Photo by Kate Johnson
Holiday Homes in Madeline Island
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Our top choices for Madeline Island holiday homes
Holiday Home in Ashland
A Cozy Getaway in Ashland10.0 out of 10, Exceptional, (14)
"Great place and host"
Dustin W.
Holiday Home in Bayfield
Carriage House - Chequamegon Bay, Bayfield9.0 out of 10, Wonderful, (11)
"This is a nice home nestled in a beautiful wooded area. Very clean and comfortable, nice attention to detail. It’s in close proximity to Bayfield, which is a hidden gem of the Great Lakes area. We’ve been to 49 states, and this area is one of our favorites."
Matt
The price is €399
includes taxes & fees
30 Dec - 31 Dec
Holiday Home in Bayfield
Apostle Pines #4 @ Apostle Highlands Golf Course9.6 out of 10, Exceptional, (15)
"Very clean, relaxing and beautiful location! "
Garry H.
The price is €405
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Home in Washburn
Up North Oasis - Families & Dogs in the Bayfield Area10.0 out of 10, Exceptional, (1)
The price is €289
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Home in Bayfield
Lake Shore Home with private dock and large deck--1 mile from Bayfield10.0 out of 10, Exceptional, (111)
"Beautiful views, great location and proximity to Bayfield. Loved our stay. Will be back in the fall! "
Monica O.
The price is €669
includes taxes & fees
31 Dec - 1 Jan 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Madeline Island Hotel Reviews
Quality Inn Ashland - Lake Superior
10/10 Excellent
Find out more about Madeline Island
Madeline Island Holiday Homes information
Number of reviews | 152 |
|---|---|
Accommodation | 86 Holiday Homes |
Lowest Price | €289 |
Highest Price | €669 |
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