Vacation Rentals in Chicago

Boulevard Stays Walk Everywhere 5 Mins To Magnificent Mile River North 05 Chicago apartment is located just a few steps from the plain - looking Washington Square Park and looks out onto the city. More

Discover a vibrant escape at the Peaceful Beachfront Loft Rooftop Gym, where modern comfort meets tranquil coastal living. Nestled just 12 kilometers from the bustling Ogilvie Transportation Center… More

The spacious 2-bedroom Mccormick Place: Modern Downtown Loft with Optional Parking Chicago apartment features convenient proximity to such city attractions as the indoor Wintrust Arena, situated… More

The 2-room Flexhome Ukrainian Village 2Br - Private Balcony & Walkable Location Chicago apartment is located in West Town with a busy stretch of West Chicago Avenue, dotted with New American… More

The spacious 2-bedroom 5 Mi To Dtwn: Ukrainian Village Apartment! Chicago offers easy entry to such city sights as the Ukrainian National Museum, situated approximately a 5-minute walk away. Access… More

Located in Wicker Park which makes for a thriving nightlife scene and within 6 km of the skyscraper 360 Chicago Observation Deck, Stunning 5Br Home In Heart Of Chicago With 2 Rooftops provides guests… More

Offering a terrace overlooking the garden, the 3-bedroom Art Downtown Fulton Market Entire 3 Bedroom Home Sleep10 Private Garage Roof Ev Tesla Chicago is located 500 metres from Santa Maria… More

The spacious 93 m² 15 Mins Dt Humboldtpark Gem Sleeps 8 Freepark Apartment Chicago offers a convenient location nearly a 5-minute stroll from Puerto Rican Flag Sculpture. With access to an ice rink… More

The 33 m² Livn West Loop Chicago Classic Queen Studio offers a prime location, only 7 minutes' stroll from the Skydeck Chicago, and access to an ice rink for active guests. The apartment is located… More

To enjoy your vacation in Chicago, stay at the spacious 88 m² North Center Chicago - Walkable - Transit Accessible - King & Queen Beds apartment, which is a mere 200 metres from Saint Benedicts Roman… More

The spacious 112 m² The Wrigleyville Art Deco Executive Suite Garage Chicago is located in Lakeview, which is bordered by West Diversey Parkway on the south, West Irving Park Road on the north, North… More

Located in Streeterville with a growing number of high-end leisure activities, a 5-minute walk from the long-standing Carl Hammer Gallery, Boulevard Stays Just 5 Minutes From Magnificent Mile And… More

Situated nearly a 10-minute drive from Macy's on State Street, the spacious 125 m² West Loop - City Views With In & Out Parking 6 Chicago apartment also boasts easy access to Ogilvie Transportation… More

The 2-room Desert Mirage Private Patio, Desk Parking Chicago apartment is a good choice for accommodating up to 6 guests, offering a prime setting within a 7-km distance of the baseball stadium… More

Warm & Lovely 2Br Apt Close To Dining & Shops - Touhy 1S Chicago is located 2.7 km from the oriented neighborhood Lee Street Beach and 17 minutes' walk from the community Pottawattomie Park. This… More

To enjoy your vacation in Chicago, stay at the spacious 1-bedroom Chic 1Br Apartment With Modern Comforts - Barry Ga Chicago, which is merely 1.7 km from the baseball stadium "Wrigley Field" and… More

The 1-room Elegant 2Br Apartment With In-Unit Laundry - Sheridan 102 Chicago is located 11 km from Chicago Union train station and about a 5-minute walk from Byline Bank Aragon Ballroom. This 102 m²… More

To enjoy your vacation in Chicago, stay at the spacious Cozy Woodlawn Retreat 1 Apartment Chicago, which is 16 minutes' walk from the Johnny Twist Blues Museum and 2.6 km from the Sprawling hands-on… More

The spacious Cozy 3Br City Living In South Loop Near Mccormick Place, Soldier Field & Lakefront Chicago apartment is 5 minutes' walk from the indoor Wintrust Arena and includes a fitness suite. Wi-Fi… More

Chic Spacious 3Br South Loop Apartment Near Mccormick Place, Roosevelt Cta & Shopping Area In Chicago is 5 minutes' walk from the Second Presbyterian Church of Chicago and includes a fitness area. More

Luxury 9 Bedroom Villa Mins From Downtown And The Lake Chicago offers quick access to such city attractions as Roman Susan, located just 6 minutes' walk away. Providing guests with Wi-Fi and private… More

The 33 m² Livn Millennium Park Downtown Chicago Prem Studio is located in the Theatre district of Chicago, around a 5-minute walk from the Loop district. Access to an ice rink is available for active… More

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**Welcome to First Floor, a chic urban escape nestled in the vibrant heart of Chicago.** Just a stone's throw away from California Avenue and a mere 5 km from the bustling Ogilvie Transportation… More

