Villas and Holiday homes in Chicago, IL

This six-bedroom property is situated in the trendy Logan Square neighbourhood, just a short distance from popular attractions like Wrigley Field, Lincoln Park Zoo, and the United Center. The house has consistently received excellent ratings for its cleanliness, location, and overall experience.
The spacious home spans 300 square metres and can comfortably accommodate up to 16 guests. It includes a fully equipped kitchen, a garden, a terrace, air conditioning, and free parking, making it a perfect choice for families or groups exploring Chicago.

This one-bedroom apartment is located in a quiet residential neighbourhood, approximately three miles west of Chicago's downtown "Loop" and Lakefront, with easy access to the United Center. It has received excellent ratings for location, cleanliness, and user experience.
The apartment is suitable for up to four guests and features a fully equipped kitchen, a comfortable living room with a 48-inch TV, and a private bathroom. Guests can enjoy amenities such as free garage parking, in-unit laundry, and a game room, as well as a helpful "Chicago House Manual" with local tips and recommendations.

This 2-bedroom dwelling in Cicero offers convenient access, situated 8.2 kilometres from the United Centre and 10.8 kilometres from Union Station, with Midway International Airport just 5.9 kilometres away.
This property provides free Wi-Fi, on-site parking and a fully equipped kitchen, accommodating up to 7 guests with a check-out time between 08:00 and 11:00.

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.

This modern three-bedroom holiday home in Des Plaines is situated just 966 metres from Chicago O'Hare International Airport, offering convenient access to Chicago city centre attractions including Loyola University Chicago (19 kilometres) and Wrigley Field (21 kilometres).
This spacious 102 square metre property comfortably accommodates up to 11 guests, boasting a fully equipped kitchen with a dishwasher, complimentary WiFi, air conditioning, a garden, and on-site yoga classes.

This Wicker Park house, in Chicago, Illinois, is conveniently located near the CTA public transport system and within 3-5 km of the United Centre, Water Tower Place, and Union Station.
Sleeping up to 13 guests, this four-bedroom, three-bathroom property boasts free Wi-Fi, private parking, a fully equipped kitchen including a dishwasher and microwave, and a private entrance.

This Chicago dwelling is located 1.4 kilometres from Guaranteed Rate Field and 2.4 kilometres from Grant Park, with Midway International Airport 8.1 kilometres away.
This 167 square metre property offers 3 bedrooms and 2 bathrooms, accommodating up to 12 guests with amenities including a fully equipped kitchen, free WiFi, air conditioning, and an on-site fitness centre.

This Oak Park coach house enjoys a prime location near Oak Park's restaurants and shops, a 3-minute drive from Oak Park and River Forest High School, and a 2-minute drive from West Suburban Hospital, offering easy access to downtown Chicago (approximately 32km).
The three-bedroom, two-bathroom property sleeps seven guests and includes internet access, air conditioning, parking, and a kitchen; nearby attractions are within walking distance, depending on the precise location of the house within Oak Park.

This Chicago house rental (R21000072720), centrally located in a quiet neighbourhood, offers easy access to shops, restaurants, and public transport, though precise distances to specific landmarks are not provided.
The one-bedroom, one-bathroom property sleeps two guests and includes a kitchen with fridge, freezer, microwave, and dishwasher, plus air conditioning, a fitness centre, and free street parking.

This Maywood detached house offers excellent access to Downtown Chicago, situated 17.7 kilometres away and reachable via the 290 expressway or the Blue Line, and is also conveniently located near Brookfield Zoo and The Shops of Downtown Oak Park.
This property boasts a spacious 11,000 sq ft lot with an 11,000-gallon Koi pond, a shaded gazebo with a waterfall, a 'Man Cave' featuring shuffleboard and air hockey, and a state-of-the-art kitchen, accommodating up to 4 guests with 1 bedroom and 1 bathroom.

This spacious home is located in Lincoln Square on Chicago's Northside, just 5.6 kilometres from Lincoln Park Zoo and 3.7 kilometres from Wrigley Field, offering easy access to the city's attractions and a peaceful residential setting. The property has consistently received excellent ratings for its location, cleanliness and overall experience.
The house spans 149 square metres and can accommodate up to 17 guests, with 4 bedrooms and 2 bathrooms. Guests can enjoy a private garden, tennis court, outdoor fireplace, and a well-equipped kitchen, as well as a range of entertainment options, including darts and cycling in the surrounding area.

This 2-bedroom, 2-bathroom apartment is located in Downtown Chicago, a 10-minute walk from the Field Museum of Natural History and 1.4 kilometres from the Art Institute of Chicago, offering direct lake views.
This 98 square metre property accommodates up to 8 guests and includes a kitchen with a fridge, microwave, and dishwasher, as well as complimentary WiFi and a shared lounge area.