Photo by Kate Johnson

Madeline Island Holiday Rentals

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Our top choices for Madeline Island holiday rentals

10.0 out of 10, Exceptional, (77)
"Perfect place for our family to gather. We loved it. "
United States
Deborah K.
Madeline Island Cottage Overlooking Apostle Islands
9.6 out of 10, Exceptional, (89)
"Nice location and very good access to everything. "
United States
john M.
Escape To Madeline Island ! Superior Lakefront 2 Bedroom Condo
10.0 out of 10, Exceptional, (86)
"This house is comfortable in warm or cool weather. We enjoyed the care taken to make the inside as well as the gardens attractive. "
United States
Barbara M.
Guest House on Owners Lakefront Property
9.8 out of 10, Exceptional, (17)
"This multi-level house/cabin works well for family and friends to gather on the island. Lots of room inside and outside for potluck dinners and game nights. The basement 2br apartment was especially nice for our son's family with a toddler. The kitchen is well equipped and has excellent appliances. Claire was a great host and responded immediately to all questions. There is excellent storage and lots of refrigerator and freezer space for your island stay, "
United States
Liz h.
SUMMER SPECIALS Beautiful lake front, beach and pool table
10.0 out of 10, Exceptional, (4)
"Great location, clean, owners were responsive and helped with any issues. I would stay here again. "
United States
Angela M.
Camp in style with AC/heat, WIFI, on Main Street, 1 block from Joni's beach
10.0 out of 10, Exceptional, (46)
"Great location, great fit for our get away."
United States
Zach L.
Upper level, one bedroom, one bath condo, with Lake Superior views.
10.0 out of 10, Exceptional, (5)
"The Hermitage was a great place to stay while we took classes at the Madeline Island School of the Arts. "
United States
Christopher S.
The Hermitage: An unplugged getaway in the woods on gorgeous Madeline Island.

Apartment in La Pointe

Bell Street Lodging-Retreat
10.0 out of 10, Exceptional, (76)
"Perfect for our group if 7!"
United States
Timothy F.
Bell Street Lodging-Retreat
10.0 out of 10, Exceptional, (64)
"Perfect location in the woods, loved sitting on the deck and stargazing in the yard."
United States
James M.
Spirit Lodge- Log Cabin with Large front porch

Condo in La Pointe

# 1 Lakeside
10.0 out of 10, Exceptional, (135)
"Great location and extremely clean! "
United States
Karla E.
# 1 Lakeside
9.4 out of 10, Exceptional, (13)
"MossCreak Cabin is exactly as advertised. It was perfect for our family and family dogs. The bedrooms are spacious - and more importantly, the mattresses are extremely comfortable. I slept soundly every night- happily awakening to the birds. "
United States
Rebecca K.
Moss Creek Cabin in the woods on Madeline Island

Holiday Home in La Pointe

Private Beach and Endless Water
8.8 out of 10, Excellent, (45)
"Beach was amazing..."
United States
Chasity L.
Private Beach and Endless Water

Condo in La Pointe

Bell Street Lodging-Suite
9.8 out of 10, Exceptional, (102)
"Wonderful location- smooth check in process - clean accommodations- hoping to return next year!"
United States
Dorine C.
Bell Street Lodging-Suite

Apartment in La Pointe

Suite One at La Pointe Lodging
9.8 out of 10, Exceptional, (22)
"Lovely place!!"
United States
Anne R.
Suite One at La Pointe Lodging
9.8 out of 10, Exceptional, (16)
"Cozy, clean and comfortable. Appreciated all of the amenities, including the lake viewing tent apart from the cabin itself. Great tucked away spot on the island. "
United States
tom b.
3 Bears at South Shore Vista Overlooking Lake Superior

Holiday Home in La Pointe

Cute cottage on the golf course
9.4 out of 10, Exceptional, (70)
"It was a comfortable, relaxing cabin and just what we needed. Very clean, host was very nice and responsive with any questions. "
United States
Greg
Cute cottage on the golf course
9.6 out of 10, Exceptional, (222)
"Great location!"
United States
Mary A.
Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

Cottage in Ashland

Mission Springs Resort
3.0 star property
9.4 out of 10, Exceptional, (67)
"The accomodations were lovely and quaint! Everything was clean and comfy."
United States
Cynthia
Mission Springs Resort
10.0 out of 10, Exceptional, (30)
"Awesome accomodations for us and our two dogs! Quiet and secluded location! Perfect!"
United States
Jon M.
The Acorn of Little Sand Bay Secluded, Wooded, and Dog Friendly!
10.0 out of 10, Exceptional, (63)
"Perfect location and nice home for 6 adults. We enjoyed our stay. "
United States
Dawn B.
Lakeview Condo: Downtown Bayfield, Beach, Deck
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

Everything you need to know about Madeline Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Madeline Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Madeline Island holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Madeline Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Madeline Island holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Madeline Island rentals

At Expedia, we put the best Madeline Island holiday 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 holiday.

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.