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

Luxury 3Br Spacious Suite Sleeps 8 Guests With Patio, Skyline View, Optional Parking And Gym Access Near Mccormick Place And Lakefront

2036 South Michigan Avenue Unit 309, Chicago, United States Show map

Featuring a prime location just a 5-minute walk from Second Presbyterian Church of Chicago, the 88 m² Skyline View Patio Suite: McCormick Place 3BR Retreat Chicago accommodates up to 8 guests. More

From US$ 452 Book Now

Majestic Modern Style Beach Front Rooftop Wfh Gym

1049 West Lawrence Avenue 812, Chicago, United States Show map

The stylish Majestic Modern Style Beach Front Rooftop Wfh Gym Chicago apartment is a 5-minute walk from Uptown Poetry Slam and includes a fitness centre. This apartment features Wi-Fi, along with… More

From US$ 188 Book Now

Wrigley Luxe Stay 3Br Free Parking

1045 West Dakin Street, Chicago, United States Show map

Located a mere 9 minutes' stroll from the baseball stadium "Wrigley Field", the spacious 149 m² Wrigley Luxe Stay 3Br Free Parking Chicago apartment accommodates up to 6 guests. Enjoying a prime… More

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Livn Millennium Park Downtown Chicago 1 Br

19 South Wabash Avenue, Chicago, United States Show map

Located in the Theatre district, the 37 m² Livn Millennium Park Downtown Chicago 1 Br Apartment is a mere 9 minutes' walk from The Art Institute of Chicago and 2.3 km from the American football… More

From US$ 656 Book Now

Chicago 2Br Skyline Views - 5 Min Walk To Grant Park

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

The 2-bedroom Chicago 2Br Skyline Views - 5 Min Walk To Grant Park Apartment, located in Downtown Chicago, which is an incredible destination for art, fashion, and adventure, approximately a 20… More

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Central Chicago Suite2 Access To Patio

1220 West Augusta Boulevard #1, Chicago, United States Show map

Featuring a prime location, the 2-bedroom Central Chicago Suite2 Access To Patio apartment offers views of the city, nearly a 25-minute walk from Chicago-style pizza. This spacious apartment is… More

From US$ 388 Book Now

Luxury Stylish 3Br Home Minutes From Downtown

6417 North Magnolia Avenue Unit 2, Chicago, United States Show map

The 1550 m² Luxury Stylish 3Br Home Minutes From Downtown Chicago apartment is located 2.1 km from Touhy Park and merely a 7-minute walk from Mundelein College. Wi-Fi and a car park are also… More

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Envitae 3Br Luxury Corner Loft With Navy Pier Views

West Lake Street, Chicago, United States Show map

Located in Near East Side with a park on Lake Michigan, Calumet Park, and a forest, Eggers Grove Forest Preserve, Envitae 3Br Luxury Corner Loft With Navy Pier Views Apartment Chicago is only 10… More

From US$ 1052 Book Now

Spacious Modern Pilsen Retreat Sleeps 8 Near Downtown Chicago

1841 West 21St Street, Chicago, United States Show map

The 3-bedroom Spacious Modern Pilsen Retreat Sleeps 8 Near Downtown Chicago apartment is about a 5-minute stroll from National Museum of Mexican Art and can accommodate up to 8 guests. The apartment… More

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Casa De Alma

2505 S Christiana Ave Unit 1 Rear, Chicago, United States Show map

Set 4.8 km from the indoor United Center Arena, the 2-bedroom Casa De Alma Apartment Chicago comprises a seating area and a dining area overlooking the garden. At the spacious 93 m² apartment, Wi-Fi… More

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West Loop - City Views With In & Out Parking 4

315 South Peoria Street, Chicago, United States Show map

The spacious 4-bedroom West Loop - City Views With In & Out Parking 4 Chicago apartment provides swift access to various city landmarks, such as National Hellenic Museum, located nearly a 5-minute… More

From US$ 1502 Book Now

Near Downtown Nest

1912 South Sawyer Avenue, Chicago, United States Show map

Featuring a prime location a 5-minute walk from Douglas Park Baptist Church, the spacious Near Downtown Nest Apartment Chicago accommodates up to 6 guests. Wi-Fi and parking are also available at… More

From US$ 252 Book Now

Chicago Stay 3 King Beds Near Wicker Park

1360 W Evergreen Ave, Chicago Il 60642, Chicago, United States Show map

Chicago Stay 3 King Beds Near Wicker Park apartment is a great place to stay in West Town with a busy stretch of West Chicago Avenue, dotted with New American restaurants and cafes, 3.3 km from the… More

