Entire home

The Jackpot - Hot Tub, Cinema, Game Room, Fire Pit, Bar, Garage - Sleeps 14

Photo gallery for The Jackpot - Hot Tub, Cinema, Game Room, Fire Pit, Bar, Garage - Sleeps 14

Terrace/patio
Outdoor spa tub
Terrace/patio
Interior
Games room

Reviews

10 out of 10
Exceptional
5 bedrooms3 bathroomsSleeps 14

Popular amenities

  • Hot tub on site
  • Garage parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill

Rooms & beds

5 bedrooms (sleeps 14)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bunk Bed

Bedroom 5

2 Single Bunk Beds

Living Room 1

2 Queen Sofa Beds

3 bathrooms

Bathroom 1

Soap · Towels provided · Bathtub or shower · Bathtub · Bidet · Toilet · Shampoo · Hair dryer

Bathroom 2

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

Neighborhood Vibes:
✦ Lincoln Square (8 min): Charming shops, restaurants & European bakeries
✦ Logan Square (10 min): Breweries, brunch spots & craft cocktails
✦ Wicker Park / Bucktown (15 min): Boutiques & vibrant nightlife
✦ Wrigleyville (15 min): Bars, rooftops & game-day energy

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
Our prices include all fees. No hidden fees.

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About the area

Chicago

Albany Park, a neighbourhood in Chicago, is home to this holiday home. The area's natural beauty can be seen at Lake Michigan and Millennium Park, while Chicago Theatre and Art Institute of Chicago are cultural highlights. Travelling with kids? Make time for Field Museum of Natural History, or head to an event or a match at Wrigley Field.
Map
Chicago, IL

What's nearby

  • Gompers Park - 16 min walk - 1.4 km
  • Bohemian National Cemetery - 3 min drive - 1.8 km
  • 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

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 6 out of 6 reviews
Rating 8 - Good. 0 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Jo Ann S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean, well-stocked, great amenities, inviting decor, accessible location. The host is organized, flexible, thoughtful and supportive.
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Magdalyn B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 2 nights in Apr 2026
Verified

10/10 Excellent

Rob M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Gerry-Lynn W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 4 nights in Apr 2026
Verified

10/10 Excellent

Wood F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Stayed 4 nights in Dec 2025
Verified

10/10 Excellent

Margaret P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 2 nights in Nov 2025
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