# Streeterville Penthouse 2BR | Lake Views & Rooftop – 2 Bedroom Vacation Rental in Chicago, Illinois | Staywell Hospitality

Enjoy Chicago from this light-filled 1,200 square foot top-floor corner penthouse in a prime Streeterville high-rise. Located just off Michigan Avenue and steps from Oak Street Beach, this bright 2-bedroom unit features expansive windows with city and lake views, a stylish interior, and quiet bedrooms. Enjoy a secure building, an on-site lobby cafe, and a 360° panoramic rooftop deck with amazing views. Unbeatable location for an elevated Chicago stay!

SPACIOUS CORNER RETREAT
▪ Generous 1,200 sq ft corner layout with dual-exposure city and lake views
▪ Oversize windows flooding the living and dining space with natural light
▪ Chic interior design with comfortable modern seating and Smart TV (Roku)
▪ Primary Bedroom: Queen bed with blackout curtains
▪ Second Bedroom: Queen bed with blackout curtains
▪ Living Room: Queen sleeper sofa for additional guest flexibility
▪ Open kitchen with center dining table, breakfast bar, and full cookware
▪ Full bathroom stocked with fresh towels and bath products

CLASSIC HIGH-RISE BUILDING AMENITIES
▪ 360° Panoramic Rooftop Terrace: Sunbeds, lounge seating, and skyline/lake views
▪ Indoor Club Room: Cozy lounge space with pool table for cooler months
▪ On-site Fitness Room
▪ Lobby Coffee Shop: Grab morning coffee without stepping outside
▪ Secure building with doorman

UNBEATABLE STREETERVILLE LOCATION
▪ Walk Score 95+: 2 blocks to Michigan Ave (Mag Mile), John Hancock, and MCA
▪ 10-minute walk to Oak Street Beach and the Lakefront Trail
▪ Short walk to River North dining, Navy Pier, and Northwestern Hospital campus

Dogs allowed with prior approval only. Please inquire about breed restrictions. 35 pound weight limit. $35/night per pet fee applies. Unauthorized pets will incur a $500 fee.

**Property URL**: https://staywell-hospitality.wanderos.com/property/728661708750457926/streeterville-penthouse-2br-lake-views-rooftop
**Markdown URL**: https://staywell-hospitality.wanderos.com/property/728661708750457926/streeterville-penthouse-2br-lake-views-rooftop.md

## Property Overview
- **Sleeps**: 6 guests
- **Bedrooms**: 2 bedrooms
- **Bathrooms**: 1
- **Square Footage**: 1,194.793 sq ft

