Finding a space where everyone can stay under one roof shouldn’t be a challenge. T2 offers a collection of luxury large group vacation rentals situated on private acreages near Chicago, Indianapolis, Detroit, Milwaukee, Green Bay, and Minneapolis. With sprawling floor plans, massive indoor pools, and dining tables built for the whole crew, our homes are designed to keep your group connected.
Designed for Togetherness
We’ve thought of everything to keep your group connected and comfortable.
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Space to Gather
Open-concept living rooms and grand dining tables ensure your entire group can eat, laugh, and relax together.
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Privacy for Everyone
With expansive square footage and multiple distinct living areas, you can enjoy togetherness without sacrificing personal space.
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Entertainment for All
From arcades for the kids to hot tubs for the adults, our amenities keep every generation entertained on-site.
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Professionally Cleaned
Arrive to high standards for cleanliness and enjoy our hassle-free checkout—no chore list required.
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Book Direct & Save
Booking directly on our website ensures you receive the best prices, and no hidden fees.
Amenities Built for the Whole Crowd
Private Resort-Style Aquatic Centers
Experience the luxury of a private resort without the strangers. Our heated indoor pools, oversized hot tubs, and saunas are accessible 24/7, offering your group exclusive year-round relaxation.
Built-In Entertainment Zones
Keep the entire group engaged rain or shine. From private movie theaters to game rooms featuring 50+ arcade classics and billiards, the entertainment is built right in so you never have to leave the property.
Chef-Ready Kitchens & Massive Dining
Forget splitting tables at restaurants. Our estates feature oversized dining tables and fully stocked gourmet kitchens designed to prep and serve meals for 14+ guests with ease.
Sprawling Layouts & Multiple Lounges
Enjoy togetherness without sacrificing personal space. Our homes feature expansive square footage with multiple distinct living areas, lofts, and "man caves" so everyone has room to roam.
Find the Perfect Central Gathering Point
Our massive private estates are situated in prime Midwest locations, serving as the perfect central meeting ground just a short drive from Chicago, Minneapolis, Indianapolis, and Detroit.
Private Acreage & Resort-Style Leisure
Indianapolis Market
Escape to your own private sanctuary on 8 to 12 acres. With heated indoor pools, arcades, and sprawling grounds, our Indy-area estates offer the perfect blend of nature and luxury for large groups.
EXPLORE INDIANA
The Ultimate Shelby Township Retreat
Detroit Market
Just minutes from Metro Detroit, find a haven designed for fun. Dive into a private saltwater pool, challenge the group in the arcade, and enjoy a spacious ranch layout perfect for keeping everyone together.
EXPLORE DETROIT
A Serene Hideaway Near Hastings
Twin Cities Market
Experience a peaceful group retreat with stunning golf course views. Located moments from Minneapolis, this estate offers ample space, luxury amenities, and a quiet setting for reconnecting.
EXPLORE MINNESOTA
Historic Manors & Modern Lodges
Green Bay & Milwaukee Market
From the historic charm of Green Bay to the poolside luxury of Milwaukee, our Wisconsin collection offers unique venues for groups. Enjoy indoor pools, “snow globes,” and entertainment garages.
EXPLORE WISCONSIN
Massive Estates for Grand Gatherings
Chicago & Rockford Market
Discover our largest properties just a short drive from Chicago. Featuring conference rooms, 40-foot indoor pools, and private theaters, these estates are built to host your entire crowd in style.
EXPLORE ILLINOIS