Pine Terrace Garage
Windrush Arcade

Large Group Vacation Rentals

At Terra2, we believe that travel is better together. Whether you’re gathering with extended family, reconnecting with lifelong friends, or planning a retreat with your colleagues, our large group vacation rentals across the Midwest are designed to bring everyone closer without compromising on comfort, style, or space.

Space to Spread Out. Places to Come Together.

Our homes are built for connection. With multiple living areas, expansive dining spaces, and outdoor patios made for memorable nights under the stars, you’ll find the space to gather and room to relax. From open-concept kitchens perfect for potluck dinners to cozy media rooms ideal for movie marathons, every feature is designed with large groups in mind.

Each property accommodates anywhere from 10 to 30 guests, making them ideal for family reunions, milestone celebrations, team-building getaways, or simply getting your favorite people under one roof.

Amenities That Make a Difference

Expect more than just extra bedrooms. Many of our homes include private indoor pools, game rooms packed with nostalgic arcade fun, high-end hot tubs, spacious saunas, and even in-home theaters for a night at the movies—without leaving your slippers behind.

Need a spot for work or a little quiet time? You’ll find dedicated workspaces and fast, reliable Wi-Fi throughout. Want to host a dinner or unwind after a long day? Fully stocked kitchens and generous outdoor spaces make entertaining a breeze.

Midwest Locations That Feel Like Home

From the lakeside charm of Cleveland and the energy of Chicago to the welcoming streets of Minneapolis and Green Bay, our properties are nestled near some of the Midwest’s most loved cities. Whether you’re planning a nature-filled escape or staying close to the action, our homes offer a retreat that strikes a balance between convenience and calm.

Stay With Confidence

All Terra2 homes are owned and managed by us. That means no third parties, no surprises, and no impersonal service. From the moment you book to the day you check out, our team is here to ensure your stay is seamless and enjoyable. Our homes are professionally cleaned and thoughtfully maintained, with easy check-in and a short list of checkout requests—because we know your time is better spent making memories.

Book Direct and Save

By booking directly with Terra2, you get the best rate, zero hidden fees, and priority access to future savings. More importantly, you gain direct access to the people who know these homes best: the Terra 2 team.

Gather, connect, and unwind in a place built for everyone. Explore our collection of large group vacation rentals and discover how effortless—and unforgettable—your next group getaway can be.