Vacation Rentals in Chicago

Double Play Wrigley - Prime Location Across From Wrigley Field & Transit - 2Br Apts Chicago apartment is located around 8 km from Chicago Union train station and nearly a 5-minute walk from Harry… More

Experience the charm of 5430 Happy Home Chicago, a delightful retreat that perfectly combines comfort and convenience in one of the city's most desirable neighborhoods. Nestled just 15 km from Midway… More

To enjoy your vacation in Chicago, stay at Hollywood Rentals Llc Chicago apartment, which is 3.2 km from the Leone Beach Fieldhouse and approximately a 5-minute drive from the Gethsemane Garden… More

### Discover Chicago's Charm at 2F Chicago'S Little Italy Near West Loop & Downtown Nestled in the vibrant Little Italy neighborhood, the 2F Chicago'S Little Italy Near West Loop & Downtown invites… More

Luxery Stay Chicago - Themed Units! Close To Downtown, Mccormick Place & Wintrust Arena apartment offers easy access to such tourist sites as the Chess Records building|the Chess Records Studio… More

The 93 m² Perfect Place To Enjoy The City Or Just Relax Chicago apartment is located 10 minutes' drive from the 184-acre Garfield Park Conservatory and 7 km from the Skydeck Chicago. The apartment is… More

Positioned in the vibrant heart of Chicago, Pulaski Point Properties offers an exquisite urban retreat that seamlessly combines convenience, comfort, and sophistication. Just a five-minute stroll… More

The spacious 3-bedroom Lincoln Park 3 Bedroom Penthouse Chicago apartment is located approximately 6 km from Chicago Union train station and around 5 minutes' walk from Saint George Greek Orthodox… More

**Welcome to Adorable 2 Bedroom with Free Street Parking, Chicago** Nestled in the vibrant heart of Chicago, the Adorable 2 Bedroom with Free Street Parking offers a delightful escape for travelers… More

**Welcome to The Avondale Guesthouse Chicago**, a charming retreat that seamlessly blends comfort with modern amenities in an inviting garden setting. This delightful haven, located only 20 km from… More

**Explore the Charm of Forrestville Ave Large Suite in Chicago** Nestled within a historic 19th-century building, Forrestville Ave Large Suite stands as a testament to timeless elegance and modern… More

To enjoy your vacation in Chicago, stay at 2-room Experience Downtown Chicago At Millennium - Luxury Apartments In The Loop, which is 2.1 km from the 5 million US gal Shedd Aquarium and only 11… More

**Discover the Charm of Red Robin Rentals - Wicker Park** Nestled in the vibrant Wicker Park neighborhood, Red Robin Rentals - Wicker Park offers an eclectic blend of urban sophistication and local… More

To enjoy your vacation in Chicago, stay at the 6-room Linea Luxury Living With Indoor Pool And Rooftop Views In The Loop Chicago apartment, which is nearly 20 minutes' walk from the 20 - acre Maggie… More

### Welcome to Bucktown Private Condo Chicago For those seeking convenience and accessibility, the Bucktown Private Condo boasts excellent transportation links, allowing for easy exploration of all… More

Situated around a 25-minute stroll from the Bronzeville Children's Museum, the spacious 84 m² Chic Retreat Apartment Chicago also boasts easy access to Chicago Union train station which is 18 km away… More

Aurelien Spacious Apartments In The Heart Of Gold Coast Chicago is located 2.4 km from the Willis Tower and approximately a 25-minute walk from the Art Institute of Chicago. Situated within a few… More

**Welcome to the Luxury Chicago Suite, an upscale escape in the heart of the city.** Nestled just 6 km from the vibrant Loyola University Chicago and 13 km from the renowned 360 Chicago and the… More

The 7-room The Bernardin Gold Coast Luxury Apartments Near Magnificent Mile Chicago is approximately 25 minutes on foot from the Chicago Cultural Center and features a terrace with a sitting area. More

To enjoy your vacation in Chicago, stay at the 1-room Boho Bliss - 1Br, 1Bath W/Patio! Apartment Chicago, which is merely 0.8 km from Busy Beaver Button Museum and about 10 minutes' drive from the… More

**Welcome to the Vibrant Heart of Chicago** Beyond the comforts of your accommodations, the holiday home offers exceptional services designed to enhance your stay. More

Kenwood Apartments, Downtown Hyde Park Chicago is located around a 25-minute walk from the Sprawling hands-on Museum of Science and Industry and 4.2 km from the Lakefront Trail. This homestay is… More

The 74 m² Beautifully Remodeled Second Floor Flat In River North With Private Rooftop - 2S Chicago is a great place to stay in Near North Side, which is home to iconic skyscrapers like the 1920s… More

**Discover the Charm of Superior Apartment Chicago** Nestled in the vibrant neighborhood of West Town, the Superior Apartment Chicago offers an inviting blend of comfort and convenience, perfect for… More

**Welcome to Wrigley Oasis! Steps From The Field! - 3Bd 1Ba Apartment**, a charming retreat nestled in the vibrant Wrigleyville neighborhood of Lakeview, where the energy of Chicago's rich baseball… More

