Vacation rentals in Madeline Island, WI

Best Vacation rentals and Airbnb offers in Madeline Island, WI

Bell Street Lodging-Suite

Apartment, Madeline Island

Bell Street Lodging-Suite is a apartment in Madeline Island. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Bell Street Lodging-Suite

Bell Street Lodging-Suite is a apartment in Madeline Island. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, ac, air conditioning, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,528.

From$218/night

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Upper level, one bedroom, one bath condo, with Lake Superior views.

Condo, Madeline Island

Upper level, one bedroom, one bath condo, with Lake Superior views. is a condo in Madeline Island, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Upper level, one bedroom, one bath condo, with Lake Superior views.

Upper level, one bedroom, one bath condo, with Lake Superior views. is a condo in Madeline Island, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,638.

From$234/night

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Bayfield Pilot House \"Admirals Quarters\" Lake Views. Sleeps 4 in same room.

B & B, Madeline Island

Bayfield Pilot House \"Admirals Quarters\" Lake Views. Sleeps 4 in same room. is a b & b in Madeline Island, with easy beach access, parking, and room for a group. This stay gives travelers…

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About Bayfield Pilot House \"Admirals Quarters\" Lake Views. Sleeps 4 in same room.

Bayfield Pilot House \"Admirals Quarters\" Lake Views. Sleeps 4 in same room. is a b & b in Madeline Island, with easy beach access, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, gym, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,769.

From$253/night

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The Hermitage: An unplugged getaway in the woods on gorgeous Madeline Island.

Cabin, Madeline Island

The Hermitage: An unplugged getaway in the woods on gorgeous Madeline Island. is a cabin in Madeline Island, with parking and kitchen access. This stay gives travelers a comfortable base…

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About The Hermitage: An unplugged getaway in the woods on gorgeous Madeline Island.

The Hermitage: An unplugged getaway in the woods on gorgeous Madeline Island. is a cabin in Madeline Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,857.

From$265/night

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Browse Waterfront Vacation Rentals in Madeline Island, WI

Discover vacation rentals close to the coast, water, and beach areas around Madeline Island, WI.

Harborside Condo | Bayfield Lake Superior

Condo, Madeline Island

Harborside Condo · Bayfield Lake Superior is a condo in Madeline Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Harborside Condo | Bayfield Lake Superior

Harborside Condo · Bayfield Lake Superior is a condo in Madeline Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,326.

From$332/night

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Bayfield Oasis: Stunning Lake Superior views within walking distance to town!

Holiday Home, Madeline Island

Bayfield Oasis: Stunning Lake Superior views within walking distance to town! is a holiday home in Madeline Island, with easy beach access and parking. This stay gives travelers a…

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About Bayfield Oasis: Stunning Lake Superior views within walking distance to town!

Bayfield Oasis: Stunning Lake Superior views within walking distance to town! is a holiday home in Madeline Island, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,482.

From$355/night

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

Apartment, Madeline Island

Bayfield Island View Lodging \"Sevona Suite\" on Lake Superior with Best Lake view is a apartment in Madeline Island, with easy beach access, parking, and kitchen access. This stay gives…

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About 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 is a apartment in Madeline Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, beachfront, and beach front.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,650.

From$379/night

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Spacious home with EV charging station two miles from Big Bay Town Park.

Holiday Home, Madeline Island

Spacious home with EV charging station two miles from Big Bay Town Park. is a holiday home in Madeline Island, with easy beach access, parking, and kitchen access. This stay gives travelers…

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About Spacious home with EV charging station two miles from Big Bay Town Park.

Spacious home with EV charging station two miles from Big Bay Town Park. is a holiday home in Madeline Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,857.

From$551/night

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Best Madeline Island, WI vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Parkside Condo 3 - Convenient In Town Condo

Condo, Madeline Island

Parkside Condo 3 - Convenient In Town Condo is a condo in Madeline Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Parkside Condo 3 - Convenient In Town Condo

Parkside Condo 3 - Convenient In Town Condo is a condo in Madeline Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,147.

From$450/night

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Parkside Condo 7 - Condo Conveniently Located Across from Joni`s Beach

Condo, Madeline Island

Parkside Condo 7 - Condo Conveniently Located Across from Joni`s Beach is a condo in Madeline Island, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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About Parkside Condo 7 - Condo Conveniently Located Across from Joni`s Beach

Parkside Condo 7 - Condo Conveniently Located Across from Joni`s Beach is a condo in Madeline Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,181.

From$454/night

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Feeling Superior - Cliffside Home with Amazing Lake Superior Views!

Holiday Home, Madeline Island

Feeling Superior - Cliffside Home with Amazing Lake Superior Views! is a holiday home in Madeline Island, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Feeling Superior - Cliffside Home with Amazing Lake Superior Views!

Feeling Superior - Cliffside Home with Amazing Lake Superior Views! is a holiday home in Madeline Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,350.

From$621/night

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Beautiful home on Madeline Island summer specials

Country House, Madeline Island

Beautiful home on Madeline Island summer specials is a country house in Madeline Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Beautiful home on Madeline Island summer specials

Beautiful home on Madeline Island summer specials is a country house in Madeline Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,677.

From$668/night

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Best Pet-Friendly Vacation Rentals in Madeline Island, WI

Bring your pet along with stays that welcome four-legged travelers.

Comfortable suite, great location, easy access to Lake Superior!

Apartment, Madeline Island

Comfortable suite, great location, easy access to Lake Superior! is a apartment in Madeline Island, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Comfortable suite, great location, easy access to Lake Superior!

