Absolutely. The Jackpot was designed for exactly this. Bachelorette weekends, birthdays, wedding parties, and group celebrations are what we do best. The game room has its own bar, the hot tub fits your crew, and the backyard is fully private and fenced. We just ask that you keep things at a reasonable volume (this is a residential neighborhood), respect quiet hours after 9 PM in the outdoor spaces, and keep your group to registered guests only. The city enforces occupancy limits and so do we. No outside visitors, no parties beyond your group. We have hosted 31 celebration weekends with a 5.0 rating. Not one group has ever complained about the house rules. 14 people with a hot tub, a cinema, a game room, and a stocked bar don't need anything else.

I've spent the last 5 years in the hospitality world, and I built The Jackpot around one idea: groups deserve a space that was actually designed for them. This is a small family owned and operated business, and every detail reflects that. We hired an interior designer to create a specific vision for the home. We clean and stock everything ourself before every stay. We maintain the hot tub year round. We personally respond to every message within minutes to ensure our guests are taken care of. We care about the little things because the little things are what groups remember and talk about for years. That level of care is what a 5.0 rating across 31 reviews comes from Airbnb, Vrbo, and direct bookings.

The Jackpot sleeps 14 across five bedrooms and three bathrooms. Every bedroom has real beds (king, queen, full, and twin configurations) and the cinema room doubles as a crash ready lounge with two full size memory foam sleeper sofas. No air mattresses. No one sleeping on the floor. For context, fitting 14 people in downtown Chicago hotel rooms would require booking 5 to 7 separate rooms on separate floors. Here, everyone is under one roof.

Everything. Here is what is yours for the weekend: - Full kitchen with high end appliances, cookware, dishes, utensils, and dining for 14 - Coffee and tea bar: Nespresso, milk frother, artisanal teas, flavor pumps - 120 inch 4K cinema with surround sound and a popcorn machine - Game room with foosball, ping pong, poker, vinyl record player, and a fully stocked bar - Hot tub with LED lights, privacy curtains, and a louvered pergola (year round) - Fire pit and lounge chairs in a private fenced backyard - BBQ grill - Sun room with sectional seating - Smart TVs with streaming apps - Bluetooth speakers and high speed WiFi throughout - Washer and dryer - Fresh towels, linens, and toiletries for every guest - 2 car garage plus parking passes for the permitted street - Central AC and heat - Self check-in with a personal access code Pack your bags and your crew. We handle the rest.

Yes. The hot tub runs year round and the louvered pergola overhead means you can use it in rain or snow. The louvers close to keep weather out and open to let the sky in. Privacy curtains on all sides. String lights and LED lighting for the evening. It is the single most photographed and most mentioned feature in our reviews. Winter and late night summer hot tub sessions with the fire pit going are something special.