This Maywood self-contained apartment is conveniently located near Maywood's hospitals, shopping areas, and restaurants, within a 5-8 minute (8-13 km) drive of O'Hare International Airport and a short walk to the Metra station and CTA bus routes. The basement studio, sleeping up to three guests, features a kitchenette with a mini-fridge and microwave, a rainfall shower, a flat-screen TV with Xfinity streaming, and access to a private garden with a gas grill.
9.7 13 reviews
Chicago, IL
20/06 – 23/06
£379/nighttotal: £1137 (3 )
Livn West Loop Chicago 2 Br
2 4
apartment , Chicago
This stylish loft flat is located in Chicago's West Loop, a mere 700 metres from Union Station and Willis Tower, offering excellent connectivity to the city centre. This family-friendly two-bedroom apartment accommodates up to four guests and features a fully equipped kitchen, in-unit laundry, air conditioning, and access to a fitness centre, with numerous highly-rated eateries like Lou Mitchell's and Girl & The Goat nearby.
9.9 152 reviews
Chicago, IL
01/07 – 05/07
£355/nighttotal: £1420 (4 )
Modern, Fully Renovated Logan Square Coach House
1 7
apartment , Chicago
This newly renovated four-bedroom coach house is situated in a Chicago neighbourhood offering easy access to restaurants and bars, a convenient 3.2km CTA train ride from the Loop. The property boasts a spacious open-plan layout, sleeping up to seven guests and including a fully equipped kitchen, two bathrooms, in-unit laundry facilities, and free street parking; nearby attractions include Chicago's best restaurants and bars.
9.6 123 reviews
Chicago, IL
28/07 – 06/08
£284/nighttotal: £2556 (9 )
Small And Cozy 2br Apartment Pilsen Nocleaning Fee
1 4
apartment , Chicago
This Chicago flat is situated in the Pilsen neighbourhood, offering easy access to the area's cultural attractions, though precise distances aren't specified. The recently renovated two-bedroom apartment sleeps four comfortably, featuring a king-size and a queen-size bed, plus additional sleeping arrangements; amenities include a fridge, microwave, air conditioning, private patio access, parking, and a shared garden.
9.7 27 reviews
Chicago, IL
25/06 – 26/06
£138/nightfor 1 night
Cozy Apartment, Maywood. Non-smoking
1 3
apartment , Maywood
This two-bedroom flat is centrally located in Maywood, a quiet district offering convenient access to local shops, eateries, and key Maywood attractions. This Maywood accommodation comfortably sleeps up to four guests and features a fully equipped kitchen, fast Wi-Fi, and easy self-check-in for a straightforward stay.
9.8 133 reviews
Chicago, IL
20/06 – 27/06
£1055/nighttotal: £7385 (7 )
Top Of River West: Luxe Penthouse For Groups
1 6
apartment , Chicago
This luxurious 2000 sq ft (186 sq m) penthouse apartment in Chicago's River West neighbourhood offers stunning panoramic city skyline views and is located minutes from downtown Chicago attractions. The three-bedroom, three-bathroom property sleeps seven guests comfortably, boasting a spacious layout, modern furnishings, a fully equipped kitchen with top-brand appliances, a Sonos sound system, a private balcony, free parking (subject to availability), and access to a building swimming pool, fitness centre, and other amenities.
9.5 162 reviews
Chicago, IL
12/09 – 14/09
£104/nighttotal: £208 (2 )
Best Of "Little Village"
1 2
apartment , Chicago
This Little Village flat is situated in a historic red-brick building in Chicago, offering easy access to the city's attractions, though precise distances require further information. The one-bedroom, one-bathroom apartment sleeps two guests and features a newly renovated interior with a queen-size bed, full kitchen, in-unit laundry, and air conditioning.
9.7 31 reviews
Chicago, IL
01/07 – 31/07
£90/nighttotal: £2700 (30 )
Comfy & Cute-oak Park Area - Parking +Public Trans
1 1
apartment , Forest Park
This one-bedroom flat is situated in a peaceful neighbourhood just a short walk from Forest Park's centre, with restaurants, shops, and attractions all within easy reach. It has received excellent ratings for location, cleanliness, and overall user experience. The flat can comfortably accommodate two guests and features a well-equipped kitchen. Guests can enjoy modern amenities such as air conditioning, a swimming pool, a jacuzzi, and a garden, as well as free parking and Wi-Fi.
9.9 93 reviews
Chicago, IL
16/10 – 19/10
£159/nighttotal: £477 (3 )
Bright, Modern 2 Br In Logan Square W/ Parking
1 2
apartment , Chicago
This Logan Square flat is situated in a quiet residential area, a 32-kilometre drive from both Chicago's city centre and O'Hare International Airport. The two-bedroom, one-bathroom apartment offers guests a private patio, parking, and is conveniently located near Logan Square's restaurants, shops, and public transport links, accommodating up to three people.