Situated just 1.4 km from the Graceland Cemetery, the spacious 72 m² The Lyons' Lair Apartment Chicago also boasts easy access to Chicago Union train station which is approximately a 20-minute ride… More

**Discover the Charm of Lincoln Park Living - Suite 1** Positioned conveniently within reach of public transportation, this suite serves as a perfect hub for exploring all that Chicago has to offer. More

To enjoy your vacation in Chicago, stay at the spacious 1-bedroom Irving Park Updated Vintage Top Unit 2-Flat Chicago, which is 2.3 km from the Horner Park and about 25 minutes' walk from the… More

**Welcome to Northside Famlynest Lincoln Sq, a Cozy Family Gem in Chicago** Exploring the vibrant neighborhood is a breeze, with the Lincoln Park Zoo just 9 km away, allowing you to immerse yourself… More

Set in the vibrant heart of Chicago, Cozy & Near Downtown & Hyde Park offers a perfect blend of comfort and convenience. This inviting apartment is ideally situated just a short drive from Ogilvie… More

**Welcome to the Chicago Charm Apartment, your ideal urban retreat in the heart of Chicago.** With its prime location just 2.5 km from Loyola University Chicago and a short drive to iconic… More

To enjoy your vacation in Chicago, stay at the spacious 2-bedroom Retro 2 Bedroom Home 6 Mins To United Center With Parking Chicago apartment, which is 4.9 km from the Barrie Park and only 7 minutes'… More

**Discover the Historic Elegance of the Brownstone in Gold Coast - Downtown** Nestled in the vibrant heart of Chicago, the Historic and Unique Brownstone in Gold Coast-Downtown-3 offers an inviting… More

Welcome to Goose Island Central Downtown, a vibrant retreat nestled in the heart of West Town, where urban excitement meets modern comfort. This stylish accommodation boasts air-conditioned… More

**Chicago Exquisite Haven 2Bed 2Bath Near Downtown and United Center**: an urban oasis where contemporary comfort meets vibrant city life. Ideal for families or groups, this spacious apartment… More

Welcome to Hyde Park Modern Private Room - Near Univ of Chicago, where contemporary elegance meets unrivaled convenience. Nestled just 4 kilometers from the Museum of Science and Industry, this air… More

The spacious 2-bedroom The Penthouse, Lux Stay Near Downtown, Uofc & Lake Chicago apartment is located approximately 5 minutes' walk from Kenwood United Church of Christ and overlooks the street. More

Situated in the vibrant heart of the Windy City, La Villita - Gateway To Chicago offers an inviting retreat for both leisure travelers and those on business. This unique accommodation combines urban… More

The 2-room Lincoln Park Apartment With Backyard! Chicago features convenient proximity to such city attractions as the Wrightwood 659, situated approximately 5 minutes' walk away. The spacious 84 m²… More

**Welcome to Beautiful Big 3 Bedroom Quiet Apt Near Downtown** - your serene oasis nestled just moments away from the vibrant pulse of urban life. Located only 18 kilometers from the bustling Ogilvie… More

**Welcome to Spacious 5-Br Apt Next To Transit Free Parking** For those who like to socialize, the shared lounge creates a welcoming atmosphere for gathering with friends or family. More

Situated within 25 minutes' walk of Millennium Public Park, Avenir West Loop Penthouses With Iconic City Views Chicago apartment also boasts easy access to Chicago Union train station which is… More

**Welcome to Stunning Condo #2 - Downtown River North**, a remarkable residence nestled in the vibrant Near North Side of Chicago. This spacious retreat, featuring three elegantly appointed bedrooms,… More

Situated within 6 km of the Berwyn Route 66 Museum, the spacious 70 m² Condo Apartment Near Midway Airport Chicago also boasts easy access to Chicago Union train station which is approximately a 20… More

The 100 m² Modern 2Br Loft With Amazing City Skyline View And Optional Parking For 8 Guests Near Mccormick Place And Soldier Field Chicago apartment offers proximity to such tourist attractions as… More

The spacious 88 m² Modern 2Br In South Loop Near Soldier Field, Grant Park, Downtown, & Lakefront Trail Chicago apartment includes a terrace and is situated about a 5-minute stroll from the Wintrust… More

Located in West Town with a busy stretch of West Chicago Avenue, dotted with New American restaurants and cafes, a 5-minute walk from the Holy Trinity Orthodox Cathedral, Flexhome Ukrainian Village •… More

The spacious 2-bedroom Chicago 2Br Suite Perfect For Convention And Business Trips Near Mccormick Place, Arena, Soldier Field And Grant Park is located in the San Giuliano district of Chicago, about… More

**Welcome to Wrigley Garden Unit, your ideal retreat in the vibrant Lakeview neighborhood of Chicago.** Nestled just 3 kilometers from the renowned Lincoln Park Zoo and a mere 6 kilometers from the… More

The 3-bedroom Designer Themed 4 Bedroom In Best Location With Patio And Fireplace Chicago villa offers swift access to various city sites, such as The Noble Horse Theatre, situated around 5 minutes'… More