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2026-11-16
2026-11-17
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Vacation Rentals in Chicago

Brownstone In Gold Coast - Downtown

57 East Cedar Street #Dt, Chicago, United States Show map

The spacious 1-bedroom Brownstone In Gold Coast - Downtown Apartment Chicago boasts a prime location about 600 metres from the skyscraper 360 Chicago Observation Deck. This 79 m² apartment features… More

From US$ 101 Book Now

Stylish 2Br Pad With Up-To-Date Comforts - Halsted Rep

3441 North Halsted Street, Chicago, United States Show map

Situated about a 25-minute stroll from the private DePaul Catholic University, the 1-bedroom Stylish 2Br Pad With Up-To-Date Comforts - Halsted Rep Chicago apartment also boasts easy access to… More

From US$ 431 Book Now

Chicago-Pilsen Boho Apartment With Free Parking - Unit C

2325 South Hoyne Avenue, Chicago, United States Show map

Dvorak Park is within 25 minutes' walk of the 1-bedroom Chicago-Pilsen Boho Apartment With Free Parking - Unit C, while Lincoln United Methodist Church is situated nearby. The apartment can hold up… More

From US$ 140 Book Now

Stylish Urban Retreat 3 Bedroom Close To Downtown

4034 S Prairie Ave Basement North, Chicago, Il 60653, Chicago, United States Show map

The spacious Stylish Urban Retreat 3 Bedroom Close To Downtown Chicago apartment lies in a convenient location in Chicago, 5 minutes' walk from Metropolitan Apostolic Community Church. This apartment… More

From US$ 86 Book Now

Trendy West Town Flat - 2 Bed / 1.5 Bath W Parking

1836 West Superior Street 1F, Chicago, United States Show map

Featuring a convenient location within 5 minutes' walk of Forbidden Root, the spacious 2-bedroom Trendy West Town Flat - 2 Bed / 1.5 Bath W Parking Apartment Chicago accommodates up to 5 guests. Wi… More

From US$ 283 Book Now

Mccormick Place 2Br Stylish Suite With Optional Parking And Gym For Up To 8 Guests Near Soldier Field And Grant Park

2036 South Michigan Avenue Apt 305, Chicago, United States Show map

The 84 m² Mccormick Place 2Br Stylish Suite With Optional Parking And Gym For Up To 8 Guests Near Soldier Field And Grant Park Chicago lies in a convenient location in Chicago, a mere 5 minutes' walk… More

From US$ 374 Book Now

A Secluded Bedroom With A Private Full Bathroom

1329 East 55Th Street, Chicago, United States Show map

Located 11 km from Chicago Union railway station, the spacious A Secluded Bedroom With A Private Full Bathroom Chicago apartment is only an 8-minute walk from the leading research center "Oriental… More

From US$ 150 Book Now

Bridgeport Place - Free Parking, Mccormick Place-Sox Park

1237 West 32Nd Place, Chicago, United States Show map

The 1-bedroom Bridgeport Place - Free Parking, Mccormick Place-Sox Park Chicago apartment is located 2.2 km from Dvorak Park and around a 25-minute walk from Taylor Lauridsen Park. This spacious… More

From US$ 196 Book Now

Cozy Chicago Apartment Next To The River

1454 West Fuller Street, Chicago, United States Show map

Situated within a 10-minute drive of the super-tall skyscraper "Willis Tower", spacious 2-bedroom Cozy Chicago Apartment Next To The River can host up to 6 guests in Chicago. Wi-Fi is provided for… More

From US$ 300 Book Now

The Twin Lions: Bespoke Travel Lodge W/ Speakeasy*

1919 North Wolcott Avenue, Chicago, United States Show map

Featuring a sunbathing terrace and a picnic area for added enjoyment, the 8-bedroom The Twin Lions: Bespoke Travel Lodge W/ Speakeasy* Chicago is located a mere 6 minutes' walk from Saint Mary of the… More

From US$ 237 Book Now

City Villa Sleeps 10-20 Free Tv & Parking

3152 North Pine Grove Avenue, Chicago, United States Show map

The 4-bedroom City Villa Sleeps 10-20 Free Tv & Parking Chicago lies in a prime location in Chicago, around a 5-minute walk from Saint Peter's Episcopal Church. This 232 m² apartment is situated… More

From US$ 234 Book Now

Sage Modern Apartments Near Union Park In West Loop

West Van Buren Street 1044, Chicago, United States Show map

The 5-room Sage Modern Apartments Near Union Park In West Loop Chicago is located in West Loop with plenty to do, and UIC-Halsted tube station is only 350 metres away. The apartment provides a… More

From US$ 386 Book Now

Entire Modern 2 Bedroom Apartment

2124 North Lorel Avenue Basement, Chicago, United States Show map

The 2-bedroom Entire Modern 2 Bedroom Apartment Chicago is approximately a 15-minute walk from Hanson Park. At this apartment, Wi-Fi and a private parking lot are also provided. More

From US$ 79 Book Now

Chicago Condo W/ Balcony: Walk To Cta Stations!

813 S Bell Ave #3, Chicago, United States Show map

The 2-bedroom Chicago Condo W/ Balcony: Walk To Cta Stations! villa can host up to 3 guests, boasting a prime location approximately a 15-minute drive from iconic cultural attractions such as the… More

From US$ 138 Book Now

Hamaline Luxury Guest House

76 East 37Th Street, Chicago, United States Show map

Situated around a 5-minute stroll from Indiana Avenue Pentecostal Church of God, the 3-bedroom Hamaline Luxury Guest House Chicago villa offers quick access to numerous city landmarks nearby. The… More

From US$ 336 Book Now

Luxury Downtown Penthouse With Private Rooftop

858 North Orleans Street #Ph, Chicago, United States Show map

The 112 m² Luxury Downtown Penthouse With Private Rooftop Chicago apartment is located 2.6 km from the 35 - acre Lincoln Park Zoo and 16 minutes' walk from the skyscraper 360 Chicago Observation Deck… More

From US$ 538 Book Now

Lakeview East Apartment

636 West Wellington Avenue, Chicago, United States Show map

Situated approximately 25 minutes' walk from the 35-acre beautifully landscaped Lincoln Park Zoo, the spacious 2-bedroom Lakeview East Apartment Chicago can host up to 3 guests in Chicago. This 139… More

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Bella Villa On Taylor Street Chicago'S Little Italy 1 Mile West The Loop & Uic

1453 West Taylor Street, Chicago, United States Show map

Spacious 3-bedroom Bella Villa On Taylor Street Chicago'S Little Italy 1 Mile West The Loop & Uic is located just 1.9 km from Chicago Union train station and about 5 minutes' walk from Arrigo Park. More

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Cozy 2 Brm Apartment Mins Away From United Center

2757 West Warren Boulevard G, Chicago, United States Show map

Situated approximately a 5-minute stroll from California underground station, the 2-bedroom Cozy 2 Brm Apartment Mins Away From United Center Chicago offers Wi-Fi for business or leisure needs. More

From US$ 181 Book Now

Wrigley 2Br, 1Ba With Free Parking

3623 N Ashland Ave Floor 2, Chicago, United States Show map

The spacious 116 m² Wrigley 2Br, 1Ba With Free Parking Apartment Chicago offers a convenient location just steps from Merryman Playlot Park. Guests will surely benefit from Wi-Fi and a car park at… More

From US$ 217 Book Now