Photo by Kate Johnson

Search Madeline Island Condo Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months
No exact matches found, but these alternatives could be just right

Recommended hotels in Madeline Island

Legendary Waters Resort & Casino

Legendary Waters Resort & Casino
2.5 star property
Bayfield
8.0 out of 10, Very good, (406)
"Front desk daytime lady was excellent."
United States
Paul
Legendary Waters Resort & Casino

The Washburn Inn - On the Lake

The Washburn Inn - On the Lake
2.5 star property
Washburn
8.6 out of 10, Excellent, (1000)
"Very nice accomodations and very friendly staff."
United States
Jayne
The price is AU$184
includes taxes & fees
18 Dec - 19 Dec
The Washburn Inn - On the Lake

Cobblestone Inn & Suites - Ashland

Cobblestone Inn & Suites - Ashland
2.5 star property
Ashland
9.4 out of 10, Exceptional, (737)
"Everything was absolutely excellent!"
United States
Matthew
Cobblestone Inn & Suites - Ashland

Quality Inn Ashland - Lake Superior

Quality Inn Ashland - Lake Superior
2.5 star property
Ashland
8.8 out of 10, Excellent, (923)
"Lake Superior Shore, comfortable bed, a great breakfast and coffee."
United States
Charles
The price is AU$160
includes taxes & fees
28 Dec - 29 Dec
Quality Inn Ashland - Lake Superior

AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland
2.5 star property
Ashland
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
The price is AU$170
includes taxes & fees
23 Dec - 24 Dec
AmericInn by Wyndham Ashland

Best Western The Hotel Chequamegon

Best Western The Hotel Chequamegon
3.0 star property
Ashland
8.6 out of 10, Excellent, (1002)
"Clean rooms. Good variety of breakfast options."
United States
Gina
The price is AU$176
includes taxes & fees
18 Dec - 19 Dec
Best Western The Hotel Chequamegon

Blue Wave Inn

Blue Wave Inn
3.0 star property
Ashland
9.8 out of 10, Exceptional, (583)
"Very nice rooms with a beautiful view "
United States
Gerald
Blue Wave Inn

Seagull Bay Motel

Seagull Bay Motel
2.0 star property
Bayfield
8.8 out of 10, Excellent, (267)
"Room was very clean and well appointed "
United States
Wendy
The price is AU$226
includes taxes & fees
15 Dec - 16 Dec
Seagull Bay Motel

Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland
2.0 star property
Ashland
8.0 out of 10, Very good, (1001)
"We would definetly stay here again. Very friendly staff."
United States
michael
The price is AU$184
includes taxes & fees
23 Dec - 24 Dec
Super 8 by Wyndham Ashland

St. James Social

St. James Social
4.0 star property
Bayfield
9.4 out of 10, Exceptional, (29)
"Rooms were very clean. Convenient location to walk to restaurants, shopping, etc"
United States
Kelly
St. James Social

Woodland Chalet @ Brickyard Creek, Bayfield

Woodland Chalet @ Brickyard Creek, Bayfield
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.
The price is AU$585
includes taxes & fees
1 Jan - 2 Jan 2026
Woodland Chalet @ Brickyard Creek, Bayfield

Northwoods Chalet @ Brickyard Creek, Bayfield

Northwoods Chalet @ Brickyard Creek, Bayfield
Bayfield
10.0 out of 10, Exceptional, (76)
"It was perfect. Clean, cozy. Great get away for the wife and me "
United States
Bill R.
The price is AU$598
includes taxes & fees
15 Dec - 16 Dec
Northwoods Chalet @ Brickyard Creek, Bayfield

Superior Suite @ The Bayfield Guest House

Superior Suite @ The Bayfield Guest House
Bayfield
9.8 out of 10, Exceptional, (30)
"We had a great stay- nice, clean room and great location."
United States
Robin C.
The price is AU$392
includes taxes & fees
15 Dec - 16 Dec
Superior Suite @ The Bayfield Guest House

Bayfield Fruit Loop Retreat - Main Cottage

Bayfield Fruit Loop Retreat - Main Cottage
Bayfield
10.0 out of 10, Exceptional, (52)
"The cabin is extremely clean and well organized with anything you can think of. It's located really close to town, but just outside, so you have peace and quiet. The hosts are very responsive and it made for a perfect trip. "
United States
Matthew
The price is AU$503
includes taxes & fees
30 Dec - 31 Dec
Bayfield Fruit Loop Retreat - Main Cottage

Ontario Suite @ The Bayfield Guest House

Ontario Suite @ The Bayfield Guest House
Bayfield
9.0 out of 10, Wonderful, (34)
"Great location in Bayfield. Perfect for a weekend away!"
United States
Abbey F.
The price is AU$301
includes taxes & fees
1 Jan - 2 Jan 2026
Ontario Suite @ The Bayfield Guest House

Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows

Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows
Bayfield
9.8 out of 10, Exceptional, (229)
"Location was perfect!"
United States
amy g.
The price is AU$229
includes taxes & fees
15 Dec - 16 Dec
Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows

Michigan Suite @ The Bayfield Guest House

Michigan Suite @ The Bayfield Guest House
Bayfield
9.4 out of 10, Exceptional, (34)
"We had a very nice stay. The place was very clean and very nice to spend our vacation at. "
United States
Tanya H.
The price is AU$299
includes taxes & fees
15 Dec - 16 Dec
Michigan Suite @ The Bayfield Guest House

Erie Suite @ The Bayfield Guest House, Bayfield

Erie Suite @ The Bayfield Guest House, Bayfield
Bayfield
9.2 out of 10, Wonderful, (19)
"Perfect location, clean room, great responsiveness from the host."
United States
Andy F.
The price is AU$301
includes taxes & fees
15 Dec - 16 Dec
Erie Suite @ The Bayfield Guest House, Bayfield

Huron Suite @ The Bayfield Guest House, Bayfield

Huron Suite @ The Bayfield Guest House, Bayfield
Bayfield
9.2 out of 10, Wonderful, (22)
"Beautiful stay, very close to downtown, shops, restaurants. "
United States
Janice S.
The price is AU$301
includes taxes & fees
1 Jan - 2 Jan 2026
Huron Suite @ The Bayfield Guest House, Bayfield

Brookside Hide-A-Way #2, Port Superior, Bayfield

Brookside Hide-A-Way #2, Port Superior, Bayfield
Bayfield
9.6 out of 10, Exceptional, (35)
"Clean, well organized cabin, great Decor!"
United States
kathy m.
The price is AU$342
includes taxes & fees
15 Dec - 16 Dec
Brookside Hide-A-Way #2, Port Superior, Bayfield
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Madeline Island Hotel Reviews

Find out more about Madeline Island

Madeline Island Condo Rentals information

Number of reviews
7,533
Accommodation
39 Condo Rentals
Lowest Price
AU$160
Highest Price
AU$598

Explore a world of travel with Expedia