This ground-floor flat is located in Chicago's Irving Park neighbourhood, a 2.4km walk or 6.4km drive from the Blue Line, offering easy access to the city centre and O'Hare International Airport. The two-bedroom apartment, sleeping four, features a queen and full bed plus a futon, a fully equipped kitchen with fridge, freezer and microwave, 1000 Mbps internet, and access to a shared laundry room; optional garage parking is available at an extra cost.
8.6 22 reviews
Chicago, IL
27/06 – 04/07
£219/nighttotal: £1533 (7 )
Livn Millennium Park Downtown Chicago Studio
1 2
studio , Chicago
This studio apartment is situated in central Chicago, a six-minute walk from Millennium Station and within 800 metres of the city centre, offering convenient access to DePaul University and attractions such as the Chicago Symphony Orchestra and Cloud Gate. This 28 square metre self-contained unit accommodates up to three guests and features air conditioning, free WiFi, and a well-equipped kitchen with a dishwasher and microwave, plus an on-site washing machine.
9.5 236 reviews
Chicago, IL
01/08 – 07/08
£223/nighttotal: £1338 (6 )
Uptown Studio Gem
1 2
apartment , Chicago
This Chicago studio flat is located on W Montrose Avenue, between Uptown and Lakeview, within easy walking distance (approximately 0.8 km) of Montrose Beach and the Lakefront Trail, and close to the Red and Brown Line stations. The self-catering apartment sleeps two guests and features a fridge, microwave, air conditioning, internet access, and is a short distance from Wrigley Field and local shops and cafes.
9.5 1434 reviews
Chicago, IL
26/07 – 28/07
£107/nighttotal: £214 (2 )
Dapper Uptown Studio Near The Lake
1 2
apartment , Chicago
This Uptown Chicago studio apartment is situated just 0.16 km from the Wilson Red Line station, providing easy access to Wrigley Field and Chicago's city centre. The self-contained apartment, sleeping two guests, features a queen-sized bed, in-unit laundry, a fully equipped kitchen including fridge-freezer and microwave, and a shared fitness centre and garden with BBQ.
9.7 38 reviews
Chicago, IL
11/07 – 15/07
£128/nighttotal: £512 (4 )
Nola Bochic-cozy 2 Br, 1 Bath Apartment. Fl 2
1 3
apartment , Chicago
This Chicago apartment, ideally located within 8km of Chinatown, the United Centre, and Midway Airport, offers easy access to the I-290 and I-55 expressways. The two-bedroom, one-bathroom flat sleeps six guests and boasts a well-equipped kitchen with stainless steel appliances, a jacuzzi bath, 55-inch Roku TV, free Wi-Fi, and access to a shared patio with BBQ.
This Lakeview duplex apartment is situated near the Wellington Brown Line station, offering easy access to Wrigleyville and its attractions, including Wrigley Field and the Kris Kringle Market (December). The spacious two-bedroom, two-bathroom property features a fully equipped kitchen, in-unit laundry, a private backyard with fire pit, and comfortably accommodates five guests.
9.7 310 reviews
Chicago, IL
04/07 – 06/07
£211/nighttotal: £422 (2 )
Bold Ukrainian Village 2 Bedroom W/garage Parking
2 3
apartment , Chicago
This Ukrainian Village flat is situated 1.6km north of the United Centre, within walking distance of Wicker Park and conveniently close to Chicago's CTA public transport network. The two-bedroom, one-bathroom property sleeps six, boasts a private garden, garage parking, and a dedicated workspace, perfect for those looking for a comfortable base to explore Chicago's attractions.
Chicago, IL
14/08 – 16/08
£699/nighttotal: £1398 (2 )
29th Floor 2br Grant Park Suite With Balcony, Gym
2 9
apartment , Chicago
This 29th-floor flat is located in Chicago's Grant Park district, a 10-minute walk from DePaul University and approximately 1.9 kilometres from the city centre, offering proximity to the Art Institute of Chicago and Field Museum of Natural History. This 2-bedroom, 2-bathroom apartment spans 1200 square meters, accommodates up to 15 guests, and features a balcony with city views, a fitness centre, billiards, table tennis, an outdoor fireplace, complimentary WiFi, and private parking.
10 8 reviews
Chicago, IL
16/09 – 23/09
£753/nighttotal: £5271 (7 )
Charming 6bd Retreat - Steps Away From Wrigley
1 14
apartment , Chicago
This six-bedroom flat is located in Chicago, a short walk from Wrigley Field and the Red Line. Accommodating up to 14 guests, this property offers a kitchen, air conditioning, parking, and internet, with interior design described as cosy and warm.
10 1 review
Chicago, IL
27/06 – 04/07
£265/nighttotal: £1855 (7 )
South Loop 2br Chicago 420-friendly Near Mccormick & Chinatown
2 6
apartment , Chicago
This South Loop flat is situated 2.6 kilometres from the Field Museum of Natural History and 2.7 kilometres from DePaul University, offering convenient access to McCormick Place and Chinatown. This family-friendly apartment accommodates up to 11 guests, featuring air conditioning, a private terrace, a fully equipped kitchen, and on-site parking, with complimentary WiFi provided throughout.
