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Madeline Island holiday lettings

We found 230 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts - Madeline Island

Showing deals for:17 Oct - 24 Oct
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Why visit Madeline Island

  • Outdoor Adventures: Enjoy a variety of outdoor activities, from hiking and biking to water sports on the beautiful island.
  • Cultural Experiences: Visit the Madeline Island Museum to learn about local history and indigenous culture.
  • Scenic Landscapes: Take in breathtaking views of the island’s natural beauty, perfect for photography and relaxation.
  • Family-Friendly Atmosphere: Experience a welcoming environment with plenty of activities suitable for all ages.
  • Diverse Accommodation Options: Choose from charming cabins to modern condos, ensuring a comfortable stay tailored to your needs.

Popular types of accommodation around Madeline Island

If you're pondering the perfect getaway on Madeline Island, look no further. Our selection of holiday rentals offers a delightful variety, including houses, cosy cabins, and modern condos. Each option promises fresh accommodations to suit your needs, ensuring a memorable stay. Whether you're after a tranquil retreat in a cabin or a chic condo by the water, we have the ideal vacation rentals for you.

  • Houses: The top choice for visitors to Madeline Island, offering spacious and comfortable accommodation ideal for families or groups.
  • Condos: A popular second option, these self-contained units provide modern amenities and often stunning views.
  • Cabins: Perfect for those seeking a rustic experience, cabins offer a serene escape surrounded by nature.
  • Cottages: These quaint abodes provide a charming and cosy atmosphere for a romantic getaway.
  • Apartments: A convenient choice for solo travellers or couples, offering flexibility and practicality during your stay.**

Top attractions near Madeline Island

Madeline Island offers a splendid blend of outdoor activities and scenic beauty, ideal for adventure seekers and culture enthusiasts alike. Key attractions include the marina, Madeline Island Museum, and the nearby national/state park. Visitors can enjoy beach experiences, explore local history, and partake in activities at the Madeline Island Golf Course or the music camp. For added convenience, consider available rentals to enhance your stay on this picturesque island.

  • Apostle Islands Marina: Located 3.7km from Madeline Island, this marina offers thrilling adventures amidst stunning beach and outdoor settings, perfect for boating and watersports enthusiasts.
  • Big Bay State Park: Just 559m away, this national park boasts breathtaking scenery and ample opportunities for outdoor activities like hiking and picnicking, enveloped in natural beauty.
  • Madeline Island Museum: Situated 3.1km from the island, this museum immerses visitors in the rich local culture and history, providing a fascinating glimpse into the area's past.

Things to do recommended for couples

Madeline Island offers delightful romantic experiences for couples. Enjoy thrilling water sports with Living Adventure or AnimAashi Sailing Company, both a short distance away. For a winter escapade, head to Mount Ashwabay Ski and Recreation Area for skiing amidst stunning scenery. Create unforgettable memories together!

Things to do recommended for families

Families visiting Madeline Island can enjoy a delightful day at Big Bay State Park, where children can explore nature trails and sandy beaches. Don't miss the Madeline Island Museum for an engaging insight into local history, perfect for both kids and adults alike.

Things to do recommended for groups

Groups visiting Madeline Island can enjoy a round of golf at the Apostle Highlands Golf Course or Chequamegon Bay Golf Course, both offering outdoor sports vibes. For a cultural experience, catch a performance at StageNorth theatre, perfect for family and romantic outings.

Booking with Vrbo is simple

Are you aiming to save on your next getaway? Being flexible with your travel dates can make a real difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, make use of our filters to organise options by price, location, and type of holiday rental.

Where to stay near Madeline Island

Madeline Island, a stunning gem in Wisconsin, offers a perfect island getaway for those seeking adventure and natural beauty. With its family-friendly atmosphere and friendly locals, visitors can explore the island's scenic landscapes and partake in outdoor activities. Nearby towns provide additional charm and community spirit, making your stay a delightful experience. Whether you're looking to relax or embark on an adventure, Madeline Island is the ideal destination for your next holiday.

  • Bayfield: Bayfield is a charming city located a mere 3.7km from Madeline Island, renowned for its stunning outdoor adventures and picturesque scenery. Visitors flock to Bayfield for activities like skiing and exploring its vast recreational areas. The city boasts a beautiful marina and is adjacent to the Apostle Islands National Lakeshore, offering opportunities for kayaking and hiking. With its quaint shops and eateries, Bayfield provides a delightful blend of nature and local culture, making it an ideal spot for those seeking an adventurous yet relaxing getaway.
  • La Pointe: Situated just 3.1km from Madeline Island, La Pointe is a vibrant city that captures the essence of outdoor adventure and scenic beauty. Known for its recreational areas and skiing opportunities, La Pointe is a haven for those who love the great outdoors. The area is home to the stunning Apostle Islands National Lakeshore, which features breathtaking views and abundant wildlife. Visitors can enjoy the marina's offerings, explore local parks, and experience the unique charm of this island community, perfect for those looking to immerse themselves in nature.
  • Red Cliff: Red Cliff is a quaint village located 3.1km from Madeline Island, attracting visitors with its rich natural beauty and outdoor activities. Ideal for adventure seekers, Red Cliff offers access to a variety of recreational areas and ski resorts. The village features a lovely marina and is close to the Apostle Islands National Lakeshore, providing ample opportunities for exploration and relaxation. With its inviting atmosphere and stunning landscapes, Red Cliff is a perfect destination for those who wish to experience the tranquillity and adventure of the Wisconsin coastline.