- **Property License**: R21000070148

## Pricing & Availability
- **Nightly Rate**: $160 USD - $987 USD (before taxes and fees)
- **Next Available**: Nov 8, 2026
- **Available Days**: 309 of 551 days between Nov 5, 2026 and May 8, 2028
- **Daily Pricing (Nov 5, 2026 to May 8, 2028)**:
  - Nov 5, 2026: $405 USD (Not Available) (2 night min)
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  - Oct 6, 2027: $444 USD (Not Available) (2 night min)
  - Oct 7, 2027: $965 USD (Not Available) (3 night min)
  - Oct 8, 2027: $1,219 USD (Not Available) (3 night min)
  - Oct 9, 2027: $1,347 USD (Not Available) (3 night min)
  - Oct 10, 2027: $1,106 USD (Not Available) (3 night min)
  - Oct 11, 2027: $665 USD (Not Available) (2 night min)
  - Oct 12, 2027: $415 USD (Not Available) (2 night min)
  - Oct 13, 2027: $435 USD (Not Available) (2 night min)
  - Oct 14, 2027: $480 USD (Not Available) (2 night min)
  - Oct 15, 2027: $627 USD (Not Available) (2 night min)
  - Oct 16, 2027: $705 USD (Not Available) (2 night min)
  - Oct 17, 2027: $450 USD (Not Available) (2 night min)
  - Oct 18, 2027: $413 USD (Not Available) (2 night min)
  - Oct 19, 2027: $339 USD (Not Available) (2 night min)
  - Oct 20, 2027: $351 USD (Not Available) (2 night min)
  - Oct 21, 2027: $398 USD (Not Available) (2 night min)
  - Oct 22, 2027: $536 USD (Not Available) (2 night min)
  - Oct 23, 2027: $810 USD (Not Available) (2 night min)
  - Oct 24, 2027: $543 USD (Not Available) (2 night min)
  - Oct 25, 2027: $569 USD (Not Available) (2 night min)
  - Oct 26, 2027: $545 USD (Not Available) (2 night min)
  - Oct 27, 2027: $474 USD (Not Available) (2 night min)
  - Oct 28, 2027: $344 USD (Not Available) (2 night min)
  - Oct 29, 2027: $509 USD (Not Available) (2 night min)
  - Oct 30, 2027: $588 USD (Not Available) (2 night min)
  - Oct 31, 2027: $323 USD (Not Available) (2 night min)
  - Nov 1, 2027: $320 USD (Not Available) (2 night min)
  - Nov 2, 2027: $304 USD (Not Available) (2 night min)
  - Nov 3, 2027: $303 USD (Not Available) (2 night min)
  - Nov 4, 2027: $411 USD (Not Available) (2 night min)
  - Nov 5, 2027: $229 USD (Not Available) (2 night min)
  - Nov 6, 2027: $229 USD (Not Available) (2 night min)
  - Nov 7, 2027: $229 USD (Not Available) (2 night min)
  - Nov 8, 2027: $229 USD (Not Available) (2 night min)
  - Nov 9, 2027: $229 USD (Not Available) (2 night min)
  - Nov 10, 2027: $229 USD (Not Available) (2 night min)
  - Nov 11, 2027: $229 USD (Not Available) (2 night min)
  - Nov 12, 2027: $229 USD (Not Available) (2 night min)
  - Nov 13, 2027: $229 USD (Not Available) (2 night min)
  - Nov 14, 2027: $229 USD (Not Available) (2 night min)
  - Nov 15, 2027: $229 USD (Not Available) (2 night min)
  - Nov 16, 2027: $229 USD (Not Available) (2 night min)
  - Nov 17, 2027: $229 USD (Not Available) (2 night min)
  - Nov 18, 2027: $229 USD (Not Available) (2 night min)
  - Nov 19, 2027: $229 USD (Not Available) (2 night min)
  - Nov 20, 2027: $229 USD (Not Available) (2 night min)
  - Nov 21, 2027: $229 USD (Not Available) (2 night min)
  - Nov 22, 2027: $229 USD (Not Available) (2 night min)
  - Nov 23, 2027: $229 USD (Not Available) (2 night min)
  - Nov 24, 2027: $229 USD (Not Available) (2 night min)
  - Nov 25, 2027: $229 USD (Not Available) (2 night min)
  - Nov 26, 2027: $229 USD (Not Available) (2 night min)
  - Nov 27, 2027: $229 USD (Not Available) (2 night min)
  - Nov 28, 2027: $229 USD (Not Available) (2 night min)
  - Nov 29, 2027: $229 USD (Not Available) (2 night min)
  - Nov 30, 2027: $229 USD (Not Available) (2 night min)
  - Dec 1, 2027: $229 USD (Not Available) (2 night min)
  - Dec 2, 2027: $229 USD (Not Available) (2 night min)
  - Dec 3, 2027: $229 USD (Not Available) (2 night min)
  - Dec 4, 2027: $229 USD (Not Available) (2 night min)
  - Dec 5, 2027: $229 USD (Not Available) (2 night min)
  - Dec 6, 2027: $229 USD (Not Available) (2 night min)
  - Dec 7, 2027: $229 USD (Not Available) (2 night min)
  - Dec 8, 2027: $229 USD (Not Available) (2 night min)
  - Dec 9, 2027: $229 USD (Not Available) (2 night min)
  - Dec 10, 2027: $229 USD (Not Available) (2 night min)
  - Dec 11, 2027: $229 USD (Not Available) (2 night min)
