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Cottages in Madeline Island

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Recommended hotels in Madeline Island

Legendary Waters Resort & Casino

2.5 star property
8.0 out of 10, Very Good, (406)
"Front desk daytime lady was excellent."
United States
Paul
$109 nightly
The price is $124
Dec 7 - Dec 8
Total with taxes and fees
Legendary Waters Resort & Casino

The Washburn Inn - On the Lake

2.5 star property
8.6 out of 10, Excellent, (1000)
"Very nice accomodations and very friendly staff."
United States
Jayne
$109 nightly
The price is $122
Dec 8 - Dec 9
Total with taxes and fees
The Washburn Inn - On the Lake

AmericInn by Wyndham Ashland

2.5 star property
7.8 out of 10, Good, (1000)
"Very welcoming, breakfast was good, pool area was clean and well kept. We’ll be staying again. "
United States
Sheila
$101 nightly
The price is $113
Dec 14 - Dec 15
Total with taxes and fees
AmericInn by Wyndham Ashland

Quality Inn Ashland - Lake Superior

2.5 star property
8.8 out of 10, Excellent, (921)
"Lake Superior Shore, comfortable bed, a great breakfast and coffee."
United States
Charles
$95 nightly
The price is $107
Dec 31 - Jan 1, 2026
Total with taxes and fees
Quality Inn Ashland - Lake Superior

Cobblestone Inn & Suites - Ashland

2.5 star property
9.4 out of 10, Exceptional, (734)
"Perfect location in Ashland."
United States
Brian
$107 nightly
The price is $120
Dec 12 - Dec 13
Total with taxes and fees
Cobblestone Inn & Suites - Ashland

Best Western The Hotel Chequamegon

3.0 star property
8.6 out of 10, Excellent, (1002)
"Little loud with kids that were in a hockey tournament. But after 10pm it was quiet"
United States
Lori
$114 nightly
The price is $127
Dec 7 - Dec 8
Total with taxes and fees
Best Western The Hotel Chequamegon

Blue Wave Inn

3.0 star property
9.8 out of 10, Exceptional, (581)
"Very nice rooms with a beautiful view "
United States
Gerald
$85 nightly
The price is $96
Dec 14 - Dec 15
Total with taxes and fees
Blue Wave Inn

Super 8 by Wyndham Ashland

2.0 star property
8.0 out of 10, Very Good, (1001)
"We would definetly stay here again. Very friendly staff."
United States
michael
$93 nightly
The price is $104
Dec 9 - Dec 10
Total with taxes and fees
Super 8 by Wyndham Ashland

St. James Social

4.0 star property
9.4 out of 10, Exceptional, (29)
"Rooms were very clean. Convenient location to walk to restaurants, shopping, etc"
United States
Kelly
$244 nightly
The price is $279
Dec 14 - Dec 15
Total with taxes and fees
St. James Social

Chalet in Bayfield

10.0 out of 10, Exceptional, (76)
"Loved this little cabin. It had everything I needed and then some. It was very clean and well maintained. I would definitely visit again. "
United States
Allison S.
$349 nightly
The price is $394
Dec 7 - Dec 8
Total with taxes and fees
Northwoods Chalet @ Brickyard Creek, Bayfield

Ontario Suite @ The Bayfield Guest House

9.0 out of 10, Wonderful, (34)
"Great location in Bayfield. Perfect for a weekend away!"
United States
Abbey F.
$175 nightly
The price is $201
Dec 7 - Dec 8
Total with taxes and fees
Ontario Suite @ The Bayfield Guest House

Erie Suite @ The Bayfield Guest House, Bayfield

9.2 out of 10, Wonderful, (19)
"Nice room, but lot's of steps."
United States
Douglas
$175 nightly
The price is $201
Dec 7 - Dec 8
Total with taxes and fees
Erie Suite @ The Bayfield Guest House, Bayfield

Huron Suite @ The Bayfield Guest House, Bayfield

9.2 out of 10, Wonderful, (22)
"Beautiful stay, very close to downtown, shops, restaurants. "
United States
Janice S.
$175 nightly
The price is $201
Dec 7 - Dec 8
Total with taxes and fees
Huron Suite @ The Bayfield Guest House, Bayfield

Chalet in Bayfield

9.8 out of 10, Exceptional, (58)
"Exceeded expectations! The best of both worlds. Rustic, but with all of the amenities you could want. Perfectly private and secluded yet very close to Bayfield. Clean, fresh, and breezy. We loved the fully equipped kitchen, and the screened-in deck. There was no need to eat out. Online check in was easy, and we were able to get help via text when we needed extra towels and when we had a question about the TV. "
United States
Wendy L.
$339 nightly
The price is $383
Jan 2 - Jan 3, 2026
Total with taxes and fees
Woodland Chalet @ Brickyard Creek, Bayfield

Michigan Suite @ The Bayfield Guest House

9.4 out of 10, Exceptional, (34)
"The property was a great walking distance to all the downtown shops, ferry and restaurant. Everything was clean and the checkout was super easy! "
United States
Madison H.
$174 nightly
The price is $199
Dec 12 - Dec 13
Total with taxes and fees
Michigan Suite @ The Bayfield Guest House

Apartment in Bayfield

9.8 out of 10, Exceptional, (229)
"It was a quaint place with everything we needed. "
United States
Kathy S.
$127 nightly
The price is $142
Dec 8 - Dec 9
Total with taxes and fees
Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows

Superior Suite @ The Bayfield Guest House

9.8 out of 10, Exceptional, (30)
"We had a great stay- nice, clean room and great location."
United States
Robin C.
$228 nightly
The price is $261
Jan 1 - Jan 2, 2026
Total with taxes and fees
Superior Suite @ The Bayfield Guest House

Apartment in Bayfield

9.2 out of 10, Wonderful, (100)
"Great stay. Perfect location, very close to town, but a couple blocks away from downtown chaos. Clean and quiet."
United States
Rebecca
$202 nightly
The price is $230
Dec 7 - Dec 8
Total with taxes and fees
Lake Side Room at The Copper Trout.

Apartment in Bayfield

9.6 out of 10, Exceptional, (35)
"Great place and wonderful rear deck. Wish we had more time to spend there."
United States
Don L.
$200 nightly
The price is $225
Dec 7 - Dec 8
Total with taxes and fees
Brookside Hide-A-Way #2, Port Superior, Bayfield

Vacation Home in Bayfield

9.6 out of 10, Exceptional, (15)
"Nice quiet location overlooking the golf course and with views of the lake. Quick drive to downtown Bayfield. Helpful staff and comfortable and well-equipped property. "
United States
Isaac
$420 nightly
The price is $474
Jan 4 - Jan 5, 2026
Total with taxes and fees
Apostle Pines #4 @ Apostle Highlands Golf Course
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.
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Top Madeline Island Hotel Reviews

Find out more about Madeline Island

Madeline Island Cottages information

Number of reviews
7,333
Accommodation
12 Cottages
Lowest Price
$96
Highest Price
$474

Frequently asked questions

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