Title: Madeline Island Vacation Rentals from CA $326: Short-Term Rentals for 2026 | 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)[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) ![Big Bay State Park, Madeline Island](https://images.trvl-media.com/place/635019186360348672/03efc056-b655-418f-ba97-fb2072770447.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Kate Johnson # Madeline Island Vacation Rentals - ![](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 Tonight [Dec 27 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2025-12-27&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2025-12-28&endDate=2025-12-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2026-01-09&endDate=2026-01-11&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 rentals ![Exterior](https://images.trvl-media.com/lodging/40000000/39180000/39174200/39174175/ed3df949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39180000/39174200/39174175/9e70e274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/40000000/39180000/39174200/39174175/4556935f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/40000000/39180000/39174200/39174175/5c6c754e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Bayfield [](https://www.expedia.ca/Bayfield-Hotels-Northwoods-Chalet-Brickyard-Creek.h39174175.Hotel-Information) 10/10 Exceptional (76) "It was perfect. Clean, cozy. Great get away for the wife and me " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bill R. CA $283 CA $538 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Bayfield-Hotels-Northwoods-Chalet-Brickyard-Creek.h39174175.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73570000/73561200/73561135/56c72fdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73570000/73561200/73561135/1b858713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/74000000/73570000/73561200/73561135/bf054ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/74000000/73570000/73561200/73561135/24df295f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Bayfield [](https://www.expedia.ca/Bayfield-Hotels-The-Copper-Squirrel-Is-A-Secluded-Full-Log-Cabin-On-10-Acres.h73561135.Hotel-Information) 10/10 Exceptional (27) "Perfect little cabin. So easy to kick back and relax and with local attractions being just 15-20 min away the location was perfect. Clean cabin, very responsive and kind host. Would 100% recommend to anyone looking to explore the beautiful Bayfield area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lance K. CA $219 CA $326 total includes taxes & fees Jan 18 - Jan 19, 2026 [](https://www.expedia.ca/Bayfield-Hotels-The-Copper-Squirrel-Is-A-Secluded-Full-Log-Cabin-On-10-Acres.h73561135.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/40000000/39180000/39171900/39171859/f00e9bd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/40000000/39180000/39171900/39171859/fd9d80bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/40000000/39180000/39171900/39171859/941e4c3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/40000000/39180000/39171900/39171859/329b92a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Bayfield [](https://www.expedia.ca/Bayfield-Hotels-Woodland-Chalet-Brickyard-Creek.h39171859.Hotel-Information) 9.8/10 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](https://a.travel-assets.com/egds/marks/flags/us.svg) Wendy L. CA $271 CA $523 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Bayfield-Hotels-Woodland-Chalet-Brickyard-Creek.h39171859.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/54000000/53630000/53620200/53620159/27c92375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/54000000/53630000/53620200/53620159/30481749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/54000000/53630000/53620200/53620159/f40eb867.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/54000000/53630000/53620200/53620159/b73e9c38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Bayfield [](https://www.expedia.ca/Bayfield-Hotels-Apostle-Iss-Gatewaynext-Scenic-Marinasfireplacejacuzzicorner-W-4-Windows.h53620159.Hotel-Information) 9.8/10 Exceptional (229) "Location was perfect!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) amy g. CA $135 CA $253 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Bayfield-Hotels-Apostle-Iss-Gatewaynext-Scenic-Marinasfireplacejacuzzicorner-W-4-Windows.h53620159.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/37000000/36370000/36367300/36367298/f56951dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/37000000/36370000/36367300/36367298/b0d497e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/37000000/36370000/36367300/36367298/d48761ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/37000000/36370000/36367300/36367298/09eb648f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Bayfield [](https://www.expedia.ca/Bayfield-Hotels-Lake-Side-Room-At-The-Copper-Trout.h36367298.Hotel-Information) 9.2/10 Wonderful (100) "Great location and exactly what we needed for our two night stay in Bayfield. Everything in town was walkable from the VRBO as well. Would stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexander L. CA $245 CA $315 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Bayfield-Hotels-Lake-Side-Room-At-The-Copper-Trout.h36367298.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/72000000/71610000/71607600/71607554/b21cd706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71610000/71607600/71607554/b8ab4c9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71610000/71607600/71607554/89acf76c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/72000000/71610000/71607600/71607554/1f7fdb4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Bayfield [](https://www.expedia.ca/Bayfield-Hotels-Bayfield-Fruit-Loop-Retreat-Main-Cottage.h71607554.Hotel-Information) 10/10 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](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew CA $358 CA $437 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Bayfield-Hotels-Bayfield-Fruit-Loop-Retreat-Main-Cottage.h71607554.