Soap · Towels provided · Bathtub or shower · Bidet · Toilet · Shower only · Hair dryer
Bathroom 3
Soap · Towels provided · Bathtub or shower · Bidet · Toilet · Shower only · Hair dryer
Spaces
Deck or patio
Kitchen
Separate dining area
Number of living rooms
Garden
Dining area
About this property
The Jackpot - Hot Tub, Cinema, Game Room, Fire Pit, Bar, Garage - Sleeps 14
Welcome to The Jackpot — a one-of-a-kind luxury home in Chicago designed for groups who want more than just a place to sleep. This is where your crew gathers, celebrates, and makes the kind of memories you'll be talking about for years.
WHY GROUPS CHOOSE THE JACKPOT
This isn't your typical rental — it's a 3-level luxury home built for togetherness. Whether you're celebrating a milestone, hosting a weekend reunion, or just getting your favorite people under one roof, every corner of this house was designed for your group to connect.
Ask us about special rates for celebrations, retreats, and photo shoots!
THE BACKYARD — Your Private All-Season Oasis
Step outside to your personal resort. The backyard is a showstopper year-round.
✦ Premium 5-person hot tub with fountain jets & LED lights ✦ Louvered pergola — opens for sun, closes for rain/snow, with privacy curtains ✦ Cozy fire pit surrounded by wooden chairs ✦ Propane BBQ grill for group cookouts ✦ Ambient string lights & walkway lights for the perfect evening
ENTERTAINMENT — Two Dedicated Fun Zones
You will not be bored here. The lower level has two spaces built for group fun.
The Game Room & Bar: ✦ Ping pong & foosball tables ✦ Custom bar stocked with essentials ✦ Record player with vinyl collection ✦ Poker set & board games
The 4K Cinema:
✦ 120" projector screen — the biggest screen you've ever watched a movie on ✦ 4K projector with all streaming apps pre-installed ✦ Immersive AI Dolby surround sound ✦ Two ultra-comfy memory foam couches & oversized bean bags ✦ The perfect spot for movie nights, game day watch parties, or winding down after a night out
THE SUN ROOM — Your Morning Oasis
Wake up slow. This light-filled room is where your group gathers for coffee, conversation, and planning the day ahead.
✦ Large wicker sectional with thick cushions ✦ Dining table & bench seating ✦ Privacy curtains for a cozy feel
KITCHEN & COFFEE BAR
A fully stocked kitchen ready for everything from morning lattes to late-night snacks.
✦ Full coffee & tea bar: Nespresso, milk frother, flavor pumps, premium coffee & precise electric kettle ✦ High-end appliances: Large Ninja air fryer & more ✦ Fridge with filtered water & ice dispenser ✦ Fully stocked: All essential cookware, bakeware, dishes & utensils
SLEEPING — 14 Guests Across 5 Bedrooms + Cinema Room
Every bedroom has real beds. The cinema room doubles as a crash-ready lounge with two full-sized memory foam sleeper sofas.
Top Floor (3 private bedrooms): ✦ Bedroom 1: King bed ✦ Bedroom 2: Queen bed ✦ Bedroom 3: Full-sized bunk bed
Main Floor: ✦ Bedroom 4: Queen bed
Lower Level: ✦ Bedroom 5: Two twin-over-twin bunk beds ✦ Cinema Room: Two full-sized memory foam sleeper sofas
3 full bathrooms (one on each level) with fresh towels, hair dryers & starter toiletries.
THE PERFECT CHICAGO HOME BASE
The Jackpot sits in a quiet, tree-lined North Side neighborhood — peaceful enough to enjoy your backyard hot tub at midnight, connected enough to reach everything Chicago has to offer.
Getting Around: ✦ Blue Line (9-min walk) — your direct line to downtown & O'Hare ✦ I-90: 4-min drive ✦ O'Hare Airport: 13-min drive ✦ Downtown / The Loop: 16-min drive
Attractions & Venues: ✦ Wrigley Field: 15-min drive ✦ Millennium Park / "The Bean": 17-min drive ✦ United Center: 17-min drive ✦ Museum Campus (Shedd / Field): 20-min drive ✦ McCormick Place: 24-min drive
Your Group, Your Way:
✦ Want a quiet night in? Hot tub → fire pit → movie night in the theater ✦ Want to go out? You're 15 minutes from River North, Wrigleyville, and Logan Square ✦ Need recommendations? Message us — we've got the best local picks
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Chicago
Albany Park, a neighbourhood in Chicago, is home to this holiday home. Michigan Avenue and Navy Pier are worth checking out if shopping is on the agenda, while those wishing to experience the area's popular attractions can visit Lincoln Park Zoo and Field Museum of Natural History. Looking to enjoy an event or a game? See what's going on at Wrigley Field or United Center.