10 278 reviews
Chicago, IL
10/08 – 13/08
£238/nighttotal: £714 (3 )
Great Location-beautiful Friendly Andersonville Neighborhood
3 3
apartment , Chicago
This charming apartment is located in the Andersonville neighbourhood on Chicago's north side, just under 0.3 kilometres west of Clark Street, a lively area with a diverse range of restaurants, bars, and shops. The apartment receives excellent ratings for user experience, location, and cleanliness. This three-bedroom flat provides 92 square metres of space and comfortably accommodates up to four guests. The apartment offers a range of amenities, including a private patio, a front porch, and a shared laundry area, as well as garage parking.
9.7 186 reviews
Chicago, IL
03/10 – 09/10
£100/nighttotal: £600 (6 )
Renovated Stylish Chicago Condo
1 2
apartment , Chicago
This Little Village condo, registration number R23000097988, offers easy access to Chicago's cultural attractions; precise distances require a specific address. The one-bedroom apartment sleeps two, features a full kitchen with fridge and microwave, in-unit laundry, and a queen-size bed; nearby amenities and activities in Little Village would require further specification.
9.5 4 reviews
Chicago, IL
06/08 – 10/08
£210/nighttotal: £840 (4 )
Modern & Furnished 2br Apt With In-unit Laundry - Sunnyside 2e
2 3
apartment , Chicago
This Sunnyside apartment in Chicago is situated approximately 9.0 kilometres from Wrigley Field and 11.9 kilometres from Lincoln Park Zoo. This two-bedroom, 90 square metre flat offers comfortable accommodation for up to seven guests, featuring a fully equipped kitchen, in-unit laundry, air conditioning, and free Wi-Fi.
Top Family-Friendly Holiday Apartments in Chicago, IL
Selecting the perfect family holiday apartment in Chicago, IL makes all the difference, especially when city attractions are within easy reach for a stress-free trip.
Chicago, IL
31/07 – 03/08
£1758/nighttotal: £5274 (3 )
6br Apt • Near Lakefront + Red Line Access
1 11
apartment , Chicago
This spacious 6-bedroom flat is conveniently located near Chicago's lakefront, offering easy access to Lake Michigan beaches and the Red Line for city commutes. This family-friendly apartment accommodates up to 12 guests and features individual air conditioning, a fully equipped kitchen, and keyless self check-in, with coin-operated laundry facilities in the basement.
Chicago, IL
01/08 – 31/10
£93/nighttotal: £8463 (91 )
Blueground | The Loop, Elevator, Nr Willis Tower
1 2
apartment , Chicago
This studio flat is located in Chicago's Loop district, offering convenient access to the city's attractions. This modern studio apartment accommodates two guests and includes a fully equipped kitchen, in-apartment laundry, a smart TV, and premium wireless speaker, with flexible lease options available.
Chicago, IL
31/07 – 03/08
£1626/nighttotal: £4878 (3 )
Jacuzzi, Movie Theater, Game Room, Gym, Arcade, Backyard, King Ste, Portage Park
5 11
apartment , Chicago
This spacious five-bedroom, three-bathroom luxury flat is situated in Chicago's Portage Park district, offering a residential setting approximately 13 to 14 kilometres from downtown attractions such as Millennium Park and Skydeck Chicago. This expansive 204 square metre residence accommodates up to sixteen guests and features an entertainment basement with a home cinema, games, and a gym, alongside a private garden with a hot tub and outdoor games.
Chicago, IL
26/06 – 30/06
£745/nighttotal: £2980 (4 )
Logan Sq 4br Duplex Garage Sleeps 8
4 3
apartment , Chicago
This 4-bedroom flat is located in Chicago's Avondale district, offering proximity to Lake Michigan, the Art Institute of Chicago and Wrigley Field. This well-equipped property accommodates up to 8 guests with 2 bathrooms, a kitchen featuring a microwave oven and dishwasher, and it also provides parking and a terrace.
Check Out Holiday Apartments with a Balcony in Chicago, IL
Watching the sunset over the city skyline from your own private balcony is a premium detail that elevates any trip to Chicago, IL.
10 1 review
Chicago, IL
24/06 – 26/06
£285/nighttotal: £570 (2 )
Edgewater Gem By The Lake! 2br With Parking & Gym
2 2
apartment , Chicago
This Edgewater flat is situated a short walk from the CTA Red Line's Granville Station and the Chicago lakefront, offering easy access to Loyola University and downtown. This 93 square meter flat provides accommodation for up to four guests with two bedrooms, two bathrooms, a fully equipped kitchen, air conditioning, a balcony, and included garage parking.
