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

Charming 1Br Unit Close To Vibrant Shops & Dining - Montrose 1B

5119 West Montrose Avenue, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the 65 m² Charming 1Br Unit Close To Vibrant Shops & Dining - Montrose 1B Chicago apartment, which is about 2 km from West Belmont Avenue and a mere 5… More

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Dt Wicker Deluxe Sleeps 6 2-Car Parking&Laundry

2F, 950 North Wolcott Avenue, Chicago, United States Show map

The spacious Dt Wicker Deluxe Sleeps 6 2-Car Parking&Laundry Apartment Chicago is a great place to stay in the West Town district, 4.2 km from the free Lincoln Park Zoo. More

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Landing Chic Studio In Lincoln Park

1529 N Fremont, Chicago, United States Show map

The spacious Landing Chic Studio In Lincoln Park Chicago lies in a prime location in Chicago, 5 minutes' walk from PRYSM Nightclub. At this apartment, Wi-Fi and a car park are also provided. More

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Edgewater Glen 3Bd Cozy Retreat

6229 North Wayne Avenue, Chicago, United States Show map

Situated about 25 minutes' walk from Swedish American Museum, the spacious 3-bedroom Edgewater Glen 3Bd Cozy Retreat Apartment Chicago can host up to 6 guests in Chicago. You can join sports… More

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Loop 1Br W Lounge Gym Roof Nr L Chi-692

330 S Wells St, Chicago, Il 60606, Usa, Chicago, United States Show map

Located in Downtown Chicago, which is an incredible destination for art, fashion and adventure, a mere 7 minutes' walk from Chicago Symphony Center Concert Hall, the 58 m² Loop 1Br W Lounge Gym Roof… More

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Billiards Patio Parking

2032 West Pierce Avenue, Unit 1, Chicago, United States Show map

The 116 m² Billiards Patio Parking Apartment Chicago is located in Wicker Park, which regularly seduces top-notch, innovative restaurateurs and mixologists, a mere 6 minutes' walk from Buffalo… More

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Spacious Apartment In Awesome Chicago With Wifi, Ac

4939 South Wabash Avenue, Chicago, United States Show map

The 111 m² Spacious Apartment In Awesome Chicago With Wifi, Ac offers easy access to such tourist sites as Progressive Community Church, located approximately 5 minutes' walk away. This 2-bedroom… More

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Smart Stay In Hyde Park 1Br - Bs 908

5109 South Blackstone Avenue, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the 1-bedroom Smart Stay In Hyde Park 1Br - Bs 908 Chicago apartment, which is within 20 minutes' walk of the Frederick C. Frank Lloyd Wright's Robie House… More

From US$ 238 Book Now

Luxury Gold Coast Penthouse With Deck & Views

22 East Elm Street, Chicago, United States Show map

Offering a patio and a golf course for guests' leisure, Luxury Gold Coast Penthouse With Deck & Views Villa Chicago is situated about a 25-minute walk from the 35-acre beautifully landscaped Lincoln… More

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Gold Coast Studio W Doorman Gym 2 Blocks To L Chi-916

1400 N Lake Shore Dr, Chicago, Il 60610, Usa, Chicago, United States Show map

Featuring a prime location only 6 minutes' walk from Charnley-Persky House Museum, the 1-bedroom Gold Coast Studio W Doorman Gym 2 Blocks To L Chi-916 Chicago accommodates up to 2 guests. This 51 m²… More

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Stunning 1Br Apartment At Center Of Lakeview - Oakdale 211

541 West Oakdale Avenue, Chicago, United States Show map

The 55 m² Stunning 1Br Apartment At Center Of Lakeview - Oakdale 211 Chicago is located 4.4 km from the skyscraper 360 Chicago Observation Deck and about a 25-minute walk from the newly developed… More

From US$ 74 Book Now

River North 1Br W Sky Terrace Yoga Studio Chi-1029

411 West Chicago Avenue, Chicago, Il 60610, Us, Chicago, United States Show map

The 54 m² River North 1Br W Sky Terrace Yoga Studio Chi-1029 Chicago features a prime location about a 25-minute walk from The Art Institute of Chicago and hosts up to 2 guests. The apartment is… More

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Blueground Elmhurst Pool Nr Elmhurst Art Museum Chi-1264

North Addison Avenue 100, Chicago, United States Show map

Located merely 9 minutes' stroll from Elmhurst Public Library, the 1-bedroom Blueground Elmhurst Pool Nr Elmhurst Art Museum Chi-1264 Chicago apartment accommodates up to 2 guests. Enjoying a prime… More

