Entire condo

Penthouse Paradise •Executive Elegance • Elevated Amenities • Sleeps 6

Beachfront condo near Oak Street Beach

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Photo gallery for Penthouse Paradise •Executive Elegance • Elevated Amenities • Sleeps 6

TV, table tennis, books
Dining
A spacious lobby with modern furniture, large windows, and decorative lighting fixtures.
A modern building with a glass facade, labeled "1211 S. PRAIRIE PRIVATE."
A rooftop swimming pool with lounge chairs and a view of high-rise buildings.

Reviews

6.0 out of 10

Entire condo

3 bedrooms3 bathrooms

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Gym

Explore the area

View in a map
Chicago, IL
  • Place, Grant Park
    ‪2 min walk‬
  • Place, State Street
    ‪5 min walk‬
  • Place, Field Museum of Natural History
    ‪8 min walk‬
  • Airport, Chicago, IL (ORD-O'Hare Intl.)
    ‪36 min drive‬

Room options

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About the area

Chicago

On the beach.Within a 15-minute walk of this Near South Side condo, you'll find Lake Michigan and Soldier Field. Millennium Park and Michigan Avenue are also within 2 miles (3 km).

What's nearby

  • Grant Park - 2 min walk - 0.2 km
  • State Street - 5 min walk - 0.4 km
  • Field Museum of Natural History - 8 min walk - 0.7 km
  • Shedd Aquarium - 10 min walk - 0.8 km
  • Soldier Field - 13 min walk - 1.1 km

Getting around

  • Chicago Museum Campus-11th Street Station - 6 min walk
  • Roosevelt Station - 6 min walk
  • Chicago Midway Airport (MDW) - 33 min drive

Restaurants

  • ‪Sweet Bean - ‬6 min walk
  • ‪Eleven City Diner - ‬7 min walk
  • ‪Burger Bar Chicago - ‬4 min walk
  • ‪Yolk - ‬6 min walk
  • ‪Paris Baguette - ‬6 min walk

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

Penthouse Paradise •Executive Elegance • Elevated Amenities • Sleeps 6

Experience Elevated Urban Luxury in Chicago’s South Loop:

Welcome to your home away from home—a sprawling, sun-drenched 3-bedroom, 3-bathroom high-rise sanctuary perched on the 14th floor of one of downtown Chicago’s most desirable residential buildings. This fully furnished residence offers over 1,800 square feet of upscale comfort, panoramic views, and hotel-style amenities. Whether you're in town for business, relocation, extended medical care, or simply to enjoy Chicago, this space provides the perfect blend of style and convenience.



With modern finishes, floor-to-ceiling windows, and breathtaking views of Grant Park and Lake Michigan, this home combines the comfort of a thoughtfully designed residence with the sophistication of a luxury hotel. Ideal for traveling professionals, digital nomads, families, and long-term vacationers, it’s your gateway to the best of Chicago—day or night, work or play.



Spacious Layout & Premium Design Features:

• 3 generously sized bedrooms, each with its own ensuite full bathroom

• High ceilings, oversized windows, and Lake Michigan + Grant Park views

• Fully furnished with designer pieces and premium bedding

• Smart TVs in every room with streaming services preloaded

• High-speed Wi-Fi throughout

• 2 dedicated work-from-home desks with ergonomic chairs and excellent lighting



Each bedroom offers hotel-quality privacy, blackout curtains, and ample closet space—perfect for coworkers traveling together, couples sharing a space, or families needing room to spread out and recharge.



Chef’s Kitchen & Dining for Eight-

The open-concept kitchen is fully equipped and perfect for everything from a quick breakfast to a full dinner party.



• Stainless steel appliances including French-door refrigerator, oven, stove, microwave, and dishwasher

• Dishes, utensils, cookware, cutting boards, and knife sets all provided

• Coffee maker, toaster, blender, and more

• Large island with bar seating for 4

• Dining table with seating for 6–8



Whether you're cooking for the family or bringing in takeout from a Michelin-starred restaurant, you’ll find everything you need to enjoy meals in.



Relax in Comfort & Style -



The inviting living room features:

• Plush sectional sofa

• Large smart TV with surround sound

• Floor-to-ceiling windows with iconic city and lake views

• Private balcony with patio seating, ideal for coffee at sunrise or cocktails at sunset



Everyday Essentials, Thoughtfully Included



• In-unit washer and dryer – No shared laundry rooms here

• Two heated garage parking spaces – A rare perk in downtown Chicago

• Climate control in each room – Stay comfortable year-round

• Secure key fob entry and 24/7 doorman service



World-Class Building Amenities -



Enjoy the full spectrum of luxury building perks without ever leaving home:

• Indoor heated pool & spa

• Fully equipped fitness center with cardio and weights

• Game room with pool table and lounge seating

• Business center and conference room for remote work or meetings

• Outdoor grill terrace with tables and lounge chairs

• Spacious community lounge perfect for informal gatherings

• 24/7 doorman, package room, and optional dry-cleaning pickup/drop-off



Unbeatable Location in Chicago’s South Loop -



Just outside your front door is the best of Chicago:

• Grant Park – Your front yard, with gardens, fountains, and festivals

• Museum Campus – Field Museum, Shedd Aquarium, and Adler Planetarium within walking distance

