A rocky shoreline with clear water, a small tree on a rock formation, and lush greenery.

Madeline Island Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Madeline Island vacation rentals

A backyard with a fire pit, a chair, and a grill.

1. Camp in style with AC/heat, WIFI, on Main Street, 1 block from Joni's beach

Camp in style with AC/heat, WIFI, on Main Street, 1 block from Joni's beach
La Pointe
10.0 out of 10, Exceptional, (13 reviews)
"Very friendly and responsive owners. Very comfortable stay!"
United States
Grace A.
Camp in style with AC/heat, WIFI, on Main Street, 1 block from Joni's beach
A covered porch with a blue railing, a door labeled "Annex 1", and two chairs.

2. Annex No. 1 DePerrys | On Lake Superior Shoreline

Annex No. 1 DePerrys | On Lake Superior Shoreline
Bayfield
9.8 out of 10, Exceptional, (48 reviews)
"Cute and cozy little place! Perfect for our anniversary weekend getaway!"
United States
Kabao
$225 nightly
The price is $240
Oct 6 - Oct 7
Total with taxes and fees
Annex No. 1 DePerrys | On Lake Superior Shoreline
A gazebo with a snow-covered ground, a bench, and a railing.

3. 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, (259 reviews)
"Wonderful clean and well appointed place!"
United States
Kinda S.
$191 nightly
The price is $214
Sep 27 - Sep 28
Total with taxes and fees
Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows
A bedroom with a bed, bedside table, lamp, and a dresser with a coffee maker.

4. Avenue Side Room at The Copper Trout.

Avenue Side Room at The Copper Trout.
Bayfield
9.6 out of 10, Exceptional, (93 reviews)
"The room was awesome - all that we needed. Right in town so very walkable. We would definitely stay here again when we are in the area."
United States
Brendon
$244 nightly
The price is $278
Sep 27 - Sep 28
Total with taxes and fees
Avenue Side Room at The Copper Trout.
A room with a table and chairs, large windows, and a view of a building and water.

5. Lower Flat @ Steeple Hill Flats, Bayfield

Lower Flat @ Steeple Hill Flats, Bayfield
Bayfield
9.2 out of 10, Wonderful, (25 reviews)
"Nice and cozy with a great view. The outside spaces could use some tidying up and paint, but once inside the place was awesome."
United States
Lori
$215 nightly
The price is $247
Oct 18 - Oct 19
Total with taxes and fees
Lower Flat @ Steeple Hill Flats, Bayfield
A living room with a fireplace, sofas, a TV, and large windows.

6. Ada O’Day Condominium #2 – Lake Superior Views in the Heart of Bayfield

Ada O’Day Condominium #2 – Lake Superior Views in the Heart of Bayfield
Bayfield
10.0 out of 10, Exceptional, (20 reviews)
"Great property…. Very clean woth comfortable beds. Great location!"
United States
Marj J.
$297 nightly
The price is $339
Sep 28 - Sep 29
Total with taxes and fees
Ada O’Day Condominium #2 – Lake Superior Views in the Heart of Bayfield
A dining area with a table, chairs, and a large window with a view of a green landscape.

7. Cozy 1-bedroom studio in serene Bayfield with AC

Cozy 1-bedroom studio in serene Bayfield with AC
Bayfield
9.2 out of 10, Wonderful, (7 reviews)
$255 nightly
The price is $286
Sep 28 - Sep 29
Total with taxes and fees
Cozy 1-bedroom studio in serene Bayfield with AC

8. The Little Bodin

The Little Bodin
Bayfield
9.8 out of 10, Exceptional, (67 reviews)
"Great central location in downtown Bayfield. Very clean. Perfect for our family of four’s long weekend in Bayfield."
United States
Andrew
$314 nightly
The price is $358
Sep 27 - Sep 28
Total with taxes and fees
The Little Bodin
A spacious living room with a fireplace, a sofa, and a dining area with a table and chairs.

9. Mission Springs Resort

Mission Springs Resort
3.0 star property
Ashland
9.4 out of 10, Exceptional, (79 reviews)
"A little older cabin than we thought but quaint. Quiet and clean. I would recommend this"
United States
Brian r
$141 nightly
The price is $149
Oct 26 - Oct 27
Total with taxes and fees
Mission Springs Resort
A bedroom with two beds, a ceiling fan, a wall-mounted clock, and a bathroom visible through an open door.

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

Brookside Hide-A-Way #2, Port Superior, Bayfield
Bayfield
9.8 out of 10, Exceptional, (41 reviews)
"Great place and wonderful rear deck. Wish we had more time to spend there."
United States
Don L.
$243 nightly
The price is $274
Oct 7 - Oct 8
Total with taxes and fees
Brookside Hide-A-Way #2, Port Superior, Bayfield
A living room with a sofa, wooden chairs, a coffee table, a TV, and a bookshelf.

11. Bayfield Island View `Fedora` on Lake Superior

Bayfield Island View `Fedora` on Lake Superior
Bayfield
9.8 out of 10, Exceptional, (38 reviews)
"Great place to stay on the water. Id stay here again!!"
United States
kris p.
$409 nightly
The price is $451
Sep 30 - Oct 1
Total with taxes and fees
Bayfield Island View `Fedora` on Lake Superior
A round table with a dark tablecloth and a decorative piece on it, surrounded by wooden chairs. A large window offers a view of a body of water and trees.