9.2 10 reviews
Chicago, IL
08/10 – 12/10
£3297/nighttotal: £13188 (4 )
Luxury 6bd/5bth + Roofdeck - Downtown Chicago!
6 11
apartment , Chicago
This spacious six-bedroom, five-bathroom duplex, offering accommodation for up to fourteen guests, is situated in Downtown Chicago, a mere stone's throw from Old Town and within blocks of Michigan Avenue, the Gold Coast, and River North, placing you close to attractions such as the Chicago Theatre and the Art Institute of Chicago. This newly finished residence spans 418 square metres and features two fully equipped kitchens, air conditioning, and internet, with ample free street parking available nearby, making it an ideal base for exploring the Field Museum of Natural History and the Chicago Museum of Science and Industry.
10 2 reviews
Chicago, IL
25/06 – 26/06
£1017/nightfor 1 night
Elevated Gem - Sleeps 12 - 20 Mins To Downtown Chicago
5 1
apartment , Oak Park
This five-bedroom, three-bathroom flat in Oak Park offers proximity to the Frank Lloyd Wright Historic District (644 metres drive) and Ernest Hemingway's House and Museum (966 metres drive), with the Oak Park Metro Station a 13-minute walk away for convenient travel. This pet-friendly accommodation for up to 12 guests includes air conditioning, Wi-Fi, a fully equipped kitchen with an oven and microwave, and on-site foosball, with covered parking provided for ease of access.
Chicago, IL
25/06 – 26/07
£113/nighttotal: £3503 (31 )
Spacious 2br Near Univ Of Chicago Home Away From Home
1 3
apartment , Chicago
This Hyde Park flat is ideally situated for those visiting the University of Chicago, with 63rd Street Beach just 2.1 kilometres away and the Museum of Science and Industry – Chicago 2.4 kilometres distant. This apartment offers parking, free WiFi, air conditioning, and a private terrace, alongside a fully equipped kitchen and a flat-screen TV for up to 11 guests, with a 11:00 AM check-out.
Frequently asked questions about apartment rentals in Chicago, IL
What are the must-see attractions for a 2 days stay in Chicago, IL?
For a short trip, you'll want to hit the big ones. The Art Institute of Chicago is a must for any art lover, and the Willis Tower offers incredible views of the city. For a taste of Chicago history, visit the Field Museum or the Museum of Science and Industry.
Which neighborhoods in Chicago, IL are best for renting an apartment?
It depends on your style! If you want to be in the heart of the action, the Loop or River North are great choices. For a more relaxed vibe, check out Lincoln Park or Lakeview. And if you're looking for a bit of everything, Wicker Park or Bucktown are popular.
What are the best apartments with a pool in Chicago, IL?
What are the top cultural and historical sites in Chicago, IL?
Chicago's got a rich history! The Wrigley Building and the Tribune Tower are iconic landmarks. The Chicago Cultural Center is a beautiful building with free exhibits, and the Art Institute is a must-see for any art lover.
What are the best apartments with a jacuzzi in Chicago, IL?
Chicago is known for its stunning architecture, especially the skyscrapers like the Willis Tower and the John Hancock Center. It's also famous for its deep-dish pizza, hot dogs, and its vibrant arts and culture scene.
What are the best apartments for families and kids in Chicago, IL?
Where can you find the best local markets and street food in Chicago, IL?
You'll find plenty of markets and street food vendors around the city. The Maxwell Street Market is a classic, with a wide variety of food and goods. For a more upscale experience, try the Randolph Street Market or the Chicago French Market.
What are the best pet friendly apartments in Chicago, IL?
How is the public transportation system in Chicago, IL?
Chicago has a great public transportation system, with the 'L' train (the elevated train) and the CTA buses. It's easy to get around the city using public transport, and it's a lot cheaper than driving.
What are the best apartments with parking in Chicago, IL?
Which seasonal events or festivals should apartment renters look forward to in Chicago, IL?
There's always something going on in Chicago! In the summer, the Taste of Chicago is a huge food festival. In the fall, the Chicago Marathon is a big event. And in the winter, the Christkindlmarket is a beautiful Christmas market.
What amenities are typically included in apartments in Chicago, IL?
Most Chicago apartments include basic amenities like central heating and air conditioning, a refrigerator, stove, and oven. Some apartments also offer laundry facilities, parking, and even a gym.
Destinations nearby
Top-Rated Holiday Apartments with Parking in Chicago, IL
Parking is sorted from the moment you arrive, as these holiday apartments in Chicago, IL include free on-site spaces for the duration of your stay.
