Holiday rentals in Monroe Harbor

The Chicago Experience - 2BR/2BA Skyline Residence

Welcome to our Downtown Chicago Premier Luxury apartment!! We've really enjoyed ourselves here, and we're sure you will too. We're located right in the heart of the city. Literally walking distance to The Bean & Lake Michigan, and right across the street from Grant Park - home of Lollapalooza. We're also close enough to hear the crowd at Soldier Field, or view NASCAR from our rooftop deck. So you can enjoy the city - not the traffic. And, a state of the art bldg, with every amenity available

Large Luxury House in River North Sleeps up to 10!

Centrally located River North Penthouse in boutique building has everything you would want with city living. 2-story condo ALL 3 bedrooms featuring en-suites and an additional 1/2 bath. Large living room with fireplace expands on to the outdoor deck with beautiful built-in grill, Second story features 2 bedrooms and a bright sun room. Spacious primary cozy fireplace along with steamed shower and jacuzzi tub. So much more with this luxury style living. Steps to all River North has to offer!!!

Kasa | Studio, Walk to Grant Park | South Loop

It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking distance of the Museum Campus, McCormick Place Center, and a variety of restaurants and shops. Our Kasas are the best choice for your trip to the Windy City with our spacious floorplans, full kitchen, laundry facilities, and parking. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text, phone, or chat, and a Virtual Front Desk accessed via mobile device.

Sentral Studio Apt in South Loop Chicago

Experience a lifestyle where everything you need is right at your fingertips in the vibrant heart of Downtown Chicago. Explore the area effortlessly: ✔ Breathtaking views of Lake Michigan and the Chicago skyline ✔ Close to major business hubs and the Loop District ✔ Enjoy a walk along the scenic Lakefront Trail ✔ A lively array of world-class museums, gourmet restaurants, and iconic architecture ✔ Quick access to Millennium Park, the Art Institute of Chicago, and Grant Park

Luxury Studio Apt Near McCormick & Soldier Field

• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 2 shifts Security officers in the building • City view • Queen size bed + Queen Air mattress for 2 extra guests • Comfortable stay for up to 4 guests at a time • Access to the Gym • Dedicated Internet • 4K smart HDTV(Netflix and Roku) • Fully equipped & stocked kitchen with complimentary Coffee & Tea • EV charging stations available • Optional Parking space for only $30/day

Chic 2BR 2BA Condo with Balcony - River North Chic

Welcome to @TheDreamRentals chic 2-bedroom, 2-bathroom condo located in the vibrant River North neighborhood of Chicago! Perfectly situated in the heart of the city, this stylish and modern space offers everything you need for a comfortable stay. Whether you're in town for business, a weekend getaway, or an extended stay, our condo is the perfect home base to experience everything Chicago has to offer. We can’t wait to host you! Chicago Registration Number: R24000119721

Lovely 1-bedroom serviced apartment near Museums!

Enjoy Chicago in our modern & spacious 1-bedroom loft in the South Loop. Central location to Grant Park, Soldier Field, Museum Campus, McCormick Place and more! Our location has a walk & transit score of 97, providing easy access to all the hot spots on your itinerary! Expect lovely natural light, luxuriously tall ceilings and room to accommodate your entire group. Guests are always pleasantly surprised by the size of the space and the modern amenities we provide!

Long Stay,The Jewels,2bd/2ba,UC 2mi,Pkg,DTWN 15mi

Welcome to ABODE6535: The Jewels Suite. This apartment is named after Chicago's popular grocery store chain and its residents' unique way of saying it. :) This vibrantly curated apartment is designed for comfortable extended stays that may make you consider making Chicago home, or at least make sure you feel at home while you're here. You will be welcomed into a well-appointed space with cozy linens, sparkling clean bathrooms and warm touches at every turn.

A polished, modern affair on iconic Michigan Ave.

Experience an upgraded stay at Le Méridien Essex Chicago, located on Michigan Ave in the city's heart. Our luxury hotel, surrounded by iconic attractions, offers modern rooms with stunning views of Grant Park, Lake Michigan, Buckingham Fountain, and the Museum Campus. We're committed to making your stay in the Loop unforgettable. The perfect location that is just steps away from Grant Park where Lollapalooza 2025 will be held!