• 12th Street Beach & Lakefront Trail – Jog, bike, or relax by the lake

• Soldier Field – A short stroll to concerts and Bears games

• Downtown Chicago – Less than 10 minutes by car or bike

• McCormick Place, Loop offices, and local hospitals – All easily accessible

• Public Transit – CTA Red, Green, and Orange lines nearby; Divvy bikes one block away

• Groceries & Essentials – Trader Joe’s, Mariano’s, Target, and Walgreens within minutes



Vibrant Dining, Shopping & Entertainment -



Explore the South Loop’s rich variety of walkable options:

• Casual Cafes – Overflow, Dollop, and Hero Coffee

• Upscale Dining – Acadia, The Chicago Firehouse, and Sociale

• Family Favorites – Eleven City Diner, Yolk, and Burger Bar

• Bars & Lounges – VU Rooftop Bar, Tapster, and First Draft

• Retail & Convenience – Roosevelt Collection shops, H&M, movie theater, and more



Family-Friendly and Perfect for Leisure Travel -



This home is not just for business travelers—it’s a fantastic base for families exploring Chicago. From nearby playgrounds and beaches to hands-on museum exhibits and parks, everything is accessible without the need for a car.

• Pack-n-play and high chair available upon request

• Quiet and secure building with elevator access and family-safe amenities

• Plenty of space for parents to work while children nap or play

• Easy access to Navy Pier, Maggie Daley Park, and the Children’s Museum



Whether you're in town for summer break, a sabbatical, or a long family vacation, this property provides the comfort, location, and flexibility families need—without compromising on style.



30+ Day Stays Only – Ideal for Long-Term Guests -



This home is available exclusively for 30-night minimum stays. It’s an ideal fit for:

• Corporate Relocation & Executive Stays

• Medical Travel for Nearby Hospitals

• Insurance Housing for Families Displaced from Home

• Digital Nomads Looking for a Luxury Chicago View

• Visiting Professors, Musicians, Athletes, and Entertainers in Residency

• Families in Between Homes or Renovating Nearby



What Guests Love Most:

✓ Iconic views of Lake Michigan and Grant Park

✓ Spacious layout with full privacy in each bedroom

✓ Two WFH setups for remote professionals

✓ True luxury living with hotel-style building amenities

✓ Walkable to top cultural attractions and restaurants

✓ Safe, quiet, and professionally managed



Book with Confidence:

Our home is professionally cleaned and maintained to the highest standards. You’ll enjoy full access to building amenities, a dedicated host team for support, and thoughtful extras designed to make your stay seamless.



Whether you're here for a month, a season, or longer, you'll find this residence offers everything you need for a comfortable, inspiring, and luxurious Chicago lifestyle

Similar properties

Property amenities

Beach

  • On the beach
  • Beach loungers

Pool/Spa

  • Pool

Internet

  • Available in the condo: WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Microwave
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Jetted bathtub
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Books
  • TV with cable/satellite channels

Outdoor areas

  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Elevator
  • Smoking not allowed
  • Note from host: No smoking allowed at this property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near a hospital
  • Near the marina
  • On a lake

Things to do

  • Billiards/pool table
  • Gym
  • Table tennis
  • Casino nearby
  • Cycling nearby
  • Fishing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 21

Check-out

Check-out before 11:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed
  • Note from host: No pets allowed at this property

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted
No smoking allowed at this property

Important information

You need to know

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
Onsite parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. Long-term renters welcome. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Property is also known as

05e628de-1b40-40e8-a7f9-15f8eec3947a

Frequently asked questions

How close is Penthouse Paradise •Executive Elegance • Elevated Amenities • Sleeps 6 to the airport?

This condo is 11.2 mi (33-min drive) away from the Chicago Midway Airport (MDW) airport, the closest popular airport to the property.

Does Penthouse Paradise •Executive Elegance • Elevated Amenities • Sleeps 6 have an airport shuttle?

Airport shuttle services are not available at this condo.

How close is Penthouse Paradise •Executive Elegance • Elevated Amenities • Sleeps 6 to the beach?

This condo is on the beach. Don't forget your sunscreen!

Does Penthouse Paradise •Executive Elegance • Elevated Amenities • Sleeps 6 offer free breakfast?

This condo does not offer free breakfast.

Is there a casino at Penthouse Paradise •Executive Elegance • Elevated Amenities • Sleeps 6?

No, there is no casino at this condo, but Bally's Casino Chicago (4-min drive) is nearby.

What time is check-in at Penthouse Paradise •Executive Elegance • Elevated Amenities • Sleeps 6?

Check-in begins at 3:00 PM.

Is there free parking at Penthouse Paradise •Executive Elegance • Elevated Amenities • Sleeps 6?

Free parking is not available at this condo.

Does Penthouse Paradise •Executive Elegance • Elevated Amenities • Sleeps 6 have a pool?

Yes, there's a pool.

Does Penthouse Paradise •Executive Elegance • Elevated Amenities • Sleeps 6 have a spa?

There are no spa services available at this condo.

How close is Penthouse Paradise •Executive Elegance • Elevated Amenities • Sleeps 6 to downtown Chicago?

This condo is 0.9 mi away from Chicago.

Penthouse Paradise •Executive Elegance • Elevated Amenities • Sleeps 6 Reviews