Vacation rentals in Monroe Harbor

5 out of 5 average rating, 4 reviews

The South Loop Suite

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.

4.8 out of 5 average rating, 178 reviews

A striking view of the Swissotel Chicago showcases its all-glass façade illuminated against the evening sky. The building is surrounded by other high-rise structures and reflects the city lights on the calm waters of the Chicago River.

Hotel room in Chicago

All-glass gem by Chicago architect Harry Weese

Designed by renowned Chicago architect Harry Weese, Swissotel Chicago is an award-winning luxury hotel overlooking the Chicago River and Lake Michigan, and just steps from the Magnificent Mile. The distinctive 4-diamond, all-glass hotel offers spectacular wrap-around views from Navy Pier to Millennium Park, 662 guest rooms and suites, five premier ballrooms, state-of-the-art penthouse fitness center, and spotless European-style service. Pet Friendly, $50USD/night, $250 refundable deposit.

A communal area features comfortable seating, including a pair of gray armchairs with decorative throw pillows. A low coffee table is positioned between them. In the background, a beverage station with a coffee machine and snacks is visible, alongside a plant for added detail.

4.8 out of 5 average rating, 299 reviews

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.

A panoramic view of a baseball field at night is captured, showcasing a well-lit stadium filled with spectators. Bright lights illuminate the diamond, while large electronic screens display advertisements, contributing to the vibrant atmosphere of a live sporting event.

4.75 out of 5 average rating, 327 reviews

Bright & Spacious| Free Parking |Trendy Bridgeport

Step inside and be greeted by an open-concept space bathed in natural light. High ceilings, hardwood floors perfectly blend vintage charm with modern elegance. The living area invites you to unwind after a day of exploring our vibrant city. Relax on the sofa, watch your favorite shows on our large flat-screen TV, or indulge in book in the cozy seating nook. Whether you're a solo traveler, couple, or friend group looking for an unforgettable adventure, this is the ultimate urban retreat.

The image showcases a bustling urban scene in Chicago, featuring tall skyscrapers alongside historic architecture. The iconic Hancock Tower stands prominently, while the contrasting older buildings at the foreground add character to the skyline. A clear sky enhances the vibrant city atmosphere.

4.82 out of 5 average rating, 757 reviews

Kasa | Views from your Private Balcony | Chicago

When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chicago easy. Located just north of downtown Chicago, you'll be steps from Oak Street Beach, a short walk to Michigan Avenue and Millennium Park. With fantastic amenities, our apartments are ideal for extended stays or long vacations. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text or phone, and a Virtual Front Desk accessed via mobile device.

A modern living area features a gray sofa, white coffee tables, and a dining space with four chairs. Floor-to-ceiling windows provide expansive views of the Chicago skyline, with natural light illuminating the open layout. A sleek kitchen area with a bar counter is visible in the background.

4.67 out of 5 average rating, 311 reviews

Sentral Premium 2BR Apt 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

A modern entryway features a textured stone wall with large, bold numbers displaying '1021 South.' Illuminated ceiling lights highlight the contemporary design. A glass door leads outside, showcasing a glimpse of the street beyond.

4.93 out of 5 average rating, 184 reviews

Lavish 2BR/2BA Loft I Next to Grant Park & Museums

Enjoy Chicago in our modern & spacious 2-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!

The living area features large windows offering views of the cityscape. A plush blue sofa is situated beside a vibrant orange chair, both centered around a round coffee table. Natural light fills the space, while a wall-mounted television is visible.

4.87 out of 5 average rating, 105 reviews

McCormick 2B/2Ba corner unit/opt parking/sleeps 6

• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 2 shifts Security officers in the building • 2 Queen size beds + Sofa bed for 2 extra guests • Comfortable stay for up to 6 guests at a time • Access to the Gym in the building • Fast dedicated Internet • 4K smart HDTV(Netflix and Roku) • Fully equipped & stocked kitchen with Coffee & Tea • EV charging stations available • Optional Parking space for only $30/day

An ornate entrance gate welcomes visitors with the phrase 'Bienvenidos a Pilsen,' crafted in bold lettering. The intricate ironwork frames the entrance, reflecting the vibrant character of the Pilsen neighborhood. Light filters through the transparent doors, hinting at the lively atmosphere beyond.

4.87 out of 5 average rating, 264 reviews

Spectacular Pilsen Studio for 2!

