Villas and Holiday homes in Chicago, IL

The Village Inn, a Chicago house rental, is conveniently located in Lincoln Park, approximately 2.9 kilometres from both Fullerton and North Avenue Beaches and 3.2 kilometres from Wrigley Field.
This 93-square-metre property sleeps up to 15 guests, offering three bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, free Wi-Fi, and a garden with patio seating; Midway International Airport is only 21 kilometres away.

This Burbank dwelling is situated between 16 and 21 kilometres from major Chicago attractions including Guaranteed Rate Field, the Museum of Science and Industry, the United Centre, Union Station, the Field Museum, and the Willis Tower, with Midway International Airport located 5 kilometres away.
This property offers 2 bedrooms and 1 bathroom, accommodating up to 13 guests with complimentary WiFi, a fully equipped kitchen, and on-site private parking, all set within an expansive garden.

This Lincoln Park house rental is ideally located in Chicago, 1.9km from Wrigley Field and 2.6km from Lincoln Park Zoo, offering easy access to beaches and downtown.
The 93 square metre property features two bedrooms, two bathrooms, sleeps up to ten guests, and includes a fully equipped kitchen, air conditioning, private patio, free Wi-Fi, and in-unit laundry.

This one-bedroom flat is situated in the Armitage/Sheffield neighbourhood, a short walk from the Brown and Red Line stations, making it easy to explore Chicago's main attractions, including Millennium Park, just 2km away. The property has received excellent ratings for its location, cleanliness and overall experience.
The flat offers a spacious living room, a comfortable king-size bed and a large dining table, perfect for enjoying a meal with your travel companion. The kitchen is fully equipped with a fridge, freezer, microwave oven and dishwasher, and the flat also benefits from air conditioning, a garden and free parking.

This expansive penthouse is located in Downtown Chicago, offering a 9-minute walk to Grant Park and a 17-minute walk to Cloud Gate, placing it near the Art Institute of Chicago and the Chicago Symphony Orchestra.
This property boasts a 310 square meter floor area, with 10 bedrooms and 9 bathrooms suitable for up to 36 guests, and includes a fitness centre and lake views.

This four-bedroom apartment is situated in Des Plaines, just a short drive (approximately 5 kilometres) from O'Hare Airport, Allstate Arena, Rosemont Convention Center, and Fashion Outlet of Chicago. The apartment has received excellent user, location, and cleanliness ratings, making it a highly recommended choice for travellers.
The apartment offers a spacious layout with two bathrooms, a finished basement with a family room, and a capacity of eight guests. It is equipped with modern amenities such as a 65-inch Roku TV, Keurig coffee machine, air fryer, toaster oven, dishwasher, high-speed internet, laundry facilities, and access to a nearby lake.

This Chicago residence is situated 2.6 kilometres from the United Center and within 4.5 kilometres of the Chicago Water Tower and Union Station, offering convenient access to downtown attractions.
This property provides accommodation for up to 9 guests across 2 bedrooms, featuring a fully equipped kitchen with a fridge, microwave, and dishwasher, complimentary Wi-Fi, air conditioning, a private patio, and parking, with a floor area of 15 square meters.

This two-bedroom, one-bathroom house near Midway Airport in Chicago offers budget-friendly accommodation for up to five guests, conveniently located approximately 3.2 kilometres from the airport.
The property features a kitchen with a fridge and microwave, air conditioning, parking (street parking approximately half a block away), and boasts excellent user, location, and cleanliness ratings; expect some noise from the airport and nearby traffic.

This downtown Chicago penthouse, approximately 2.4 kilometres from Ohio Street Beach and 2.9 kilometres from North Avenue Beach, offers easy access to attractions such as the Oak Street Beach and the Museum of Contemporary Art.
This 167 square metre three-bedroom, three-bathroom dwelling sleeps eleven, features a fully equipped kitchen, patio, free Wi-Fi, and parking, making it ideal for large groups or families visiting the city.

This Chicago house rental near Sherman Park is conveniently located approximately 3.2km from the Red Line, offering easy access to attractions such as Guaranteed Rate Field (6.1km), the Museum of Science and Industry (6.9km), and the United Centre (10.9km).
The 111-square-metre property boasts five bedrooms, two bathrooms, and sleeps seventeen guests, featuring a fully equipped kitchen, free Wi-Fi, parking, and a private entrance.

This Archer Heights flat is situated near Midway Airport (approximately 2.4km away) and the CTA Orange Line Pulaski station, offering easy access to Chicago's city centre.
The 600 sq ft property features one bedroom, one bathroom, sleeps four guests, and includes a fully equipped kitchen, air conditioning, parking, and high-speed internet; ideal for business travellers or families.

This three-bedroom Cicero apartment, sleeping eight, boasts a private backyard with BBQ, gazebo, and fire pit, offering excellent outdoor space.
The property includes a fully equipped kitchen, air conditioning, and parking; its precise Cicero location requires further clarification, but the description implies proximity to outdoor amenities.