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1Br Modern Lakeview Apt Close To Dining - Oakdale 2S

931 West Oakdale Avenue, Chicago, United States Show map

1Br Modern Lakeview Apt Close To Dining - Oakdale 2S Chicago is located 7 km from the half - mile - long Navy Pier and 25 minutes' walk from Peggy Notebaert Nature Environmental Museum. Public… More

From US$ 159 Book Now

Comfy Condo - Gym Free Parking & Modern Amenities

6044 North Winthrop Avenue, Chicago, United States Show map

Located a 16-minute walk from the energetic urban Kathy Osterman Beach, the spacious Comfy Condo - Gym Free Parking & Modern Amenities Chicago overlooks the lake. The maximum occupancy at the… More

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Hancock Lookoutsteps To Beach&Transit, Chi Views - Apartment

1701, 1220 North State Parkway, Chicago, United States Show map

Hancock Lookoutsteps To Beach&Transit, Chi Views - Apartment Chicago enjoys a prime location and provides easy access to the skyscraper 360 Chicago Observation Deck 11 minutes' walk away. This… More

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Fully Updated Jr, 1 Bed, Steps From Lincoln Park Condo

560 W Fullerton Pkwy Unit 1, Chicago, United States Show map

Fully Updated Jr, 1 Bed, Steps From Lincoln Park Condo Chicago is located in Lincoln Park with plenty of places within the neighborhood to help stretch your legs an 8-minute walk from Oz Public Park… More

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Blueground Lakeshore East Pool Wd Nr Park Chi-1198

North Columbus Drive 225, Chicago, United States Show map

The spacious 79 m² Blueground Lakeshore East Pool Wd Nr Park Chi-1198 Chicago apartment is only a 9-minute stroll from Wrigley Building and can accommodate up to 2 guests. The 1-bedroom apartment… More

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3Br Spacious Apartment With In-Unit Laundry - Kedzie 3F

4458 North Kedzie Avenue, Chicago, United States Show map

The 1-bedroom 3Br Spacious Apartment With In-Unit Laundry - Kedzie 3F Chicago lies 4.7 km from the baseball stadium "Wrigley Field" and approximately a 5-minute ride from Kedzie tube station. More

From US$ 534 Book Now

5-Bedroom House In Pilsen Near Medical District

2031 W Coulter St, Chicago, United States Show map

Situated only a 5-minute stroll from Lincoln United Methodist Church, the 5-bedroom 5-Bedroom House In Pilsen Near Medical District Chicago villa offers quick access to numerous city landmarks nearby. More

From US$ 707 Book Now

Charming Andersonville Coach House 3Br 2,5Ba Townhouse

1736 W Summerdale Ch, Chicago, United States Show map

Charming Andersonville Coach House 3Br 2,5Ba Townhouse Chicago villa is nestled a 9-minute walk from Swedish American Museum and can accommodate up to 5 guests. Providing guests with Wi-Fi and a car… More

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Loop Studio W Theater Games Nr Millennium Park Chi-1017

201 N Garland Ct, Chicago, Il 60601, Usa, Chicago, United States Show map

The 1-bedroom Loop Studio W Theater Games Nr Millennium Park Chi-1017 Chicago is located in Downtown Chicago, which is an incredible destination to experience merely a 7-minute stroll from Millennium… More

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Loop Studio W Pool Gym Nr Theatre District Chi-272

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

The 58 m² Loop Studio W Pool Gym Nr Theatre District Chi-272 Chicago is situated in Chicago Loop with eclectic eateries, shops, theaters and parks, about 20 minutes' walk from the fancy high - rise… More

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W Loop Studio W Pool Gym Nr Restaurant Row Chi-284

939 W Washington Blvd, Chicago, Il 60607, Usa, Chicago, United States Show map

Featuring a prime location merely a 5-minute walk from Museum of Holography-Chicago, the 48 m² W Loop Studio W Pool Gym Nr Restaurant Row Chi-284 Chicago accommodates up to 2 guests. The apartment is… More

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S Loop 1Br W Pool Gym Nr Cta Train Chi-345

1210 S Indiana Ave, Chicago, Il 60605, Usa, Chicago, United States Show map

Overlooking the city, S Loop 1Br W Pool Gym Nr Cta Train Chi-345 Apartment Chicago is around 25 minutes' walk from the 20 - acre Maggie Daley Public Park in Chicago. Guests will surely enjoy a sauna… More

