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

Mins From O'Hare • Safe Location • Private Parking

5113 North East River Road Unit 1K, Chicago, Il 60656, Chicago, United States Show map

The 1-bedroom Mins From O'Hare • Safe Location • Private Parking Apartment Chicago lies approximately 25 minutes' walk from a natural paradise like the Wooded Schiller Woods South Riverside Park, and… More

From US$ 143 Book Now

Cozy 1Br Near Loyola University, Fast Wifi, Walk To Dining & Transit

6443 North Hamilton Avenue Apt 3H, Chicago, United States Show map

The spacious Cozy 1Br Near Loyola University, Fast Wifi, Walk To Dining & Transit Chicago apartment is located 350 metres from Saint Henry Catholic Church and 3 km from the energetic urban Kathy… More

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2Br2B University Of Chicago, Hyde Park, Woodlawn,

6405 S Ingleside Ave, Chicago, United States Show map

Situated only 1.5 km from Rockefeller Memorial Chapel, the 1-bedroom 2Br2B University Of Chicago, Hyde Park, Woodlawn, apartment also boasts easy access to Chicago Union train station which is nearly… More

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University Of Chicago Condo - 1 Bed / 2 Bath W/Parking Space

6609 S Kimbark Ave, 2A, Chicago, United States Show map

Situated about a 25-minute stroll from the Sprawling hands-on Museum of Science and Industry, University Of Chicago Condo - 1 Bed / 2 Bath W/Parking Space also boasts easy access to Chicago Union… More

From US$ 153 Book Now

Lakeview 2Br W Gym Grills Nr Lakefront Trail Chi-985

450 W Belmont Ave, Chicago, Il 60657, Usa, Chicago, United States Show map

The spacious 2-bedroom Lakeview 2Br W Gym Grills Nr Lakefront Trail Chi-985 Chicago apartment is situated in Lakeview, which is one of the 77 community areas of Chicago, Illinois, within 5 minutes'… More

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Luxury 2Br Suite With Optional Parking And Gym Access Near Mccormick Place And Soldier Field

2036 South Michigan Avenue Unit 707, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the spacious 2-bedroom Luxury 2Br Suite With Optional Parking And Gym Access Near Mccormick Place And Soldier Field Chicago, which is 2.4 km from the… More

From US$ 1280 Book Now

Trendy & Insta-Worthy 2Br Apartment - Kimball All Rep

North Kimball Avenue 1837, Chicago, United States Show map

Trendy & Insta-Worthy 2Br Apartment - Kimball All Rep Chicago is nestled in Logan Square with plenty of bars and restaurants at an affordable price, a 12-minute walk from the restaurant Giant. More

From US$ 105 Book Now

14 Mi To Dtwn Chicago: Studio In Ashburn!

8136 S Kedzie Ave Unit 102, Chicago, United States Show map

The spacious 14 Mi To Dtwn Chicago: Studio In Ashburn! features a prime location 25 minutes' walk from 50-Acre Park and hosts up to 2 guests. This apartment is situated 16 km from Chicago Union train… More

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Wabash 4Br - Pool Free In & Out Parking 5

626 South Wabash Avenue, Chicago, United States Show map

The spacious Wabash 4Br - Pool Free In & Out Parking 5 Apartment Chicago is situated in the Chicago Loop district, 25 minutes' walk from the scenic Chicago Riverwalk Walkway, and features a fitness… More

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Lakeview 2Br W Patio Wd Nr Wrigley Field Chi-458

911 W School St, Chicago, Il 60657, Usa, Chicago, United States Show map

The spacious 1-bedroom Lakeview 2Br W Patio Wd Nr Wrigley Field Chi-458 Chicago apartment is located approximately 7 km from Chicago Union train station and about 5 minutes' walk from Briar Street… More

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South Loop Rooftop With In And Out Parking 6

633 South Lasalle Street, Chicago, United States Show map

Featuring a prime location, the spacious South Loop Rooftop With In And Out Parking 6 Chicago apartment offers views of the city, and is 17 minutes' walk from The Art Institute of Chicago. This… More

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Urban Chicago Escape About 1 Mi To Local Beaches!

