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2026-11-09
2026-11-10
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Chicago Vacation Rentals

King Bed 6Br Chicago With Pool Table Sleeps 16 Near Humboldt Park

1010 N Kedzie Ave, Chicago Il 60651, Chicago, United States Show map

The 6-bedroom King Bed 6Br Chicago With Pool Table Sleeps 16 Near Humboldt Park Apartment features a convenient location approximately 7 km from the Oak Magnificent Mile Street and hosts up to 16… More

From US$ 657 Book Now

Stunning 3 Bedrooms 2 Bathrooms Getaway Chicago!

3068 North Davlin Court, Chicago, United States Show map

The spacious Stunning 3 Bedrooms 2 Bathrooms Getaway Chicago! apartment is located 6 km from the baseball stadium "Wrigley Field" and a 20-minute stroll from Half Italian. This apartment capacity is… More

From US$ 695 Book Now

2 Mi To University Of Chicago & Obama Center!

6455 S Eberhart Ave Ground Unit, Chicago, United States Show map

The spacious 65 m² 2 Mi To University Of Chicago & Obama Center! apartment provides easy access to various city attractions, such as Lincoln Memorial United Church Of Christ, situated only a 5-minute… More

From US$ 190 Book Now

Apartment Near Downtown & Uchicago Condo

429 East 44Th Street, Chicago, United States Show map

The 4-bedroom Apartment Near Downtown & Uchicago Condo is located within an 8-km distance of Chicago Union train station and about 300 metres from Ebenezer Missionary Baptist Church Building. Sport… More

From US$ 1049 Book Now

Peaceful Zen Flat 2Br Oasis With Free Parking

2224 W Ohio St, Chicago, United States Show map

The spacious 1-bedroom Peaceful Zen Flat 2Br Oasis With Free Parking Apartment Chicago is located 3.5 km from Chicago Union train station and a mere 6 minutes' walk from Ukrainian National Museum. More

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Little Italy 4Br Retreat With Optional Parking

1120 West Polk Street, Chicago, United States Show map

Situated nearly a 10-minute ride from the Metropolitan Civic Opera House, the spacious 139 m² Little Italy 4Br Retreat With Optional Parking Apartment Chicago also boasts easy access to Chicago Union… More

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The Velvet Manor Andersonville Retreat Garage

1427 West Winona Street, Chicago, United States Show map

The 3-bedroom The Velvet Manor Luxe 3Br Jacuzzi Garage Apartment Chicago lies in a prime location in Chicago, approximately a 5-minute walk from Middle East Bakery & Grocery. At this 139 m² apartment… More

From US$ 735 Book Now

The Wrigleyville Art Deco Executive Suite Garage

1128 West Addison Street, Chicago, United States Show map

Located in Lakeview, which is bordered by West Diversey Parkway on the south, West Irving Park Road on the north, North Ravenswood Avenue on the west, and the shore of Lake Michigan on the east a 16… More

From US$ 763 Book Now

2Br Fitness Pad • Private Gym • Sleeps 7

3116 W Waveland Ave, Chicago, Il 60618, Usa, Chicago, United States Show map

2Br Fitness Pad • Private Gym • Sleeps 7 Apartment Chicago lies in a prime location in Chicago, 6 minutes' walk from Prop Thtr. The maximum occupancy at this spacious 83 m² apartment is 7 guests. More

From US$ 147 Book Now

Modern And Bright 2Br On Michigan Ave With Optional Parking And Gym Access Near Soldier Field & Grant Park

2036 South Michigan Avenue Unit 506, Chicago, United States Show map

The 2-bedroom Modern And Bright 2Br On Michigan Ave With Optional Parking And Gym Access Near Soldier Field & Grant Park Chicago apartment provides swift access to various city landmarks, such as… More

From US$ 477 Book Now

Livn West Loop Chicago 1 Br

555 West Jackson Boulevard, Chicago, United States Show map

The 1-bedroom Livn West Loop Chicago 1 Br Apartment is situated in Downtown Chicago, which is exploding with culture, art, cuisine, architecture and fashion, within 5 minutes' walk of the… More

From US$ 304 Book Now

Little Italy 5Br Stay With Optional Parking

1120 West Polk Street, Chicago, United States Show map

The 158 m² Little Italy 5Br Stay With Optional Parking Chicago apartment lies in a convenient location in Chicago, a mere 5 minutes' walk from Our Lady of Pompeii Roman Catholic Church. This 5… More

From US$ 1693 Book Now

Cozy Pilsen 2Br Apartment

2634 West Cullerton Street, Chicago, United States Show map

The 2-bedroom Cozy Pilsen 2Br Apartment Chicago lies within 7 km of the 5 million US gal Shedd Aquarium and within 5 minutes' walk of California tube station. The apartment is situated approximately… More

From US$ 146 Book Now

Steps To Shops & Eats: Apt In Portage Park!