  - Dec 12, 2027: $229 USD (Not Available) (2 night min)
  - Dec 13, 2027: $229 USD (Not Available) (2 night min)
  - Dec 14, 2027: $229 USD (Not Available) (2 night min)
  - Dec 15, 2027: $229 USD (Not Available) (2 night min)
  - Dec 16, 2027: $229 USD (Not Available) (2 night min)
  - Dec 17, 2027: $229 USD (Not Available) (2 night min)
  - Dec 18, 2027: $229 USD (Not Available) (2 night min)
  - Dec 19, 2027: $229 USD (Not Available) (2 night min)
  - Dec 20, 2027: $229 USD (Not Available) (2 night min)
  - Dec 21, 2027: $229 USD (Not Available) (2 night min)
  - Dec 22, 2027: $229 USD (Not Available) (2 night min)
  - Dec 23, 2027: $229 USD (Not Available) (2 night min)
  - Dec 24, 2027: $229 USD (Not Available) (2 night min)
  - Dec 25, 2027: $229 USD (Not Available) (2 night min)
  - Dec 26, 2027: $229 USD (Not Available) (2 night min)
  - Dec 27, 2027: $229 USD (Not Available) (2 night min)
  - Dec 28, 2027: $229 USD (Not Available) (2 night min)
  - Dec 29, 2027: $229 USD (Not Available) (2 night min)
  - Dec 30, 2027: $229 USD (Not Available) (2 night min)
  - Dec 31, 2027: $229 USD (Not Available) (2 night min)
  - Jan 1, 2028: $229 USD (Not Available) (2 night min)
  - Jan 2, 2028: $229 USD (Not Available) (2 night min)
  - Jan 3, 2028: $229 USD (Not Available) (2 night min)
  - Jan 4, 2028: $229 USD (Not Available) (2 night min)
  - Jan 5, 2028: $229 USD (Not Available) (2 night min)
  - Jan 6, 2028: $229 USD (Not Available) (2 night min)
  - Jan 7, 2028: $229 USD (Not Available) (2 night min)
  - Jan 8, 2028: $229 USD (Not Available) (2 night min)
  - Jan 9, 2028: $229 USD (Not Available) (2 night min)
  - Jan 10, 2028: $229 USD (Not Available) (2 night min)
  - Jan 11, 2028: $229 USD (Not Available) (2 night min)
  - Jan 12, 2028: $229 USD (Not Available) (2 night min)
  - Jan 13, 2028: $229 USD (Not Available) (2 night min)
  - Jan 14, 2028: $229 USD (Not Available) (2 night min)
  - Jan 15, 2028: $229 USD (Not Available) (2 night min)
  - Jan 16, 2028: $229 USD (Not Available) (2 night min)
  - Jan 17, 2028: $229 USD (Not Available) (2 night min)
  - Jan 18, 2028: $229 USD (Not Available) (2 night min)
  - Jan 19, 2028: $229 USD (Not Available) (2 night min)
  - Jan 20, 2028: $229 USD (Not Available) (2 night min)
  - Jan 21, 2028: $229 USD (Not Available) (2 night min)
  - Jan 22, 2028: $229 USD (Not Available) (2 night min)
  - Jan 23, 2028: $229 USD (Not Available) (2 night min)
  - Jan 24, 2028: $229 USD (Not Available) (2 night min)
  - Jan 25, 2028: $229 USD (Not Available) (2 night min)
  - Jan 26, 2028: $229 USD (Not Available) (2 night min)
  - Jan 27, 2028: $229 USD (Not Available) (2 night min)
  - Jan 28, 2028: $229 USD (Not Available) (2 night min)
  - Jan 29, 2028: $229 USD (Not Available) (2 night min)
  - Jan 30, 2028: $229 USD (Not Available) (2 night min)
  - Jan 31, 2028: $229 USD (Not Available) (2 night min)
  - Feb 1, 2028: $229 USD (Not Available) (2 night min)
  - Feb 2, 2028: $229 USD (Not Available) (2 night min)
  - Feb 3, 2028: $229 USD (Not Available) (2 night min)
  - Feb 4, 2028: $229 USD (Not Available) (2 night min)
  - Feb 5, 2028: $229 USD (Not Available) (2 night min)
  - Feb 6, 2028: $229 USD (Not Available) (2 night min)
  - Feb 7, 2028: $229 USD (Not Available) (2 night min)
  - Feb 8, 2028: $229 USD (Not Available) (2 night min)
  - Feb 9, 2028: $229 USD (Not Available) (2 night min)
  - Feb 10, 2028: $229 USD (Not Available) (2 night min)
  - Feb 11, 2028: $229 USD (Not Available) (2 night min)
  - Feb 12, 2028: $229 USD (Not Available) (2 night min)
  - Feb 13, 2028: $229 USD (Not Available) (2 night min)
  - Feb 14, 2028: $229 USD (Not Available) (2 night min)
  - Feb 15, 2028: $229 USD (Not Available) (2 night min)
  - Feb 16, 2028: $229 USD (Not Available) (2 night min)
  - Feb 17, 2028: $229 USD (Not Available) (2 night min)
  - Feb 18, 2028: $229 USD (Not Available) (2 night min)
  - Feb 19, 2028: $229 USD (Not Available) (2 night min)
  - Feb 20, 2028: $229 USD (Not Available) (2 night min)
  - Feb 21, 2028: $229 USD (Not Available) (2 night min)
  - Feb 22, 2028: $229 USD (Not Available) (2 night min)
  - Feb 23, 2028: $229 USD (Not Available) (2 night min)
  - Feb 24, 2028: $229 USD (Not Available) (2 night min)
