Vacation Rentals in Chicago

2 Newly Built Luxury Condos With Private Roofdeck Chicago villa offers quick access to such city attractions as the long-standing Carl Hammer Gallery, located merely a 6-minute walk away. Offering a… More

Located just 9 minutes' stroll from the Loyola Beach, the 1-room Cozy 1Br Apartment In Rogers Park - Touhy 2W Chicago accommodates up to 2 guests. The 58 m² apartment lies in Rogers Park with a… More

The 37 m² Stylish Studio Apartment In Portage Park - Pensacola 2N Chicago is located about a 25-minute walk from the West Belmont Avenue and 7 km from the Wonder Works Children's Museum. The… More

Situated approximately a 10-minute stroll from Chicago underground station, the spacious 139 m² Beautiful Unit Chi In Prime River North - Top Floor Chicago apartment offers Wi-Fi for business or… More

Situated only 1.4 km from the Bread & Wine, the 6-room Feel At Home Chicago apartment provides guests with Wi-Fi for either business or leisure. The homestay is around a 5-minute ride from Kimball… More

Overlooking the garden, Tranquil Library 2Brm 1Bath Private Eclectic Apt At Solar Lodge Chicago is a 25-minute walk from the Lincoln Square in Chicago. The maximum occupancy at this apartment is 4… More

To enjoy your vacation in Chicago, stay at the 111 m² Spacious 3Br 420 Friendly Apartment Near Mccormick Place, Lakefront And Soldier Field Chicago, which is 2.9 km from the Buckingham Fountain and… More

Nestled in the vibrant neighborhood of Andersonville, the Comfy Garden Suite offers a serene escape infused with local charm. This stylish retreat is tailored for travelers seeking comfort and… More

Situated around a 5-minute stroll from Damen underground station, the spacious 126 m² Designer Apt Billiards Private Patio 1 Parking Chicago offers Wi-Fi for business or leisure needs. The 3-bedroom… More

Livn West Loop Chicago 1 Br Apartment is situated in Downtown Chicago, which is an amazing shopping destination lined with stores, boutiques, galleries and retail centers, around 25 minutes' walk… More

Set in the Theatre district, a 25-minute walk from the Oak Magnificent Mile Street, Livn Millennium Park Downtown Chicago Superior 1Br Apartment accommodates up to 2 guests. This apartment is… More

The spacious 102 m² Modern 3Br In South Loop With Optional Parking And Gym Access Near Mccormick Place, Chinatown And Soldier Field Chicago apartment lies a mere 550 metres from the Motor Row… More

**Welcome to Gorgeous 5 Bedroom Gem With Games, where modern luxury meets a vibrant Chicago ambiance. Nestled about 15 kilometers from Midway International Airport and just 17 kilometers from Ogilvie… More

Featuring a prime location just a 5-minute walk from Granville Avenue United Methodist Church, Modern 3Br Chicago Downtown Apartment Near Loyola University & Lakefront accommodates up to 8 guests. More

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The 3-room Spacious 3Br 420-Friendly | Mccormick & Uic Campus Chicago apartment is located 2.6 km from Ogilvie Transportation Center train station and about 5 minutes' walk from the Second… More

Located a stone's throw from the Devon Avenue, the 2-room Little India Gem - Bollywood Retreat Near Markets Chicago apartment accommodates up to 6 guests. Anshe Motele is around 10 minutes on foot… More

The spacious 67 m² Downtown Chicago Stay With Free In & Out Parking 6 apartment is located merely 1.1 km from Ogilvie Transportation Center train station and around 5 minutes' walk from the central… More

4Br Modern Urban Escape Walk To Zoo Lakefront & Red Line Chicago villa provides easy access to various city attractions, such as Apple Store, situated a 6-minute walk away. This 8-room holiday home… More

The spacious 88 m² Chicago 2Br City Escape With Optional Parking Near Mccormick Place, Navy Pier, Shedd Aquarium, And Millennium Park apartment is located in South Loop, set including historic… More

**Discover the Perfect Retreat at Amazing Place To Stay Near Downtown Chicago!** Situated in proximity to iconic landmarks, cultural attractions, and vibrant neighborhoods, Amazing Place To Stay Near… More

Located 25 minutes on foot from the Chicago Theatre, the spacious Mich Ave, Downtown, Grant Park 2Bd-2Ba #23 Apartment Chicago is 1.2 km from a top family-friendly place like the - art Shedd Indoor… More

The spacious 1-bedroom Perfect For Couple Studio South Loop Stay Near Mccormick, Aquarium & Lake Michigan Chicago is situated in the San Giuliano district, approximately 25 minutes' walk from the… More

Situated merely 1.3 km from the Skydeck Chicago, the spacious Downtown Penthouse, Vintage 2Bd Gym #1 Apartment Chicago also boasts easy access to LaSalle Street train station which is merely 5… More