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W Loop Studio W Gym Pool Coworking Nr Uic Chi-435

430 S Halsted St, Chicago, Il 60607, Usa, Chicago, United States Show map

Featuring a prime location about 500 metres from Greektown, the spacious 1-bedroom W Loop Studio W Gym Pool Coworking Nr Uic Chi-435 Chicago accommodates up to 2 guests. The 69 m² apartment is… More

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West Loop 2Br W Wd Gym Lounge Nr L Chi-781

730 W Couch Pl, Chicago, Il 60661, Usa, Chicago, United States Show map

West Loop 2Br W Wd Gym Lounge Nr L Chi-781 Apartment Chicago is nestled in West Loop with great dining and entertainment, 200 metres from the restaurant Girl & The Goat. This spacious 94 m² apartment… More

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Blueground River North Pool Wd Nr Mile Chi-1192

North Wells Street 637, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the spacious 72 m² Blueground River North Pool Wd Nr Mile Chi-1192 Chicago apartment, which is 2.1 km from Millennium Public Park and approximately a 10… More

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Portage Park, Jacuzzi, Movie Theater, Games & Arcade

5635 W Waveland Ave, Chicago, United States Show map

With the capacity to host 16 guests, the 5-bedroom Portage Park, Jacuzzi, Movie Theater, Games & Arcade Villa Chicago is located around 15 minutes by car from such significant cultural landmarks as… More

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Lincoln Park - Amazing Game Room - Best Location

1814 North Sheffield Avenue, Chicago, United States Show map

Offering a location 4.2 km from the super - tall skyscraper "Willis Tower", the 1-bedroom Lincoln Park - Amazing Game Room - Best Location Chicago villa gives access to various tourist spots in the… More

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Downtown Mich Ave, Grant Park, Museums 2Bd-2Ba #20

1212 South Michigan Avenue 2001, Chicago, United States Show map

Located in South Loop, set including historic Printers Row, merely a 6-minute walk from Statue of Christopher Columbus, the 2-bedroom Downtown Mich Ave, Grant Park, Museums 2Bd-2Ba #20 Villa Chicago… More

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Blueground Streeterville Rooftop Pool Nr Pier Chi-1124

North Lake Shore Drive 500, Chicago, United States Show map

Located only 9 minutes' walk from the historic drawbridge "DuSable Bridge" and Ohio Street Beach, the 1-bedroom Blueground Streeterville Rooftop Pool Nr Pier Chi-1124 Chicago apartment features views… More

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Gold Coast Convertible W Terrace Nr The L Chi-82

1 E Delaware Pl, Chicago, Il 60611, Usa, Chicago, United States Show map

The 1-bedroom Gold Coast Convertible W Terrace Nr The L Chi-82 Chicago apartment is located a mere 0.9 km from The Richard H. Driehaus Decorative Arts Museum and approximately a 20-minute walk from… More

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3Br Near O'Hare • Office • Coffee Bar • Sleeps 9

5201 North Reserve Avenue, Chicago, United States Show map

The spacious 3Br Near O'Hare • Office • Coffee Bar • Sleeps 9 Apartment Chicago is located a 10-minute drive from Rivers Casino and 3 km from Rosemont Theatre. The maximum occupancy at the apartment… More

From US$ 226 Book Now

Golden Suite On Statesteps To Oak Beach & Magmile

710, Canterbury Court Apartments, 1220 North State Parkway, Chicago, United States Show map

Golden Suite On Statesteps To Oak Beach & Magmile Chicago is located 2.8 km from The Art Institute of Chicago and about 25 minutes' walk from the 35-acre beautifully landscaped Lincoln Park Zoo. More

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Blueground Gold Coast Rooftop Gym Nr Hancock Chi-1127

East Delaware Place 1, Chicago, United States Show map

Featuring a prime location, the 1-bedroom Blueground Gold Coast Rooftop Gym Nr Hancock Chi-1127 Chicago apartment offers views of the city, nearly a 25-minute walk from The Art Institute of Chicago. More

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Loop 1Br W Gym Pool Nr Financial District Chi-233

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

Boasting spa facilities such as an indoor pool, the spacious 88 m² Loop 1Br W Gym Pool Nr Financial District Chi-233 Apartment Chicago is situated in Downtown Chicago, which is exploding with culture… More

