Discover Your Perfect Madeline Island Vacation Homes

Madeline Island Luxury Rentals

9.6 (54 Reviews)
Cabin
Sunset Bay Lodge.
  • Air Conditioner
  • Parking
  • Pet Friendly
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Madeline Island Pet Friendly Vacation Rentals

9.8 (20 Reviews)
Apartment
Suite One at La Pointe Lodging
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
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Why Choose Rent By Owner for your Madeline Island Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Madeline Island

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, so consider the seasonal climate and local events to determine when your perfect vacation rental will offer the most enjoyment in this beautiful region.

Peak Season Highlights

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Summer (June to August)

During the peak summer months on Madeline Island, you'll enjoy warm weather ideal for outdoor activities and exploring the area's natural beauty.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Early Fall (September to October)

This time offers pleasant weather and vibrant fall foliage, making it a popular period for visitors seeking quieter, scenic experiences.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F

Off-Season Highlights

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Late Fall to Early Spring (November to March)

During these colder months, the area becomes tranquil and less crowded, perfect for those seeking solitude or wintertime outdoor adventures.

Average Temperature Daytime: 30°F to 45°F - Nighttime: 20°F to 30°F
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Late Winter to Early Spring (March to May)

As the region transitions into spring, visitor numbers decline, but you'll find serene landscapes and fewer crowds for your getaway.

Average Temperature Daytime: 40°F to 55°F - Nighttime: 25°F to 35°F

Weekly Weather Forecast for Madeline Island

How to Book Your Madeline Island Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Madeline Island

More Top-Rated Vacation Rentals in Madeline Island Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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

  • Access to private or shared waterfront areas for swimming, kayaking, or paddleboarding
  • Outdoor grilling stations or barbeque pits for cookouts with family and friends
  • Spacious decks or patios perfect for relaxing while enjoying the scenic views
  • Campfire rings or fire pits ideal for evening gatherings and roasting marshmallows
  • Private gardens or landscaped outdoor spaces to enjoy the region’s natural beauty
  • Parking facilities equipped for boats or watercraft trailers to explore the area by sea
  • Hiking trails or outdoor spaces nearby that allow you to explore the region's wilderness

Top Attractions Around Madeline Island

What attractions are nearby?

Here, you can enjoy a variety of outdoor activities such as boating, hiking, and exploring scenic parks that highlight the natural beauty of this region.

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Family Activities

  • Family Boat Tours: Embark on a guided boat tour to explore the scenic coastline and spot local wildlife, creating memorable adventures during your stay on this island destination.
  • Madeline Island Museum: Visit the museum to learn about the area's rich history and indigenous culture, providing an educational experience that appeals to all ages.
  • Beaches and Water Activities: Relax at the sandy beaches or enjoy water activities like swimming, paddleboarding, and kayaking, perfect for family fun in this region's pristine waters.
  • Island Nature Trails: Discover the scenic hiking trails around the island that offer opportunities for wildlife viewing and outdoor exploration suitable for every family member.
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Adult Activities

  • Exploring the Madeline Island Museum: Discover the local history and culture at this engaging museum that offers insights into the area's rich heritage.
  • Taking a Sea Kayaking Tour: Experience the scenic beauty of the region's clear waters and shoreline while paddling through tranquil coves and shores.
  • Hiking on Devil’s Lake Trail: Enjoy picturesque views and serene nature as you hike along well-maintained trails around the island’s scenic landscapes.
  • Participating in Local Art Galleries: Browse and appreciate the unique artworks by regional artists, highlighting the creative spirit here.

Other Places to Stay in Madeline Island, WI

Madeline Island Museum
Madeline Island Museum Vacation Rentals
Apostle Islands Kayaks
Apostle Islands Kayaks Vacation Rentals
La Pointe
La Pointe Vacation Rentals
More Places to Stay Near Madeline Island

Madeline Island Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Arrival Timing: Schedule your visit during the shoulder seasons to enjoy fewer crowds and more tranquil surroundings at this destination.
  • Explore Local Activities: Take advantage of the area’s outdoor offerings, such as kayaking or hiking, to immerse yourself in the natural beauty here.
  • Book Early for Best Selection: Secure your preferred vacation rentals well in advance to ensure a comfortable stay that fits your travel plans.
  • Learn About the Regional Culture: Engage with local events or eateries to gain a deeper appreciation of what makes this region unique.

Transportation Options

  • Ferry Services: You can conveniently reach the island via regular ferry operations that connect it to the mainland, offering scenic views and flexible schedules.
  • Private Boat Rentals: For a more personalized experience, renting a boat allows you to explore the surrounding waters at your own pace, enjoying the region’s natural beauty.
  • Air Travel: The nearest regional airports provide access for those arriving from farther away, making it easy to begin your adventure here.
  • Chartered Water Taxis: When seeking quick, direct transportation across the water, water taxis offer a reliable and efficient option for travelers staying on this destination.

Local Customs Options

  • Native American Traditions: Respect and participation in local Native American customs, including honoring their history and cultural practices, enrich your experience here.
  • Fishing Etiquette: Engaging in fishing activities while observing customary practices and environmental respect is essential on this island destination.
  • Community Events: Attending traditional gatherings and festivals offers a meaningful way to connect with the region’s rich heritage and local residents.
  • Environmental Stewardship: Practicing responsible tourism by preserving natural spaces aligns with the community’s values and enhances your stay in this scenic area.

Madeline Island Vacation Rental Frequently Asked Questions

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:

2. Which vacation homes in Madeline Island are best for families?

If you are looking for a family-friendly vacation home in Madeline Island, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Madeline Island:

3. 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 105 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. 

4. What is the cancellation policy for vacation rentals in Madeline Island, Wisconsin?

Cancellation policies vary depending on the property owner and listing. You should review the specific cancellation terms on the rental listing or contact the host directly to understand the refund eligibility and any potential fees.

5. How do I confirm the availability of a vacation rental during my preferred travel dates?

Availability is updated regularly by the property owners, so it’s best to check the calendar on the listing page or reach out directly to the host for the most accurate information regarding your intended stay.

6. Are there any specific rules or requirements for staying in vacation rentals here?

Each property may have its own set of rules, such as pet policies, maximum occupancy, or noise restrictions. These details are typically included in the listing description, so be sure to read them carefully or contact the owner if you have specific questions.

7. What amenities can I expect when booking a vacation rental on this island?

Amenities offered vary by property but often include essentials like Wi-Fi, kitchen facilities, and parking. For detailed information about what each rental provides, review the listing details or contact the host directly.

8. How do I ensure my booking process is secure and reliable?

Booking through a trusted platform ensures your personal and payment information is protected. Always verify the listing details, communicate through the platform's messaging system, and confirm your reservation directly with the host to ensure a smooth experience.