9.3 1023 reviews
Chicago, IL
19/08 – 24/08
£215/nighttotal: £1075 (5 )
River West, Second Floor Chicago By 747 Lofts
1 2
hotel , Chicago
The 747 Lofts by RedAwning - River West, Second Floor Chicago is located in the River West neighbourhood, just over 2.5 kilometres from the United Center and 3 kilometres from the Chicago Museum of Contemporary Art. This area is known for its trendy restaurants, independent shops, and lively atmosphere. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. The apartment offers one bedroom and one bathroom, providing a comfortable space for a couple or small family. It features a fully equipped kitchen, free parking, and access to a garden, along with amenities like bed linen, towels, cable TV, and internet access.
8.8 4 reviews
Chicago, IL
24/07 – 27/07
£589/nighttotal: £1767 (3 )
Spacious 3br 420 Friendly Apartment Near Mccormick Place, Lakefront And Soldier Field
3 8
apartment , Chicago
This three-bedroom apartment near McCormick Place in Chicago offers easy access to attractions such as the Field Museum, Art Institute of Chicago, and Chicago Symphony Orchestra, all within a 3.2-kilometre radius. The 111-square-metre property features a spacious layout sleeping up to eight guests, boasting a fully equipped kitchen, complimentary Wi-Fi, and optional private parking, plus it's allergy-free and soundproof.
10 126 reviews
Chicago, IL
17/06 – 21/06
£662/nighttotal: £2648 (4 )
Spacious&modern Condo, Near Dwtn, Secure Parking
1 8
apartment , Chicago
This spacious Chicago apartment, ideal for families or groups, enjoys convenient access to public transport, situated near a bus stop with easy connections to the city centre, United Centre, and McCormick Place. The 167 sq m (1800 sq ft) property boasts two bedrooms, two bathrooms, sleeps eight to ten guests comfortably, and includes a chef's kitchen, in-unit laundry, free high-speed Wi-Fi, and a parking space with EV charging.
10 43 reviews
Chicago, IL
17/06 – 20/06
£387/nighttotal: £1161 (3 )
4br/1.5ba+fenced Backyard +Near Mdw+one Level
1 8
apartment , Burbank
This Burbank house, situated in a peaceful suburban neighbourhood approximately 20-30km from downtown Chicago and Midway Airport, offers convenient access to local shops and parks. Sleeping eight guests comfortably, this four-bedroom property boasts a spacious interior with modern finishes, a private garden, driveway parking for five cars, fast Wi-Fi, and a fully equipped kitchen including a fridge, freezer and microwave.
Neighborhoods and points of interest in Chicago, IL
Best Chicago, IL holiday apartments with air conditioning
9.9 487 reviews
Chicago, IL
24/07 – 26/07
£288/nighttotal: £576 (2 )
A Vintage Pink House In The Heart Of Chicago
2 2
apartment , Chicago
This East Village flat, a Victorian pink house with a Walk Score of 97, is situated in a residential area of Chicago, offering easy access to the Division Blue Line. The two-bedroom, one-bathroom apartment sleeps three, features a Stearns & Foster queen-size bed, a gold glitter clawfoot bathtub, and a smart TV with streaming services, plus a garden and parking.
This renovated flat is located in a peaceful, family-friendly neighbourhood in northwest Chicago, just a short distance from downtown attractions like Navy Pier and Michigan Avenue. The property enjoys excellent user ratings and is a popular choice for travellers seeking a comfortable and convenient base for exploring the city. The three-bedroom apartment spans 93 square metres and can comfortably accommodate up to 10 guests. A range of amenities are provided, including free Wi-Fi, a well-equipped kitchen, a Jacuzzi, a garden, and a spa, ensuring a relaxing and enjoyable stay.
8.0 1 review
Chicago, IL
19/06 – 22/06
£271/nighttotal: £813 (3 )
Stylish 2br | Near Downtown, Mccormick & Lakefront
1 3
apartment , Chicago
This Chicago flat is situated in historic Bronzeville, offering a 10-minute drive to McCormick Place and mere minutes from Museum Campus, with Downtown Chicago accessible in 12-15 minutes. This garden-level suite accommodates four guests across two bedrooms, featuring a fully equipped kitchen, air conditioning, a private garden, and direct access to Armstrong Park and its amenities, just 8 kilometres from Lake Michigan.
9.5 34 reviews
Chicago, IL
07/10 – 12/10
£249/nighttotal: £1245 (5 )
Spacious 2br/2ba W/ Free Parking Near Downtown
1 3
apartment , Chicago
This 2-bedroom, 2-bathroom condo is situated in historic Bronzeville, offering convenient access to Downtown Chicago, McCormick Place, Hyde Park, and the Museum Campus, all within a few kilometres. This stylish apartment provides hotel-quality furnishings, a fully equipped kitchen, complimentary on-site parking, and is well-connected by public transport, accommodating up to four guests.