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Old Town Chicago At It'S Finest! Pet Friendly & Recently Renovated Top-Floor Condo Has Everything You Need For A Perfect Windy City Getaway Condo

1730 North Hudson Avenue, Chicago, United States Show map

Situated about a 25-minute stroll from the skyscraper 360 Chicago Observation Deck, Old Town Chicago At It'S Finest! Pet Friendly & Recently Renovated Top-Floor Condo Has Everything You Need For A… More

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Walkable 2Br Apartment In Chicago South Loop With Optional Parking And Gym Access Near Mccormick Place, Museum Campus & Lakefront

2036 South Michigan Avenue Unit 505, Chicago, United States Show map

Situated in South Loop, set including historic Printers Row, nearly 5 minutes' walk from Second Presbyterian Church of Chicago, the spacious 2-bedroom Walkable 2Br Apartment In Chicago South Loop… More

From US$ 451 Book Now

Chicago 1Br Free Parking, Near Transit And Dining

1727 West North Shore Avenue, Chicago, United States Show map

The 84 m² Chicago 1Br Free Parking, Near Transit And Dining Apartment is located 2.2 km from the 13-acre urban Indian Boundary Park and only a 7-minute walk from Living Water Community Church. At… More

From US$ 201 Book Now

Business Ready 2Br Apartment In South Loop With Skyline View, Optional Parking & Gym Access Close To Mccormick, Downtown & Cta

2036 South Michigan Avenue Unit 512, Chicago, United States Show map

The spacious Business Ready 2Br Apartment In South Loop With Skyline View, Optional Parking & Gym Access Close To Mccormick, Downtown & Cta Chicago offers views of the city and a location 7 minutes'… More

From US$ 423 Book Now

River North Private Deck With In And Out Parking

153 West Ohio Street, Chicago, United States Show map

Located a 17-minute walk from the public Cloud Gate Sculpture, River North Private Deck With In And Out Parking Chicago apartment overlooks the city. The maximum occupancy at the spacious apartment… More

From US$ 564 Book Now

Luxurious 3Bd Penthouse L Private Patio L Gym L Stunning Rooftop

1122 West Chicago Avenue, Chicago, United States Show map

The spacious 3-bedroom Luxurious 3Bd Penthouse L Private Patio L Gym L Stunning Rooftop Chicago apartment is located 2.9 km from Chicago Union train station and just 6 minutes' walk from Eckhart Park… More

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Studio Near Wrigley • Sleeps 4 • Games • Fireplace

3114 West Waveland Avenue, Chicago, United States Show map

Studio Near Wrigley • Sleeps 4 • Games + Fireplace Chicago is located about a 25-minute walk from Riverview Plaza Shopping Center and about 7 km from the 35 - acre Lincoln Park Zoo. This apartment… More

From US$ 220 Book Now

Spacious 2Br Apartment Steps From Uic Rush Stroger Hospital And Restaurant Row

1440 West Fillmore Street, Chicago, United States Show map

Spacious 2Br Apartment Steps From Uic Rush Stroger Hospital And Restaurant Row Chicago is located just 1.9 km from Chicago Union train station and within 5 minutes' walk of Saint Basil Greek Orthodox… More

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Amazing 3Br 3 Ba Property In Chicago

2154 West Ohio Street, Chicago, United States Show map

Situated approximately a 15-minute ride from the half-mile-long Navy Pier, the spacious 223 m² Amazing 3Br 3 Ba Property In Chicago apartment also boasts easy access to Chicago Union train station… More

From US$ 413 Book Now

River North Private Balcony With In And Out Parking

153 West Ohio Street, Chicago, United States Show map

Located merely 6 minutes' stroll from the scenic Chicago Riverwalk Walkway, the spacious 82 m² River North Private Balcony With In And Out Parking Chicago apartment accommodates up to 5 guests. The 2… More

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2Br W/ Workspace - Coffee Bar - Near Transit

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

2Br W/ Workspace - Coffee Bar - Near Transit Chicago apartment is located 4.1 km from Lindberg Park Nature Preserve and about a 25-minute walk from Amundsen Park. The maximum occupancy at the… More

