Vacation rentals in Chicago River

LIVN Millennium Park Downtown Chicago 1 BR

Experience the best of Chicago from this stylish, newly renovated 1-bedroom at 19 S Wabash Ave. Perfectly located in the heart of downtown, you'll be steps away from iconic Millennium Park, the vibrant shops of Michigan Avenue, and a world of dining options. This 1 bedroom offers modern comfort with a fully equipped kitchen, including a refrigerator, dishwasher, and coffee maker, plus the convenience of an in-unit washer and dryer, making it ideal for both short getaways and extended stays. Enjo

Location · Value · Layout

Stylish Corner 2 Bedroom in the Heart of Chicago |

[NOTE: The main rooftop is currently closed for renovations and is slated to reopen in Winter/Spring 2027. The 2nd rooftop remains open and available to use, including the pool which typically opens around Memorial Day]. This stylish corner apartment is in a perfect location with fabulous city views in multiple directions. It's a bright and spacious two bedroom, two bathroom apartment with an additional sofa bed, ideal for families, business travelers, or couples traveling together. The buildin

Value · Family · Walkability

Top guest favorite

Guest favorite

Unwind in Style Steps from the Magnificent Mile

Ideally located just half a block from Michigan Avenue, this apartment boasts high ceilings, beautiful wood floors, with thoughtfully appointed rooms for your comfort. You will have everything you need to enjoy your stay in style! PLEASE NOTE: 4th floor walk-up (NO ELEVATOR). There is a small neighborhood bar on the second floor of the building. They are respectful of our neighbors, however they do play music which can be heard leading up to the apartment but never in the apartment.

Family · Value · Wifi

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.

Family · Value · Hospitality

Pilsen Modern Chic Retreat

Welcome to your perfect getaway! This stunning 2-bedroom home is the epitome of modern chic; offering an unforgettable blend of style and comfort. Designed for up to 6 guests, the space is crafted with thoughtful architectural details and an eye for eclectic decor. Located in the heart of Pilsen, known for its vibrant art scene, trendy restaurants, & local culture, you'll be perfectly situated to explore everything Chicago has to offer.

Family · Location · Nearby

City king

Step into the city king room where inspiring views of downtown and a spacious cozy king bed invite you to relax in style. Enjoy smart amenities like a Nespresso coffee machine, a 55 inch flat screen TV, a smart fridge and a work desk. Contemporary luxury design and thoughtful details like a hand held steamer hair dryer and laptop sized safe make this a perfect home base whether you are exploring the city or enjoying a quiet night in.

Value · Location · Air conditioning

Charming Historic Row Home | Lincoln Park

Experience historic charm and modern luxury in the heart of Lincoln Park. This updated 1870s row home features a private gated brick courtyard, chef’s kitchen with Wolf & Sub-Zero appliances, and full home automation. Unwind by the cozy wood-burning fireplace or retreat to 3 quiet bedrooms with newly renovated baths. Steps from Chicago’s best dining, boutique shopping, and transit—your perfect city getaway!

Location · Sleep quality · Decor

Standard king

Standard room offers a tastefully decorated space with a plush king bed designed for your comfort and relaxation. Enjoy modern amenities like WiFi, smart TV and an in room safe along with coffee and tea making facilities. Thoughtful touches create a welcoming atmosphere for both work and leisure making it an ideal choice for any traveller. Unwind and recharge in style during your stay.

Location · Value · Long stay

Standard Room with King Bed

Enjoy a spacious deluxe room with a king bed, premium bedding, and ergonomic workspace for added comfort. The room features air conditioning, free wifi, a flat-screen smart tv, and a nespresso coffeemaker. Thoughtful bathroom amenities and dog-friendly options make your stay convenient and relaxing. This is a non-smoking room designed for a seamless experience.

Value · Location · Wifi

Level One Bedroom Suite | Fulton Market

One Bedroom Suites offer approximately 650 sqft of living space and boast fully equipped kitchens, living room with sofa bed, spa-inspired bathroom, and separate bedroom with king bed and open-air balcony. All suites feature in-suite laundry, premium appliances, smart TV with access to your favorite streaming apps, and complimentary Wi-Fi.

Value · Location · Nearby

The Royal Sonesta Chicago Downtown, Deluxe two qu.

Deluxe two queens city view offers a stylish retreat on a high floor with city views, two queen beds, plush bedding, and modern furnishings. Major amenities include a sofa bed, armchair, table, chair, mini fridge, flat screen TV, laptop size safe, coffee maker, and wifi for a comfortable stay.

Location · Value · Sleep quality

Le Méridien Essex Chicago, Selected by hotel

Room will be assigned at check-in based on availability. All rooms offer comfortable accommodations with standard amenities and have a maximum occupancy of 2 guests. Specific features may vary by room.

Family · Location · Amenities