- USA
- Wisconsin
- Madeline Island
- Rentals by Owner
Discover Your Ideal Madeline Island, Wisconsin Rental by Owner for a Memorable Stay
Discover Your Perfect Madeline Island Rentals by Owner
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Rentals by Owner
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Luxury Vacation Rentals
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Pet Friendly Vacation Rentals
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Unique Vacation Rentals
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Timeshares
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Sustainable Travel
Madeline Island Rentals by Owner
- Air Conditioner
- Pet Friendly
- TV
- Parking
- Pet Friendly
- TV
- Parking
- Security/Safety
- Fireplace/Heating
- Parking
- TV
- Security/Safety
- Air Conditioner
- Parking
- TV
- TV
- Security/Safety
- Bedding/Linens
- Parking
- TV
- Balcony/Terrace
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- Pet Friendly
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- View
- Ocean View
- Security/Safety
- Child Friendly
- Parking
- Pet Friendly
- Security/Safety
Why Choose Rent By Owner for your Madeline Island vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Madeline Island
When should you plan your Rentals by Owner stay?
Choosing the optimal time to vacation here ensures you experience this destination’s natural beauty and tranquility at its best, making your stay in Madeline Island more memorable and enjoyable.
Peak Season Highlights
Summer (June to August)
During the peak summer months, you can enjoy warm temperatures and long daylight hours, making it ideal for exploring the region’s natural beauty and outdoor activities.
Early Fall (September to October)
The early fall offers a pleasant climate with colorful foliage, perfect for those seeking a serene escape while avoiding larger crowds at this popular destination.
Off-Season Highlights
Late Fall to Winter (November to February)
During the late fall to winter period, the area becomes quieter and more peaceful, providing a cozy atmosphere for relaxation and indoor activities.
Spring (March to May)
In spring, the region awakens with new life and milder weather, offering a quieter experience as the transition from winter draws visitors seeking tranquility.
Weekly Weather Forecast for Madeline Island
How to Book Your Madeline Island vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Madeline Island
Common Rentals by Owner Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- You can enjoy spacious outdoor seating areas perfect for relaxing and socializing amid the natural beauty.
- Many rentals feature direct access to private or shared beaches, allowing you to unwind by the water's edge.
- Expect well-maintained decks or patios ideal for outdoor dining with scenic views of the region's landscape.
- Outdoor fire pits are common, providing a cozy setting for evening gatherings under the stars.
- Look for properties that offer lush gardens or landscaped yards to enhance your outdoor experience in the area.
- Some rentals include facilities for recreational activities like volleyball or badminton to keep active during your stay.
- Many vacation homes provide convenient access to hiking trails or nature paths nearby, perfect for exploring here’s natural surroundings.
Top Attractions Around Madeline Island
What attractions are nearby?
While staying here, you can explore a variety of outdoor activities such as kayaking, hiking, and exploring scenic parks, all conveniently located nearby to enhance your experience on this charming island destination.

Family Activities
- Madeline Island Maritime Museum: Explore the region’s rich maritime history through engaging exhibits and family-friendly activities that bring this destination’s seafaring legacy to life.
- Big Bay State Park: Enjoy outdoor adventures with scenic hiking trails, sandy beaches, and picnicking opportunities perfect for a family day out in the area.
- Apostle Islands Ice Caves: During winter months, marvel at stunning ice formations and explore accessible caves, offering an unforgettable experience for adventurous families.
- Madeline Island Sportsman’s Club: Participate in outdoor sports and recreational activities such as fishing or kayaking, ideal for families seeking active entertainment here.
Adult Activities
- Hiking and Nature Trails: Explore scenic paths through the island's lush landscapes, offering a peaceful escape into nature for outdoor enthusiasts visiting the area.
- Bird Watching and Wildlife Observation: Take advantage of the region’s diverse habitats to spot local bird species and wildlife, perfect for nature lovers seeking tranquility here.
- Kayaking and Canoeing: Enjoy gliding across the calm waters around the island while taking in picturesque views, making it a popular activity for adventure seekers staying nearby.
- Golfing at Local Courses: Play a round at one of the region’s charming golf courses, providing a relaxing yet engaging experience amid stunning scenery here.
Other Places to Stay in Madeline Island, WI
Madeline Island Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Nature Trails: Take advantage of the region’s scenic outdoor trails to immerse yourself in the area's natural beauty and tranquility.
- Plan Off-Peak Visits: Visiting during shoulder seasons can help you enjoy less crowded attractions and more personalized experiences here.
- Connect with Your Host: Engage with your rental owner to gain insider tips on hidden gems and best local spots around this destination.
- Book Early for Popular Seasons: Secure your preferred vacation rental by owner well in advance to ensure availability during peak times in this area.
Transportation Options
- Ferry Service: The primary mode of transportation to and from the island offers a reliable and scenic ferry ride, connecting you conveniently with the mainland.
- Charter Boat Rentals: For exploring the surrounding waters at your own pace, charter boat rentals provide an authentic maritime experience on this destination’s lakes and bays.
- Private Vehicle Transport: If you're bringing your own car or renting one locally, vehicle ferries facilitate easy access to the region’s natural attractions and rental accommodations.
- Bike Rentals: To enjoy the tranquil scenery and explore the area at a leisurely pace, bike rentals are available, offering an eco-friendly transportation option here.
Local Customs Options
- Respect for the Indigenous Heritage: You will find that honoring the Native traditions and history is an important aspect of the local customs here, reflecting the deep-rooted cultural significance in the area.
- Community Festivals and Gatherings: Participating in local events and festivals allows you to experience the vibrant community spirit that defines this destination's social fabric.
- Environmental Stewardship: Visitors are encouraged to practice responsible outdoor recreation to preserve the region’s natural beauty and pristine landscapes.
- Traditional Local Cuisine: Sampling regional dishes offers a taste of the authentic flavors that have been cherished by residents for generations.
Frequently Asked Questions About Madeline Island Rentals by Owner
1. What are the top vacation rentals in Madeline Island?
There are a lot of options in Madeline Island. If you plan on staying in the Madeline Island area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Madeline Island:
- Guest House on Owners Lakefront Property
- Beautiful golf course property with outstanding views and location
- Bell Street Lodging-Retreat
- Motisi's Sandy Beach
- Spirit Lodge- Log Cabin with Large front porch
- Pair of homes along beautiful shores of Lake Superior! Pristine beach and views.
- Charming Vintage 1950's Cottage
- Taking summer rentals!
- Simple Gifts - A Simple Studio Cabin with Lake Superior Acesss across the Street!
- Shangri Lodge - Beautiful Home with Game Room and Lake Superior Access across the Street!
2. How many Rentbyowner vacation rentals are available in Madeline Island?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 78 in the Madeline Island area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Madeline Island.
3. What is the cancellation policy for a rental by owner in Madeline Island, Wisconsin?
4. How do I secure my reservation at a rental by owner in Madeline Island?
5. Are there any additional fees I should be aware of when booking a rental here?
6. What amenities can I expect from a rental by owner on the island?
7. How can I find unique and reliable vacation rentals in this area?
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