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2026-07-02
2026-07-03
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Vacation Rentals in Chicago

Double Play Wrigley - Prime Location Across From Wrigley Field & Transit - 2Br Apts

3558 North Wilton Avenue, Chicago, United States Show map

Double Play Wrigley - Prime Location Across From Wrigley Field & Transit - 2Br Apts Chicago apartment provides easy access to various city attractions, such as Harry Caray Statue by Omri Amrany & Lou… More

From US$ 82 Book Now

5430 Happy Home

5430 South Dearborn Street, Chicago, United States Show map

Staying at 5430 Happy Home Chicago apartment, guests can reach New Philadelphia Missionary Baptist Church, situated 13 minutes' walk away. If you love sports, this homestay offers yoga instruction to… More

From US$ 29 Book Now

Hollywood Rentals Llc

1656 West Hollywood Avenue, Chicago, United States Show map

Hollywood Rentals Llc Chicago apartment is 25 minutes' walk from the Devon Avenue. This homestay is 2.4 km from the Foster Beach and in proximity to the Andersonville neighborhood. More

From US$ 9 Book Now

Luxery Stay Chicago - Themed Units! Close To Downtown, Mccormick Place & Wintrust Arena

125 East 21St Street, Chicago, United States Show map

Located 4.5 km from the Oak Magnificent Mile Street, the 1-room Luxery Stay Chicago - Themed Units! Close To Downtown, Mccormick Place & Wintrust Arena apartment is about 25 minutes' walk from a top… More

From US$ 238 Book Now

Lincoln Park 3 Bedroom Penthouse

2633 North Sheffield Avenue, Chicago, United States Show map

Lincoln Park 3 Bedroom Penthouse Chicago apartment includes a terrace and is situated only a 5-minute stroll from Rosa's Lounge. Supera Park is just 0.8 km away, while Midway International airport is… More

From US$ 211 Book Now

Wrigleyville Suites

3727 North Clifton Avenue, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at Wrigleyville Suites Chicago, which is 3.8 km from the 35 - acre Lincoln Park Zoo and only 9 minutes' stroll from the Lakeview Baseball Club. More

From US$ 80 Book Now

Drexel Apartments, Downtown Hyde Park

5011 South Drexel Boulevard, Chicago, United States Show map

Located nearly 5 minutes' walk from Kam Isaiah Israel Congregation, Drexel Apartments, Downtown Hyde Park Chicago gives quick access to various tourist spots in the vicinity. More

From US$ 50 Book Now

Adorable 2 Bedroom With Free Street Parking

1902 South Sawyer Avenue, Chicago, United States Show map

The 1-room Adorable 2 Bedroom With Free Street Parking Chicago apartment provides easy access to various city attractions, such as Douglas Park Baptist Church, situated just a 5-minute walk away. More

From US$ 175 Book Now

The Avondale Guesthouse

2973 North Elston Avenue, Chicago, United States Show map

Situated approximately a 5-minute walk from the Algonquin Park, the 1-bedroom The Avondale Guesthouse Chicago villa offers easy access to numerous tourist spots in the area. More

From US$ 361 Book Now

Pulaski Point Properties

3936 North Pulaski Road, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at Pulaski Point Properties Chicago apartment, which is within a 6-km distance of the baseball stadium "Wrigley Field" and around 700 metres from Irving Park… More

From US$ 53 Book Now

Forrestville Ave Large Suite

4510 South Forrestville Avenue, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the 1-room Forrestville Ave Large Suite Chicago, which is 2.7 km from the Lakefront Trail and approximately 25 minutes' walk from the Smart Museum of Art. More

From US$ 145 Book Now

Experience Downtown Chicago At Millennium - Luxury Apartments In The Loop

29 South La Salle Street, Chicago, United States Show map

Experience Downtown Chicago At Millennium - Luxury Apartments In The Loop is located in Chicago, just 5 minutes on foot from the Loop district, and pampers guests with a Jacuzzi. The apartment lies… More

From US$ 259 Book Now

Red Robin Rentals - Wicker Park

1446 North Artesian Avenue, Chicago, United States Show map

Red Robin Rentals - Wicker Park Chicago apartment is located 7 km from the huge outdoor Cloud Gate Sculpture and a 5-minute walk from the Richard's Fabulous Finds. Wi-Fi and free private parking are… More

