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

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

The 2-bedroom Modern 2Br Loft With Amazing City Skyline View And Optional Parking For 8 Guests Near Mccormick Place And Soldier Field Chicago apartment is situated in South Loop, set including… More

From US$ 329 Book Now

Wrigley Garden Unit

820 W. Newport Ave, Chicago, United States Show map

The spacious 50 m² Wrigley Garden Unit Apartment Chicago boasts a prime location merely 300 metres from Boystown. The 3-bedroom apartment is situated within 7 km of Chicago Union train station and… More

From US$ 303 Book Now

2-Bed 2-Bath Apt - Close To Uc W/ Free Parking

118 South Leavitt Street Unit 3, Chicago, United States Show map

2-Bed 2-Bath Apt - Close To Uc W/ Free Parking Chicago lies 3.8 km from Skydeck Chicago and about 5 minutes' drive from Illinois Medical District tube station. More

From US$ 130 Book Now

Modern 2Br In South Loop Near Soldier Field, Grant Park, Downtown, & Lakefront Trail

61 East 21St Street Unit 612, Chicago, United States Show map

The spacious Modern 2Br In South Loop Near Soldier Field, Grant Park, Downtown, & Lakefront Trail Chicago apartment is located 3.2 km from the 20-acre public Maggie Daley Park and 13 minutes' walk… More

From US$ 308 Book Now

1549 North Maplewood Avenue

1549 North Maplewood Avenue #1, Chicago, United States Show map

Situated nearly a 15-minute ride from the baseball stadium "Wrigley Field", 1549 North Maplewood Avenue Apartment Chicago also boasts easy access to Chicago Union train station which is approximately… More

From US$ 133 Book Now

Chic & Updated Studio Apt In East Lakeview - Barry S1

713 West Barry Avenue, Chicago, United States Show map

Situated around 25 minutes on foot from the botanical garden "Lincoln Park Conservatory", the 1-bedroom Chic & Updated Studio Apt In East Lakeview - Barry S1 Chicago also boasts easy access to… More

From US$ 157 Book Now

Chic Euro City Getaway- Close To Downtown

4927 S Prairie Ave, Chicago, Il 60615, Usa, Chicago, United States Show map

The spacious 111 m² Chic Euro City Getaway- Close To Downtown Chicago apartment offers a convenient location around 5 minutes on foot from First Unity Baptist Church. The 3-bedroom apartment is… More

From US$ 163 Book Now

City-View Chicago 3-Br Rooftop

1619 North Clybourn Avenue C, Chicago, United States Show map

The 189 m² City-View Chicago 3-Br Rooftop apartment is located in Lincoln Park with cafés and boutique shops, only a 6-minute walk from Newcity Mall. This 3-bedroom apartment can hold up to 6 guests. More

From US$ 231 Book Now

Decom Comfy And Complete Studio Apt Near Boystown - Oakdale 317 Rep

541 West Oakdale Avenue, Chicago, United States Show map

Located 2.3 km from the baseball stadium "Wrigley Field", Comfy And Complete Studio Apt Near Boystown - Oakdale 317 Rep Chicago is about 25 minutes' walk from a top family-friendly place like the 35… More

From US$ 182 Book Now

Beautiful Big 3 Bedroom Quiet Apt Near Downtown

7825 South Cregier Avenue, Chicago, United States Show map

The spacious 5-room Beautiful Big 3 Bedroom Quiet Apt Near Downtown Chicago is located just 0.6 km from Temple of Brotherly Love Community Church and only a 6-minute walk from Avalon Regal Theater. More

From US$ 335 Book Now

Brownstone In Gold Coast

57 East Cedar Street, Chicago, United States Show map

Brownstone In Gold Coast Apartment Chicago is nestled in Downtown Chicago, which is an incredible destination for art, fashion and adventure, approximately 25 minutes' walk from Millennium Public… More

From US$ 302 Book Now

K2 Sky High Apartments With Stunning Chicago Views In West Loop

365 North Halsted Street 3305, Chicago, United States Show map

Located 19 minutes' walk from Chicago-style pizza, the 6-room K2 Sky High Apartments With Stunning Chicago Views In West Loop is 3.8 km from a top family-friendly place like the 35-acre Lincoln Park… More