From US$ 308 Book Now

Luxury Fulton Market Condo - Prime Location

660 West Wayman Street Apt 307, Chicago, United States Show map

The spacious 84 m² Luxury Fulton Market Condo - Prime Location Chicago is located nearly 25 minutes' walk from the 20 - acre Maggie Daley Public Park and offers Wi-Fi for either business or leisure. More

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21St Floor Skyline 2Br Near Grant Park & Field Museum

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

The 2-bedroom 21St Floor Skyline 2Br Near Grant Park & Field Museum Apartment Chicago enjoys a prime location only a 9-minute walk from the central Harold Washington Library Center. The spacious 112… More

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Cossy Room Close To Lake In Chicago

5200 North Sheridan Road, Chicago, United States Show map

Cossy Room Close To Lake In Chicago is located 11 km from Chicago Union train station and about 5 minutes' walk from Epworth United Methodist Church. More

From US$ 54 Book Now

Cozy Woodlawn Garden Apt

6115 South Rhodes Avenue Garden Apartment, Chicago, United States Show map

Featuring a convenient location a 5-minute walk from Saint Philips Lutheran Church, the spacious Cozy Woodlawn Garden Apt Chicago accommodates up to 2 guests. Wi-Fi and a car park are also available… More

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Spacious 3Br 420-Friendly | Mccormick & Uic Campus

2001 South State Street, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the 3-bedroom Spacious 3Br 420-Friendly | Mccormick & Uic Campus Chicago apartment, which is merely 0.8 km from Chicago Chinatown and around 300 metres from… More

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New 3Bed 2Bath Condo With Parking By United Center

2110 West Washington Boulevard, Chicago, United States Show map

Situated a 6-minute walk from West Side Community Church, the spacious New 3Bed 2Bath Condo With Parking By United Center Chicago looks out onto the city. This apartment capacity is based on up to 6… More

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Wrigleyville Getaway

950 West Addison Street, Chicago, United States Show map

Located just 6 minutes' stroll from the baseball stadium "Wrigley Field", the spacious 158 m² Wrigleyville Getaway Chicago apartment accommodates up to 12 guests. The 4-bedroom apartment enjoys a… More

From US$ 421 Book Now

Mccormick Place Studio With Optional Parking And Sleeps Up To 4

2036 South Michigan Avenue, Chicago, United States Show map

Situated merely 5 minutes' stroll from Second Presbyterian Church of Chicago, the 1-bedroom Mccormick Place Studio With Optional Parking And Sleeps Up To 4 Chicago features a lift and a vending… More

From US$ 783 Book Now

Livn West Loop Chicago King Studio

555 West Jackson Boulevard, Chicago, United States Show map

Located in Downtown Chicago, which is an incredible destination to experience 25 minutes' walk from the public sculpture "Crown Fountain", Livn West Loop Chicago King Studio accommodates up to 2… More

From US$ 375 Book Now

Mccormick Place 2Br Suite With Patio, Skyline View And Optional Parking Sleeps 6 Near Soldier Field And Grant Park

2036 South Michigan Avenue Apartment 311, Chicago, United States Show map

The spacious 88 m² Mccormick Place 2Br Suite With Patio, Skyline View And Optional Parking Sleeps 6 Near Soldier Field And Grant Park Chicago features a prime location within a 3-km distance of the… More

From US$ 405 Book Now

Streeterville Studio W Gym Pool Nr Navy Pier Chi-450

445 E Ohio St, Chicago, Il 60611, Usa, Chicago, United States Show map

Located in Magnificent Mile with luxury shopping, dining and entertainment, the 55 m² Streeterville Studio W Gym Pool Nr Navy Pier Chi-450 Chicago is a mere 9 minutes' walk from the long-standing… More

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Logan Square Urban Oasis: 2 Mi To Local Hotspots!

4642 W Montana St, Chicago, United States Show map

The spacious 84 m² Logan Square Urban Oasis: 2 Mi To Local Hotspots! Apartment Chicago is a good choice for accommodating up to 4 guests, offering a convenient setting about a 15-minute drive from… More

From US$ 275 Book Now

City Villa Sleeps 10-20 Free Tv & Parking

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

Located about 7 km from Chicago Union railway station, the 232 m² City Villa Sleeps 10-20 Free Tv & Parking Chicago is just a 7-minute walk from Belmont Harbor. Wi-Fi and a car park are also… More

From US$ 234 Book Now

Central 2Br South Loop Location With Optional Parking & Gym Access Near Mccormick Place, Shedd Aquarium & Navy Pier