  - Feb 25, 2028: $229 USD (Not Available) (2 night min)
  - Feb 26, 2028: $229 USD (Not Available) (2 night min)
  - Feb 27, 2028: $229 USD (Not Available) (2 night min)
  - Feb 28, 2028: $229 USD (Not Available) (2 night min)
  - Feb 29, 2028: $229 USD (Not Available) (2 night min)
  - Mar 1, 2028: $229 USD (Not Available) (2 night min)
  - Mar 2, 2028: $229 USD (Not Available) (2 night min)
  - Mar 3, 2028: $229 USD (Not Available) (2 night min)
  - Mar 4, 2028: $229 USD (Not Available) (2 night min)
  - Mar 5, 2028: $229 USD (Not Available) (2 night min)
  - Mar 6, 2028: $229 USD (Not Available) (2 night min)
  - Mar 7, 2028: $229 USD (Not Available) (2 night min)
  - Mar 8, 2028: $229 USD (Not Available) (2 night min)
  - Mar 9, 2028: $229 USD (Not Available) (2 night min)
  - Mar 10, 2028: $229 USD (Not Available) (2 night min)
  - Mar 11, 2028: $229 USD (Not Available) (2 night min)
  - Mar 12, 2028: $229 USD (Not Available) (2 night min)
  - Mar 13, 2028: $229 USD (Not Available) (2 night min)
  - Mar 14, 2028: $229 USD (Not Available) (2 night min)
  - Mar 15, 2028: $229 USD (Not Available) (2 night min)
  - Mar 16, 2028: $229 USD (Not Available) (2 night min)
  - Mar 17, 2028: $229 USD (Not Available) (2 night min)
  - Mar 18, 2028: $229 USD (Not Available) (2 night min)
  - Mar 19, 2028: $229 USD (Not Available) (2 night min)
  - Mar 20, 2028: $229 USD (Not Available) (2 night min)
  - Mar 21, 2028: $229 USD (Not Available) (2 night min)
  - Mar 22, 2028: $229 USD (Not Available) (2 night min)
  - Mar 23, 2028: $229 USD (Not Available) (2 night min)
  - Mar 24, 2028: $229 USD (Not Available) (2 night min)
  - Mar 25, 2028: $229 USD (Not Available) (2 night min)
  - Mar 26, 2028: $229 USD (Not Available) (2 night min)
  - Mar 27, 2028: $229 USD (Not Available) (2 night min)
  - Mar 28, 2028: $229 USD (Not Available) (2 night min)
  - Mar 29, 2028: $229 USD (Not Available) (2 night min)
  - Mar 30, 2028: $229 USD (Not Available) (2 night min)
  - Mar 31, 2028: $229 USD (Not Available) (2 night min)
  - Apr 1, 2028: $229 USD (Not Available) (2 night min)
  - Apr 2, 2028: $229 USD (Not Available) (2 night min)
  - Apr 3, 2028: $229 USD (Not Available) (2 night min)
  - Apr 4, 2028: $229 USD (Not Available) (2 night min)
  - Apr 5, 2028: $229 USD (Not Available) (2 night min)
  - Apr 6, 2028: $229 USD (Not Available) (2 night min)
  - Apr 7, 2028: $229 USD (Not Available) (2 night min)
  - Apr 8, 2028: $229 USD (Not Available) (2 night min)
  - Apr 9, 2028: $229 USD (Not Available) (2 night min)
  - Apr 10, 2028: $229 USD (Not Available) (2 night min)
  - Apr 11, 2028: $229 USD (Not Available) (2 night min)
  - Apr 12, 2028: $229 USD (Not Available) (2 night min)
  - Apr 13, 2028: $229 USD (Not Available) (2 night min)
  - Apr 14, 2028: $229 USD (Not Available) (2 night min)
  - Apr 15, 2028: $229 USD (Not Available) (2 night min)
  - Apr 16, 2028: $229 USD (Not Available) (2 night min)
  - Apr 17, 2028: $229 USD (Not Available) (2 night min)
  - Apr 18, 2028: $229 USD (Not Available) (2 night min)
  - Apr 19, 2028: $229 USD (Not Available) (2 night min)
  - Apr 20, 2028: $229 USD (Not Available) (2 night min)
  - Apr 21, 2028: $229 USD (Not Available) (2 night min)
  - Apr 22, 2028: $229 USD (Not Available) (2 night min)
  - Apr 23, 2028: $229 USD (Not Available) (2 night min)
  - Apr 24, 2028: $229 USD (Not Available) (2 night min)
  - Apr 25, 2028: $229 USD (Not Available) (2 night min)
  - Apr 26, 2028: $229 USD (Not Available) (2 night min)
  - Apr 27, 2028: $229 USD (Not Available) (2 night min)
  - Apr 28, 2028: $229 USD (Not Available) (2 night min)
  - Apr 29, 2028: $229 USD (Not Available) (2 night min)
  - Apr 30, 2028: $229 USD (Not Available) (2 night min)
  - May 1, 2028: $229 USD (Not Available) (2 night min)
  - May 2, 2028: $229 USD (Not Available) (2 night min)
  - May 3, 2028: $229 USD (Not Available) (2 night min)
  - May 4, 2028: $229 USD (Not Available) (2 night min)
  - May 5, 2028: $229 USD (Not Available) (2 night min)
  - May 6, 2028: $229 USD (Not Available) (2 night min)
  - May 7, 2028: $229 USD (Not Available) (2 night min)
  - May 8, 2028: $229 USD (Not Available) (2 night min)