7423 N Sheridan Rd 3W, Chicago, United States Show map

Urban Chicago Escape About 1 Mi To Local Beaches! apartment is located 16 km from Chicago Union train station and around a 5-minute walk from Howard Beach Park. More

From US$ 118 Book Now

Loop 1Br W Gym Pool Nr Financial District Chi-232

210 N Wells St, Chicago, Il 60606, Usa, Chicago, United States Show map

Featuring a prime location around 500 metres from Chicago-style pizza, the spacious 61 m² Loop 1Br W Gym Pool Nr Financial District Chi-232 Apartment Chicago accommodates up to 2 guests. The 1… More

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2Br Trendy Urban Apartment - Division 102W 202W 302W Rep

2153 West Division Street Apt 102W, Chicago, United States Show map

2Br Trendy Urban Apartment - Division 102W 202W 302W Rep Chicago provides swift access to various city landmarks, such as Clemente Park, located around 5 minutes' walk away. More

From US$ 370 Book Now

2 Bedroom Unit In Uptown Chicago

4620 North Racine Avenue, Chicago, United States Show map

2 Bedroom Unit In Uptown Chicago apartment enjoys a prime location and provides easy access to the baseball stadium "Wrigley Field" 25 minutes' walk away. The spacious apartment is situated 11 km… More

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Peaceful Pilsen Garden Apt

2447 West 24Th Street, Chicago, United States Show map

The spacious Peaceful Pilsen Garden Apt Chicago is located a 10-minute drive from the modern United Center Arena and 6 km from the tall skyscraper "Willis Tower". More

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4Br Classy & Radiant Apt In Wicker Park - Blackhawk 3F

1420 West Blackhawk Street Unit 3F, Chicago, United States Show map

The 123 m² 4Br Classy & Radiant Apt In Wicker Park - Blackhawk 3F Chicago is a great place to stay in West Town with a busy stretch of West Chicago Avenue, dotted with New American restaurants and… More

From US$ 792 Book Now

East Village 2Br Modern Apartment H1

846 N Hermitage Ave, Chicago, Il 60622, Usa, Chicago, United States Show map

East Village 2Br Modern Apartment H1 Chicago provides easy access to various city attractions, such as RR #1 Chicago, situated nearly a 5-minute walk away. More

From US$ 615 Book Now

W Loop 1Br W Gym Pool In Heart Of Greektown Chi-530

808 W Van Buren St, Chicago, Il 60661, Usa, Chicago, United States Show map

The spacious W Loop 1Br W Gym Pool In Heart Of Greektown Chi-530 Apartment Chicago is located 2 km from The Art Institute of Chicago and 12 minutes' walk from the multi - purpose Credit Union 1 Arena… More

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The Penthouse @ Luxro

4751 South Prairie Avenue Penthouse, Chicago, United States Show map

The Penthouse @ Luxro Apartment Chicago is located within an 8-km distance of Chicago Union train station and about 5 minutes on foot from Mt. Pisgah M.B. Church. More

From US$ 297 Book Now

Blueground The Loop Pool Wd Nr Park Chi-1189

North Garland Court 201, Chicago, United States Show map

Featuring a prime location, the spacious 1-bedroom Blueground The Loop Pool Wd Nr Park Chi-1189 Apartment Chicago offers views of the city, about 5 minutes' walk from the bascule DuSable Bridge. This… More

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Loop 1Br Wgym Roofdeck Wd Nr W Loop The L Chi-200

Chicago, United States Show map

Located merely 1 km from Chicago Union railway station, Loop 1Br Wgym Roofdeck Wd Nr W Loop The L Chi-200 Apartment Chicago is merely a 6-minute walk from Skydeck Chicago. More

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Loop 1Br W Pool Gym Nr Financial District Chi-282

210 N Wells St, Chicago, Il 60606, Usa, Chicago, United States Show map

The spacious Loop 1Br W Pool Gym Nr Financial District Chi-282 Apartment Chicago features a convenient location 20 minutes' walk from Wrigley Building and hosts up to 2 guests. The apartment is… More

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Blueground Streeterville Pool Gym Nr Pier Chi-1122

East Ohio Street 445, Chicago, United States Show map

Located 2.1 km from Chicago Union railway station, Blueground Streeterville Pool Gym Nr Pier Chi-1122 Chicago apartment is a 9-minute walk from the standing drawbridge "DuSable Bridge". More

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Luxurious Downtown 3 Bed 2 Bth

1759 West Cullerton Street, Chicago, United States Show map

Luxurious Downtown 3 Bed 2 Bth Apartment Chicago is located about 4 km from Chicago Union train station and 450 metres from Harrison Park. More

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Modern 6Br House Steps To Wrigleyville

