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Large Group Vacation Rentals in Wisconsin

Book a Wander with inspiring views, hotel-grade amenities, modern workstations, top-tier cleaning, and 24/7 concierge service. It’s a vacation home, but better.

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Top-Rated Luxury Vacation Rentals in Wisconsin for Large Groups

Discover the perfect destination for your next group getaway with Wander’s luxury vacation rentals in Wisconsin. Whether you’re planning a relaxing retreat, a lively celebration, or a productive corporate escape, our properties offer the space, comfort, and amenities needed to make your stay unforgettable. Designed for large groups, our homes feature breathtaking locations, high-end furnishings, and thoughtful details to ensure your group can gather in style.

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Only the top 1% of vacation homes are available on Wander.

Only the top 1% of homes

Only the top 1% of homes

We’ll never not look like the pictures. We select homes in the most beautiful destinations and pour our hearts into making them magical so you can leave your stress at the door.

Hotel-grade amenities

Hotel-grade amenities

We’ll never leave you with nothing to do. From workstations with super fast WiFi to gyms, pools, and saunas, our locations are set up for you to effortlessly blend work and play.

24/7 Concierge service

24/7 Concierge service

We’ll never leave you hanging. Our text-based Concierge is always available to help make your trip the best ever – from house questions to activity recommendations and more.

Inspiring and stunning views

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander is located in an incredible setting with stunning views that will have you feeling inspired and refreshed in no time. Adventure awaits.

Meticulous cleaning

Meticulous cleaning

We’ll never have you check in to a dirty house with crusty ketchup in the fridge. Our cleaning teams are meticulous about quality. We won't leave you a list of chores at check out either.

Safety and security

Safety and security

We’ll never pass you off to a stranger. All of the Wander locations on our platform are hand-picked by us and managed to our incredibly high, industry-leading safety standards.

A Guide to Luxury Travel for Large Groups in Wisconsin

Wisconsin’s scenic beauty and diverse activities make it a fantastic choice for group travel. From serene lakes and sprawling forests to charming towns and bustling cities, there’s something for everyone. Whether you’re seeking outdoor adventures, cultural experiences, or simply a peaceful retreat, Wisconsin delivers it all with a touch of Midwestern hospitality.

At Wander, we specialize in providing luxury accommodations tailored to large groups. Our vacation rentals offer expansive layouts, premium amenities, and stunning settings, so your group can enjoy both privacy and togetherness.

When Should You Visit Wisconsin with a Large Group?

Wisconsin is a year-round destination, with each season offering unique experiences for large groups.

Spring

As the snow melts and flowers bloom, Wisconsin comes alive in spring. Enjoy hiking through state parks, fishing on tranquil lakes, or exploring local farmers' markets. This season is ideal for reconnecting with nature and enjoying mild weather.

Summer

Summer is Wisconsin’s peak season for outdoor fun. From boating on Lake Geneva to attending music festivals in Milwaukee, the state is buzzing with energy. Gather your group for lakeside barbecues, kayaking adventures, or sun-soaked afternoons at the beach.

Fall

Fall in Wisconsin is breathtaking, with vibrant foliage and crisp air creating a picturesque backdrop. Visit apple orchards, explore pumpkin patches, or enjoy scenic drives through Door County. It’s a magical time for group outings and cozy evenings by the fire.

Winter

Winter transforms Wisconsin into a wonderland of snow and ice. Your group can hit the slopes at Cascade Mountain, enjoy ice fishing, or warm up with hot cocoa in a luxurious lakeside rental. Winter is perfect for bonding over shared activities and festive celebrations.

Types of Large Group Trips to Wisconsin

Wander’s properties cater to all kinds of group vacations, ensuring your stay is both comfortable and memorable.

Vacation with Friends

Gather your closest friends for an unforgettable trip. Whether it’s a weekend of outdoor adventures or a relaxing escape in a luxury home, Wisconsin provides the perfect setting for connection and fun.

Bachelor or Bachelorette Party

Celebrate in style with a bachelor or bachelorette party in Wisconsin. From private rentals with outdoor entertainment spaces to homes on serene lakes, our properties offer the ideal backdrop for your festivities.

Family Reunion

Reunite with loved ones in a spacious home designed for togetherness. With large dining areas, outdoor gathering spots, and cozy living spaces, Wander’s rentals make family reunions seamless and special.

Corporate Rental

Reward your team with a productive yet relaxing corporate stay. Our homes feature private meeting spaces, high-speed Wi-Fi, and amenities like hot tubs and game rooms to balance work and play.

Choosing a Large Group Vacation Rental in Wisconsin

Wander Newton Lakefront: 8 bedrooms | 4.5 baths | 9 beds | Sleeps <16 Nestled on 10 picturesque acres, Wander Newton Lakefront combines natural beauty with high-end luxury. This stunning property offers a mix of wooded and open spaces, creating a peaceful retreat for groups.

The home is thoughtfully equipped with exceptional amenities, including:

  • Private pool and hot tub for ultimate relaxation.
  • Elevator access to ensure comfort for all guests.
  • Grand piano and sound system for entertainment.
  • Private gym and movie room for leisure and fitness. Whether you’re enjoying a sunset over the lake or gathering around the firepit, this property promises a serene yet sophisticated getaway.

Getting Around

Wisconsin’s diverse landscapes make transportation an important part of your trip. Renting vehicles is recommended for exploring the state’s scenic drives, charming small towns, and bustling cities.

Wander’s properties are strategically located to provide both privacy and accessibility, ensuring you can easily navigate your itinerary. Staying at our Newton Lakefront property? Read our handy Wander Newton Lakefront transportation guide to discover the best transportation options to and from your luxury rental.

FAQs

What Amenities Can I Expect in Wander's Large Group Vacation Rentals in Wisconsin?

Wander’s rentals offer luxurious amenities, including spacious living areas, gourmet kitchens, private pools, hot tubs, game rooms, and stunning outdoor spaces. Each property is designed to accommodate large groups in comfort and style.

Can I Book a Rental for a Special Occasion or Event?

Yes, our homes are ideal for celebrations like family reunions, bachelor or bachelorette parties, and corporate stays. Many properties feature event-friendly spaces, such as large dining areas, outdoor kitchens, and entertainment rooms.

How Far in Advance Should I Book a Large Group Rental in Wisconsin?

We recommend booking early, especially for peak travel seasons like summer and holidays. Early reservations ensure the best selection and availability for your group.

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