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Holiday rentals in Madeline Island

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Top-rated holiday rentals in Madeline Island

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

Cozy Downtown Flat with Historic Waterfront Views
Entire townhouse · 4 guests · 2 beds · 1 bathroom
Cozy Downtown Flat with Historic Waterfront ViewsWhile nestled into this cozy flat enjoy a morning cup of coffee as you watch boats depart from the historic waterfront. Leave the car behind and wander historic streets discovering quaint shops and good eats. Venture a little further and find the start to the 300 acre Big Ravine Preserve trails. End the day at Washington Avenue Beach watching the sun set over the islands. This flat welcomes you in and provides easy access to all the charms Bayfield offers.
Artists' Retreat at Brickyard Creek | Still Life
SUPERHOST
Entire cabin · 4 guests · 2 beds · 2 bathrooms
Artists' Retreat at Brickyard Creek | Still LifeStill Life Cottage is the perfectly sized Northwoods Artist's Retreat located within the boreal forest at Brickyard Creek Community. Eclectic, handcrafted details throughout. Large screened in porch for seasonal lounging and enjoyment of nature. Dual wood burning fireplace at the heart of the cabin. Smart TV, broadband WiFI, and original artwork creations. Ecoluxe bedding, work desk, and fully stocked kitchen with all the gadgets for the coffee lover. Private trails, sandy beach access.
Bayfield Fruit Loop Retreat - Main Cottage
SUPERHOST
Entire cottage · 3 guests · 2 beds · 1 bathroom
Bayfield Fruit Loop Retreat - Main CottageWelcome to the Bayfield Fruitloop Retreat, featuring a beautiful "Main Cottage" nestled in 7 acres of woods in Bayfield, WI. The property allows you to savor a peaceful and quiet northwoods experience but still minutes from several attractions and downtown Bayfield. The property is conveniently located just 5 minutes' drive or 2.5 miles from the center of downtown Bayfield. Located right on country Hwy J, a starting point for a self-guided tour around the city of Bayfield where an exploration of local food culture begins of several family apple orchards, fruit farms, and wineries, called the Bayfield fruit loop, and the origin of our property name. County Hwy J right out of our driveway also allows access for ATV & snowmobiles to get to many of the local routes and surrounding trails. Have a winter fun day at Mt Ashwabay ski hill open mid December-also offering snow shoeing- only 7 miles away! Enjoy exploring Lake Superiors South Shore throughout the year with various hiking trails, mountain biking, public beaches and state parks. Take the Bayfield Ferry to Madeline Island by foot of car. See the Apostle Islands sea caves through kayaking or guided site seeing cruises (seasonal) there is so much to explore.

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Other great holiday rentals in Madeline Island

SUPERHOST
  1. Entire cottage
  2. Bayfield
Bayfield Fruit Loop Retreat - Rock Garden Cottage in the woods
SUPERHOST
  1. Entire cottage
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Updated Cozy Cottage Above Brickyard Creek
SUPERHOST
  1. Private room
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Lodge by the Lake, Pine Cove
  1. Entire apartment
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Lake Superior beach condo in Bayfield-RBY unit 201
SUPERHOST
  1. Treehouse
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Boulderridge Treehouse
SUPERHOST
  1. Entire apartment
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Sheila's Downtown Condo
SUPERHOST
  1. Entire cabin
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Northwoods Chalet | Northwoods Modern Chic
SUPERHOST
  1. Entire rental unit
  2. Bayfield
Sputnik Apartment, Beautiful Bayfield !
SUPERHOST
  1. Entire cabin
  2. Bayfield
Nordic Modern | White Pine Chalet @ BrickyardCreek
SUPERHOST
  1. Tiny house
  2. Bayfield
Tiny Home w/Meals, Sauna, Yoga | Wild Rice Retreat
SUPERHOST
  1. Tiny house
  2. Bayfield
Modern Nest w/Meals, Sauna, Yoga Wild Rice Retreat
  1. Entire cottage
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Haven House on Madeline Island