Comfortable suite, great location, easy access to Lake Superior! is a apartment in Madeline Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,817.

From$260/night

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Superior View - 2 Bed/1 Bath Second-floor Apartment overlooking the Ferry Harbor!

Apartment, Madeline Island

Superior View - 2 Bed/1 Bath Second-floor Apartment overlooking the Ferry Harbor! is a apartment in Madeline Island, with pet-friendly space. This stay gives travelers a comfortable base…

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About Superior View - 2 Bed/1 Bath Second-floor Apartment overlooking the Ferry Harbor!

Superior View - 2 Bed/1 Bath Second-floor Apartment overlooking the Ferry Harbor! is a apartment in Madeline Island, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,424.

From$346/night

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Calm-365 Guest Fav in Wisconsin

Cabin, Madeline Island

Calm-365 Guest Fav in Wisconsin is a cabin in Madeline Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Calm-365 Guest Fav in Wisconsin

Calm-365 Guest Fav in Wisconsin is a cabin in Madeline Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,475.

From$354/night

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Mary Ann`s - Located on Beautiful Russell Bay with Lake Access across the Street!

Holiday Home, Madeline Island

Mary Ann`s - Located on Beautiful Russell Bay with Lake Access across the Street! is a holiday home in Madeline Island, with easy beach access, parking, and kitchen access. This stay gives…

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About Mary Ann`s - Located on Beautiful Russell Bay with Lake Access across the Street!

Mary Ann`s - Located on Beautiful Russell Bay with Lake Access across the Street! is a holiday home in Madeline Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,970.

From$424/night

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Best Madeline Island, WI vacation rentals with a kitchen

Compare stays with kitchen access for longer trips and easier meals.

Balsam House in Washburn, Wisconsin

Holiday Home, Madeline Island

Balsam House in Washburn, Wisconsin is a holiday home in Madeline Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Balsam House in Washburn, Wisconsin

Balsam House in Washburn, Wisconsin is a holiday home in Madeline Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,234.

From$319/night

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T West Lodging at Bell Street Downtown Madeline Island

Condo, Madeline Island

T West Lodging at Bell Street Downtown Madeline Island is a condo in Madeline Island, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About T West Lodging at Bell Street Downtown Madeline Island

T West Lodging at Bell Street Downtown Madeline Island is a condo in Madeline Island, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, ac, air conditioning, and tv.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,413.

From$345/night

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Bayfield Pilot House \"Crows Nest\", Sleeps 2, Lake Views, 1 block from Ferry.

B & B, Madeline Island

Bayfield Pilot House \"Crows Nest\", Sleeps 2, Lake Views, 1 block from Ferry. is a b & b in Madeline Island, with easy beach access, kitchen access, and room for a group. This stay gives…

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About Bayfield Pilot House \"Crows Nest\", Sleeps 2, Lake Views, 1 block from Ferry.

Bayfield Pilot House \"Crows Nest\", Sleeps 2, Lake Views, 1 block from Ferry. is a b & b in Madeline Island, with easy beach access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,895.

From$556/night

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Beautiful golf course property with outstanding views and location

Holiday Home, Madeline Island

Beautiful golf course property with outstanding views and location is a holiday home in Madeline Island, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Beautiful golf course property with outstanding views and location

Beautiful golf course property with outstanding views and location is a holiday home in Madeline Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,677.

From$668/night

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Our Favorite Family-Friendly Vacation Rentals in Madeline Island, WI

Plan a trip with stays that give families more room to spread out.

Driftwood Cottage: Your Gateway to Lake Superior & Apostle Islands

Holiday Home, Madeline Island

Driftwood Cottage: Your Gateway to Lake Superior & Apostle Islands is a holiday home in Madeline Island, with kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Driftwood Cottage: Your Gateway to Lake Superior & Apostle Islands

Driftwood Cottage: Your Gateway to Lake Superior & Apostle Islands is a holiday home in Madeline Island, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,333.

From$333/night

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Johnston`s Golf Cottage - Madeline Island Golf Retreat Close to Town

Cabin, Madeline Island

Johnston`s Golf Cottage - Madeline Island Golf Retreat Close to Town is a cabin in Madeline Island, with parking, kitchen access, and a quieter setting. This stay gives travelers a…

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About Johnston`s Golf Cottage - Madeline Island Golf Retreat Close to Town

Johnston`s Golf Cottage - Madeline Island Golf Retreat Close to Town is a cabin in Madeline Island, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,019.

From$431/night

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Slainte - Cottage located near Downtown La Pointe with Screened-in Porch!

Holiday Home, Madeline Island

Slainte - Cottage located near Downtown La Pointe with Screened-in Porch! is a holiday home in Madeline Island, with parking and kitchen access. This stay gives travelers a comfortable base…

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About Slainte - Cottage located near Downtown La Pointe with Screened-in Porch!

Slainte - Cottage located near Downtown La Pointe with Screened-in Porch! is a holiday home in Madeline Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,897.

From$557/night

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Madeline Island cottage -just steps of Lake Superior with sweeping views.

Cottage, Madeline Island

Madeline Island cottage -just steps of Lake Superior with sweeping views. is a cottage in Madeline Island, with pet-friendly space and kitchen access. This stay gives travelers a…

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About Madeline Island cottage -just steps of Lake Superior with sweeping views.

Madeline Island cottage -just steps of Lake Superior with sweeping views. is a cottage in Madeline Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,169.

From$596/night

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