9.8 159 reviews
Chicago, IL
27/06 – 29/06
£341/nighttotal: £682 (2 )
Old Town Garden Getaway
1 2
apartment , Chicago
This Old Town flat is situated 0.6 km from the Clark/Division Red Line station and a short walk from Wells Street's restaurants, offering easy access to Chicago's attractions. The two-bedroom apartment, sleeping four, boasts a fully equipped chef's kitchen, fireplace, washer/dryer, and free parking permits, alongside smart TVs and a workspace.
9.8 24 reviews
Chicago, IL
24/07 – 27/07
£443/nighttotal: £1329 (3 )
Cheerful 3 Bedroom. Feels Like Home.
4 8
apartment , Chicago
This Dunning family home, situated approximately 9.7 kilometres from the Frank Lloyd Wright Historic District and Copernicus Centre, offers easy access to Milwaukee Avenue's amenities. Sleeping six guests, this three-bedroom, two-bathroom property boasts a fully equipped kitchen, private patio, free Wi-Fi, and parking; nearby attractions include the Fashion Outlets of Chicago.
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.
9.6 197 reviews
Chicago, IL
14/07 – 18/07
£255/nighttotal: £1020 (4 )
Modern, Spacious 3br Apt Minutes To Downtown!
1 5
apartment , Chicago
This three-bedroom Chicago apartment is situated in the Pilsen neighbourhood, a five-minute walk from Little Italy and a short Uber ride from the city centre. The 3-bedroom flat, sleeping six, boasts a modern kitchen, in-unit laundry, TVs with streaming services in each bedroom and living room, a dedicated office space with a pull-down bed, and free street parking nearby; nearby attractions include the Pink Line for easy airport access.
9.8 24 reviews
Chicago, IL
30/08 – 02/09
£187/nighttotal: £561 (3 )
Bright 3br Stylish Apartment Near North Ave Shops
3 6
apartment , Chicago
This newly designed luxury 3-bedroom B&B is located in downtown Chicago, providing easy access to premier dining, shopping, and attractions, with excellent public transport links within 500 meters. This family-friendly accommodation offers private access to the entire unit, sleeping up to 8 guests with a fully equipped kitchen, high-speed internet, air conditioning, and spectacular city views from large windows.
10 6 reviews
Chicago, IL
20/07 – 22/07
£298/nighttotal: £596 (2 )
Spacious Lux 2-level Penthouse (+ Views/parking)
1 4
apartment , Chicago
This Wicker Park flat is located a mere 100 metres from the dining and entertainment venues on Division Street, with the CTA Blue Line just 500 metres away for convenient access to Chicago's attractions. This spacious 250 square metre, two-level penthouse apartment sleeps up to eight guests and features a custom Chef's Kitchen with Viking appliances, three bedrooms, two en-suite bathrooms, a half-bath, and multiple outdoor patios.
9.1 140 reviews
Chicago, IL
05/11 – 06/11
£181/nightfor 1 night
Lincoln Park 3 Br Penthouse
3 2
apartment , Chicago
This Lincoln Park penthouse apartment in Chicago is situated 2.4km from Fullerton Beach, 2.5km from North Avenue Beach, and 2.1km from Wrigley Field. This three-bedroom dwelling boasts 165 square metres of space, sleeping up to 11 guests and offering amenities including a terrace, garden, tennis court, parking, and free Wi-Fi.
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
01/09 – 31/10
£152/nighttotal: £9120 (60 )
Chic Gold Coast Convertible W/ Lounge Near Oak Street By Blueground
1 2
apartment , Chicago
This Chicago city centre flat offers a prime location, less than 0.8 km from State Street and Michigan Avenue, with Lake Michigan and Water Tower Place within a 1.6 km radius. The self-catering apartment features a fully equipped kitchen, in-unit laundry, a private balcony with city views, and access to an on-site fitness centre, arcade, and barbecue facilities.
Chicago, IL
05/09 – 10/09
£356/nighttotal: £1780 (5 )
Beautiful Chicago Greystone
4 8
apartment , Chicago
This 4-bedroom flat in West Garfield Park, a residential district 2.4 kilometres west of downtown Chicago, is housed within an 1890 Greystone building and offers convenient access to the culinary scene of the West Loop and the Garfield Park Conservatory. This 111 square metre apartment accommodates up to nine guests, featuring air conditioning, a terrace/balcony, garden access, parking, and on-site laundry available on request, with hosts living downstairs to offer local insights.
9.7 4 reviews
Chicago, IL
06/08 – 11/08
£346/nighttotal: £1730 (5 )
Brand New 2br Chicago City Escape
2 2
apartment , Chicago
This brand new two-bedroom Chicago apartment is situated approximately 6.4 km from Lincoln Park Zoo, Wrigley Field, and the United Centre. The 102 square metre flat sleeps nine guests and boasts two bathrooms, a fully equipped kitchen with dishwasher, in-unit laundry, free Wi-Fi, and cable TV.
