Title: Madeline Island Vacation Home Rentals from CA $279: Search Top Private Vacation Homes for Rent | Expedia.ca [Madeline Island Travel Guide](https://expedia.ca/Madeline-Island.dx553248635083902716)[Hotels in Madeline Island](https://expedia.ca/Madeline-Island-Hotels.d553248635083902716.Travel-Guide-Hotels)[Vacation Rentals in Madeline Island](https://expedia.ca/Madeline-Island-Vacation-Rentals.d553248635083902716.Travel-Guide-VacationRentals)[Flights to Madeline Island](https://expedia.ca/Cheap-Flights-To-Madeline-Island.d553248635083902716.Travel-Guide-Flights)[Madeline Island Car Rentals](https://expedia.ca/Car-Rentals-In-Madeline-Island.d553248635083902716.Car-Rental-Guide)[Madeline Island Vacation Packages](https://expedia.ca/Madeline-Island.d553248635083902716.Destination-Travel-Guides) ![Madeline Island, Wisconsin](https://images.trvl-media.com/place/553248635083902716/e5f7c94f-83f8-489c-9b75-1ffde24daa5f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/553248635083902716/e5f7c94f-83f8-489c-9b75-1ffde24daa5f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Madeline Island vacation homes ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112370000/112360400/112360334/2d83ba1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112370000/112360400/112360334/fd921d6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112370000/112360400/112360334/993ade7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112370000/112360400/112360334/0c4ebdd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Cozy Getaway in Ashland [](https://www.expedia.ca/Ashland-Hotels-A-Cozy-Getaway-In-Ashland.h112360334.Hotel-Information) Ashland 10/10 Exceptional (14 reviews) "Great place and host" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dustin W. CA $165 CA $279 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Ashland-Hotels-A-Cozy-Getaway-In-Ashland.h112360334.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/61000000/60880000/60870300/60870204/66d2e15e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/61000000/60880000/60870300/60870204/dcfe1630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/61000000/60880000/60870300/60870204/60a20b73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/61000000/60880000/60870300/60870204/48e6b424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apostle Pines #4 @ Apostle Highlands Golf Course [](https://www.expedia.ca/Bayfield-Hotels-Apostle-Pines-4-Apostle-Highlands-Golf-Course.h60870204.Hotel-Information) Bayfield 9.8/10 Exceptional (16 reviews) "Outstanding property in all ways, highly recommended." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark H. CA $302 CA $653 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Bayfield-Hotels-Apostle-Pines-4-Apostle-Highlands-Golf-Course.h60870204.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119820000/119819800/119819775/1a202bc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119820000/119819800/119819775/f242714c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119820000/119819800/119819775/5094b9d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119820000/119819800/119819775/6197d80f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Up North Oasis - Families & Dogs in the Bayfield Area [](https://www.expedia.ca/Washburn-Hotels-Up-North-Oasis-Families-Dogs-In-The-Bayfield-Area.h119819775.Hotel-Information) Washburn 10/10 Exceptional (3 reviews) "Great place to stay! Plenty of amenities and Dog friendly. Would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan B. CA $219 CA $499 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Washburn-Hotels-Up-North-Oasis-Families-Dogs-In-The-Bayfield-Area.h119819775.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/72000000/71730000/71726100/71726097/91df3232.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/72000000/71730000/71726100/71726097/47bc73a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71730000/71726100/71726097/9dd5ebdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71730000/71726100/71726097/e137db3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carriage House - Chequamegon Bay, Bayfield [](https://www.expedia.ca/Bayfield-Hotels-Carriage-House-Chequamegon-Bay.h71726097.Hotel-Information) Bayfield 9.0/10 Wonderful (11 reviews) "Great location! Nice and clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janet H. CA $302 CA $653 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Bayfield-Hotels-Carriage-House-Chequamegon-Bay.h71726097.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-06&endDate=2026-02-07®ionId=553248635083902716&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Madeline+Island%2C+Wisconsin%2C+United+States+of+America®ionId=553248635083902716&latLong=46.813519%2C-90.69133&adults=2&startDate=2026-04-23&d1=2026-04-23&endDate=2026-04-26&d2=2026-04-26&lodging=CABIN) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Madeline+Island%2C+Wisconsin%2C+United+States+of+America®ionId=553248635083902716&latLong=46.813519%2C-90.69133&adults=2&startDate=2026-04-23&d1=2026-04-23&endDate=2026-04-26&d2=2026-04-26&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Madeline+Island%2C+Wisconsin%2C+United+States+of+America®ionId=553248635083902716&latLong=46.813519%2C-90.69133&adults=2&startDate=2026-04-23&d1=2026-04-23&endDate=2026-04-26&d2=2026-04-26&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Madeline+Island%2C+Wisconsin%2C+United+States+of+America®ionId=553248635083902716&latLong=46.813519%2C-90.69133&adults=2&startDate=2026-04-23&d1=2026-04-23&endDate=2026-04-26&d2=2026-04-26&lodging=CONDO) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Madeline+Island%2C+Wisconsin%2C+United+States+of+America®ionId=553248635083902716&latLong=46.813519%2C-90.69133&adults=2&startDate=2026-04-23&d1=2026-04-23&endDate=2026-04-26&d2=2026-04-26&lodging=APARTMENT) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Madeline+Island%2C+Wisconsin%2C+United+States+of+America®ionId=553248635083902716&latLong=46.813519%2C-90.69133&adults=2&startDate=2026-04-23&d1=2026-04-23&endDate=2026-04-26&d2=2026-04-26&lodging=CHALET) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FMadeline-Island-Private-Vacation-Homes.d553248635083902716-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMadeline-Island-Private-Vacation-Homes.d553248635083902716-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Madeline Island Hotel Reviews ![AmericInn by Wyndham Ashland](https://images.trvl-media.com/lodging/1000000/610000/601700/601615/8344a88e_y.jpg) ### AmericInn by Wyndham Ashland 10/10 Excellent "Landed here late at night after my previous reservation in nearby Hurly didn’t answer. The man at the front desk was wonderful and even gave me some spring water from by the lake for me and my dog. Turned a really bad night around after driving 40 miles in the snow from the original “hotel”. The pool area looks really fun, I would absolutely stay here again. " [](https://expedia.ca/Ashland-Hotels-AmericInn-By-Wyndham-Ashland.h601615.Hotel-Information) ![Blue Wave Inn](https://images.trvl-media.com/lodging/27000000/26690000/26680700/26680614/198db952_y.jpg) ### Blue Wave Inn 10/10 Excellent "Clean, generous amenities, spacious, very comfortable" [](https://expedia.ca/Ashland-Hotels-Blue-Wave-Inn.h26680614.Hotel-Information) ![Quality Inn Ashland - Lake Superior](https://images.trvl-media.com/lodging/1000000/30000/21800/21748/979c6191_y.jpg) ### Quality Inn Ashland - Lake Superior 10/10 Excellent "This hotel feels like staying in a cabin on the lake. The room was beautifully themed but also very clean. The view out the window of the lake was spectacular. The breakfast was actually quite tasty. Loads of options and even a fun pancake machine. The staff were extremely friendly and made you feel at home. They had great dinner suggestions too." [](https://expedia.ca/Ashland-Hotels-Quality-Inn-Ashland-Lake-Superior.h21748.Hotel-Information) ![Super 8 by Wyndham Ashland](https://images.trvl-media.com/lodging/1000000/460000/459600/459528/23163c47_y.jpg) ### Super 8 by Wyndham Ashland 10/10 Excellent "One of the best Super 8s we’ve stayed at. Hot breakfast, working hot tub, carpeted room, soft towels, great housekeeping staff." [](https://expedia.ca/Ashland-Hotels-Super-8-By-Wyndham-Ashland.h459528.Hotel-Information) ![Cobblestone Inn & Suites - Ashland](https://images.trvl-media.com/lodging/28000000/27290000/27288700/27288622/15c117bb_y.jpg) ### Cobblestone Inn & Suites - Ashland 10/10 Excellent "Excellent breakfast, lovely hotel, clean and modern" [](https://expedia.ca/Ashland-Hotels-Cobblestone-Inn-Suites-Ashland.h27288622.Hotel-Information) ![Best Western The Hotel Chequamegon](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232876/2ca0a607_y.jpg) ### Best Western The Hotel Chequamegon 10/10 Excellent "Excellent, nice and clean 🌷" [](https://expedia.ca/Ashland-Hotels-Best-Western-The-Hotel-Chequamegon.h5232876.Hotel-Information) ![The Washburn Inn - On the Lake](https://images.trvl-media.com/lodging/1000000/460000/459700/459665/b643ecc7_y.jpg) ### The Washburn Inn - On the Lake 10/10 Excellent "As someone who has worked in hotels for the last 10 years on and off, this room was so well cleaned in comparison to others ive had to check and have stayed in. I will be coming back " [](https://expedia.ca/Washburn-Hotels-The-Washburn-Inn-On-The-Lake.h459665.Hotel-Information) ![Legendary Waters Resort & Casino](https://images.trvl-media.com/lodging/62000000/61480000/61478500/61478483/00893773_y.jpg) ### Legendary Waters Resort & Casino 10/10 Excellent "Front desk daytime lady was excellent." [](https://expedia.ca/Bayfield-Hotels-Legendary-Waters-Resort-Casino.h61478483.Hotel-Information) ![Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles](https://images.trvl-media.com/lodging/28000000/27140000/27131800/27131731/681039e7_y.jpg) ### Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles 10/10 Excellent "The balcony view was very peaceful and the kitchen had everything we needed to make small meals. " [](https://expedia.ca/Bayfield-Hotels-Bayfield-No-Cleaning-Fees.h27131731.Hotel-Information) ## Find out more about Madeline Island ## Madeline Island Vacation Homes information | Number of reviews | 42 | | ----------------- | ----------------- | | Accommodation | 85 Vacation Homes | | Lowest Price | CA $279 | | Highest Price | CA $653 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [5 Star Hotels in Washburn ](https://www.expedia.ca/5Star-Washburn-Hotels.s50-0-d10365.Travel-Guide-Filter-Hotels) - [Hotels near Apostle Islands Cruises ](https://www.expedia.ca/Apostle-Islands-Cruises-Hotels.0-l553248621552334722-0.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Apostle Islands ](https://www.expedia.ca/Apostle-Islands-Hotels-Luxury-Hotel.0-0-d553248635083916478-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Apostle Islands Hotels ](https://www.expedia.ca/Apostle-Islands-Hotels.d553248635083916478.Travel-Guide-Hotels) - 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