2 Full Homes on 1 Lot, Sleeps 16, Brady St Retreat | House in Milwaukee

You can’t beat this location for your large group stay!
Welcome to Brady Street Retreat: your group’s ultimate home base for fun, connection, and celebration in the heart of Milwaukee! With two full homes on one city lot, this rare retreat offers the perfect setup for large groups who want to stay together without stepping on each other’s toes. Whether you’re planning a bachelor weekend, a reunion, a game-day getaway, or a corporate event, this space checks every box.
Gather in style, relax in privacy, and enjoy the charm of an 1890s home with all the modern upgrades. You're steps from Milwaukee’s best nightlife, restaurants, and entertainment, no car required.
• Two full homes with separate entrances
• Sleeps up to 16 comfortably
• Perfect for bachelorettes, reunions, or multi-family stays
• Pet friendly and celebration ready
Location Features
You literally can’t get closer to Brady Street’s bar and restaurant scene and still sleep this many people in comfort. That’s what makes Brady Street Retreat a unicorn in the city.
Step out the front door and dive into the action, or take a quick drive to Milwaukee’s best land-marks. It’s all right here.
• Steps from bars, cafés, restaurants, and local shops
• 1.5 miles to Fiserv Forum (Bucks games & concerts!)
• Minutes to Summerfest, Bradford Beach & AmFam Field
• Walkable, safe, and buzzing with energy
Space & Sleeping Arrangements
Designed for group connection and privacy, this property includes 5 distinct sleeping spaces across two houses. Everyone gets their own bed, and four of the rooms are fully private with queen or king beds (no dorm-style bunks here!).
Front House (3 bedrooms + sleeper sofa):
• Bedroom 1 (Upstairs): Queen bed
• Bedroom 2 (Upstairs): Queen bed
• Bedroom 3: Daybed with Queen pull-out
• Living Room: Full-size sleeper sofa
Back House (2 sleeping areas):
• Bedroom 4: Queen bed
• Upstairs loft: King bed (semi-private), Full bed + Twin bed on opposite side of the room (open layout, no door)
Please note: Back house stairs are steep, not ideal for guests with mobility challenges.
Kitchen Details
Planning group dinners or late-night snacks? Each house has a full kitchen, stocked and ready for your crew. From morning coffee to celebratory champagne toasts, these spaces have you covered.
• Two full kitchens, one in each house
• Keurig coffee maker + all essentials
• Dishwashers, full-size fridges, ovens, and microwaves
• Large dining table in front house that converts to ping pong or pool table!
WiFi & Workspace
Fast, reliable WiFi is available throughout both homes, perfect for remote workers, planners in the group, or anyone needing to check in.
• High-speed WiFi throughout
• Multiple private rooms for quiet calls or emails
• Dining tables double as great laptop stations
Entertainment
Whether you’re pregaming before a night out or having a cozy night in, you’ll find plenty of ways to unwind and connect.
• Convertible pool/ping pong table for friendly competition
• TVs in both living rooms for movie nights or big games
• Open-concept living areas in both homes
• Yard space for lawn games or relaxing outdoors
Nearby Activities & Restaurants
Walk to the best of Brady Street in minutes, or take a quick ride to some of the city's top attractions. Your guests will rave about the location.
Steps away:
• La Masa Empanada Bar
• Easy Tyger
• Dryhootch Coffee
• Jo Cat’s, Club Brady, Nomad World Pub, Hi Hat Lounge
• Brady Street Festival (seasonal!)
Quick drives to:
• Fiserv Forum
• Summerfest Grounds
• Bradford Beach
• American Family Field (Brewers)
Why Guests Love It
Guests tell us again and again: the location is unbeatable, the homes are designed to bring people together, and it’s one of the few places in Milwaukee where large groups can stay comfortably and in style.
• Actual beds for everyone (no bunk-bed cramming)
• Historic charm + modern updates
• Two homes, two kitchens, one unforgettable experience
• Walkable, social, and celebration-ready
House Rules & Other Considerations
We want you to have a great time, and so do our neighbors! Please keep things respectful and party smart.
• Check-in: 4 PM | Check-out: 11 AM
• Pet friendly
• Street parking only, available across or up the street
• Quiet hours: 11 PM – 6 AM (inside fun is fine, just keep outdoor noise low)
• Smart locks on both homes for easy, flexible access
• Back house has steep stairs to upper floor, plan accordingly

2 Full Homes on 1 Lot, Sleeps 16, Brady St Retreat is located in Lower East Side. 2 Full Homes on 1 Lot, Sleeps 16, Brady St Retreat provides accommodation, featuring Air Conditioner, Pet Friendly, Bedding/Linens, among other amenities. This House features Air Conditioner, Pet Friendly, Bedding/Linens, to make your stay a comfortable one.

2 Full Homes on 1 Lot, Sleeps 16, Brady St Retreat has 5 Bedrooms , 3 Bathrooms, and max occupancy of 16 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have rated it 2, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Lower East Side has interesting places to visit. If you want to learn more about the House in Lower East Side, such as places to visit and things to do nearby, you can check below to learn more.