Photo by Kate Johnson

Search Madeline Island Cottage Rentals from CA $207

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Madeline Island Cottages

Madeline Island Cottage Overlooking Apostle Islands

10.0 out of 10, Exceptional, (66)
"Best cabin on the island for families with kids. Our group of friends and our kids love staying here. "
Madeline Island Cottage Overlooking Apostle Islands

Bayfield Fruit Loop Retreat - Rock Garden Cottage in the woods

10.0 out of 10, Exceptional, (31)
"This experience was lovely! It is neat as a pin and everything was intentionally placed for aesthetics and ease of use. This is an absolute gem that felt like a cozy, luxurious and rustic experience. Thank you! "
Bayfield Fruit Loop Retreat - Rock Garden Cottage in the woods

Mission Springs Resort

3.0 star property
9.4 out of 10, Exceptional, (52)
"A great little cottage had all we needed and was so restful under the oaks we wanted to stay longer. Much appreciated the air conditioning for it was unseasonably hot. Beach was much smaller than anticipated and hard on old knees rather inaccessible but worth the sunrise view! The beds were fine. The owner went out of her way to keep us informed and was very kind and thoughtful. Would recommend to anyone going to the area."
The price is CA $207
CA $256 total
includes taxes & fees
Nov 24 - Nov 25
Mission Springs Resort

Madeline Island cottage within steps of Lake Superior

9.8 out of 10, Exceptional, (75)
"The view, the sunset, the accommodations. Wonderful. We all were so comfortable amd pleased. Thank you! "
Madeline Island cottage within steps of Lake Superior

Beachside Cottage - on Lake Superior

10.0 out of 10, Exceptional, (2)
"It's evident that a lot of work went in to this house to make updates. Very clean and had everything we needed. Lovely "private" beach area which chairs and cabana. Quiet neighborhood but easy to find. It got a bit chilly so we made good use of the wood stove. Owner went out of her way to make sure we got a couple of sweaters we accidently left there after checkout. Would recommend if you have a small group [2-4 people]. Being able to bring our 2 golden retrievers was a plus. "
Beachside Cottage - on Lake Superior

Bayfield Fruit Loop Retreat - Main Cottage

10.0 out of 10, Exceptional, (48)
"The best stocked, cleanest, and coziest Vrbo we have ever stayed at!! Keep up the good work!"
Bayfield Fruit Loop Retreat - Main Cottage

Lupine Landing | Tiny Home on the Big Lake

9.8 out of 10, Exceptional, (18)
"We so enjoyed our stay. Beautiful property, well appointed, cozy home. Host bery communicative. "
Lupine Landing | Tiny Home on the Big Lake

This cottage is a 2 bedroom(s), 1 bathrooms, located in Cornucopia, WI.

10.0 out of 10, Exceptional, (17)
"Cute little place on the water Enjoyed our stay"
This cottage is a 2 bedroom(s), 1 bathrooms, located in Cornucopia, WI.

Bayfield Fruit Loop Retreat -2 Cottages

9.8 out of 10, Exceptional, (8)
"Beautiful landscaping, amenities, and comfort. Every detail covered including kitchen spices, makeup remover, q tips, bathroom sprays, games, and more. We were very comfortable and the views out of all the windows were amazing. We rented both cabins and though the Rock Cabin Cottage had more sleeping space for our family, the Main Cottage was more luxurious with the deck, furniture, propane fire pit, and patio lights. The only consideration I would recommend someone giving some thought to is...
Bayfield Fruit Loop Retreat -2 Cottages

Mission Springs Lake House

3.0 star property
10.0 out of 10, Exceptional, (3)
"Looking to get away to a beautiful place with great service on one of the world’s greatest lakes? The Lake House at Mission Springs Resort near Ashland, Wisconsin on Lake Superior’s Chequamegon Bay is just that. Mission Springs Resort is a small family owned resort consisting of four cabins and The Lake House. There is something for everyone at Mission Springs Resort, a wonderful place that aims to please any vacationer. My wife and I were fortunate enough to stay in The Lake House at Mission...
Mission Springs Lake House
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.
Don't see what you're looking for?
See all available properties in Madeline Island
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Madeline Island

Madeline Island Cottage Overlooking Apostle Islands

10.0 out of 10, Exceptional, (66)
"Best cabin on the island for families with kids. Our group of friends and our kids love staying here. "
Madeline Island Cottage Overlooking Apostle Islands

Bell Street Lodging-Suite

9.8 out of 10, Exceptional, (87)
"Nice cozy property. Bed was wonderful and firm and perfect for my back. Amazing bathroom. Great location, close to to everything."
Bell Street Lodging-Suite

Sunset Bay Lodge.

9.6 out of 10, Exceptional, (53)
"Beautiful home and property right on lake."
Sunset Bay Lodge.
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.

Frequently asked questions

Why book your cottage in Madeline Island with Expedia?
We think that traveling should be hassle-free, so if you’re looking for cottages in Madeline Island at a competitive price, Expedia is here to help. Save money and opt for an inexpensive option far from the rush of the city, or book a luxury cottage to spoil the ones you love most.
How can I find cheap cottages in Madeline Island?
With Expedia’s useful filter tool, booking cheap cottages in Madeline Island has never been easier. To discover properties that’ll make your wallet smile, tailor your search results by amenities, budget and star rating.