Villas and Beach houses in Chicago, IL

This downtown Chicago holiday home is located a 10-minute walk from the Field Museum of Natural History and 1.4 kilometres from Grant Park, placing it conveniently close to the Art Institute of Chicago (1.4 kilometres), the Chicago Symphony Orchestra, DePaul University, and the Adler Planetarium & Astronomy Museum.
This 98 square metre, 2-bedroom, 2-bathroom apartment accommodates up to 8 guests and features a private patio with lake views, a well-equipped kitchen, air conditioning, complimentary Wi-Fi, and access to a shared lounge and sun terrace.

This five-bedroom detached house in Chicago is located 6.1 kilometres from Wrigley Field, offering a 15-minute journey to the Cubs and the Magnificent Mile.
This property spans 232 square metres and features five bedrooms, three bathrooms, air conditioning, and a fully equipped kitchen with a dishwasher and microwave, providing accommodation for up to 27 guests with free WiFi.

The Avondale Guesthouse is situated in the Avondale neighbourhood of Chicago, just a short distance from Wrigley Field and Lincoln Park Zoo, making it a great base for exploring the city. The guesthouse consistently receives excellent ratings for its cleanliness, location, and overall user experience.
The property has three bedrooms, accommodating up to six guests, and is ideal for families or groups of friends. You can enjoy modern amenities like free Wi-Fi, a fully equipped kitchen, and a private patio, as well as explore the neighbourhood by bike or relax in the garden.

This property is located in Chicago's River North district, 800 meters from Michigan Avenue and the Magnificent Mile, with Navy Pier also within easy walking distance.
This spacious lodging, covering 279 square meters, offers accommodation for up to 16 guests across five bedrooms and features two kitchens, five bathrooms, and a private rooftop patio with city views, making it ideal for large groups seeking city breaks.

This stylish three-bedroom apartment in Chicago's trendy Bucktown neighbourhood offers easy access to the city's attractions, though precise distances aren't specified.
Sleeping six comfortably, this mid-century modern flat boasts a chef's kitchen, in-unit laundry, and optional access to a private speakeasy; enhanced security features and a sunroom complete the offering.

This four-bedroom house is situated in Oak Park, just 17 kilometres from downtown Chicago and 16 kilometres from Union Station, offering a peaceful setting within easy reach of the city's attractions. The property has received very good user ratings and excellent location and cleanliness ratings.
The 165 square metre house comfortably accommodates up to eight guests. It features a fully equipped kitchen with a dishwasher and oven, air conditioning, free Wi-Fi, a washing machine, a garden, a spa, and parking.

This Chicago detached house is located approximately 12 kilometres from the United Centre and 12.2 kilometres from Lincoln Park Zoo, offering straightforward access to several key city attractions.
This detached house provides accommodation for up to 7 guests across 2 bedrooms, featuring a fully equipped kitchen with an oven and microwave, complimentary WiFi, and a backyard with a grill, all within a 1000 square metre floor area.

This restored coach house is located in Chicago's East Village, just a short walk from the shops and restaurants on Chicago Avenue and Damen Avenue. The property has received excellent ratings for cleanliness, location, and user experience.
The house offers a spacious and open layout, perfect for up to four guests. It features a fully equipped kitchen, a dedicated office space, and a shared yard and patio, providing everything you need for a comfortable stay.

This five-bedroom Chicago house, located near the South Side, is approximately 11–18km from attractions including Guaranteed Rate Field, the United Centre, and the Museum of Science and Industry.
The 362-square-metre property offers a spacious layout sleeping up to 16 guests, boasting a fitness centre, garden, and well-equipped kitchen alongside laundry and luggage storage services.

This 5-bedroom, 2-bathroom house in Berwyn is situated approximately 12 kilometres from Union Station and Willis Tower, 12 kilometres from Guaranteed Rate Field, and 12 kilometres from the United Center, offering convenient access to Chicago's key attractions.
This spacious property provides accommodation for up to 14 guests, featuring a fully equipped kitchen, air conditioning, and free WiFi, with a floor area of 12 square metres.

This detached single-storey house is located in Bowmanville, a neighbourhood between Andersonville, Ravenswood, and Lincoln Square, less than 1.6km from the CTA and 3.2km north of Wrigley Field. The property has received excellent user ratings for location, cleanliness and overall experience.
The house is a one-bedroom property with one bathroom, suitable for up to four guests. It offers a range of amenities including a hot tub, a fire pit, a grill, a patio with seating, yard games, a fenced-in yard, and free parking.

This Chinatown duplex, a short walk from Ping Tom Memorial Park and McCormick Place convention centre, offers easy access to Chicago's public transport network.
The spacious four-bedroom, three-bathroom property sleeps sixteen guests, boasting a fully equipped kitchen, free parking, and high-speed Wi-Fi; nearby attractions include the Water Taxi at Ping Tom Memorial Park.