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90920000/90917600/90917599/5264f2cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/91000000/90920000/90917600/90917599/1c1be016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90920000/90917600/90917599/0757bb19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90920000/90917600/90917599/6cde7c78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Bayfield [](https://www.expedia.ca/Bayfield-Hotels-Brookside-Hide-A-Way-2.h90917599.Hotel-Information) 9.6/10 Exceptional (35) "Clean, well organized cabin, great Decor!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) kathy m. CA $173 CA $308 total includes taxes & fees Dec 31 - Jan 1, 2026 [](https://www.expedia.ca/Bayfield-Hotels-Brookside-Hide-A-Way-2.h90917599.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/88000000/87830000/87820800/87820705/2f211eba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/88000000/87830000/87820800/87820705/41ef8e87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87830000/87820800/87820705/344ff3c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/88000000/87830000/87820800/87820705/24bc9c19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Ashland [](https://www.expedia.ca/Ashland-Hotels-North-Apartment-With-Lake-Superior-Views.h87820705.Hotel-Information) 10/10 Exceptional (42) "We loved our stay! It was a beautiful place and so comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer S. CA $135 CA $268 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Ashland-Hotels-North-Apartment-With-Lake-Superior-Views.h87820705.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112370000/112360400/112360334/ef6d6756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/113000000/112370000/112360400/112360334/4cd50437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112370000/112360400/112360334/2d83ba1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112370000/112360400/112360334/82095ed3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Ashland [](https://www.expedia.ca/Ashland-Hotels-A-Cozy-Getaway-In-Ashland.h112360334.Hotel-Information) 10/10 Exceptional (14) "Great place and host" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dustin W. CA $205 CA $331 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Ashland-Hotels-A-Cozy-Getaway-In-Ashland.h112360334.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/61000000/60880000/60870300/60870204/2013cec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/61000000/60880000/60870300/60870204/da7baf66.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) ![Outdoor dining](https://images.trvl-media.com/lodging/61000000/60880000/60870300/60870204/0803b3f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Bayfield [](https://www.expedia.ca/Bayfield-Hotels-Apostle-Pines-4-Apostle-Highlands-Golf-Course.h60870204.Hotel-Information) 9.6/10 Exceptional (15) "Very clean, relaxing and beautiful location! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Garry H. CA $299 CA $648 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Bayfield-Hotels-Apostle-Pines-4-Apostle-Highlands-Golf-Course.h60870204.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71730000/71726100/71726097/1adf2f18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/72000000/71730000/71726100/71726097/07d9c9a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71730000/71726100/71726097/d68008a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71730000/71726100/71726097/674bdb83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Bayfield [](https://www.expedia.ca/Bayfield-Hotels-Carriage-House-Chequamegon-Bay.h71726097.Hotel-Information) 9.0/10 Wonderful (11) "This is a nice home nestled in a beautiful wooded area. Very clean and comfortable, nice attention to detail. It’s in close proximity to Bayfield, which is a hidden gem of the Great Lakes area. We’ve been to 49 states, and this area is one of our favorites." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt CA $283 CA $626 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Bayfield-Hotels-Carriage-House-Chequamegon-Bay.h71726097.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) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119820000/119819800/119819775/6197d80f.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/120000000/119820000/119819800/119819775/8b8c4891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Washburn [](https://www.expedia.ca/Washburn-Hotels-Up-North-Oasis-Families-Dogs-In-The-Bayfield-Area.h119819775.Hotel-Information) 10/10 Exceptional (1) CA $185 CA $443 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Washburn-Hotels-Up-North-Oasis-Families-Dogs-In-The-Bayfield-Area.h119819775.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/52000000/51870000/51868300/51868228/696abff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/52000000/51870000/51868300/51868228/ec156335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/52000000/51870000/51868300/51868228/39b0f607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/52000000/51870000/51868300/51868228/f3ad3563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Bayfield [](https://www.expedia.ca/Bayfield-Hotels-Spacious-Home-On-Lake-Superior-1-Mile-From-Bayfield.h51868228.Hotel-Information) 10/10 Exceptional (111) "Beautiful views, great location and proximity to Bayfield. Loved our stay. Will be back in the fall! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Monica O. [](https://www.expedia.ca/Bayfield-Hotels-Spacious-Home-On-Lake-Superior-1-Mile-From-Bayfield.h51868228.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/104000000/103840000/103835600/103835564/85a7c9a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103840000/103835600/103835564/9715b9d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103840000/103835600/103835564/2df2a561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/104000000/103840000/103835600/103835564/b30f00d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Bayfield [](https://www.expedia.ca/Bayfield-Hotels-Outer-Island-Apartment-The-Copper-Crown.h103835564.Hotel-Information) 9.8/10 Exceptional (8) "The home looks as pictured and is settled up on a hill with great sight lines over the town and Lake Superior. My daughter and I didn’t mind the extra muscle burn walking up/down hill to walk the shops or grab a bit to eat. The location was an easy drive to park if desired downtown or head to Washburn for dinner. The room had all necessities for the kitchen, bathroom, shower, and cozy bed after kayaking and hiking. Thanks for a great stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin W. CA $263 CA $452 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Bayfield-Hotels-Outer-Island-Apartment-The-Copper-Crown.h103835564.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/37000000/36370000/36367800/36367737/fe862569.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/37000000/36370000/36367800/36367737/0b6c59d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/37000000/36370000/36367800/36367737/805b3d6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/37000000/36370000/36367800/36367737/5d75f27d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Bayfield [](https://www.expedia.ca/Bayfield-Hotels-Avenue-Side-Room-At-The-Copper-Trout.h36367737.Hotel-Information) 9.6/10 Exceptional (86) "Room was very clean and in a great location. Easy access to everything there is to do in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary D. CA $245 CA $315 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Bayfield-Hotels-Avenue-Side-Room-At-The-Copper-Trout.h36367737.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=2026-01-10&endDate=2026-01-11®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=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&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=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&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=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&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=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&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=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&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=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&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-Vacation-Rentals.d553248635083902716.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMadeline-Island-Vacation-Rentals.d553248635083902716.Travel-Guide-VacationRentals) ## Top Madeline Island Hotel Reviews ![Blue Wave Inn](https://images.trvl-media.com/lodging/27000000/26690000/26680700/26680614/198db952_y.jpg) ### Blue Wave Inn 10/10 Excellent "There was a bar/restaurant downstairs but since we were trying to isolate prior to my husband's transplant next week, we didn't go there. The view of Lake Superior and access to the beach area was great. The only staff person we interacted with was by text/email (because of our desire to isolate). Response times were very good. " [](https://expedia.ca/Ashland-Hotels-Blue-Wave-Inn.h26680614.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 "This hotel is a gem! It is clean with great staff. The restaurant and brewery next door have the best steak! Stay, eat, workout, and shop downtown. " [](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 "Matt at the front desk made us feel welcome after a long trip!" [](https://expedia.ca/Ashland-Hotels-Best-Western-The-Hotel-Chequamegon.h5232876.Hotel-Information) ![Great Water Inn](https://images.trvl-media.com/lodging/116000000/115360000/115357300/115357231/31aeb843_y.jpg) ### Great Water Inn 10/10 Excellent "The room was clean and very welcoming! " [](https://expedia.ca/Bayfield-Hotels-Great-Water-Inn.h115357231.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 "Yes, very good. The biscuit gravy was amazing. It was a good hot breakfast " [](https://expedia.ca/Ashland-Hotels-Quality-Inn-Ashland-Lake-Superior.h21748.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) ![AmericInn by Wyndham Ashland](https://images.trvl-media.com/lodging/1000000/610000/601700/601615/8344a88e_y.jpg) ### AmericInn by Wyndham Ashland 10/10 Excellent "Staff was super friendly and patient" [](https://expedia.ca/Ashland-Hotels-AmericInn-By-Wyndham-Ashland.h601615.Hotel-Information) ![Mission Springs Resort](https://images.trvl-media.com/lodging/16000000/15040000/15037700/15037664/35b3e2c4_y.jpg) ### Mission Springs Resort 10/10 Excellent "Pet friendly." [](https://expedia.ca/Ashland-Hotels-Mission-Springs-Resort.h15037664.Hotel-Information) ## Find out more about Madeline Island You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded. As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Madeline Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. 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