4319 N Central Ave, Chicago, United States Show map

The spacious 88 m² Steps To Shops & Eats: Apt In Portage Park! Chicago features a convenient location about 900 metres from Bulgarian Baptist Church and hosts up to 5 guests. The 2-bedroom apartment… More

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Cozy 1Br Escape, Walk To Dining & Attractions - Oakdale 204

452 West Oakdale Avenue, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at Cozy 1Br Escape, Walk To Dining & Attractions - Oakdale 204 Chicago apartment, which is 2.1 km from the 35-acre Lincoln Park Zoo and approximately a 10… More

From US$ 64 Book Now

Chicago 3Br King Beds Sleeps 8 Near Humboldt Park

3211 W Le Moyne St, Chicago, Chicago, United States Show map

The spacious 3-bedroom Chicago 3Br King Beds Sleeps 8 Near Humboldt Park Apartment offers easy entry to such city sights as Chua Lien Hoa Buddhist Temple, situated a mere 5 minutes' walk away. The… More

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Envitae 3Br Spacious Lux Skyview Of Navy Pier

West Huron Street, Chicago, United States Show map

Situated only 1.3 km from the skyscraper 360 Chicago Observation Deck, Envitae 3Br Spacious Lux Skyview Of Navy Pier Apartment Chicago also boasts easy access to Chicago Union train station which is… More

From US$ 537 Book Now

Livn Millennium Park Downtown Chicago Superior 2 Br

19 South Wabash Avenue, Chicago, United States Show map

The 2-bedroom Livn Millennium Park Downtown Chicago Superior 2 Br Apartment is located in Chicago Loop with an excellent range of restaurants in the neighbourhood that provide foods from all over the… More

From US$ 948 Book Now

Modern 4Br Pilsen Retreat Near Illinois Medical District & Chicago Downtown

1831 South Racine Avenue 201, Chicago, United States Show map

The 4-bedroom Modern 4Br Pilsen Retreat Near Illinois Medical District & Chicago Downtown Apartment features a convenient location approximately 2 km from the multi-purpose Credit Union 1 Arena and… More

From US$ 762 Book Now

Sleek Avondale Condo Spa Bath 2 Bed King And Queen And Garage

3704 West George Street 2, Chicago, United States Show map

Sleek Avondale Condo Spa Bath 2 Bed King And Queen And Garage Chicago is located 3.4 km from Horner Park and 9 minutes' walk from Elastic Arts. This spacious 111 m² apartment capacity is based on up… More

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Mccormick Place 2Br Oasis With Optional Parking, Patio, Gym For Up To 6 Guests Near Museum Campus, Grant Park & Soldier Field

61 East 21St Street Apartment 417, Chicago, United States Show map

The spacious 2-bedroom Mccormick Place 2Br Oasis With Optional Parking, Patio, Gym For Up To 6 Guests Near Museum Campus, Grant Park & Soldier Field Chicago apartment is located in South Loop, set… More

From US$ 324 Book Now

Cubs Apt Near Wrigley

North Racine Avenue 3032, Chicago, United States Show map

The spacious 74 m² Cubs Apt Near Wrigley Chicago is a good choice for accommodating up to 6 guests, offering a prime setting within a 6-km distance of the skyscraper 360 Chicago Observation Deck. The… More

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May Private Loft Apartment - 15 Min From Downtown

5525 South May Street, Chicago, United States Show map

Featuring a convenient location nearly 5 minutes' walk from Sherman Park, the 2-bedroom May Private Loft Apartment - 15 Min From Downtown Chicago accommodates up to 2 guests. This 56 m² apartment is… More

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Livn West Loop Chicago 2 Bedroom City View

555 West Jackson Boulevard, Chicago, United States Show map

Located just 7 minutes' stroll from the super-tall skyscraper "Willis Tower", the spacious 60 m² Livn West Loop Chicago 2 Bedroom City View apartment accommodates up to 4 guests. The 2-bedroom… More

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Gym Garage Parking Balcony Sleeps 6

West Madison Street 1247, Chicago, United States Show map

The spacious 2-bedroom Gym Garage Parking Balcony Sleeps 6 Apartment Chicago offers easy entry to such city sights as Wndr Museum, situated approximately a 5-minute walk away. This 90 m² apartment… More