2036 South Michigan Avenue Unit 606, Chicago, United States Show map

Featuring a prime location 350 metres from the indoor Wintrust Arena, the spacious Central 2Br South Loop Location With Optional Parking & Gym Access Near Mccormick Place, Shedd Aquarium & Navy Pier… More

From US$ 514 Book Now

Prime Chicago 2Br Skyline - 5 Min To Museum Campus

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

The 2-bedroom Prime Chicago 2Br Skyline - 5 Min To Museum Campus Apartment is situated in South Loop, set including historic Printers Row, nearly a 20-minute walk from Millennium Public Park, and… More

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Chic 2Br Suite W Gym & Meeting Room By Stay Gia

Chicago, United States Show map

Chic 2Br Suite W Gym & Meeting Room By Stay Gia Chicago is located 14 km from Chicago Union train station and a 6-minute walk from Madonna Della Strada Chapel. More

From US$ 132 Book Now

Downtown Chicago Stay With Free In & Out Parking 4

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

The 3-bedroom Downtown Chicago Stay With Free In & Out Parking 4 apartment is situated in the Theatre district of Chicago, merely 14 minutes' walk from the super-tall skyscraper "Willis Tower", and… More

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Zen City Escape Patio Free Parking

2224 West Ohio Street, Chicago, United States Show map

The 65 m² Zen City Escape Patio Free Parking Chicago apartment lies in a prime location in Chicago, only a 6-minute walk from Ukrainian National Museum. This 2-bedroom apartment is situated 3.5 km… More

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Modern 2Br Near Downtown, Close To Dining & Coffee

3349 W Sunnyside Ave Unit 2 Unit 2, Chicago, United States Show map

The spacious Modern 2Br Near Downtown, Close To Dining & Coffee Chicago apartment is located 11 km from Chicago Union train station and approximately a 5-minute walk from Christ Evangelical Lutheran… More

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Spacious Apt 4 Queen Beds Free Parking

Unit 2, 4241 South Fairfield Avenue, Chicago, United States Show map

The 93 m² Spacious Apt 4 Queen Beds Free Parking Chicago features a convenient location around a 5-minute walk from Immaculate Conception Parish and hosts up to 8 guests. This 2-bedroom apartment is… More

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Entire Apt In Heart Of Chicago

847 West Cornelia Avenue 1N, Chicago, United States Show map

The 2-bedroom Entire Apt In Heart Of Chicago enjoys a convenient location around a 5-minute walk from Boystown. This spacious apartment is situated about 8 km from Chicago Union train station and in… More

From US$ 435 Book Now

Family Friendly Spacious 3Br Suite Sleeps Up To 10 Guests With Optional Parking And Gym Access Near Mccormick Place And Soldier Field

2036 South Michigan Avenue Unit 301, Chicago, United States Show map

The 111 m² Mccormick Place: Spacious 3BR Family Haven Chicago apartment provides swift access to various city landmarks, such as Second Presbyterian Church of Chicago, located approximately a 5… More

From US$ 748 Book Now

Livn Millennium Park Downtown Chicago 2Br

19 South Wabash Avenue, Chicago, United States Show map

Located nearly a 5-minute walk from Monroe underground station, the 6-room Livn Millennium Park Downtown Chicago 2Br Apartment also boasts proximity to Money Museum at the Federal Reserve Bank. This… More

From US$ 676 Book Now

Lower Level Luxury

6254 W Cuyler Ave, Chicago, United States Show map

The spacious 2-bedroom Lower Level Luxury Chicago apartment provides swift access to various city landmarks, such as Saint Pascal Catholic Church, located merely 5 minutes' walk away. The apartment… More

From US$ 80 Book Now

The Dakin Estate 4Br Art Deco Speakeasy Duplex

1045 West Dakin Street, Chicago, United States Show map

The spacious 4-bedroom The Dakin Estate 4Br Speakeasy Duplex Apartment Chicago lies in a prime location in Chicago, nearly a 5-minute walk from Alta Vista Terrace District. This 2200 m² apartment is… More

From US$ 831 Book Now

Bright 2Br Luxury Corner Suite With Optional Parking Sleeps 6 Guests Near Mccormick Place And Soldier Field

2036 South Michigan Avenue 407, Chicago, United States Show map

The spacious 84 m² Bright 2Br Luxury Corner Suite With Optional Parking Sleeps 6 Guests Near Mccormick Place And Soldier Field Chicago is located nearly a 5-minute stroll from the indoor Wintrust… More

From US$ 770 Book Now