From US$ 283 Book Now

Upscale Apartment Westside Of Chicago

1440 South Kedzie Avenue, Chicago, United States Show map

Upscale Apartment Westside Of Chicago lies within a 7-km distance of Skydeck Chicago and a mere 10 minutes' stroll from Kedzie tube station. More

From US$ 253 Book Now

2Br Airy & Tidy Apt With Free Covered Parking - Central Modern

North Central Avenue 4722, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the 130 m² 2Br Airy & Tidy Apt With Free Covered Parking - Central Modern Chicago, which is 700 metres from Congregational Church of Jefferson Park and a 17… More

From US$ 187 Book Now

Vogue Bucktown Suite

1861 North Winnebago Avenue, Chicago, United States Show map

Vogue Bucktown Suite Chicago is located approximately 7 km from Chicago Union train station and a mere 6 minutes' walk from Moksha Yoga Center. More

From US$ 75 Book Now

1Br Stylish Apartment, Perfect For Getaway - Oakdale 201

West Oakdale Avenue 541, Chicago, United States Show map

The 500 m² 1Br Stylish Apartment, Perfect For Getaway - Oakdale 201 Chicago offers proximity to such tourist attractions as The Brewster Building, situated 6 minutes' walk away. More

From US$ 431 Book Now

Suite 1 On Southport 4 Queen Beds

2501 North Southport Avenue, Chicago, United States Show map

Situated a 6-minute walk from Saint Josaphat Catholic Church, Suite 1 On Southport 4 Queen Beds Chicago offers proximity to various nearby tourist attractions. More

From US$ 141 Book Now

Walk To Wrigley 3Br1Ba Sleeps 8 Free Parking

1120 West Barry Avenue, Chicago, United States Show map

Located approximately a 25-minute walk from the private DePaul Catholic University, Walk To Wrigley 3Br1Ba Sleeps 8 Free Parking Apartment Chicago is 2.8 km from a top family-friendly place like the… More

From US$ 357 Book Now

Modern 2 Bedroom In Avondale

3137 North Monticello Avenue Apt 1, Chicago, United States Show map

Featuring a prime location a 5-minute walk from Saint Wenceslaus Roman Catholic Church, the spacious Modern 2 Bedroom In Avondale Chicago apartment accommodates up to 4 guests. Wi-Fi is provided for… More

From US$ 218 Book Now

Stunning 2 Floor Penthouse Downtown

1220 West Augusta Boulevard, Chicago, United States Show map

The 3-bedroom Stunning 2 Floor Penthouse Downtown Apartment Chicago offers proximity to such tourist attractions as Polish Museum of America, situated nearly 5 minutes' walk away. Wi-Fi and a car… More

From US$ 553 Book Now

Penthouse Level, Stunning Wrigley Stay

820 West Newport Avenue Unit 3, Chicago, United States Show map

The 110 m² Penthouse Level, Stunning Wrigley Stay Chicago apartment is located merely 1 km from Gill Park and just an 8-minute walk from Closet. This 2-bedroom apartment provides a private parking… More

From US$ 170 Book Now

Getaway In The Heart Of Pilsen Chicago

1612 West 17Th Street, Chicago, United States Show map

Getaway In The Heart Of Pilsen Chicago Apartment lies 4.5 km from the public art Cloud Gate Sculpture and around 5 minutes on foot from 18th tube station. More

From US$ 269 Book Now

Foundry Unmatched Skyline Views At Lincoln Park

1475 North Kingsbury Street, Chicago, United States Show map

Nestled about a 5-minute walk from Newcity Mall, the 2-room Foundry Unmatched Skyline Views At Lincoln Park Apartment Chicago offers quick access to numerous tourist attractions nearby. This… More

From US$ 655 Book Now

Studio Flat In The Heart Of Downtown Chicago

71 East Bellevue Place Basement / Garden Flat, Chicago, United States Show map

56 m² Studio Flat In The Heart Of Downtown Chicago is located a mere 0.9 km from the restored gilded age mansion "Richard H. Driehaus Museum" and about a 25-minute walk from The Art Institute of… More

From US$ 236 Book Now

Fully Furnished 2Br Apartment Near Oak Park I Utilities Included I Car Rental Available