## Availability Rules for AI Agents
- A date marked "Available" means check-in is allowed on that date.
- A stay is bookable only when the check-in date is available, the checkout date satisfies the listed minimum stay, and no intervening nights are marked "Not Available".
- Prices are nightly rates before taxes and fees. Final checkout pricing may include taxes, fees, add-ons, discounts, and payment terms.
- The daily pricing table covers every date through May 8, 2028. A date missing from the table has no published nightly rate.
- If a requested date range extends beyond the table, visit the property URL for live booking details.

## Stay Timing
- **Check-in**: After 3:00 PM
- **Check-out**: Before 11:00 AM

## Location
- **Address**: Chicago, Illinois, United States
- **Postal Code**: 60611
- **Coordinates**: 41.8986092, -87.6206819
- **Local Area**: Welcome to Streeterville—one of Chicago’s most desirable, leafy, and walkable lakefront enclaves. Our building is positioned perfectly between the bustling energy of Michigan Avenue and the calm of the lakefront.  Whether you're visiting for sightseeing, shopping on the Magnificent Mile, or attending nearby events, everything is directly outside your door.

Dining & Nightlife
▪ Steps from top dining along Rush Street, Michigan Ave, and River North
▪ Dozens of upscale cafes, neighborhood bistros, and rooftop lounges nearby

Sightseeing & Attractions
▪ Oak Street Beach & Lakefront Trail: Stroll, bike, or relax along the water
▪ Magnificent Mile: World-class shopping along Michigan Avenue
▪ Museum of Contemporary Art & Water Tower: Right in your backyard
▪ Navy Pier, Millennium Park, the Art Institute, and Riverwalk: A 20-30 minute scenic walk or a very short Uber ride away

## Amenities
- Air conditioning
- Bed linens
- Coffee maker
- Cooking basics
- Dishes
- Dishwasher
- Cleaning supplies
- Toys
- Hair dryer
- Heating
- Wifi
- Iron
- Kitchen
- Dedicated workspace
- Microwave
- Oven
- Fridge
- Smoke detector
- Stove
- TV



## Guest Services
- **24/7 Concierge**: Available through the Staywell Hospitality app
- **Housekeeping**: Professional cleaning service
- **Maintenance**: On-call support for any issues
- **Local Recommendations**: Dining, activities, and experiences

## Property Details
- **Property ID**: 728661708750457926
- **Property Slug**: streeterville-penthouse-2br-lake-views-rooftop

## Booking Information
For more information and to book this property, visit:
https://staywell-hospitality.wanderos.com/property/728661708750457926/streeterville-penthouse-2br-lake-views-rooftop

Or contact Staywell Hospitality customer service for assistance.

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*Last modified: Nov 5, 2026*
*This markdown file is generated automatically for AI agents and search engines.*