The widest selection of unusual accommodations in Chicago, IL

The Hilton Garden Inn Chicago/Oakbrook Terrace is situated in Oakbrook Terrace, Illinois, offering convenient access to local attractions without being in a busy downtown area.
This 3-star hotel provides guests with complimentary internet, an on-site restaurant and bar, a swimming pool, a hot tub, and a fitness centre, alongside parking and a shuttle service.

This farm is located in the countryside of Rosemont, 5 kilometers from the town center and 8 kilometers from Rosemont Castle.
Guests can enjoy the authentic farm atmosphere, explore scenic walking trails, and benefit from spacious grounds and comfortable lodging.

This Tudor Revival mansion, situated in North Oak Park within walking distance of Oak Park's town centre, offers a unique castle-like experience.
Sleeping up to 16 guests, this four-bedroom, three-bathroom property boasts a performance hall, formal dining room, jacuzzis, four fenced second-floor porches, on-site parking for three vehicles, and event catering equipment (100 chairs, 100 place settings), with additional rooms and beds available on request; all proceeds benefit the Language and Music School's scholarship fund.

This accommodation is located in Chicago's Loop district, just 200 meters from Millennium Park and the Art Institute of Chicago, offering convenient access to the Magnificent Mile.
This tower provides modern interiors, stunning city and lake views, and on-site parking, with excellent public transport links for exploring the city.

This five-bedroom Chicago bungalow is located in the Beverly Hills neighbourhood, a 24km train journey from Chicago's city centre.
Sleeping up to 12 guests, this self-catering house boasts a fully-equipped kitchen, three-and-a-half bathrooms, a games room with pool table and air hockey, private deck, and parking; close to local shops and restaurants.

This six-bedroom house is located in a lively neighbourhood, just a short walk from Lake Michigan, Lincoln Park Zoo, Wrigley Field, and the Red Line train. It has received excellent ratings for location, cleanliness, and overall user experience.
This spacious property can comfortably accommodate up to sixteen guests and features a fully equipped kitchen, a private rooftop deck, and a range of entertainment options including a foosball table, vintage slot machine, board games, and a working fireplace.

This Berwyn bungalow, situated in a peaceful neighbourhood approximately 32km from downtown Chicago, offers easy access to the city's attractions.
The three-bedroom, one-bathroom house sleeps six guests and boasts a recently remodelled modern interior, including a fully equipped kitchen, air conditioning, free private parking, and all amenities on one floor.