1336 North Central Avenue, Chicago, United States Show map

The 2-bedroom Fully Furnished 2Br Apartment Near Oak Park I Utilities Included I Car Rental Available Chicago is also located nearly 5 minutes' walk from Galewood Park. The apartment sleeps up to 5… More

From US$ 84 Book Now

Game Day Getaway - 3Br In Vibrant Wrigleyville

3824 North Clark Street, Chicago, United States Show map

The spacious 148 m² Game Day Getaway - 3Br In Vibrant Wrigleyville Chicago apartment lies just 500 metres from the restored theater "Music Box Theatre" and only 0.7 km from Addison tube station. More

From US$ 252 Book Now

The Haven, Great Location Near Downtown, Medical District And United Center

2534 West Harrison Street, Chicago, United States Show map

The 3-bedroom The Haven, Great Location Near Downtown, Medical District And United Center Apartment Chicago is approximately a 25-minute walk from the indoor United Center Arena. Featuring a… More

From US$ 352 Book Now

Brownstone In Gold Coast - Downtown

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

Located only 1 km from the Oak Magnificent Mile Street, the spacious 1-bedroom Brownstone In Gold Coast - Downtown Apartment Chicago is around 25 minutes' walk from a top family-friendly place like… More

From US$ 101 Book Now

1Br Relaxing Apt In Lakeview Close To Restaurants - Belmont H6

1623 West Belmont Avenue H6, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at 1Br Relaxing Apt In Lakeview Close To Restaurants - Belmont H6 Chicago, which is around 1 km from Margaret Donahue Park and about a 10-minute drive from the… More

From US$ 165 Book Now

Chicago-Pilsen Boho Apartment With Free Parking - Unit C

2325 South Hoyne Avenue, Chicago, United States Show map

The 1-bedroom Chicago-Pilsen Boho Apartment With Free Parking - Unit C is located 4.6 km from Chicago Union train station and nearly 5 minutes' walk from Saint Paul Roman Catholic Church. The… More

From US$ 148 Book Now

1Br Modern Apartment In Lincoln Square - Eastwood 3S Rep

2259 West Eastwood Avenue, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the 10-room 1Br Modern Apartment In Lincoln Square - Eastwood 3S Rep Chicago, which is approximately a 10-minute ride from the beer Gallagher Way Garden and… More

From US$ 201 Book Now

Flexhome Ukrainian Village - 2Br - Convenient Walkability

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

Located in West Town with a busy stretch of West Chicago Avenue, dotted with New American restaurants and cafes, within a 500-metre distance of Mariano's, Flexhome Ukrainian Village - 2Br… More

From US$ 290 Book Now

Private Balcony 1 Garage Parking Sleeps 6

951 West Huron Street, Chicago, United States Show map

Situated just 5 minutes' stroll from Intuit: The Center for Intuitive and Outsider Art, the 1-bedroom Private Balcony 1 Garage Parking Sleeps 6 Apartment Chicago also boasts easy access to Chicago… More

From US$ 720 Book Now

Sage Modern Apartments Near Union Park In West Loop

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

To enjoy your vacation in Chicago, stay at the 5-room Sage Modern Apartments Near Union Park In West Loop Chicago, which is only 1.6 km from Skydeck Chicago and within 25 minutes' walk of the modern… More

From US$ 386 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 111 m² Stylish Urban Retreat 3 Bedroom Close To Downtown Chicago apartment is located in the Bronzeville district of Chicago, and Indiana tube station is approximately a 5-minute stroll… More

From US$ 86 Book Now

The Roscoe Village Guesthouse

2009 West Roscoe Street, Chicago, United States Show map

Located in the Roscoe Village district, within 500 metres of Fellger Park, the spacious The Roscoe Village Guesthouse Chicago accommodates up to 4 guests. Wi-Fi and a car park are also available at… More

From US$ 282 Book Now

Bridgeport Place - Free Parking, Mccormick Place-Sox Park

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

The 60 m² Bridgeport Place - Free Parking, Mccormick Place-Sox Park Chicago apartment is a great place to stay in Bridgeport with diverse food options, art and park space, 2.7 km from Chicago… More