From US$ 153 Book Now

1F Cozy Home In Little Italy Near Downtown West Loop United Center

1506 West Polk Street, Chicago, United States Show map

The spacious 2-bedroom 1F Cozy Home In Little Italy Near Downtown West Loop United Center Chicago apartment offers easy entry to such city sights as Notre Dame De Chicago Parish, situated just 6… More

From US$ 200 Book Now

Linea Luxury Living With Indoor Pool And Rooftop Views In The Loop

215 West Lake Street, Chicago, United States Show map

Offering spa facilities such as an indoor pool, Linea Luxury Living With Indoor Pool And Rooftop Views In The Loop Chicago apartment is situated an 18-minute walk from the downtown Museum Of… More

From US$ 418 Book Now

The Bernardin Gold Coast Luxury Apartments Near Magnificent Mile

747 North Wabash Avenue, Chicago, United States Show map

The Bernardin Gold Coast Luxury Apartments Near Magnificent Mile Chicago is 19 minutes' walk from Wrigley Building and boasts spa facilities such as a Jacuzzi. The apartment offers a private parking… More

From US$ 585 Book Now

Style & Serene In Jefferson Park Close To Dwtwn & Ord Unit 1

5728 West Higgins Avenue 1, Chicago, United States Show map

Style & Serene In Jefferson Park Close To Dwtwn & Ord Unit 1 Chicago apartment offers proximity to a number of tourist attractions, such as St. Constance Parish, located just 0.6 km away. More

From US$ 152 Book Now

2 Bed Apt W/ Office, Free Parking, Near Wrigley

3623 North Ashland Avenue, Chicago, United States Show map

Situated around 5 minutes' walk from Saint Andrew Roman Catholic Church, the spacious 1-bedroom 2 Bed Apt W/ Office, Free Parking, Near Wrigley Chicago offers guests easy access to various tourist… More

From US$ 507 Book Now

Luxury Chicago Suite

2910 West Farragut Avenue, Chicago, United States Show map

The 1-room Luxury Chicago Suite is located just 0.9 km from Korean Presbyterian Church of Chicago and offers Wi-Fi for either business or leisure. The apartment is within reach of California &… More

From US$ 216 Book Now

Aurelien Spacious Apartments In The Heart Of Gold Coast

833 North Clark Street, Chicago, United States Show map

Located around 25 minutes' walk from the Skydeck Chicago, Aurelien Spacious Apartments In The Heart Of Gold Coast Chicago features private car parking for those who travel by car. The North Avenue… More

From US$ 266 Book Now

Fulbrix Bright Designer Apartments With West Loop Views

160 North Elizabeth Street, Chicago, United States Show map

The 6-room Fulbrix Bright Designer Apartments With West Loop Views Chicago offers proximity to such tourist attractions as the Big Monster Toys, situated nearly 5 minutes' walk away. Guests can take… More

From US$ 123 Book Now

Kenwood Apartments, Downtown Hyde Park

6156 South Kenwood Avenue, Chicago, United States Show map

Treasure Island Foods is around 25 minutes' walk from Kenwood Apartments, Downtown Hyde Park Chicago, while St. John Baptist Temple is situated nearby. More

From US$ 87 Book Now

Immaculate Brand New Condo Downtown

1630 West Warren Boulevard, Chicago, United States Show map

Immaculate Brand New Condo Downtown Chicago is located a 10-minute drive from the Skydeck Chicago and within 700 metres of Johnny's Ice House East Hockey Rink. More

From US$ 69 Book Now

Irving Park Updated Vintage Top Unit 2-Flat

4036 North Saint Louis Avenue, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the spacious 93 m² Irving Park Updated Vintage Top Unit 2-Flat Chicago, which is about a 10-minute ride from the Dill Pickle Food Co-op and around 700… More

From US$ 124 Book Now

Wrigley Oasis! Steps From The Field! - 3Bd 1Ba

1207 West Eddy Street, Chicago, United States Show map

The 6-room Wrigley Oasis! Steps From The Field! - 3Bd 1Ba Apartment Chicago includes a terrace and is located approximately a 10-minute walk from the baseball stadium "Wrigley Field". This 1-bedroom… More