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Located in Chicago Loop with eclectic eateries, shops, theaters and parks, about a 5-minute walk from CIBC Theatre, the 28 m² Livn Millennium Park Downtown Chicago Studio accommodates up to 2 guests.… More

The spacious 4 Bedroom Sleeps 20 People Chicago apartment is situated merely a 5-minute walk from the Romanesque revival-style Saint Pius Church and 5 km from Midway International airport. This… More

The 51 m² Livn Millennium Park Downtown Chicago 2Br Apartment, located in Downtown Chicago, which is an incredible destination for art, fashion, and adventure, around a 25-minute walk from the… More

To enjoy your vacation in Chicago, stay at Modern 2-Bd 2-Ba Retreat Near Medical District Apartment Chicago, which is 10 minutes by car from the National Museum of Mexican Art and 4.2 km from the… More

The 2-room Flexhome Wicker Park - Stylish 2Br - Sleeps 6 Chicago apartment offers easy entry to such city sights as the Holy Trinity Orthodox Cathedral, situated nearly 5 minutes' walk away. With… More

Located in the San Giuliano district, nearly a 5-minute walk from the Second Presbyterian Church of Chicago, the spacious 2-bedroom Charming 2Br Apartment With Skyline View, Optional Parking & Gym… More

The 4-bedroom 4 Bedroom Home In Best Location Parking Fireplace Back Yard Pets Welcome Chicago provides easy access to various city attractions, such as The Noble Horse Theatre, situated about a 5… More

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Spacious Chicago Group Home! Walk To Train & Eats is located a 25-minute walk from the Andersonville neighborhood and invites guests to enjoy a terrace. More

Located in the Bronzeville district of Chicago, about a 5-minute walk from Apostolic Faith Church, the 3-room Gilean Urban Retreat Apartment Chicago accommodates up to 6 guests. Wi-Fi is provided for… More

**Experience Urban Chic at the Cozy Beautiful Downtown Unit in Prime River North Location** Nestled in the vibrant Near North Side of Chicago, the Cozy Beautiful Downtown Unit Chi provides an… More

Set in the vibrant Pilsen neighborhood of Chicago, the New Build In Pilsen Spacious 2 Bed 2 Bath Unit offers an inviting escape that perfectly blends modernity with local charm. Just 4 km from the… More

The 1-room Chicago - Pilsen Studio Apartment - Unit B lies a mere 350 metres from Saint Paul Roman Catholic Church and approximately 10 minutes' walk from Damen tube station. The apartment is… More

Welcome to the luxurious retreat of Luxury 2Bd-2Ba View-Gym-Rooftop, nestled in the vibrant West Town neighborhood of Chicago. This chic haven is perfectly situated along the lively West Chicago… More

1Br Modern Apartment In Chicago - Del Prado 811 provides swift access to various city landmarks, such as Residence Hall, located approximately a 5-minute walk away. The apartment is situated 11 km… More

The spacious 2-bedroom River North Rooftop With In And Out Parking 3 Chicago apartment is nearly a 5-minute walk from deep-dish pizza restaurants in Chicago and includes a fitness studio. The… More

The spacious Brand New 3Br Chicago Retreat Near Fulton Market And United Center apartment lies approximately 4 km from the Art Institute of Chicago and nearly 10 minutes' walk from Ashland tube… More

Situated nearly a 15-minute stroll from the friendly Peggy Notebaert Nature Museum, the 4-room East Lincoln Park Gem Spacious 4 Br Chicago apartment also boasts easy access to Ogilvie Transportation… More

Located only 8 minutes' stroll from Lane Sandy Beach, the 2-room Steps From The Lake Edgewater Modern 2Bd 2Ba Chicago apartment accommodates up to 4 guests. Enjoying a prime setting, the apartment… More

To enjoy your vacation in Chicago, stay at the spacious 5-bedroom Group-Friendly 5Br Suite Sleeps 12 With Billiards, Optional Parking And Gym Access Near Mccormick Place And Soldier Field Chicago… More

Located in Rogers Park with a regular farmers market 9 minutes' walk from Madonna Della Strada Chapel, the spacious Luxury Stylish 3Br Home Minutes From Downtown Chicago apartment accommodates up to… More

Nestled in an enviable position, the Perfect Location Across From Park & Train Station Villa offers a luxurious retreat in the heart of the city, just 400 meters from the scenic Conservatory-Central… More

**Welcome to Fully Furnished Bedroom Near Medical District and UIC**-a perfect urban retreat nestled in the vibrant heart of Chicago. Just a short distance from renowned attractions, including the… More

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Featuring a prime location, the 2-room Modern Chicago 2Br Apartment With Skyline View, Optional Parking & Gym Access Near Mccormick, Museum Campus, Grant Park & Soldier Field offers views of the city… More