Irish American Heritage Center - 3 min drive - 1.8 km
Milwaukee Avenue - 3 min drive - 2.1 km
Six Corners - 4 min drive - 2.5 km
Getting around
Chicago Irving Park Station - 2 min drive
Irving Park Station (Blue Line) - 16 min walk
Chicago O'Hare International Airport (ORD) - 29 min drive
Restaurants
Dunkin' - 10 min walk
Lawrence Fish Market - 7 min walk
McDonald's - 9 min walk
Little Caesars Pizza - 3 min walk
Mar Rojo - 5 min walk
Frequently asked questions
Is The Jackpot - Hot Tub, Cinema, Game Room, Fire Pit, Bar, Garage - Sleeps 14 pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at The Jackpot - Hot Tub, Cinema, Game Room, Fire Pit, Bar, Garage - Sleeps 14?
As of 8 May 2026, prices found for a 1-night stay for 2 adults at The Jackpot - Hot Tub, Cinema, Game Room, Fire Pit, Bar, Garage - Sleeps 14 on 20 May 2026 start from AU$1,611, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at The Jackpot - Hot Tub, Cinema, Game Room, Fire Pit, Bar, Garage - Sleeps 14?
On-site parking is available at the property.
What time is check-in at The Jackpot - Hot Tub, Cinema, Game Room, Fire Pit, Bar, Garage - Sleeps 14?
Check-in begins at 4:00 PM.
What time is check-out at The Jackpot - Hot Tub, Cinema, Game Room, Fire Pit, Bar, Garage - Sleeps 14?
Checkout is at 11:00 AM.
Where is The Jackpot - Hot Tub, Cinema, Game Room, Fire Pit, Bar, Garage - Sleeps 14 located?
This family-friendly Chicago holiday home is located in Albany Park, within 3 mi (5 km) of Milwaukee Avenue, Copernicus Center and Portage Park. Montrose Beach and Lake Michigan are also within 6 miles (10 km). Irving Park Station (Blue Line) is 16 minutes by foot and Montrose Station (Blue Line) is 20 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
This property was the perfect home base for our group of 13 for a bachelor/ette party weekend! The house was spotless & we were very comfortable with all the amenities provided by our host Abe! He was also very communicative & willing to accommodate any request, and even offered a late check out.
The house was very clean and comfortable. The kids loved the hot tub and the movie room. Also, the host was very attentive and available for any questions we had.
This exceeded our expectations. The home was even nicer in person and our host was attentive and helpful every step of the way. We loved the attention to detail and all of the amenities. It felt like we were staying at a 5-star hotel. We will definitely book again next time we are in Chicago. LOVED!
Abe was very communicative and thoughtful on making sure we had everything we needed. Location was great for us with family in being able to visit with family in park ridge and spend time in the city. Great place to stay for multi families with or without kids
My family absolutely loved our stay at The Retreat! Tucked in the middle of a friendly Chicago neighborhood, it truly felt like we were in an urban oasis. The home is beautifully updated, with tons of space for a crowd. The kids loved the bunk beds, ping pong table and of course the hot tub. The adults spent a lot of time gathering in the spacious, well-appointed kitchen and enjoying the comfortable sitting area around the TV. The host Abe was super responsive to our needs and went well above and beyond, even securing a DVD player after we inquired. This is a unique find in Chicago's Albany Park neighborhood and a spot I'll rave about to anyone who will listen.
Margaret P.
Stayed 2 nights in Nov 2025
About the host
Your host
Hey there, I'm Abe!
I stumbled into the hospitality industry 3 years ago helping people host events to celebrate special life moment at my event space. Here, I realized my passion for curating spaces where people can create unforgettable memories and build more meaningful relationships. This same passion and has driven me to create an unrivaled vacation experience in my hometown Chicago.
I can't wait to help you plan your best vacation yet, please send me message (I have the best recs)!