3824 North Clark Street Unit 2 & 3, Chicago, United States Show map

Located in Wrigleyville with dozens of iconic restaurants and watering holes that range from rowdy to low-key to kid-friendly, a 7-minute walk from Wrigley View Rooftop, the spacious Modern 6Br House… More

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W Loop 2Br W Gym Pool In Heart Of Greektown Chi-561

808 W Van Buren St, Chicago, Il 60661, Usa, Chicago, United States Show map

W Loop 2Br W Gym Pool In Heart Of Greektown Chi-561 Apartment Chicago overlooks the city and is situated 6 minutes' walk from Greektown. This spacious 99 m² apartment can hold up to 4 guests. More

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Michigan 6Br Luxury Loft Suite - South Loop Chicago

2036 South Michigan Avenue, Chicago, United States Show map

The spacious Michigan 6Br Luxury Loft Suite - South Loop Chicago is nestled in the South Loop district, a 5-minute walk from the restaurant Windy City Ribs. Wi-Fi is available for guests' business or… More

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South Loop Studio W Pool Gym Nr Grant Park Chi-857

1407 S Michigan Ave, Chicago, Il 60605, Usa, Chicago, United States Show map

Located in South Loop, set including historic Printers Row, only a 6-minute walk from Fred Anderson Dog Park, the 41 m² South Loop Studio W Pool Gym Nr Grant Park Chi-857 Chicago accommodates up to 2… More

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Large 4-Bedroom Upscale Apartment W Rooftop

2048 West Chicago Avenue, Chicago, United States Show map

Large 4-Bedroom Upscale Apartment W Rooftop Chicago is located 15 minutes' drive from the half-mile-long Navy Pier and 6 km from Buckingham Fountain. More

From US$ 1227 Book Now

Streeterville Studio W Deck Pool Nr Beach Chi-583

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

The 61 m² Streeterville Studio W Deck Pool Nr Beach Chi-583 Chicago is located a mere 1.1 km from the public art Cloud Gate Sculpture and 17 minutes' walk from Holy Name Cathedral. Welcoming guests… More

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River North 1Br W Pool Fitness 1 Block To L Chi-1039

751 North Hudson Avenue, Chicago, Il 60610, Us, Chicago, United States Show map

Featuring a prime location a 6-minute walk from the modest Ward A. Montgomery Park, the 59 m² River North 1Br W Pool Fitness 1 Block To L Chi-1039 Chicago apartment accommodates up to 2 guests. This… More

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Loop 1Br W Pool Gym Lounge Nr Riverwalk Chi-634

Chicago, United States Show map

Located a mere 1.5 km from Chicago Union railway station, Loop 1Br W Pool Gym Lounge Nr Riverwalk Chi-634 Chicago apartment is a mere 10 minutes' walk from The Richard H. Driehaus Decorative Arts… More

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The Suite Spot Eclectic • Modern • Sleeps 6

2E, 730 West 17Th Place, Chicago, United States Show map

Situated nearly a 10-minute drive from the multi-purpose Credit Union 1 Arena, the spacious 158 m² The Suite Spot Eclectic • Modern • Sleeps 6 Chicago also boasts easy access to Chicago Union train… More

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Post Chicago Getaway Ideal 4Br For Groups

853 West Blackhawk Street, Chicago, United States Show map

The 6-room Post Chicago Getaway Ideal 4Br For Groups apartment features convenient proximity to such city attractions as ArcLight Chicago, situated approximately a 5-minute walk away. This apartment… More

From US$ 453 Book Now

Massive Luxury 5Br Loft Near Mccormick - 12 Guests

2036 South Michigan Avenue, Chicago, United States Show map

The spacious Massive Luxury 5Br Loft Near Mccormick - 12 Guests Apartment Chicago is situated in the South Loop district of Chicago, approximately 5 minutes' walk from the indoor Wintrust Arena. Wi… More

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Blueground River North Pool Gym Nr Mile Chi-1144

North State Street 505, Chicago, United States Show map

Located 16 minutes' walk from the avant - garde Harris Theater, the 2-bedroom Blueground River North Pool Gym Nr Mile Chi-1144 Chicago apartment is 2.9 km from a top family-friendly place like the… More

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River N 1Br W Gym Pool Nr L Stop Beach Chi-362

108 W Chicago Ave, Chicago, Il 60654, Usa, Chicago, United States Show map

The 52 m² River N 1Br W Gym Pool Nr L Stop Beach Chi-362 Chicago apartment lies in Streeterville with a continual thrum of cabs and buses connecting people to other parts of the city and offers swift… More

