Chicago Vacation Rentals

The 46 m² Wicker Park 1-Br Walk To Train & Grocery Easy Downtown Access Apartment Chicago provides swift access to various city landmarks, such as the St. Stanislaus Kostka Church, located… More

The spacious Flexhome East Village - Modern 2Br - Quiet Street Chicago apartment is located in West Town with a busy stretch of West Chicago Avenue, dotted with New American restaurants and cafes… More

The spacious 2-bedroom Flexhome Wicker Park - Stylish 2Br - Sleeps 6 Chicago apartment provides easy access to various city attractions, such as the Holy Trinity Orthodox Cathedral, situated nearly a… More

Walk To Lincoln Park, North Avenue Beach, And Second City! Lovely Old Town Charm! Condo Chicago is nestled in Lincoln Park with cafés and boutique shops, a 5-minute walk from the restaurant Nookies… More

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

The spacious 3-bedroom Downtown 3Bd Penthouse Lake Mich Views Plus Gym #13 Chicago apartment is located merely 1.9 km from Chicago Union train station and a mere 6 minutes' walk from the American… More

To enjoy your vacation in Chicago, stay at the spacious Secret Gallery On The Park - 2Bd/1Ba Chicago apartment, which is approximately 20 minutes' walk from the fancy high - rise Shops at Northbridge… More

The spacious 2-bedroom 5 Mi To Dtwn: Ukrainian Village Apartment! Chicago features a prime location nearly 25 minutes' walk from the Eckhart Park and hosts up to 6 guests. To keep up with sports… More

Set in South Loop, set including historic Printers Row, about 25 minutes' walk from the Buckingham Fountain, the 3-room Stylish Friendly 3Br Suite Near Mccormick Chicago accommodates up to 7 guests. 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

The spacious West Loop - City Views With In & Out Parking 6 Chicago apartment is nestled in West Loop with must-visit spots for foodies, eclectic art galleries and shops, and numerous acres of… More

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

Situated only 1.6 km from the scenic Chicago Riverwalk Walkway, Downtown Penthouse, Vintage 2Bd Gym #1 Apartment Chicago also boasts easy access to Chicago Union train station which is nearly a 15… More

4 Bedroom Sleeps 20 People Chicago apartment lies in a convenient location in Chicago, merely a 6-minute walk from Mole de Mayo. The spacious apartment is situated 3.6 km from Chicago Union train… More

The spacious 125 m² West Loop - City Views With In & Out Parking 5 Chicago apartment is located merely 1.1 km from Chicago Union train station and about 5 minutes' walk from the 1.4-acre Mary… More

Situated only a 5-minute walk from the indoor Wintrust Arena, the 104 m² Cozy 3Br City Living In South Loop Near Mccormick Place, Soldier Field & Lakefront Chicago apartment offers proximity to… 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

The spacious 1 Free Parking Gym Balcony Sleeps 10 Apartment Chicago is situated in West Loop with great dining and entertainment, 25 minutes' walk from the Merchandise Mart, and features a fitness… More

Featuring a convenient location approximately 5 minutes' walk from the indoor Wintrust Arena, the spacious 2-bedroom Charming 2Br Apartment With Skyline View, Optional Parking & Gym Access Near… More

A prime location of the 2-room Bright 2Bed 2Bath In Brand New Pilsen Development Apartment Chicago provides easy access to the modern United Center Arena 2.5 km away. The spacious 111 m² apartment… More

The 93 m² Steps From The Lake Edgewater Modern 2Bd 2Ba Chicago apartment is located a 16-minute walk from the energetic urban Kathy Osterman Beach and 4.9 km from the baseball stadium "Wrigley Field"… More

To enjoy your vacation in Chicago, stay at the spacious 3-bedroom Luxury Cozy 2Br With Optional Parking And Gym Access Near Mccormick Place, Lakefront And Soldier Field Chicago apartment, which is… More

Featuring views of the city, the 74 m² Boulevard Stays Walk Everywhere 5 Mins To Magnificent Mile River North 05 Chicago apartment is situated in River North with luxe shops and eateries, plus posh… More

The 84 m² Comfy Garden Suite In Andersonville Chicago is located 7 km from the free Lincoln Park Zoo and merely a 14-minute walk from the Foster Beach. With access to an ice rink, this 1-bedroom… More

The 1-room Cozy 1 Bedroom Apt Near Logan Sq Chicago is situated in Logan Square with works from local artist, food from neighborhood restaurants, and performances from national touring acts, within 5… More

The 3-room Group Friendly Spacious 3Br Suite With Optional Parking And Gym Access Sleeps 10 Guest Near Mccormick Place And Soldier Field Chicago is situated in South Loop, set including historic… More

