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2026-11-10
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Vacation Rentals in Chicago

Mtm Fully Furnished Rental In Old Town - 2 Beds

1556 North La Salle Drive, Chicago, United States Show map

Located in Old Town with roots dating back to the mid-19th century, 5 minutes' walk from the non - denominational Moody Church, the spacious Mtm Fully Furnished Rental In Old Town - 2 Beds Chicago… More

From US$ 299 Book Now

Chic Spacious 3Br South Loop Apartment Near Mccormick Place, Roosevelt Cta & Shopping Area In Chicago

2036 South Michigan Avenue Unit 204, Chicago, United States Show map

Situated only a 5-minute walk from the indoor Wintrust Arena, the 104 m² Chic Spacious 3Br South Loop Apartment Near Mccormick Place, Roosevelt Cta & Shopping Area In Chicago features a lift and a… More

From US$ 588 Book Now

Mccormick Place Modern 2Br Loft In Downtown Chicago Michigan Avenue With Optional Parking Near Soldier Field

2036 South Michigan Avenue 610, Chicago, United States Show map

The spacious 2-bedroom Mccormick Place: Modern Downtown Loft with Optional Parking Chicago apartment is around 5 minutes' walk from the indoor Wintrust Arena and includes a fitness centre. Featuring… More

From US$ 433 Book Now

Suite Home Chicago - Eugenie Terrace Two-Bedroom Apartment

1 W. Superior Street Ste 601, Chicago, United States Show map

Situated only 0.8 km from the scenic Chicago Riverwalk Walkway, the 52-storey Suite Home Chicago - Eugenie Terrace Two-Bedroom Apartment also boasts easy access to Chicago Union train station which… More

From US$ 149 Book Now

Ace Properties

3317 North Avers Avenue, Chicago, United States Show map

The spacious Ace Properties Chicago apartment is located 6 km from the baseball stadium "Wrigley Field" and 25 minutes' walk from Half Italian. Wi-Fi is available for guests' business or leisure… More

From US$ 870 Book Now

Beautiful Unit Chi In Prime River North - Top Floor

870 North Orleans Street, Chicago, United States Show map

Located in Near North Side, which is home to iconic skyscrapers like the 1920s Wrigley Building, as well as 360 Chicago, a 94th-floor observation deck 25 minutes' walk from The Art Institute of… More

From US$ 1132 Book Now

Luxury 5Bd-2Ba Duplex-Near Obama Center Free Wine&Parking

8559 South Dante Avenue, Chicago, United States Show map

The 5-bedroom Luxury 5Bd-2Ba Duplex-Near Obama Center Free Wine&Parking Apartment Chicago is located around 6 km from the Sprawling hands-on Museum of Science and Industry and a mere 7 minutes' walk… More

From US$ 461 Book Now

3-Story Townhome Free Parking Private Patio Washer-Dryer

344 West Dickens Avenue, Chicago, United States Show map

Offering a casino for a delightful experience, 3-Story Townhome Free Parking Private Patio Washer-Dryer Chicago villa is located merely an 8-minute walk from the botanical garden "Lincoln Park… More

From US$ 447 Book Now

River North Rooftop With In And Out Parking 3

153 West Ohio Street, Chicago, United States Show map

Featuring a prime location within 5 minutes' walk of Museum of Broadcast Communications, the spacious 2-bedroom River North Rooftop With In And Out Parking 3 Chicago apartment accommodates up to 7… More

From US$ 515 Book Now

Bright Modern 2Br, Close To Downtown

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

The spacious 2-bedroom Bright Modern 2Br, Close To Downtown Chicago apartment is located in the Bronzeville district of Chicago, a mere 6 minutes' walk from Liberty Baptish Church. The apartment… More

From US$ 166 Book Now

2 Room Studio On The Red Line

5309 North Winthrop Avenue 111, Chicago, United States Show map

Located merely a 13-minute walk from Swedish American Museum, the 35 m² 2 Room Studio On The Red Line Chicago is about 7 km from a top family-friendly place like the 35-acre beautifully landscaped… More

From US$ 270 Book Now

Cozy Logan Square Studio Easy City Access

3138 W Wabansia Ave, Chicago, United States Show map

Featuring a convenient location a 5-minute walk from Chua Lien Hoa Buddhist Temple, the spacious Cozy Logan Square Studio Easy City Access Chicago accommodates up to 2 guests. Wi-Fi and a car park… More

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Stylish 3Br Gem In Prime Location

2550 South Wabash Avenue, Chicago, United States Show map

Stylish 3Br Gem In Prime Location Villa Chicago offers quick access to such tourist spots as Trinity Episcopal Church, situated merely a 6-minute walk away. Providing guests with high-speed Internet… More

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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

Windy City Getaway - 3Br 2Ba Chicago Townhouse Home

3721 North Milwaukee Avenue, Chicago, United States Show map

Located 7 km from the baseball stadium "Wrigley Field", Windy City Getaway - 3Br 2Ba Chicago Townhouse Home gives access to various tourist sites in the vicinity. The 3-bedroom holiday home hosts up… More

From US$ 511 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

Set 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 9… 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

Game Room • Fire-Pit • Playground • Gym • Billiard

2146 N Kilpatrick Ave, Chicago, United States Show map

Game Room • Fire-Pit • Playground • Gym • Billiard Chicago villa is located in the vicinity of Grant Park and provides a games room to make your visit more entertaining. The 4-bedroom holiday home… More

From US$ 863 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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Downtown Park11 - Mich Ave Ph Gym Plus Rooftop

820 South Michigan Avenue 1211, Chicago, United States Show map

The 1-bedroom Downtown Park11 - Mich Ave Ph Gym Plus Rooftop Chicago villa is situated nearly a 5-minute walk from the American Museum of Contemporary Photography, featuring such comforts as Wi-Fi… More

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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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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

Amazing Place To Stay Near Downtown Chicago!

918 West 53Rd Street, Chicago, United States Show map

Situated just 650 metres from Garfield underground station, the 3-room Amazing Place To Stay Near Downtown Chicago! apartment offers Wi-Fi for business or leisure needs. The Sprawling hands-on Museum… More

From US$ 180 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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Near Lake & Museum • Modern • Game Area

2714 E 76Th Pl, Chicago, Il 60649, Usa, Chicago, United States Show map

Suitable for 12 guests, Near Lake & Museum • Modern • Game Area Chicago villa offers a location within 400 metres of Windsor Park Lutheran Church and features an aqua park and a golf course. The 5… More

From US$ 277 Book Now

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

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