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The Executive's Escape (2BD / 2BA)

Located at the epicenter of Chicago's cultural, historical, and business attractions, this luxurious 2 bedroom apartment offers guests all the comforts of home, whether on the road for work or play. Within walking distance are world famous attractions including: Millennium Park, The Bean, Navy Pier, Riverwalk, Soldier Field, The Field Museum, and more. Additionally, guests are merely a couple blocks from an "L" train stop, which will transport passengers anywhere they could desire in the city.

McCormick Place Cozy Studio w/ Parking | Sleeps 4

Wake up in the heart of Chicago’s vibrant South Loop, where modern comfort meets city excitement. Sip your morning coffee as sunlight fills your open-concept studio, then stroll just a few minutes to McCormick Place, Grant Park, or the Museum Campus. Whether you're in town for a convention, a weekend getaway, or a business trip, this studio is your perfect blend of access and escape — offering skyline views, sleek interiors, and a cozy retreat to unwind after a day of exploring the Windy City.

Hidden Gem:Artsy Speakeasy in Historic Bronzeville

Enjoy this fun and unique 1-bed 1.5-bath speakeasy in the heart of Chicago's Bronzeville District. This artsy vibe features eclectic décor, hand-painted murals, Smart TVs, wet bar, wellness studio, remote workspace, free street parking, and ground-level-step-free access. This cozy space is perfect for fun couples, solo adventurers, business travelers, and game night aficionados. Easy access to Downtown (6 miles to Mag Mile, Navy Pier, Millennium Park), Beach (1 mile), Museums, & Sports arenas.

2BD/2BA MAG MILE MASTERPIECE (+Rooftop)

Welcome! Guests love our home because: - You're SECONDS from the LAKE and MAGNIFICENT MILE - You're steps away from the famous Drake Hotel and Oak Street Beach. - Walk to every popular attraction that makes Chicago so great! - Newly remodeled interior with an open floor plan layout - Tranquil rooftop overlooking the Lake - Fast WIFI - Super comfy beds! - Custom chef kitchen - Located on a quiet street - Lake Michigan view from our floor-to-ceiling windows We look forward to hosting you!

Upscale High-Rise Apt · Rooftop Pool + Views

Stay in this brand-new 2025 apartment with luxury amenities. Perfect for work or leisure, it offers everything you need for a comfortable stay. Building Amenities: - 24/7 concierge & secure entry - Rooftop pool & gym with skyline views - Rooftop lounge with a fireplace - Steps from grocery stores & restaurants - Paid parking nearby Unit Highlights: - Stunning views of the city - Work from home space - In-unit washer & dryer - Fully equipped kitchen - Fast WiFi - Modernly designed interior

Spectacular Penthouse Corner 2BR in Streeterville

Stunning 1,200 square foot top-floor corner penthouse with oversize windows, an open layout, and dramatic city and lake views in multiple directions. This bright and modern two bedroom, one bathroom apartment is perfect for travelers looking for a stylish escape in the sky in downtown Chicago just off the Magnificent Mile and the lakefront. The building has great amenities including an amazing rooftop terrace with 360° views of the skyline and the lake. This is the best location in the city!

Downtown Park #11 - Mich Ave PH | gym+rooftop

Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Guests love staying with us because: -Central Location on Grant Park (no car needed!) -FAST WIFI -En-suite Laundry -Did we mention the Lake & Park are outside our front door? -Comfy Queen bed -Loft style bedroom -Shared Rooftop Deck stunning views -Gym -3 blocks from Red "L" subway -Close to Grant Park, The Bean, Soldier Field, Museums If you are looking for a special place, you've found it!

Downtown Chicago Stay with Free In & Out Parking 6

✨ 2 Bedroom / 2 Bathroom Unit ✨ Enjoy a stylish experience at this centrally located place! 🏙️ Spacious 700 sq. ft. modern 2-bedroom, 2 bathroom unit — perfect for corporate travelers 👔 and families looking for a comfortable and stylish escape in downtown Chicago. 🌆 🚗 Free In/Out Parking 🛏️ 2 Bedroom | 2 Bathroom 🛌 2 Queen Beds & 1 Sleeper Sofa (Sleeps 1) 💤 1 Inflatable Airbed 🧸 Portable Crib (For Mini Travel Companion) 📺 Netflix, Hulu, Disney+, & Prime Included

Sentral 1 Bedroom Apt in South Loop Chicago

Indoor/Outdoor Resort-Style Pool • Grilling Station • Four-Story Indoor Garden • Fitness Center • Demonstration Kitchen • Pet Friendly w/ Amenities • Co-Working Space w/ High-Speed WiFi • Across from Grant Park • Steps to South Loop Dining & Nightlife • Breathtaking Views of Lake Michigan & the City Skyline Sentral Michigan Ave offers upscale comfort in the heart of Chicago’s South Loop, blending premium amenities with unmatched access to parks, culture, and entertainment.

Lovely Garden Studio in Chicago

Kick back and relax in this calm, stylish space. Located in historic Bronzeville, our modern studio boasts open-plan living, stylish finishes and plenty of room to accommodate up to 3 guests. Our garden studio is located walking distance to the Green Line station, a 10 minute drive to downtown loop, 15-20 minutes away from Midway Airport, 5 minutes to Lake Michigan, and 5 minutes away from McCormick Place Convention Center, IIT, and Hyde Park/University of Chicago.

Gym | Garage Parking | Balcony | Sleeps 6

Stunning 2 bedroom West Loop apartment with Private Balcony, Gym, 1 Garage Parking with 1 king bed and 2 full beds. Perfect for groups & families up to 6. You are a 5 min walk to Fulton Market, and a 12 min drive away from restaurants in downtown, Millennium Park, and 15 mins drive away from Navy Pier! This is the perfect place for tourists to immerse themselves in the central vibe of Chicago, and enjoy all the activities that West Loop has to offer.

Modern Printer's Row Apt with Pool, Deck, Parking

Welcome to your spacious urban getaway in Chicago’s Printer’s Row! - Modern 3-bedroom, 3-bathroom unit with city views - Bright, open-concept living space with floor-to-ceiling windows - Fully equipped kitchen with stainless steel appliances - Access to rooftop pool and panoramic deck - Steps from cafes, restaurants, and parks Book your stay with TheDreamRentals today!