Villas and Holiday homes in Chicago, IL

This one-bedroom flat is located in a quiet Evanston district, offering convenient access to Northwestern University's campus, approximately 1.5 kilometres away, and Evanston's downtown area and lakefront.
This property, suitable for two guests, features air conditioning, internet, a kitchen, and parking, providing a comfortable base for exploring Evanston's cultural sites.

This studio apartment is located in Oak Park, just a short walk from the Ernest Hemingway birthplace and the Frank Lloyd Wright Home and Studio, offering easy access to these historical landmarks and the charming surrounding neighbourhood. It has consistently received excellent ratings for its cleanliness, location and overall guest experience.
The studio can accommodate up to four guests and is furnished with vintage mid-century modern pieces, giving it a unique and stylish feel. It features a well-equipped kitchen, a private porch, a firepit, and easy street parking, making it a comfortable and convenient base for exploring Oak Park.

This new construction flat in River North, Chicago, is a 17-minute walk from the Museum of Contemporary Art and 1.77 kilometres from Shops at Northbridge.
This spacious 11-bedroom, 10-bathroom residence offers a fully equipped kitchen, air conditioning, complimentary Wi-Fi, and parking, with a guest capacity of 31.

This Chicago townhome is situated near Lincoln Park, approximately 1.8 kilometres from Lincoln Park Zoo and within a 3-5 kilometre radius of Water Tower Place and the Magnificent Mile.
The two-bedroom, two-bathroom property sleeps eleven guests, offering free Wi-Fi, on-site parking, a fully equipped kitchen with dishwasher and microwave, and air conditioning.

This three-storey townhome is located in Chicago's Lincoln Park neighbourhood, a 1.1 km walk from Lincoln Park Zoo, 1.9 km from North Avenue Beach, and approximately 3.5 km from both the 360 Chicago observation deck and the Water Tower.
The 130 square metre property boasts two bedrooms, two bathrooms, sleeps thirteen guests, and includes a fully equipped kitchen, private patio, in-unit laundry, free parking, and Wi-Fi.

This four-bedroom holiday home is located in Chicago's Old Town district, just a short walk from Oak Street Beach and Lincoln Park Zoo, offering easy access to the city's attractions and restaurants. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
The house is spacious and comfortable, accommodating larger groups with ease. Guests can enjoy a range of amenities, including a fully equipped kitchen, a patio, a garden, a spa, a fitness centre, and a tennis court.

This Ravenswood townhouse, near Montrose Beach and a 6-minute drive from Wrigleyville, provides easy access to the Red and Brown lines and Metra, placing guests within convenient reach of Chicago's key attractions.
This spacious 223 sq m, three-level property sleeps up to 10 guests in four bedrooms with a well-equipped kitchen, in-unit laundry, dedicated off-street parking, and board games, ensuring a comfortable stay.

This Chicago residence is situated in East Garfield Park, offering a 4-minute drive to the Illinois Medical District and a 6-minute drive to the University of Illinois Chicago, with the United Centre a mere 10-minute walk away.
This 140-square-meter dwelling accommodates up to six guests across three bedrooms and features a fully equipped kitchen, high-speed Wi-Fi, and a deck and garden for relaxation.

This charming Oak Park house is situated just 14 kilometres from the United Center, 16 kilometres from Lincoln Park Zoo, and 18 kilometres from Union Station, offering easy access to Chicago's attractions. It is located in a quiet neighbourhood within the historic village of Oak Park, known for its beautiful architecture and vibrant arts scene. The house has received excellent ratings for cleanliness, location, and user experience.
The property has three bedrooms and one bathroom, spanning 167 square metres and comfortably accommodating up to six guests. Enjoy amenities such as a fully equipped kitchen, free Wi-Fi, a private fire pit, and a peaceful setting, perfect for a relaxing getaway.

This modern multi-unit accommodation in Chicago is located 4.35 kilometres from Wrigley Field and 6.1 miles from Water Tower Chicago.
This property offers 6 bedrooms, 4 bathrooms, free WiFi, a gym, and dedicated workspaces, sleeping up to 22 guests with a private entrance and a fully equipped kitchen.

Woodlawn Oasis, a three-bedroom, three-bathroom house in Chicago's Woodlawn neighbourhood, is located 2.4km from the Museum of Science and Industry and 2.6km from 63rd Street Beach, offering easy access to other attractions such as Guaranteed Rate Field (9km) and the Field Museum (11.5km).
This Chicago dwelling, boasting a 20 square metre floor area, comfortably sleeps 23 guests and includes a fully equipped kitchen, in-unit laundry, a garden, and free on-site parking.

This five-bedroom Berwyn house, ideal for large groups, is situated 9-11 miles from Chicago landmarks including the United Center, Union Station, CIBC Theatre, and Guaranteed Rate Field, and 9km from Midway International Airport.
The 269-square-metre property boasts three bathrooms, a fully equipped kitchen with dishwasher, Wi-Fi, air conditioning, a garden, and patio; accommodating up to 22 guests.