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Beautiful Rental Unit In Chicago

1408 West Ohio Street, Chicago, United States Show map

The 1-bedroom Beautiful Rental Unit In Chicago apartment is situated in West Town with a busy stretch of West Chicago Avenue, dotted with New American restaurants and cafes, only 6 minutes' walk from… More

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King Bed L Games L Near United Center & Walk To Train L Dedicated Workspace L Fireplace

3254 West Fulton Boulevard, Chicago, United States Show map

The 2-bedroom King Bed L Games L Near United Center & Walk To Train L Dedicated Workspace L Fireplace Chicago apartment lies in a prime location in Chicago, a mere 5 minutes' walk from Central… More

From US$ 238 Book Now

Spacious 420 Friendly 3Br In South Loop Near Mccormick Place, Grant Park And Soldier Field With Optional Parking

2001 South State Street 2001-2F, Chicago, United States Show map

Situated 5 minutes' walk from Second Presbyterian Church of Chicago, Spacious 420 Friendly 3Br In South Loop Near Mccormick Place, Grant Park And Soldier Field With Optional Parking Chicago apartment… More

From US$ 381 Book Now

15Mins Dt Wicker Park Gem Sleeps 8 Freepark

2724 W Division St Apt #1R Chicago Il 60622, Chicago, United States Show map

Situated nearly a 10-minute ride from Skydeck Chicago, the spacious 75 m² 15Mins Dt Wicker Park Gem Sleeps 8 Freepark Apartment Chicago also boasts easy access to Chicago Union train station which is… More

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The Orleans - Floor 2 Private Roof Deck Patio

858 North Orleans Street, Chicago, United States Show map

Featuring a convenient location just 6 minutes' walk from the long-standing Carl Hammer Gallery, the spacious 4-bedroom The Orleans - Floor 2 Private Roof Deck Patio Apartment Chicago accommodates up… More

From US$ 2173 Book Now

Near Parks & Metra Stations! Chicago Apt W/ Bar

2805 W 83Rd Pl, Chicago, United States Show map

Near Parks & Metra Stations! Chicago Apt W/ Bar is located about 6 km from Children's Museum in Oak Lawn and 10 minutes by car from the petite Scottsdale Playground Park. The spacious apartment… More

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Blueground Hyde Park Ac Wd Nr Museum Chi-1159

South Cornell Avenue 5252, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at Blueground Hyde Park Ac Wd Nr Museum Chi-1159 Apartment Chicago, which is just 1.1 km from the Sprawling hands-on Museum of Science and Industry and… More

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Mccormick 2Br-2Ba For 8 Guests With Optional Parking & Gym

2036 South Michigan Avenue, Chicago, United States Show map

The 93 m² Mccormick 2Br-2Ba For 8 Guests With Optional Parking & Gym Apartment Chicago lies in a prime location in Chicago, merely 5 minutes' walk from the indoor Wintrust Arena. This 2-bedroom… More

From US$ 1678 Book Now

Spacious 6Br Luxury Suite Perfect For Groups Near Mccormick Place And Soldier Field

2036 South Michigan Avenue Unit 110, Chicago, United States Show map

The 6-bedroom Spacious 6Br Luxury Suite Perfect For Groups Near Mccormick Place And Soldier Field Chicago is situated in South Loop, set including historic Printers Row, nearly 5 minutes on foot from… More

From US$ 1140 Book Now

Beautiful Basement

1736 North Nashville Avenue, Chicago, United States Show map

Located within 20 minutes' drive of Chicago Union railway station, the 37 m² Beautiful Basement Apartment Chicago is just 0.6 km from Wonder Works Children's Museum. The apartment can host up to 2… More

From US$ 117 Book Now

Spacious 5-Br Suite Minutes From Mccormick Place

2036 South Michigan Avenue, Chicago, United States Show map

Spacious 5-Br Suite Minutes From Mccormick Place Chicago lies 2.8 km from The Art Institute of Chicago and just 5 minutes on foot from Cermak-McCormick Place tube station. Guests will surely benefit… More

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Cozy 2Br Apt - Perfect For A Seamless Stay - Montrose 1A

5115 West Montrose Avenue, Chicago, United States Show map

The 1-bedroom Cozy 2Br Apt - Perfect For A Seamless Stay - Montrose 1A Chicago lies only 1.3 km from Ed Paschke Art Center and around a 15-minute stroll from Montrose tube station. More

From US$ 110 Book Now