardens and Orchard Rustic Yurt
Nov 1 – 8
$100 per night
4.94 out of 5 average rating, 399 reviews
Guest favorite
Treehouse in Two Harbors
The ReTreet House
Aug 9 – 16
$116 per night
4.99 out of 5 average rating, 301 reviews
Guest favorite
Townhouse in Bayfield
Cozy Downtown Flat with Historic Waterfront Views
Sep 15 – 22
$243 per night
4.99 out of 5 average rating, 108 reviews
Guest favorite
Guesthouse in Cornucopia
Waterfront Lake Superior's South Shore, "Sky Fire"
Jan 24 – 31
$198 per night
4.9 out of 5 average rating, 259 reviews
Guest favorite
Apartment in La Pointe
Treehouse 2 on Madeline Island
Jun 7 – 14
$189 per night
4.93 out of 5 average rating, 90 reviews

Destinations to explore