This chic studio in the heart of Pilsen is the perfect space to kick back and relax during your visit to the Windy City! The vibrant neighborhood always has something to offer to any type of traveler, and it's a quick trip to see most of the iconic Chicago sights. Easily walk to historic Thalia Hall, or drive to the Loop in just 5 minutes! You'll love the thoughtful touches and modern decor in the apartment, as well as the bright and welcoming main space.

An urban landscape at dusk showcases a skyline of tall buildings, some illuminated by colorful lights. A blend of modern architecture and trees can be observed in the foreground, framing the scene with a range of textures and colors.

4.7 out of 5 average rating, 275 reviews

Sonder Onterie | King Studio Apartment

Welcome to Onterie, where modern style meets an unbeatable location in the heart of Chicago's Magnificent Mile. You'll have world-class shopping and award-winning dining at your fingertips. Each apartment includes a fully equipped kitchen, in-suite laundry, and a Roku to stream your favorite shows. Unwind in the outdoor courtyard, or find focus in our co-working space. Onterie offers the perfect blend of city and lakeside living.

A compact bathroom space features a bathtub with an attached shower. A circular mirror is mounted above a small sink, and colorful polka-dotted shower curtains add a playful touch. Shelving holds toiletries, complementing the neutral tones of the decor.

4.83 out of 5 average rating, 638 reviews

Great Location! Gold Coast! 07

Great location studio in the Gold Coast. Close to many attractions Chicago has to offer. 5 min walk to Oak st. Beach & Magnificent Mile, 5 min to John Hancock tower, 5 min red line/brown line. 10 min walk to MCA, 20 min to Millenium Park and Art Institute.. Hardwood floor, queen size bed. Maximum occupancy 2 persons.

The main entrance features a sleek black door surrounded by detailed decorative elements in gold and cream tones. The entryway is partially covered by an awning, providing shelter from the weather. A minimalist mailbox can be seen to the left of the door.

5 out of 5 average rating, 3 reviews

Studio 208 close to the Grant Park

Situated in the heart of the South Loop, this studio has the easy access to Chicago’s most recognizable tourist attractions such as Millennium Park, Grant Park, Soldier Field, United Center,Art Institute of Chicago and famous Museum Campus where you can visit Field Museum, Adler Planetarium & Shedd Aquarium.

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Other great vacation rentals in Monroe Harbor

A spacious living area features a large sectional sofa complemented by two armchairs. The room is brightened by large windows and a striking mural of palm trees against a blue sky. A green rug adds a touch of color to the wooden floor.

4.81 out of 5 average rating, 36 reviews

Tropical Private Queen room with private bathroom

XiRating, 5 stars3 weeks ago

Very responsive host, place is great and clean. Will stay again and recommend friends.

A hallway showcases an arched entryway leading into a shared living space. Light grey walls provide a soft backdrop for the hardwood flooring. A white door stands ajar, revealing additional areas such as the dining table and kitchen, enhancing a sense of openness.

4.72 out of 5 average rating, 39 reviews

Bees Knees - Room 3

MikaylahRating, 5 stars3 weeks ago

I really enjoyed my stay here . Genova place is very affordable, well kept for a shared space . I like that everything was organized . Toiletries such as body soap , hair conditioner was provided as well as towels and linens . Genova was able to accommodate me as well with some plans that didn’t quite work out with my airfare . I was very grateful and appreciative of that as well . Very good and timely with communication on whatever I needed . I’m sure a future stay here will be planned out . Maybe sooner than later . Great host . Until next time …

A clean bathroom area is featured, showcasing a spacious vanity with a mirrored wall above. Soft, white towels are neatly folded beside a green plant on the countertop, creating a refreshing and organized space. Neutral colors contribute to a calming ambiance.

4.78 out of 5 average rating, 79 reviews

Beautiful Private Room 5 min to the City

IngridRating, 5 stars3 weeks ago

Super close to UIC, located in a quiet and safe neighborhood. It’s also not far from downtown Chicago. The apartment has five rooms, with a toilet on the first floor and a full bathroom on the second floor. It can get a bit crowded on weekends, which might make the bathrooms busier, but in my experience, they’ve remained clean despite being shared. That said, cleanliness may vary depending on the tenants. Also, the walls are a bit thin, so noise from the first floor can sometimes be heard upstairs. However, people generally keep quiet after 11 p.m.

An outdoor fire pit is surrounded by a stone-paved area, with flames flickering brightly in the center. Two white chairs are positioned nearby, offering a comfortable seating arrangement. A wooden fence with decorative elements borders the space, creating a cozy and private atmosphere.