Vacation Rentals in Chicago

The 74 m² Eco Stay By Uchicago, Lakefront & Hyde Park! apartment is located about a 25-minute walk from the leading research center "Oriental Institute Museum" and 2.8 km from the Sprawling hands-on… More

The 3-bedroom 1 Free Parking Sleeps 10 Apartment Chicago is located in Wicker Park which makes for a thriving nightlife scene, only 6 minutes' walk from Buzz Killer Espresso. The 139 m² apartment… More

The spacious Windy City Stay Chicago apartment is located 7 km from Skydeck Chicago and a 5-minute walk from Douglas Park Baptist Church. This apartment can host up to 6 guests. More

Situated about a 5-minute walk from St. Stanislaus Kostka Church, the 46 m² Wicker Park 1-Br Walk To Train & Grocery Easy Downtown Access Apartment Chicago offers guests easy access to various… More

Located 3.4 km from the seasonal swimming Montrose Beach, which offers the thrill of discovering something beautiful, The Lyons' Den Apartment Chicago includes luggage storage. 15 minutes by car from… More

The spacious 65 m² Flexhome Ukrainian Village • 2Br • Convenient Walkability - Sleeps 6 Chicago apartment provides easy access to various city attractions, such as Mariano's, situated only a 6-minute… More

Located in West Town with a busy stretch of West Chicago Avenue, dotted with New American restaurants and cafes, about 5 minutes' walk from RR #1 Chicago, the spacious 2-bedroom Flexhome East Village… More

The 4-bedroom Theater • Game Room • Gym • Firepit • 4Br Home Chicago is situated nearly 5 minutes' walk from Saint Nicholas Albanian Orthodox Church, featuring such comforts as Wi-Fi and a private… More

The 3-bedroom Modern 3Br Apt Near United Center Chicago is located around 7 km from Chicago Union train station and just a 6-minute walk from Greater Open Door M.b. Church. Boasting a Jacuzzi, this… More

The 167 m² Tranquil Library 2Brm 1Bath Private Eclectic Apt At Solar Lodge Chicago is located just a 5-minute walk from Christ Evangelical Lutheran Church and 3.1 km from Architectural Artifacts. More

A prime location of the 56 m² Modern 1Br W/ Workspace Near O'Hare Chicago apartment provides easy access to Donald E Stephens Convention Center 2.6 km away. The apartment is situated a 40-minute ride… More

Situated nearly a 10-minute drive from Hawthorne Park District, the 1-bedroom Condo Apartment Near Midway Airport Chicago also boasts easy access to Chicago Union train station which is 13 km away. More

Located in the Bronzeville district, merely a 6-minute walk from Trinity Episcopal Church, Modern 3Br Near Mccormick & South Loop Villa Chicago offers city views. This holiday home features… More

The 3-bedroom Victorian Mansion In Garfield Park Villa Chicago, located merely a 6-minute walk from Chicago Community Mennonite Church, can host up to 5 guests. Located around 7 km from the tall… More

Situated merely 1.4 km from the indoor public Shedd Aquarium, the spacious 3-bedroom Downtown 3Bd Penthouse Lake Mich Views Plus Gym #13 Chicago apartment can host up to 6 guests in Chicago. Wi-Fi is… More

To enjoy your vacation in Chicago, stay at the spacious 2-bedroom The Banksy-Greystone Rooftop Firepit United Center Chicago apartment, which is 2.8 km from the 184-acre Garfield Park Conservatory… More

To enjoy your vacation in Chicago, stay at the spacious 2-bedroom Secret Gallery On The Park - 2Bd/1Ba Chicago apartment, which is just 1.7 km from the fancy high-rise Shops at Northbridge Mall and… More

The spacious 2-bedroom 5 Mi To Dtwn: Ukrainian Village Apartment! Chicago is located 4.1 km from Chicago Union train station and only 7 minutes' walk from Ukrainian Institute of Modern Art. This 93… More

Situated around a 25-minute stroll from the baseball stadium "Wrigley Field", the 1-bedroom Regal Stylish Uptown Loft Beachfront Rooftop 13 Mins Dt 4 Mins Lake Chicago apartment also boasts easy… More

Situated about 25 minutes' walk from Buckingham Fountain, the 3-bedroom Stylish Friendly 3Br Suite Near Mccormick Chicago can host up to 7 guests in Chicago. The apartment offers modern facilities… More

To enjoy your vacation in Chicago, stay at the spacious 67 m² Downtown Chicago Stay With Free In & Out Parking 6 apartment, which is within 20 minutes' walk of the premier natural-history Field… More

3Br Modern Apt • Gym • Workspace • Quiet Location Chicago features a prime location a 10-minute drive from Donald E Stephens Convention Center and hosts up to 9 guests. This apartment is situated 18… More

Located in West Loop with must-visit spots for foodies, eclectic art galleries and shops, and numerous acres of redeveloped park space an 18-minute walk from Money Museum at the Federal Reserve Bank,… More

The 2-bedroom Location! Location! 2Bd 1Bth Spacious Apartment! Chicago lies within a 3-km distance of the premier natural-history Field Museum and just 600 metres from Halsted tube station. The 48 m²… More

Skyline Views River West Townhouse; 2 Parking Incl Townhouse Chicago villa is situated a 5-minute walk from the historic Saint John Cantius Roman Catholic Church, featuring such comforts as Wi-Fi and… More