From US$ 754 Book Now

Chicago Coach Casa

2846 W. 21St Street Apt 8, Chicago, United States Show map

Set approximately 7 km from Buckingham Fountain, the 1-bedroom Chicago Coach Casa Apartment comprises a dressing area and a dining area overlooking the garden. Wi-Fi is available for guests' business… More

From US$ 233 Book Now

Desert Mirage Private Patio, Desk Parking

851 North Fairfield Avenue, Chicago, United States Show map

Located in West Town with a busy stretch of West Chicago Avenue, dotted with New American restaurants and cafes, a 6-minute walk from Komoda Gift Shop, Desert Mirage Private Patio, Desk Parking… More

From US$ 321 Book Now

Heart Of East Village 2-Bed 2-Bath Peaceful Oasis Condo

869 North Marshfield Avenue 2S, Chicago, United States Show map

The spacious 102 m² Heart Of East Village 2-Bed 2-Bath Peaceful Oasis Condo Chicago lies 3.9 km from the 35-acre Lincoln Park Zoo and around a 10-minute stroll from Division tube station. Guests will… More

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New Sleek 2Br - Perfect Blend Of Comfort & Style In Chicago

160 North Elizabeth Street, Chicago, United States Show map

Set in West Loop with must-visit spots for foodies, eclectic art galleries and shops, and numerous acres of redeveloped park space, a 25-minute walk from Skydeck Chicago, the spacious New Sleek 2Br -… More

From US$ 431 Book Now

Modern Chicago 2Br Skyline - 5 Min To Grant Park

8 E 9Th St, Chicago, Il 60605, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the spacious 1200 m² Modern Chicago 2Br Skyline - 5 Min To Grant Park Apartment, which is 2.2 km from the Gothic skyscraper "Tribune Tower" and about a 5… More

From US$ 1623 Book Now

Chicago - Pilsen Studio Apartment - Unit B

2325 South Hoyne Avenue, Chicago, United States Show map

Featuring a convenient location within 5 minutes' walk of Saint Paul Roman Catholic Church, the 1-bedroom Chicago - Pilsen Studio Apartment - Unit B accommodates up to 2 guests. The apartment is… More

From US$ 179 Book Now

The Picasso On Lincoln Park

1856 North Lincoln Avenue Unit #3, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at The Picasso On Lincoln Park Apartment Chicago, which is around a 10-minute drive from the baseball stadium "Wrigley Field" and just 0.8 km from Saint… More

From US$ 325 Book Now

Mich Ave, Downtown, Grant Park 2Bd-2Ba #23

1212 S Michigan Ave, Unit 2301, Chicago, United States Show map

The 2-bedroom Mich Ave, Downtown, Grant Park 2Bd-2Ba #23 Apartment Chicago is located merely 1.5 km from The Art Institute of Chicago and approximately a 25-minute walk from the neon-lit 1926 theater… More

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Private Workspace • Sleeps4 • Modern Stylish Stay

3114 W Waveland Ave Unit 1A, Chicago, Il 60618, Usa, Chicago, United States Show map

Nestled just a 6-minute walk from Prop Thtr, the 1-bedroom Private Workspace • Sleeps4 • Modern Stylish Stay Chicago apartment offers quick access to numerous tourist attractions nearby. Wi-Fi and a… More

From US$ 125 Book Now

Downtown 2Bd Gym Near Park Lake Museums #4

829 South Wabash Avenue 1304, Chicago, United States Show map

Located in Chicago Loop with eclectic eateries, shops, theaters and parks, the 2-bedroom Downtown 2Bd Gym Near Park Lake Museums #4 Chicago apartment is a mere 9 minutes' walk from the central Harold… More

From US$ 1226 Book Now

Sleeps 7 • Huge Projector • Designated Workspace

3116 W Waveland Ave, Unit 2B, Chicago, Il 60618, Usa, Chicago, United States Show map

The 2-bedroom Sleeps 7 • Huge Projector • Designated Workspace Chicago apartment is located around 10 km from Chicago Union train station and only a 6-minute walk from Prop Thtr. At this spacious… More

From US$ 271 Book Now

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

3441 North Halsted Street, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the 1-bedroom Stylish 2Br Pad With Up-To-Date Comforts - Halsted Rep Chicago apartment, which is approximately 800 metres from Lakeview Baseball Club and… More

