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

Chic Retreat

612 East 95Th Street, Chicago, United States Show map

The 84 m² Chic Retreat Apartment Chicago offers proximity to such tourist attractions as Chicago State University, situated around 5 minutes' walk away. Wi-Fi and private car parking are also… More

From US$ 304 Book Now

Boho Bliss - 1Br, 1Bath W/Patio!

1813 North Kedzie Avenue 3, Chicago, United States Show map

Situated nearly a 15-minute drive from the baseball stadium "Wrigley Field", the 1-bedroom Boho Bliss - 1Br, 1Bath W/Patio! Apartment Chicago also boasts easy access to Chicago Union train station… More

From US$ 197 Book Now

Chicago Charm

2139 West Granville Avenue, Chicago, United States Show map

Featuring a convenient location a 5-minute walk from Saint Henry Catholic Church, the spacious Chicago Charm Apartment accommodates up to 6 guests. This apartment is situated 13 km from Chicago Union… More

From US$ 269 Book Now

Superior

1467 W. Superior, Chicago, United States Show map

Featuring a prime location within a 400-metre distance of Bickerdike Square Park, the spacious Superior Apartment Chicago accommodates up to 9 guests. This apartment is situated 2.1 km from Chicago… More

From US$ 2260 Book Now

Wrigley Oasis! Steps From The Field! - 3Bd 1Ba

1207 West Eddy Street, Chicago, United States Show map

The 3-bedroom Wrigley Oasis! Steps From The Field! - 3Bd 1Ba Apartment Chicago is located around 9 km from Chicago Union train station and approximately a 5-minute walk from Holy Trinity Lutheran… More

From US$ 407 Book Now

The Lyons' Lair

1831 West Belle Plaine Avenue, Chicago, United States Show map

The Lyons' Lair Apartment Chicago is located 2.4 km from the baseball stadium "Wrigley Field" and a 10-minute ride from the petite South Lakeview Playground Park. The apartment capacity is based on… More

From US$ 180 Book Now

Beautifully Remodeled Second Floor Flat In River North With Private Rooftop - 2S

North Orleans Street 858, Chicago, United States Show map

Featuring views of the city, the spacious 2-bedroom Beautifully Remodeled Second Floor Flat In River North With Private Rooftop - 2S Chicago is situated in Near North Side, which is home to iconic… More

From US$ 662 Book Now

Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find

2713 West Balmoral Avenue, Chicago, United States Show map

The 4-bedroom Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find Villa Chicago is located about a 25-minute walk from Andersonville and welcomes its guests to enjoy badminton and darts. This 2… More

From US$ 270 Book Now

Classic Chicago Upstairs Apt Private Balcony

4036 North Saint Louis Avenue, Chicago, United States Show map

The spacious 93 m² Classic Chicago Upstairs Apt Private Balcony offers a prime location, within 25 minutes' walk of Gross Park. The 2-bedroom apartment can hold up to 6 guests. More

From US$ 124 Book Now

Goose Island Central Downtown Prime Location With Access To Patio Chi - 1

West Augusta Boulevard, Chicago, United States Show map

The spacious Goose Island Central Downtown Prime Location With Access To Patio Chi - 1 Chicago apartment features views of the city and is situated 9 minutes' walk from the historic Saint John… More

From US$ 491 Book Now

Retro 2 Bedroom Home 6 Mins To United Center With Parking

408 South Hamlin Boulevard, Chicago, United States Show map

The spacious 186 m² Retro 2 Bedroom Home 6 Mins To United Center With Parking Chicago apartment lies within a 4-km distance of the 135 - acre Columbus Park and about a 10-minute stroll from Pulaski… More

From US$ 336 Book Now

Cozy & Modern 3Br Apartment - Division 201W 301W Rep

2153 West Division Street Apt 201W, Chicago, United States Show map

The 1-bedroom Cozy & Modern 3Br Apartment - Division 201W 301W Rep Chicago is located in Wicker Park, which regularly seduces top-notch, innovative restaurateurs and mixologists, just near Holy… More

From US$ 506 Book Now

La Villita - Gateway To Chicago

2419 South Troy Street, Chicago, United States Show map

The 70 m² La Villita - Gateway To Chicago Apartment lies in a prime location in Chicago, just a 5-minute walk from Jacques Marquette Monument. About 7 km from the super-tall skyscraper "Willis Tower"… More

From US$ 215 Book Now

Historic And Unique Brownstone In Gold Coast - Downtown - 3

East Cedar Street 57, Chicago, United States Show map

The spacious 1-bedroom Historic And Unique Brownstone In Gold Coast - Downtown - 3 Apartment Chicago features a prime location a mere 550 metres from Louis Vuitton Chicago Michigan Avenue and hosts… More

From US$ 91 Book Now

Flexhome Ukrainian Village • 2Br • Walkable + Private Balcony - Sleeps 6

908 N Damen Ave, Chicago, Il 60622, Usa, Chicago, United States Show map

The 55 m² Flexhome Ukrainian Village • 2Br • Walkable + Private Balcony - Sleeps 6 Chicago apartment offers easy access to such tourist sites as Holy Trinity Orthodox Cathedral, located around 5… More

From US$ 233 Book Now

Hyde Park Modern Private Room - Near Univ Of Chicago

4808 South Drexel Boulevard Unit #E, Chicago, United States Show map

Located 3 km from Lakefront Trail, Hyde Park Modern Private Room - Near Univ Of Chicago is 15 minutes' drive from a top family-friendly place like the 5 million US gal Shedd Aquarium. More

From US$ 86 Book Now

Lincoln Park Apartment With Backyard!

722 West Wrightwood Avenue, Chicago, United States Show map

The spacious 2-bedroom Lincoln Park Apartment With Backyard! Chicago is located approximately 6 km from Chicago Union train station and around 5 minutes' walk from Saint Clement Roman Catholic Church… More

From US$ 204 Book Now

Modern 2Br Loft With Amazing City Skyline View And Optional Parking For 8 Guests Near Mccormick Place And Soldier Field

2036 South Michigan Avenue 712, Chicago, United States Show map

Located in South Loop, set including historic Printers Row, about 5 minutes' walk from Second Presbyterian Church of Chicago, the spacious 2-bedroom Modern 2Br Loft With Amazing City Skyline View And… More

From US$ 329 Book Now

Spacious 5-Br Apt Next To Transit Free Parking

1847 South Millard Avenue, Chicago, United States Show map

The 144 m² Spacious 5-Br Apt Next To Transit Free Parking Chicago enjoys a convenient location and provides easy access to the Catholic church "Our Lady of Sorrows Basilica" 2.6 km away. The maximum… More

From US$ 376 Book Now

Chicago 2Br Suite Perfect For Convention And Business Trips Near Mccormick Place, Arena, Soldier Field And Grant Park

2036 South Michigan Avenue Apt 403, Chicago, United States Show map

The spacious 88 m² Chicago 2Br Suite Perfect For Convention And Business Trips Near Mccormick Place, Arena, Soldier Field And Grant Park is located nearly 5 minutes on foot from Second Presbyterian… More

From US$ 303 Book Now