To enjoy your vacation in Chicago, stay at the 1-bedroom Spacious Downtown Penthouse Vintage, Balcony, Gym 3 Chicago apartment, which is only 1.6 km from the premier natural-history Field Museum and… More

Overlooking the garden, Perfect Location Across From Park & Train Station Villa Chicago enjoys a prime setting 6 minutes' walk from Midwest Athletic Club. Located 2.7 km from Komoda Gift Shop, the 5… More

The spacious 94 m² Downtown Penthouse 01 Vintage 2Bd Gym Chicago apartment lies only 1.6 km from the premier natural-history Field Museum and about a 5-minute ride from Harrison tube station. Guests… More

The 3-bedroom The Roscoe Village Guesthouse Chicago is located in the Roscoe Village district of Chicago, approximately a 5-minute walk from Fellger Park. The 130 m² apartment features Wi-Fi, along… More

The 167 m² 4 Bedroom Sleeps 20 People Chicago apartment lies in a convenient location in Chicago, 500 metres from Mole de Mayo. This 4-bedroom apartment is situated 3.6 km from Chicago Union train… More

The 4-bedroom 4 Bedroom • Theater Room • Gym • Walk To Lincoln Park! Chicago villa offers swift access to various city sites, such as the non - denominational Moody Church, situated only 6 minutes'… More

Located in Downtown Chicago, which is an amazing shopping destination lined with stores, boutiques, galleries and retail centers, only a 6-minute walk from Statue of Christopher Columbus, the 2… More

Along with Wi-Fi and private car parking, Newly Updated Vintage 6 Bedroom Single Family Home Home Chicago offers proximity to the super-tall skyscraper "Willis Tower", located 4.2 km away. More

The spacious 4-bedroom West Loop - City Views With In & Out Parking 5 Chicago apartment is located in West Loop with great dining and entertainment, around 5 minutes' walk from the 1.4 - acre Mary… More

Set in Lakeview, which is one of the 77 community areas of Chicago, Illinois, a 25-minute walk from Graceland Cemetery, the spacious Bootlegger House Sleeps 10-20 Free Tv & Parking Apartment Chicago… More

Spacious 3-bedroom The Brown House - A Luxurious Uchicago Campus Stay offers a prime location, around 5 minutes' walk from Lorado Taft's Midway Studios. The apartment offers modern facilities, such… More

The 104 m² Cozy 3Br City Living In South Loop Near Mccormick Place, Soldier Field & Lakefront Chicago apartment is a great place to stay in South Loop, set including historic Printers Row, 14… More

Featuring a prime location nearly 5 minutes' walk from the midsize live music venue "Lincoln Hall", the spacious 3-bedroom Near Zoo & Beach • Reading Nook + Parking Chicago apartment accommodates up… More

Featuring a prime location a 5-minute walk from Byline Bank Aragon Ballroom, Peaceful Beachfront Loft Rooftop Gym Chicago apartment accommodates up to 2 guests. This apartment is situated 11 km from… More

Hosting a maximum of 14 guests, the 6-bedroom Stunning Home, Epic Game Room, Prime Location Chicago is merely 1.1 km from such educational sites as the private DePaul Catholic University. Located… More

Located nearly 5 minutes' walk from the indoor Wintrust Arena, the spacious 2-bedroom Charming 2Br Apartment With Skyline View, Optional Parking & Gym Access Near Mccormick Place, Lakefront And… More

Set 2.5 km from the modern United Center Arena, the 2-bedroom Bright 2Bed 2Bath In Brand New Pilsen Development Apartment Chicago comprises a patio and a balcony overlooking the city. The spacious… More

Situated approximately a 10-minute stroll from Western underground station, the 2-bedroom Spacious 3 Bedroom Apt Near Downtown Chicago offers Wi-Fi for business or leisure needs. Enjoying a prime… More

Featuring a prime location, the 93 m² Steps From The Lake Edgewater Modern 2Bd 2Ba Chicago apartment offers views of the lake, and is a 16-minute walk from the energetic urban Kathy Osterman Beach. More

Featuring a lift and a vending machine, the spacious 3-bedroom Luxury Cozy 2Br With Optional Parking And Gym Access Near Mccormick Place, Lakefront And Soldier Field Chicago apartment is nearly 5… More

The 74 m² Boulevard Stays Walk Everywhere 5 Mins To Magnificent Mile River North 05 Chicago apartment, located in River North with luxe shops and eateries, plus posh nightclubs and cocktail bars… More

Situated about 7 km from the 35-acre beautifully landscaped Lincoln Park Zoo, the 84 m² Comfy Garden Suite In Andersonville Chicago can host up to 2 guests in Chicago. Wi-Fi and parking are also… More

Situated nearly a 15-minute ride from the baseball stadium "Wrigley Field", the spacious 130 m² Modern 3Br King Chicago Stay Near United Center apartment also boasts easy access to Chicago Union… More

The 1-bedroom Cozy 1 Bedroom Apt Near Logan Sq Chicago lies just 1.8 km from The Dill Pickle Food Co-op and approximately 200 metres from California tube station. The apartment is situated around a… More

Wabash 4Br - Pool Free In & Out Parking 2 Apartment Chicago lies only 1.8 km from the Metropolitan Civic Opera House and around a 5-minute drive from Harrison tube station. The spacious apartment is… More