From US$ 457 Book Now

Beautifully Remodeled Second Floor Flat In River North With Private Rooftop - 2S

North Orleans Street 858, Chicago, United States Show map

Overlooking the patio, the spacious 2-bedroom Beautifully Remodeled Second Floor Flat In River North With Private Rooftop - 2S Chicago is about 25 minutes' walk from the neo - Gothic skyscraper… More

From US$ 672 Book Now

Lincoln Park Living - 3 Queen Beds - Sleeps 6

1147 West Diversey Parkway, Chicago, United States Show map

Staying at the 1-bedroom Lincoln Park Living - 3 Queen Beds - Sleeps 6 Chicago villa, guests can visit the petite South Lakeview Playground Park, which is merely 450 metres away. More

From US$ 112 Book Now

Fully Equipped Cozy 4/5 Br

9419 South Wabash Avenue, Chicago, United States Show map

Fully Equipped Cozy 4/5 Br Apartment Chicago lies only 0.6 km from New Progressive Missionary Baptist Church and approximately 5 minutes' walk from 95th/Dan Ryan tube station. More

From US$ 134 Book Now

Lincoln Park Living - Suite 1

West Diversey Parkway, Chicago, United States Show map

Staying at the 2-bedroom Lincoln Park Living - Suite 1 Chicago villa, guests can easily reach Weisman Park, located nearly a 15-minute walk away. More

From US$ 862 Book Now

Chicago Charm

2139 West Granville Avenue, Chicago, United States Show map

Located a 25-minute walk from the Swedish American Museum, the spacious Chicago Charm Apartment overlooks the garden. More

From US$ 242 Book Now

Chic Retreat

612 East 95Th Street, Chicago, United States Show map

The 84 m² Chic Retreat Apartment Chicago offers proximity to such tourist attractions as Chicago State University, situated around 5 minutes' walk away. Guests can make use of Wi-Fi and a car park… More

From US$ 267 Book Now

Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find

2713 West Balmoral Avenue, Chicago, United States Show map

Nestled about a 25-minute walk from the Andersonville neighborhood, the 2-bedroom Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find Villa Chicago entices guests to explore various tourist… More

From US$ 270 Book Now

Boho Bliss - 1Br, 1Bath W/Patio!

1813 North Kedzie Avenue 3, Chicago, United States Show map

The 1-room Boho Bliss - 1Br, 1Bath W/Patio! Apartment Chicago provides easy access to various city attractions, such as Chua Lien Hoa Buddhist Temple, situated approximately a 5-minute stroll away. More

From US$ 140 Book Now

Gorgeous 4Bdr In Chicago,15Mins From Dwtn

7730 South Kingston Avenue 3, Chicago, United States Show map

Gorgeous 4Bdr In Chicago,15Mins From Dwtn Apartment is situated approximately 500 metres from Windsor Park Lutheran Church and 20 km from Midway International airport. More

From US$ 289 Book Now

Goose Island Central Downtown Prime Location With Access To Patio Chi - 1

West Augusta Boulevard, Chicago, United States Show map

The spacious Goose Island Central Downtown Prime Location With Access To Patio Chi - 1 Chicago apartment features views of the city and is situated 9 minutes' walk from the Intuit: The Center for… More

From US$ 405 Book Now

The Lyons' Lair

1831 West Belle Plaine Avenue, Chicago, United States Show map

The spacious The Lyons' Lair Apartment Chicago is 9 minutes' walk from Concordia Church. One of the highlights of the apartment is a patio, which allows guests to take in street views. More

From US$ 339 Book Now

Historic And Unique Brownstone In Gold Coast - Downtown - 3

East Cedar Street 57, Chicago, United States Show map

Located merely 0.6 km from the skyscraper 360 Chicago Observation Deck and the Ruth Page Center for the Arts, the 1-room Historic And Unique Brownstone In Gold Coast - Downtown - 3 Apartment Chicago… More

From US$ 91 Book Now

Newly Rehabbed Greystone With 2 Private Apartments, Backyard, Garage, Laundry, Close To Expressway