10 147 reviews
Chicago, IL
19/08 – 23/08
£1177/nighttotal: £4708 (4 )
Magic Factory Loft 3east 4 Bd/4 Ba Families Groups
4 10
apartment , Chicago
This spacious Chicago apartment, ideal for large groups, boasts four bedrooms, four bathrooms, and sleeps up to 14 comfortably; its precise location within the city is undisclosed, but its central position offers easy access to Chicago's many attractions without needing a car. The 160 square metre property features a fully equipped chef's kitchen, a terrace, garden, parking (fee applies, reservation required), and provides access to board games and a smart TV; amenities include Wi-Fi, air conditioning, and a dishwasher.
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.
8.6 5 reviews
Chicago, IL
14/07 – 18/07
£299/nighttotal: £1196 (4 )
Business Ready 2br Apartment In South Loop With Skyline View, Optional Parking & Gym Access Close To Mccormick, Downtown & Cta
2 5
apartment , Chicago
This family-friendly apartment near Chicago's Museum Campus is conveniently located approximately 2.25 kilometres from the Field Museum and within 3.2 kilometres of Grant Park and the Art Institute of Chicago. The 74-square-metre property boasts a spacious two-bedroom, two-bathroom layout sleeping up to eight guests, complete with a fully equipped kitchen, free Wi-Fi, on-site parking, a fitness centre, and a private patio offering skyline views.
9.5 31 reviews
Chicago, IL
09/10 – 12/10
£156/nighttotal: £468 (3 )
Wonderful And Cozy Chicago Top Unit Apartment
1 2
apartment , Chicago
This top-floor Chicago apartment is peacefully located in a quiet neighbourhood, approximately 32 kilometres from the city centre and 13 kilometres from Oak Park. The two-bedroom, one-bathroom flat sleeps four guests and offers amenities including a dishwasher, microwave, freezer, air conditioning, parking, and a garden; a shoes-off policy ensures cleanliness.
10 130 reviews
Chicago, IL
03/07 – 06/07
£519/nighttotal: £1557 (3 )
Inspired, Luxe Living In Logan Square On Blvd #1
1 6
apartment , Chicago
This Logan Square apartment, a seven-minute walk from the California Blue Line 'L' station, offers easy access to Chicago's city centre and is near Palmer Square Park. The three-bedroom, two-bathroom flat sleeps six, boasts a chef's kitchen with high-end appliances, a dedicated wellness room with Peloton bike, and includes family-friendly amenities such as a travel cot, high chair and stroller; free private parking is also provided.
8.4 6 reviews
Chicago, IL
20/07 – 27/07
£111/nighttotal: £777 (7 )
Chicago - Pilsen Studio Apartment - Unit B
1 2
studio , Chicago
This Pilsen studio apartment is conveniently located in Chicago, 3.9 kilometres from the United Centre and within a 6.4-kilometre radius of Union Station, Guaranteed Rate Field, the Field Museum, and Willis Tower. The self-contained apartment, sleeping up to three guests, offers a private terrace, a fully equipped kitchenette, free Wi-Fi, air conditioning, and access to a garden; parking is also available.
Neighborhoods and points of interest in Chicago, IL
Best Chicago, IL holiday apartments with air conditioning
8.6 16 reviews
Chicago, IL
11/07 – 15/07
£172/nighttotal: £688 (4 )
Animal House Near Sox Stadium
1 3
apartment , Chicago
This Bridgeport, Chicago flat is conveniently located near the Field Museum and Art Institute of Chicago. The 111-square-metre (1194 square feet) apartment sleeps four, boasting a kitchen with fridge, microwave, and dishwasher, plus a spa, air conditioning, and pet-friendly amenities including a dog run and even a 'loaner' pet.
9.9 109 reviews
Chicago, IL
18/10 – 24/10
£211/nighttotal: £1266 (6 )
Pilsen Modern Chic Retreat
2 4
apartment , Chicago
This Pilsen flat is ideally situated in Chicago's Pilsen neighbourhood, offering easy access to the city's attractions, though precise distances require further information. The two-bedroom apartment sleeps six, features a fully equipped kitchen including a dishwasher, and boasts an open-plan living area; parking is also available.
9.4 234 reviews
Chicago, IL
01/07 – 08/07
£167/nighttotal: £1169 (7 )
Skylit Boho Retreat In Wicker Park
1 3
apartment , Chicago
This two-bedroom flat in Chicago's Wicker Park Bucktown district places guests within easy reach of the city's main attractions, offering a convenient base for exploration. The accommodation sleeps up to five guests and includes a full kitchen, air conditioning, a shared patio, and is located approximately 5.6 kilometres from Millennium Park, with a 420-friendly environment and a pack and play available on request.
9.9 173 reviews
Chicago, IL
14/07 – 18/07
£320/nighttotal: £1280 (4 )
Hip 3 Br In Heart Of Historic Wicker Park!
1 5
apartment , Chicago
This three-bedroom Chicago flat is situated in Wicker Park, close to the area's shops and restaurants. The renovated apartment, sleeping six, boasts a modern kitchen, a bathroom with heated towel rails, a Smart TV, and original architectural details such as bullseye trim and 10-foot ceilings.