From US$ 431 Book Now

South Loop Rooftop With In And Out Parking 3

633 South Lasalle Street, Chicago, United States Show map

The spacious South Loop Rooftop With In And Out Parking 3 Chicago apartment is situated in Printer's Row with roots dating back to the 1880s as the printing hub of America's Midwest, 11 minutes' walk… More

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Downtown Chicago Stay With Free In & Out Parking 1

59 East Van Buren Street, Chicago, United States Show map

The 4-bedroom Downtown Chicago Stay With Free In & Out Parking 1 apartment lies in a prime location in Chicago, about a 5-minute walk from the central Harold Washington Library Center. This spacious… More

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The Mccormick Urban Retreat 3B2B

3436 South Calumet Avenue, Chicago, United States Show map

If you want to stay in the Bronzeville district of Chicago, the spacious 3-bedroom The Mccormick Urban Retreat 3B2B Apartment Chicago is a good choice located, around 5 minutes' walk from Pilgrim… More

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Cozy Woodlawn Retreat 1

6115 South Rhodes Avenue 1, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the spacious 111 m² Cozy Woodlawn Retreat 1 Apartment Chicago, which is within 25 minutes' walk of the Frederick C. Frank Lloyd Wright's Robie House and a… More

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The Beverly, Super Location Near Downtown, Medical District And United Center

2527 West Congress Parkway, Chicago, United States Show map

The spacious The Beverly, Super Location Near Downtown, Medical District And United Center Chicago apartment is located about 7 km from the - art Shedd Indoor Aquarium and within a 15-minute drive of… More

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Little India Gem - Bollywood Retreat Near Markets

#2, 2508 West Devon Avenue, Chicago, United States Show map

Featuring a prime location a 5-minute walk from Little India, Little India Gem - Bollywood Retreat Near Markets Chicago apartment accommodates up to 6 guests. At this apartment, Wi-Fi and parking are… More

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2Br Traveler'S Favorite • Modern And Clean

5425 W Drummond Pl, Chicago, Il 60639, Usa, Chicago, United States Show map

Featuring a convenient location within 5 minutes' walk of Grace, the 2-bedroom 2Br Traveler'S Favorite • Modern And Clean Apartment Chicago accommodates up to 5 guests. The apartment is situated 12… More

From US$ 273 Book Now

Homey 2Br Unit In Boystown, Steps From Everything - Stratford 2N 3N Rep

622 West Stratford Place, Chicago, United States Show map

Located in Lakeview, which is one of the 77 community areas of Chicago, Illinois, Homey 2Br Unit In Boystown, Steps From Everything - Stratford 2N 3N Rep Chicago apartment is a mere 8 minutes' walk… More

From US$ 263 Book Now

Quiet 1Br, Eat-In Kitchen, Close To Midway

2949 West 56Th Street 2, Chicago, United States Show map

The spacious 1-bedroom Quiet 1Br, Eat-In Kitchen, Close To Midway Chicago apartment provides easy access to various city attractions, such as Evangelical Lutheran Church Of Dr. Martin Luther… More

From US$ 150 Book Now

Cozy In Hyde Park Greater Grand Crossing

6720 South Wabash Avenue, Chicago, United States Show map

Set around 4 km from the Sprawling hands-on Museum of Science and Industry, the 12 m² Cozy In Hyde Park Greater Grand Crossing Apartment Chicago comprises a sitting area and a dining area overlooking… More

From US$ 252 Book Now

Designer Apartment 10 Min Walk To Wrigley

3433 North Lakewood Avenue, Chicago, United States Show map

The 60 m² Designer Apartment 10 Min Walk To Wrigley Chicago is a great place to stay in Lakeview, which is one of the 77 community areas of Chicago, Illinois, 2.9 km from Oz Public Park. This 2… More

From US$ 578 Book Now

Casa Pilsen Garden Retreat

2846 West 21St Street Garden, Chicago, United States Show map

The spacious Casa Pilsen Garden Retreat Apartment Chicago is located a mere 1.1 km from Douglas Park and around a 25-minute walk from National Museum of Mexican Art. Guests can indulge in the… More

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Downtown Chicago 2Br Getaway South Loop Comfort Near Mccormick Place, Soldier Field And Grant Park

2036 South Michigan Avenue Unit 405, Chicago, United States Show map

Set merely a 7-minute walk from Henry B. Clarke House, the 74 m² Downtown Chicago 2Br Getaway South Loop Comfort Near Mccormick Place, Soldier Field And Grant Park apartment comprises a patio and a… More

From US$ 491 Book Now