7144 South Ingleside Avenue 1, Chicago, United States Show map

Situated around 10 minutes' drive from the Frederick C. Frank Lloyd Wright's Robie House, Newly Rehabbed Greystone With 2 Private Apartments, Backyard, Garage, Laundry, Close To Expressway Chicago… More

From US$ 430 Book Now

Hyde Park Modern Private Room - Near Univ Of Chicago

4808 South Drexel Boulevard Unit #E, Chicago, United States Show map

Hyde Park Modern Private Room - Near Univ Of Chicago is located 3 km from the Lakefront Trail and a 25-minute walk from the leading research center "Oriental Institute Museum". More

From US$ 88 Book Now

Cozy & Modern 3Br Apartment - Division 201W 301W Rep

2153 West Division Street Apt 201W, Chicago, United States Show map

Nestled just moments from the Holy Trinity Orthodox Cathedral, the spacious 2-bedroom Cozy & Modern 3Br Apartment - Division 201W 301W Rep Chicago offers quick access to numerous tourist attractions… More

From US$ 506 Book Now

Stunning Condo #2 - Downtown River North

811 N Sedgwick St, Chicago, United States Show map

The 2-bedroom Stunning Condo #2 - Downtown River North Chicago villa offers easy access to such tourist spots as the long-standing Carl Hammer Gallery, located just a 6-minute walk away. This Chicago… More

From US$ 39 Book Now

The Penthouse, Lux Stay Near Downtown, Uofc & Lake

4419 South Greenwood Avenue, Chicago, United States Show map

The spacious 135 m² The Penthouse, Lux Stay Near Downtown, Uofc & Lake Chicago apartment includes a patio and is situated approximately a 5-minute stroll from Kenwood United Church of Christ. The… More

From US$ 240 Book Now

Room 2

446 West 28Th Place, Chicago, United States Show map

Room 2 Chicago offers easy access to such tourist sites as the All Saints St Anthony Church, located around 5 minutes' walk away. More

From US$ 124 Book Now

Rustic Mix

321 South Richmond Street, Chicago, United States Show map

Nestled merely 5 minutes' walk from the Catholic church "Our Lady of Sorrows Basilica", Rustic Mix Apartment Chicago offers quick access to numerous tourist attractions nearby. More

From US$ 158 Book Now

Avenir West Loop Penthouses With Iconic City Views

730 North Milwaukee Avenue, Chicago, United States Show map

Featuring a swimming pool, Avenir West Loop Penthouses With Iconic City Views Chicago apartment is 5 minutes' walk from the Intuit: The Center for Intuitive and Outsider Art. This apartment offers a… More

From US$ 354 Book Now

Granville Appartment

2834 West Granville Avenue, Chicago, United States Show map

Offering a location 3.3 km from the Swedish American Museum, Granville Appartment Chicago also gives access to a variety of tourist spots in the vicinity. More

From US$ 175 Book Now

8100 Happy Home

8100 South Oglesby Avenue, Chicago, United States Show map

Offering a location 4.9 km from the Sprawling hands-on Museum of Science and Industry, the 6-room 8100 Happy Home Chicago apartment also gives access to a variety of tourist spots in the vicinity. More

From US$ 54 Book Now

Lincoln Park Apartment With Backyard!

722 West Wrightwood Avenue, Chicago, United States Show map

The spacious Lincoln Park Apartment With Backyard! Chicago lies merely 1.8 km from the 35-acre Lincoln Park Zoo and around 10 minutes' walk from Fullerton tube station. Guests can use Wi-Fi for… More

From US$ 204 Book Now

Superior

1467 W. Superior, Chicago, United States Show map

The spacious Superior Apartment Chicago is located 6 km from the - art Shedd Indoor Aquarium and a 5-minute walk from the RR #1 Chicago. Guests can relax and take in city views from a terrace of this… More

From US$ 490 Book Now

Suite 2 On Southport 4 Queen Beds

2501 North Southport Avenue, Chicago, United States Show map

Suite 2 On Southport 4 Queen Beds Chicago villa offers quick access to such tourist spots as Saint Josaphat Catholic Church, situated just 500 metres away. More

From US$ 614 Book Now