Find unique places to stay in Chicago, IL

This West Loop flat is ideally situated near Greektown, the University of Illinois Chicago campus, and the United Center, offering easy access to the Willis Tower.
The 100 square metre (1076 square foot) property features two queen bedrooms with en-suite bathrooms, a further rollaway bed, a high-end kitchen, building amenities including a fitness centre and sky terrace, and a private balcony; sleeping up to five guests.

This penthouse apartment is conveniently located in the centre of Chicago, within easy walking distance of Union Station, Willis Tower, and CIBC Theatre. The apartment consistently receives excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers.
The apartment has two bedrooms, comfortably accommodating up to six guests. Enjoy a range of amenities including a rooftop pool, fitness centre, and private parking, as well as a fully equipped kitchen and balcony with stunning city views.

This Chicago cabin rental, conveniently located in [Insert Specific Chicago Neighbourhood/Area – e.g., Lincoln Park, a 5km radius from the Magnificent Mile], offers a family-friendly escape.
Sleeping up to four guests in two bedrooms and one bathroom, the lodge provides a fully equipped kitchen (fridge, microwave), air conditioning, parking, internet access, and accepts pets.

This downtown Chicago flat is situated less than 1.6km from Union Park and the United Centre, and under 3.2km from the Chicago Riverwalk and Michigan Avenue.
The 125 square metre property offers two bedrooms, two bathrooms, sleeps five, and includes a balcony, fitness centre access, and a fully equipped kitchen; nearby attractions include the University of Illinois Chicago.

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 Chicago bungalow is situated just a short distance from Wrigley Field, in a safe and friendly neighbourhood with plenty of pubs and restaurants nearby. The property has received excellent ratings for its location, cleanliness and overall experience.
The three-bedroom house comfortably sleeps up to nine guests and offers a fully equipped kitchen, a private garden with access until 9pm, and super-fast internet. You’ll also find a separate entrance, a smart lock for easy access, and air conditioning for your comfort.

This charming bungalow is situated in a peaceful neighbourhood just 9.6km from downtown Chicago and 14.5km from the All-State Arena, Rosemont Theater, and Village Park Entertainment District. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The property comprises three bedrooms and one bathroom, comfortably accommodating up to seven guests. Guests can enjoy a range of amenities, including a fully equipped kitchen, free parking, and high-speed internet, making it ideal for both families and groups of friends.

This lakeside Chicago apartment, situated in the downtown area near the Field Museum and Art Institute of Chicago, offers stunning views and easy access to waterfront activities.
The 123-square-metre (1324 sq ft) property boasts three bedrooms, two bathrooms, a fully equipped kitchen, and amenities including a swimming pool, terrace, and on-site fitness centre; nearby options include climbing, biking, and rock climbing.

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 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.

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 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.