To enjoy your vacation in Chicago, stay at the spacious 3-bedroom The Addison Art Deco Executive Retreat Garage Chicago apartment, which is within 10 minutes' drive of the 35-acre Lincoln Park Zoo… More

To enjoy your vacation in Chicago, stay at the spacious 84 m² City Retreat Chicago apartment, which is within 20 minutes' walk of the A. Philip Randolph Pullman Porter Museum and approximately 2 km… More

Featuring a prime location approximately 5 minutes' walk from the Lakefront Trail Start, the 260 m² North Chicago Spacious Home apartment accommodates up to 16 guests. The apartment is situated 13 km… More

The 232 m² East Lincoln Park Gem Spacious 4 Br Chicago apartment features a prime location 25 minutes' walk from the North Avenue Beach and hosts up to 12 guests. The apartment is situated 6 km from… More

Located just 9 minutes' walk from the Art Institute of Chicago and the Loop district, the 33 m² Livn Millennium Park Downtown Chicago Prem Studio features views of the city. With access to an ice… More

Featuring a prime location a 6-minute walk from the Wicker Park, the spacious Designer Apt Billiards Private Patio 1 Parking Chicago accommodates up to 10 guests. The apartment is situated 4.8 km… More

Situated 6 minutes' walk from the Komoda building, Boutique Retreat Private Patio Fire Pit Apartment Chicago offers proximity to various nearby tourist attractions. With access to an ice rink, this… More

Located in the Theatre district of Chicago, about a 5-minute walk from the Loop district, the 37 m² Livn Millennium Park Downtown Chicago 1 Br Apartment accommodates up to 2 guests. This apartment is… More

The 84 m² Gym Garage Parking Balcony Sleeps 4 Apartment Chicago is located in West Loop with great dining and entertainment, about a 5-minute walk from the Big Monster Toys. With access to an ice… More

Luxury Stylish 3Br Home Minutes From Downtown Chicago apartment is located 2.1 km from the Touhy Park and just a 7-minute walk from Mundelein College. The spacious apartment provides active guests… More

Located 2.1 km from Chicago Union railway station, Envitae 3Br Luxury Corner Loft With Navy Pier Views Apartment Chicago is merely 10 minutes' walk from Millennium Public Park. More

The 125 m² West Loop - City Views With In & Out Parking 4 Chicago apartment provides easy access to various city attractions, such as the National Hellenic Museum, situated nearly a 5-minute walk… More

Chicago Stay 3 King Beds Near Wicker Park apartment lies in a convenient location in Chicago, 500 metres from the historic Holy Trinity Catholic Church. This 1-bedroom apartment is situated 3.9 km… More

The 84 m² Cozy 1Br Retreat Near Transit, Dining And Parking Apartment Chicago is located around a 25-minute walk from the 13 - acre Indian Boundary Urban Park and only 0.6 km from Living Water… More

The spacious Business Ready 2Br Apartment In South Loop With Skyline View, Optional Parking & Gym Access Close To Mccormick, Downtown & Cta Chicago is situated in South Loop, set including historic… More

Located 17 minutes' walk from the public art Cloud Gate Sculpture, River North Private Deck With In And Out Parking Chicago apartment overlooks the patio. The maximum occupancy at the spacious… More

The spacious 51 m² Perfect For Couple Studio South Loop Stay Near Mccormick, Aquarium & Lake Michigan Chicago lies around a 10-minute drive from Arie Crown Theater and merely 300 metres from Cermak… More

Situated approximately a 15-minute ride from the half - mile - long Navy Pier, Amazing 3Br 3 Ba Property In Chicago apartment also boasts easy access to Chicago Union train station which is 3.5 km… More

To enjoy your vacation in Chicago, stay at the spacious 70 m² Midway Hideaway -Cozy 1Br- Parking Apartment Chicago, which is 2.6 km from Hermitage Park and approximately a 10-minute drive from the… More

Located a mere 6 minutes' stroll from the scenic Chicago Riverwalk Walkway, the spacious 82 m² River North Private Balcony With In And Out Parking Chicago apartment accommodates up to 5 guests. The 2… More

2Br W/ Workspace - Coffee Bar - Near Transit Chicago apartment lies in a convenient location in Chicago, merely a 6-minute walk from Saint Peters United Church of Christ. For guests seeking an active… More

Featuring views of the city, the spacious 21St Floor Skyline 2Br Near Grant Park & Field Museum Apartment Chicago is situated in Downtown Chicago, which is an amazing shopping destination lined with… More

Situated a 6-minute walk from West Side Community Church, the spacious New 3Bed 2Bath Condo With Parking By United Center Chicago looks out onto the city. The maximum occupancy at this apartment is 6… More

Located just 6 minutes' stroll from the baseball stadium "Wrigley Field", the spacious 158 m² Wrigleyville Getaway Chicago apartment accommodates up to 12 guests. The apartment enjoys a prime… More