Villas and Holiday homes in Chicago, IL

This Chicago flat is located near the University of Illinois Chicago (UIC) campus, offering convenient access within 3.4 kilometres of Willis Tower and 4 kilometres of Union Station.
This 116 square metre apartment accommodates up to seven guests with two bedrooms and two bathrooms, featuring air conditioning, a fully equipped kitchen, complimentary Wi-Fi, and an outdoor swimming pool.

Vacation house for up to 6 people. Your accommodation will be based in Des Plaines.
Services and facilities: a fridge, a kitchen and a garden. Enjoy free parking with this accommodation in Des Plaines!

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 chic Andersonville townhouse, a short walk from the beach and close to Andersonville's shops and restaurants, offers convenient access to Chicago's attractions.
The one-bedroom, one-bathroom property features a private heated pool and spa, a full kitchen with freezer, microwave, and dishwasher, high-speed Wi-Fi, and parking; it comfortably sleeps two guests and offers the option to rent the pool and yard for parties.

This Lincoln Park residence, a fully remodelled Victorian townhouse, is situated a short distance from DePaul University and offers easy access to Lincoln Park Zoo (a 15-minute walk) and a boutique shopping district (7-minute walk).
The 232-square-metre (2,500-square-foot) property, sleeping up to eight guests, features three bedrooms, four bathrooms, a fully equipped chef's kitchen, a jacuzzi, and a private garden; complimentary street parking passes are provided.

This charming Chicago property is situated in a family-friendly neighbourhood, just 25 kilometres from O'Hare airport, with convenient access to public transport for exploring Wrigleyville and the city centre. It has consistently received excellent ratings for location, cleanliness, and overall experience.
This three-bedroom home comfortably accommodates up to six guests. It offers a range of amenities including a fully equipped kitchen, air conditioning, a garden, and parking, ensuring a comfortable and enjoyable stay.

This renovated house is situated in Chicago, just 1.6km from Oakwood Beach and 3.2km from Guaranteed Rate Field, offering easy access to the city's attractions and a peaceful neighbourhood setting. The property has received excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This spacious home spans 297 square metres and comfortably accommodates up to 29 guests, making it ideal for large families or groups. The house offers a fully equipped kitchen, a terrace, a garden, a dedicated kids' pool, an indoor play area, and outdoor play equipment, ensuring a relaxing and entertaining stay for everyone.

This Oak Park guest house, a private second-floor suite, is conveniently located on a quiet street, a short walk (less than 0.16 km) from the Oak Park 'L' Blue Line station, offering easy access to Chicago's city centre.
The self-contained apartment features an open-plan living, dining, and office area, sleeps four guests, includes a well-equipped kitchen with gourmet coffee facilities, and offers off-street parking and access to a shared garden.

This Foursquare property in Forest Park offers convenient access to the Blue Line, situated less than 1 kilometre away, providing straightforward journeys to downtown Chicago landmarks such as Union Station and the Willis Tower, both 16 kilometres distant, and the United Centre, 12.7 kilometres away.
This 104 square metre holiday home accommodates up to 13 guests with three bedrooms and two living rooms, featuring a fully equipped kitchen with a dishwasher and coffee machine, air conditioning, free WiFi, a private patio, and an outdoor dining area, with Midway International Airport 13.9 kilometres distant.

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 Lakeview East property, a short distance from Wrigley Field, Lake Michigan, and Boystown, offers easy access to DePaul University and Chicago's public transport network.
The two-bedroom, one-and-a-half-bathroom house, comfortably sleeping six guests, includes a fully equipped kitchen, laundry facilities, high-speed Wi-Fi, and nearby parking; it occupies the ground and lower levels of a historic rowhouse.

House to rent for up to 6 guests. You will be based in Elmhurst.
Facilities and services include a freeze, a terrace and a kitchen. Enjoy free parking with this accommodation in Elmhurst!

This Wrightwood neighbourhood three-bedroom house is conveniently located near Healy Metra station, offering easy access to Chicago's city centre (a 24km train journey or 32km drive), O'Hare International Airport, and popular areas such as Lakeview and Wicker Park (both approximately 32km away).
The property boasts a spacious layout sleeping up to nine guests, features a fully equipped kitchen, a large garden with outdoor games and a gas barbecue, plus free on-street and adjacent parking; nearby amenities include Starbucks, Aldi, and Walmart.

This spacious Chicago residence is located near McCormick Place and the South Loop districts, 13 kilometres from Midway International Airport, and 2.2 kilometres from Guaranteed Rate Field and 3.9 kilometres from Grant Park.
This property offers 167 square metres of living space with accommodation for 12 guests, featuring a fully equipped kitchen with a fridge, microwave and dishwasher, air conditioning, a fitness centre, and Wi-Fi, with nearby cycling trails for exploration.

This Elmwood Park property, a two-bedroom condo, is conveniently located 8 kilometres from Chicago O'Hare International Airport and within a 16-18 kilometre radius of attractions such as Wrigley Field and Lincoln Park Zoo.
The 500 square metre dwelling boasts a fully equipped kitchen, including a fridge and microwave, accommodates up to 10 guests, and includes a garden, Wi-Fi, and in-unit laundry facilities.

This detached house in Elmhurst is located 8.0 kilometres from Chicago O'Hare International Airport and 25.7 kilometres from downtown Chicago's United Center and Water Tower Chicago.
This property offers 172 square metres of living space with 3 bedrooms, 2 bathrooms, a fully equipped kitchen including a dishwasher and oven, air conditioning, free WiFi, on-site parking, and a garden, with a game room for entertainment.