What do I need to keep in mind when booking a vacation around Madeline Island

If you're travelling with friends, family, pets, or planning an extended stay, it's important to prioritise your preferences when searching. Here are some useful booking tips for Vrbo to assist you.

  • Traveling to Madeline Island with a group: Think about how many bedrooms you require, along with features like a fully-equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Madeline Island with young kids: Travelling with young children can present its difficulties. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions is wise.
  • Taking your pets with you to Madeline Island: For many, a family holiday wouldn’t be the same without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Madeline Island: If you’re searching for holiday rentals with special offers for stays of a month or more, you’ve come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to consider including amenities such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new getaways, pick up from where you last stopped, or view and organise your travel arrangements. You can easily find the properties you've saved and booked in the sections for Potential, Upcoming, or Current Trips. To make the most of Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The waterfront setting of Madeline Island is ready to explore

Enjoy the museums and other features of Madeline Island. This city is relaxing and welcoming, recognised for its island views, coffee shops and lake. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Madeline Island

Do you want to find attractions to visit in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Madeline Island a fun place to get away to. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Apostle Highlands Golf Course (7.3 mi / 11.8 km)
  • Mount Ashwabay Ski and Recreation Area (10.1 mi / 16.2 km)
  • Chequamegon Bay Golf Course (19.8 mi / 31.9 km)
  • Ashland Mural Walk (18.1 mi / 29.1 km)

Exploring the natural features in Madeline Island

Whether you're an active traveller or just want to spend some time taking in the scenery, Madeline Island is a great place to spend some time outside. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Apostle Islands National Lakeshore (8.5 mi / 13.7 km)
  • Apostle Islands Mainland Sea Caves (17.3 mi / 27.8 km)
  • Little Sand Bay Beach (13.1 mi / 21.1 km)
  • Houghton Falls Nature Preserve (15.7 mi / 25.2 km)
  • Meyers Beach (17.5 mi / 28.2 km)
  • Major Gilbert Beach (2.6 mi / 4.1 km)

Frequently asked questions

What is the most popular type of holiday rental accommodation in Madeline Island?
The most sought-after types of holiday rentals in Madeline Island are houses. After something a little different? Vrbo has a variety of options to match our guests' diverse needs, so you'll see properties in lots of sizes and shapes. The ideal home away from home is waiting for you --- find yours today.
How much does it cost to rent a holiday rental in Madeline Island?
The average price for a holiday home in Madeline Island can vary based on factors like time of year, length of stay and property type. Whether you're looking for a sprawling villa with a pool or a quaint cabin perfect for just you and the kids, just enter your dates of travel to discover stays that offer great value.
How much does it cost to rent a beach house in Madeline Island?
Prices for beach houses in Madeline Island can vary depending on the type and size of the property and when you're travelling. Simply enter your travel dates into Vrbo and the number of guests to view your holiday rental options and prices. From there you can use our filters to narrow your search results by ratings, amenities, nearby activities and more.
What are popular rental amenities in Madeline Island?
The most popular rental amenities people are looking for in Madeline Island are a sauna, a barbecue grill and a garden. Whether you're holidaying with family, friends or even pets, Vrbo holiday properties feature the best amenities for hanging out with the people you cherish the most.
Can I find two-bedroom holiday rentals in Madeline Island?
Madeline Island has 12 two-bedroom holiday rentals to select from. Experience a holiday home with all the privacy and comfort you need at a price you'll love on Vrbo.
Are there holiday rentals with WiFi in Madeline Island?
Whether you'd like to keep up to date with the news, send a few emails or update your social media accounts, there are 11 holiday homes with WiFi in Madeline Island. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How old do you have to be to rent a holiday rental in Madeline Island?
The age limit can vary across properties on Vrbo, so be sure to check the rules of the holiday rental in Madeline Island you want. But typically, it's 16, 18 or 21.
How long can I rent a holiday rental in Madeline Island for?
The length of time you can rent a holiday rental in Madeline Island is up to the property. Just enter your preferred dates to view a list of options offering extended stays. With plenty of creature comforts like air conditioning and full kitchens, as well as some offering weekly or monthly discounts, you're sure to discover a perfect place to call your home away from home in Madeline Island.

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