From US$ 384 Book Now

Entire Modern 2 Bedroom Apartment

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

Entire Modern 2 Bedroom Apartment Chicago is located 2.5 km from Wonder Works Children's Museum and just a 5-minute walk from Saint Stanislaus Bishop and Martyr Catholic Church. Wi-Fi and private car… More

From US$ 79 Book Now

Cozy Chicago Apartment Next To The River

1454 West Fuller Street, Chicago, United States Show map

2-bedroom Cozy Chicago Apartment Next To The River is located around 10 minutes by car from the indoor public Shedd Aquarium and around 7 km from the Oak Magnificent Mile Street. Wi-Fi and parking… More

From US$ 300 Book Now

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

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

The spacious 2-bedroom Trendy West Town Flat - 2 Bed / 1.5 Bath W Parking Apartment Chicago is located 3.4 km from Chicago Union train station and around 5 minutes' walk from Chicago Truborn. This… More

From US$ 283 Book Now

Webster House

402 W. Webster, Chicago, United States Show map

The 58 m² Webster House Apartment Chicago offers easy access to such tourist sites as Lincoln Monument, located about a 5-minute walk away. 3.2 km from the baseball stadium "Wrigley Field", this 1… More

From US$ 230 Book Now

2Br Comfy And Stylish Apt In West Town - Erie 1R

West Erie Street, Chicago, United States Show map

The 54 m² 2Br Comfy And Stylish Apt In West Town - Erie 1R Chicago is located about a 25-minute walk from Chicago Union train station and 450 metres from Dovetail. More

From US$ 482 Book Now

Entire Apartment In Heart Of Lincoln Park & Lake Sea And Beach

536 West Arlington Place Apt 2, Chicago, United States Show map

Located in Lincoln Park with cafés and boutique shops, a 5-minute walk from National Shrine of St. Frances Xavier Cabrini, Entire Apartment In Heart Of Lincoln Park & Lake Sea And Beach Chicago… More

From US$ 75 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

Mccormick Place 2Br Stylish Suite With Optional Parking And Gym For Up To 8 Guests Near Soldier Field And Grant Park Chicago is located merely a 5-minute walk from Second Presbyterian Church of… More

From US$ 374 Book Now

The Avondale Attic

3647 North Sawyer Avenue Floor 2, Chicago, United States Show map

The Avondale Attic Apartment Chicago lies in a convenient location in Chicago, 6 minutes' walk from Prop Thtr. This spacious 79 m² apartment is situated about 10 km from Chicago Union train station… More

From US$ 180 Book Now

The Wrigleyville Vip-200 Steps From Wrigley Field

3618 North Racine Avenue, Chicago, United States Show map

The 116 m² The Wrigleyville Vip-200 Steps From Wrigley Field Chicago apartment is located merely 0.6 km from Sheil Park Playground and merely 5 minutes' walk from Holy Trinity Lutheran Church. This 2… More

From US$ 891 Book Now

Freshly Minted 2Br - Elegance & Comfort In Central Chicago

North Elizabeth Street, Chicago, United States Show map

Situated about 5 minutes' walk from Wndr Museum, the spacious 2-bedroom Freshly Minted 2Br - Elegance & Comfort In Central Chicago apartment can host up to 6 guests in Chicago. Wi-Fi is provided for… More

From US$ 838 Book Now

3Br Apt In Logan Square Walkable To Highlights - Central Park S6

3001 North Central Park Avenue S6, Chicago, United States Show map

The 1-bedroom 3Br Apt In Logan Square Walkable To Highlights - Central Park S6 Chicago provides easy access to various city attractions, such as Saint Hyacinth Roman Catholic Church, situated only 5… More

From US$ 314 Book Now

The Chic Urban Oasis Near The Lake!

7306 South Yates Boulevard, Chicago, United States Show map

The 116 m² The Chic Urban Oasis Near The Lake! Chicago apartment is nestled in a residential area of Chicago, 3.5 km from the Sprawling hands-on Museum of Science and Industry and 6 minutes on foot… More

From US$ 136 Book Now

Penthouse In South Loop Chicago

2138 South Indiana Avenue, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at Penthouse In South Loop Chicago Apartment, which is just 150 metres from Motor Row District and in the immediate vicinity of the indoor Wintrust Arena. The… More

Book Now