12. Lake Shore Home with private dock and large deck--1 mile from Bayfield

Lake Shore Home with private dock and large deck--1 mile from Bayfield
Bayfield
10.0 out of 10, Exceptional, (121 reviews)
"Great property! wonderful rejuvenation time for myself and my family"
United States
Brian
$515 nightly
The price is $577
Oct 18 - Oct 19
Total with taxes and fees
Lake Shore Home with private dock and large deck--1 mile from Bayfield
A grassy area with a pond and a wooden structure.

13. Bayfield Island View Lodging "Sevona Suite" on Lake Superior with Best Lake view

Bayfield Island View Lodging "Sevona Suite" on Lake Superior with Best Lake view
Bayfield
9.8 out of 10, Exceptional, (37 reviews)
"It was perfect and the property was thoughtfully appointed, clean with great views - everything was so close - we would definitely come back"
United States
Kjrk R.
$409 nightly
The price is $451
Sep 30 - Oct 1
Total with taxes and fees
Bayfield Island View Lodging "Sevona Suite" on Lake Superior with Best Lake view

14. Outer Island Apartment @ The Copper Crown

Outer Island Apartment @ The Copper Crown
Bayfield
9.8 out of 10, Exceptional, (14 reviews)
"Great location and nice little space to stay near the downtown area."
United States
Rickandheather H.
$314 nightly
The price is $361
Oct 12 - Oct 13
Total with taxes and fees
Outer Island Apartment @ The Copper Crown
A wooden deck with a view of the ocean and a full moon.

15. All season cottage overlooking the private beach on Lake Superior

All season cottage overlooking the private beach on Lake Superior
Washburn
10.0 out of 10, Exceptional, (21 reviews)
"Clean, quiet, beautiful private beach! "
United States
Abby K.
$372 nightly
The price is $417
Oct 14 - Oct 15
Total with taxes and fees
All season cottage overlooking the private beach on Lake Superior
A modern kitchen with a wooden table and bar stools, a ceiling fan, and pendant lights.

16. South Apartment on Main Street

South Apartment on Main Street
Ashland
9.8 out of 10, Exceptional, (24 reviews)
"Very nice accommodations. Close to downtown area with shops and Bayview park. "
United States
Mark
$195 nightly
The price is $215
Sep 28 - Sep 29
Total with taxes and fees
South Apartment on Main Street
A modern cabin with a sloped roof, large windows, and a deck area with seating and potted plants.

17. The Acorn of Little Sand Bay Secluded, Wooded, and Dog Friendly!

The Acorn of Little Sand Bay Secluded, Wooded, and Dog Friendly!
Bayfield
10.0 out of 10, Exceptional, (41 reviews)
"Enjoyed our few nights at this lovely home. So many special touches! Really enjoyed the screened in area and lighting fires and having smores around the fire pit."
United States
elizabeth
$313 nightly
The price is $330
Sep 29 - Sep 30
Total with taxes and fees
The Acorn of Little Sand Bay Secluded, Wooded, and Dog Friendly!
A beach with a wooden barrier and calm water reflecting sunlight.

18. The Copper Squirrel is a secluded full log cabin on 10 acres.

The Copper Squirrel is a secluded full log cabin on 10 acres.
Bayfield
10.0 out of 10, Exceptional, (44 reviews)
"Great place to relax and close enough to Bayfield, a fun and charming seaport."
United States
Tad S.
$313 nightly
The price is $330
Oct 8 - Oct 9
Total with taxes and fees
The Copper Squirrel is a secluded full log cabin on 10 acres.
A bedroom with a bed, a bedside table, a lamp, and a window with blinds.

19. Lake Side Room at The Copper Trout.

Lake Side Room at The Copper Trout.
Bayfield
9.2 out of 10, Wonderful, (113 reviews)
"Room was clean and in a great location for enjoying the greater Bayfield area."
United States
Sally R.
$244 nightly
The price is $278
Sep 27 - Sep 28
Total with taxes and fees
Lake Side Room at The Copper Trout.
A sandy beach with a large tree and dense greenery.

20. Bayfield Fruit Loop Retreat - Rock Garden Cottage in the woods

Bayfield Fruit Loop Retreat - Rock Garden Cottage in the woods
Bayfield
10.0 out of 10, Exceptional, (50 reviews)
"We liked the location and we appreciated the attention to detail that was provided by the host. It was a nice stay."
United States
Char and Ken D.
$396 nightly
The price is $443
Oct 16 - Oct 17
Total with taxes and fees
Bayfield Fruit Loop Retreat - Rock Garden Cottage in the woods
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

Harbor's Edge Motel

Harbor's Edge Motel

10/10 Excellent
"The hotel is in a fantastic location. Most everything was in walking distance. Our room was on the 2nd floor and had a view of Lake Superior. The room was exceptionally clean. The whole property was very neat and tidy. The bathroom is a little small and the sink is located in the main room, but wouldn't stop us from staying here again. The staff were all very friendly, helpful and welcoming. Very happy with our stay here."
Pamela 1-night trip
Posted 8 hours ago
Harbor's Edge Motel

Find out more about Madeline Island

Everything you need to know about Madeline Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Madeline Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Madeline Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Madeline Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Madeline Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Madeline Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $149 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Madeline Island rentals

At Expedia, we put the best Madeline Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Madeline Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Madeline Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Madeline Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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