Madeline Island vacation rentals

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Top-rated vacation rentals in Madeline Island

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Superhost
Yurt in Bayfield
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.
Jul 27 – Aug 3
$67 per night
4.86 out of 5 average rating, 435 reviews
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.
Dec 18 – 25
$159 per night
4.99 out of 5 average rating, 306 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, 186 reviews
Guest favorite
Home in Ashland
Ashland Charm on Saint Claire
Aug 14 – 21
$119 per night
4.92 out of 5 average rating, 366 reviews
Guest favorite
Home in Mason
Marengo River Cabin
Oct 30 – Nov 6
$153 per night
4.94 out of 5 average rating, 231 reviews
Guest favorite
Home in Washburn
Up North Oasis | Groups & Dogs in Bayfield Area
Oct 24 – 31
$166 per night
4.93 out of 5 average rating, 121 reviews
Guest favorite
Home in Poplar
Timber Trails Cabin, near Middle River!
Sep 15 – 22
$120 per night
4.98 out of 5 average rating, 264 reviews
Guest favorite
Home in Two Harbors
Classic Vintage Log Cabin on Lake Superior
May 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
Feb 1 – 8
$87 per night
4.89 out of 5 average rating, 176 reviews
Superhost
Home in Brule
Cozy Copper Range Comfort Cottage
Apr 29 – May 6
$80 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
Apr 2 – 9
$276 per night
4.94 out of 5 average rating, 170 reviews
Guest favorite
Home in Port Wing
Kinney Valley Farm
Mar 7 – 14
$100 per night
4.9 out of 5 average rating, 177 reviews
Guest favorite
Home in Hurley
Cedar Hill Retreat, King Bed, 108 Acres of Privacy
Sep 6 – 13
$381 per night
4.97 out of 5 average rating, 147 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

Madeline Island cottage rentals

Superhost
Cottage in Bayfield
Superior Sanctuary: Refined Rustic in the Woods
Sep 24 – Oct 1
$297 per night
4.84 out of 5 average rating, 106 reviews
Guest favorite
Cottage in Herbster
Lake Superior's Cranberry River Cottage- The Wren
Mar 10 – 17
$106 per night
4.91 out of 5 average rating, 275 reviews
Guest favorite
Cottage in Washburn
Lake Superior Cottage
Sep 19 – 26
$230 per night
4.97 out of 5 average rating, 101 reviews
Guest favorite
Cottage in Herbster
Applegate Cottage - South Shore of Lake Superior
Sep 26 – Oct 3
$174 per night
4.99 out of 5 average rating, 132 reviews
Guest favorite
Cottage in Cornucopia
Escape to the Lake at Corny Cottage
Sep 27 – Oct 4
$301 per night
4.98 out of 5 average rating, 104 reviews
Guest favorite
Cottage in Brule
The Cottage @ Brule River Barn (No Cleaning Fees)
Apr 5 – 12
$156 per night
4.97 out of 5 average rating, 220 reviews
Guest favorite
Cottage in Duluth
Cottage with Lake Superior & North Shore views
Aug 20 – 27
$354 per night
4.98 out of 5 average rating, 415 reviews
Guest favorite
Cottage in Duluth
Wildwood Cottage, North Shore Private Retreat
Mar 13 – 20
$275 per night
4.99 out of 5 average rating, 166 reviews
Guest favorite
Cottage in Duluth
Tranquility on Island Lake
Oct 11 – 18
$180 per night
4.97 out of 5 average rating, 143 reviews
Guest favorite
Cottage in Lake Nebagamon
Guest House at the Lake
Dec 17 – 24
$135 per night
5.0 out of 5 average rating, 124 reviews
Guest favorite
Cottage in Webster
Cozy lil' Cottage
Dec 28 – Jan 4
$93 per night
4.96 out of 5 average rating, 134 reviews
Superhost
Cottage in Duluth
Driftwood Cottage | Cozy Cottage on Park Point
Dec 4 – 11
$193 per night
4.78 out of 5 average rating, 295 reviews

Other great vacation rentals in Madeline Island

Guest favorite
Treehouse in Bayfield
Boulderridge Treehouse
Mar 21 – 28
$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
Oct 23 – 30
$99 per night
4.81 out of 5 average rating, 254 reviews
Guest favorite
Cabin in Bayfield
The Copper Squirrel of Little Sand Bay Dogs OK
Oct 29 – Nov 5
$214 per night
4.98 out of 5 average rating, 270 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
Tiny home in Saxon
Parker Creek Tiny House
Feb 17 – 24
$113 per night
5.0 out of 5 average rating, 123 reviews
Guest favorite
Cabin in Herbster
Superior Sunsets @ The West Slope (Steam Shower)
Nov 2 – 9
$333 per night
5.0 out of 5 average rating, 102 reviews
Guest favorite
Yurt in Bayfield
Twisting Twig Gardens and Orchard Rustic Yurt
Dec 8 – 15
$101 per night
4.94 out of 5 average rating, 399 reviews
Guest favorite
Townhouse in Bayfield
Cozy Downtown Flat with Historic Waterfront Views
Sep 22 – 29
$243 per night
4.99 out of 5 average rating, 108 reviews
Guest favorite
Apartment in Washburn
Palma Lodge
Nov 1 – 8
$135 per night
4.98 out of 5 average rating, 236 reviews
Guest favorite
Apartment in Ashland
Main street view apartment
Aug 14 – 21
$67 per night
4.84 out of 5 average rating, 98 reviews
Guest favorite
Treehouse in Two Harbors
The ReTreet House
Apr 18 – 25
$116 per night
4.99 out of 5 average rating, 301 reviews

Destinations to explore