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Loop 1Br W Lounge Gym Roof Nr L Chi-693

330 S Wells St, Chicago, Il 60606, Usa, Chicago, United States Show map

The 1-bedroom Loop 1Br W Lounge Gym Roof Nr L Chi-693 Apartment Chicago features a convenient location merely 0.7 km from the public sculpture "Crown Fountain" and hosts up to 2 guests. This 56 m²… More

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South Loop 2Br Skyline Views - 5 Min To Grant Park

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

Located a mere 1.3 km from Chicago Union railway station, the 112 m² South Loop 2Br Skyline Views - 5 Min To Grant Park Apartment Chicago is merely a 9-minute walk from the central Harold Washington… More

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The Boho House Two Private Suites Parking

545 North Wood Street, Chicago, United States Show map

The spacious The Boho House Two Private Suites Parking Chicago is a great place to stay in West Town with a busy stretch of West Chicago Avenue, dotted with New American restaurants and cafes, a 15… More

From US$ 850 Book Now

Splendid & Fully Furnished 1Br Apartment - Broadway 204 Rep

3122 North Broadway Apt 204, Chicago, United States Show map

Located around 7 km from Chicago Union railway station, the 600 m² Splendid & Fully Furnished 1Br Apartment - Broadway 204 Rep Chicago is around a 5-minute walk from Belmont Harbor. More

From US$ 373 Book Now

Newly Renovated 3Br 2Ba In Heart Of Andersonville Condo

1463 W Gregory Street G, Chicago, United States Show map

Located 12 km from Chicago Union railway station, the 102 m² Newly Renovated 3Br 2Ba In Heart Of Andersonville Condo Chicago is just a 9-minute walk from Swedish American Museum. Wi-Fi and parking… More

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River North 1Br W Terrace Grills Yoga Studio Chi-1032

411 West Chicago Avenue, Chicago, Il 60610, Us, Chicago, United States Show map

The 54 m² River North 1Br W Terrace Grills Yoga Studio Chi-1032 Chicago overlooks the city and is situated 6 minutes' walk from the long-standing Carl Hammer Gallery. Featuring a rooftop swimming… More

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Spacious 3Bd West Town Apartment Next To Kasama

1941 West Augusta Boulevard, Chicago, United States Show map

Situated around a 15-minute ride from the baseball stadium "Wrigley Field", the 3-bedroom Spacious 3Bd West Town Apartment Next To Kasama Chicago also boasts easy access to Chicago Union train… More

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Charming 3Bd 2Bth Apartment--Private

6735 South Eberhart Avenue Unit 1, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the 3-bedroom Charming 3Bd 2Bth Apartment--Private Chicago, which is 3.2 km from the Sprawling hands-on Museum of Science and Industry and nearly 25… More

From US$ 64 Book Now

Loop Studio W Pool Gym Nr Theatre District L Chi-258

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

Situated 20 minutes' walk from the Oak Magnificent Mile Street, Loop Studio W Pool Gym Nr Theatre District L Chi-258 Chicago offers an indoor pool for 2 visitors. Wi-Fi and a car park are provided… More

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West Loop Loftsleeps 4, Parking, Pool, & Rooftops

316, 1549 West Monroe Street, Chicago, United States Show map

Situated a 5-minute walk from Union Park Congregational Church and Carpenter Chapel, West Loop Loftsleeps 4, Parking, Pool, & Rooftops Chicago apartment looks out onto the garden. 4.6 km from the 57… More

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Wrigley 4Br Home, Sleeps 10

3623 N Ashland Ave, Chicago, United States Show map

Offering access to entertainment venues such as the restored theater "Music Box Theatre", situated only 0.8 km away, the 4-bedroom Wrigley 4Br Home, Sleeps 10 Chicago can host up to 10 guests. More

From US$ 1934 Book Now

Sleep 25 - Huge Downtown Vintage Lofts, Balcony & Gym

731 South Plymouth Court #805, Chicago, United States Show map

Set in South Loop, set including historic Printers Row, a 25-minute walk from the man-made peninsula "Northerly Island", the spacious Sleep 25 - Huge Downtown Vintage Lofts, Balcony & Gym Apartment… More

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2Br Well-Furnished Apartment - Lockwood 3

2735 North Lockwood Avenue, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the 1-bedroom 2Br Well-Furnished Apartment - Lockwood 3 Chicago, which is within 6 km of Frank Lloyd Wright Home and Studio and a mere 450 metres from Saint… More

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