Located in West Town with a busy stretch of West Chicago Avenue, dotted with New American restaurants and cafes, a 6-minute walk from the Komoda building, the spacious Boutique Retreat Private Patio… More

Located in Lakeview, which is bordered by West Diversey Parkway on the south, West Irving Park Road on the north, North Ravenswood Avenue on the west, and the shore of Lake Michigan on the east, a 5… More

Featuring a convenient location only a 5-minute walk from the indoor Wintrust Arena, the 88 m² Fully Equipped 2Br Apartment In South Loop With Optional Parking And Gym Access Near Mccormick Place &… More

Located in Magnificent Mile with over 400 retailers and high-end shops in the area, Streeterville Studio W Gym Pool Nr Navy Pier Chi-450 Chicago is only a 9-minute walk from the standing drawbridge… More

The 1-room Mccormick Place Studio With Optional Parking And Sleeps Up To 4 Chicago lies about a 10-minute drive from the Money Museum at the Federal Reserve Bank and approximately 300 metres from… More

Boutique Garden House Chicago 3-Story Sleeps 12 Villa, located merely a 5-minute walk from First Progressive Church of Christ, can host up to 12 guests. Located 4.3 km from the Sprawling hands-on… More

The 1-room Prime City Stay In A 1Br Apartment - Cullom F2 Chicago offers easy entry to such city sights as Muslim Community Center, situated nearly 5 minutes' walk away. The spacious 65 m² apartment… More

The 3-room Stylish Friendly 3Br Suite Near Mccormick Chicago provides swift access to various city landmarks, such as the Second Presbyterian Church of Chicago, located nearly 5 minutes' walk away. More

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Located in Lincoln Park with plenty of places within the neighborhood to help stretch your legs, merely 5 minutes' walk from Rosa's Lounge, the 5-bedroom Entire Building-Walk To Lincoln Park Or The… More

Welcome to the inviting Sunny, Spacious, 3BR 1BA Davlin Inn Chicago, ideally tucked away in the vibrant city of Chicago, Illinois. This charming apartment offers a perfect blend of comfort and… More

Situated approximately 25 minutes' walk from the Lakefront Trail, the 1-room Lively & Fully Furnished 1Br Apartment - Kenwood 408 Chicago can host up to 2 guests in Chicago. This 52 m² apartment… More

Offering baggage storage, the 111 m² Mccormick Place: Spacious 3BR Family Haven Chicago apartment lies in the San Giuliano district of Chicago, 3 km from the large LED sculpture "Crown Fountain"… More

Located around a 15-minute walk from Ogilvie Transportation Center railway station, Downtown Chicago Stay With Free In & Out Parking 4 apartment is just 550 metres from the Art Institute of Chicago. More

Located within a 15-minute drive of the baseball stadium "Wrigley Field", the 279 m² King Bed 6Br Chicago With Pool Table Sleeps 16 Near Humboldt Park Apartment is 7 km from a top family-friendly… More

**Trendy West Town Flat - Experience Chic Comfort in the Heart of Chicago** Nestled in the vibrant West Town neighborhood, the Trendy West Town Flat - 2 Bed / 1.5 Bath W Parking offers a modern… More

The spacious 2-bedroom River North Rooftop With In And Out Parking 6 Chicago apartment offers views of the city and a location within 5 minutes' walk of the Museum of Broadcast Communications. The… More

The spacious Modern 3Br Stay Near Dt Chi Chicago apartment is located about 7 km from Ogilvie Transportation Center train station and merely 5 minutes' walk from Ida B Wells House. This apartment… More

The 1-room Quiet 1Br, Eat-In Kitchen, Close To Midway Chicago apartment features convenient proximity to such city attractions as Evangelical Lutheran Church Of Dr. Martin Luther, situated merely 6… More

Situated a 5-minute walk from the South Pond, 3-Story Townhome Free Parking Private Patio Washer-Dryer Chicago villa entices guests with views of the lake. This holiday home features opportunities… More

Located 0.7 km from LaSalle Street railway station, the spacious Downtown 2Bd Gym Near Park Lake Museums #4 Chicago apartment is just a 9-minute walk from the central Harold Washington Library Center… More

To enjoy your vacation in Chicago, stay at the spacious 2-bedroom Brand New 2Br Chicago City Escape apartment, which is about 5 minutes' walk from the Foodsmart and approximately 7 km from the… More

The spacious 1-bedroom 1Br Chic And Cozy Apartment In Chicago - Hyde Park 408 is located approximately 10 km from Chicago Union train station and only 6 minutes' walk from Elijah Muhammad House. More

The spacious 111 m² South Loop 3 Bedroom Apt Chicago is a good choice for accommodating up to 8 guests, offering a prime setting merely 1.1 km from the premier natural-history Field Museum. The… More