This two-bedroom flat is situated on a quiet street between the Edgewater and Andersonville neighbourhoods, a 15-minute walk from the CTA Redline and less than 16 kilometres from downtown Chicago. It has excellent user, location, and cleanliness ratings, making it a great choice for travellers. The flat can accommodate up to six guests and comes with a fully equipped kitchen, a private garden, and parking. You can enjoy a peaceful escape from the city while having easy access to local restaurants, shops, and public transport.
Chicago, IL
18/06 – 19/06
171 €/nightfor 1 night
Budget-friendly Room| Free Coffee | Downtown
2 1
apartment , Chicago
This two-bedroom flat is located near Chicago's South Side, 16 kilometres from Midway International Airport and within walking distance of Millennium Park and the Art Institute of Chicago. This accommodation offers air conditioning, free Wi-Fi, and a microwave, with a private room featuring a twin bed suitable for one guest, and paid parking available on a first-come, first-served basis.
9.9 137 reviews
Chicago, IL
25/11 – 29/11
195 €/nighttotal: 780 € (4 )
The Loyola Garden Flat: Huge 2br Near Lake
1 2
apartment , Chicago
This East Rogers Park flat is situated a short distance from the Loyola Red Line station, offering easy access to Wrigleyville (approx. 2.4km) and Chicago's city centre (approx. 2.9km). The two-bedroom, one-bathroom apartment sleeps four, features a fully equipped kitchenette including a dishwasher and washer-dryer, and offers a private garden and patio access; nearby amenities include numerous restaurants, bars, and beaches.
9.5 141 reviews
Chicago, IL
10/07 – 14/07
245 €/nighttotal: 980 € (4 )
Stylish 3br With Tons Of Natural Light & Backyard
1 4
apartment , Chicago
This three-bedroom, one-bathroom apartment is situated in a convenient Chicago neighbourhood, approximately 24km from both the city centre and McCormick Place, and 24km from Midway International Airport. Sleeping up to eight guests, this spacious flat boasts a fully equipped kitchen (fridge, freezer, microwave), air conditioning, a shared garden with barbecue, and free street parking, plus optional garage parking for £24 per night.
9.7 55 reviews
Chicago, IL
23/07 – 25/07
290 €/nighttotal: 580 € (2 )
Chic 3br Unit W/ Lux Comfort
1 6
apartment , Chicago
This three-bedroom Chicago apartment, R24000120338, offers excellent guest reviews and is located in an unspecified district; further details regarding proximity to specific Chicago landmarks are unavailable. Sleeping up to seven guests, this self-catering flat boasts a fully equipped kitchen including a freezer, microwave, and dishwasher, along with air conditioning, a garden, and parking.
9.9 178 reviews
Chicago, IL
25/11 – 29/11
139 €/nighttotal: 556 € (4 )
Vintage Ukrainian Village Apartment
1 2
apartment , Chicago
This first-floor flat is situated in a hip Chicago neighbourhood, offering easy access to the city centre via public transport. The two-bedroom, one-bathroom apartment sleeps four, features a private balcony, dedicated workspace, and is well-equipped with modern conveniences including a fridge, microwave, and parking.
8.8 5 reviews
Chicago, IL
26/06 – 29/06
317 €/nighttotal: 951 € (3 )
Fully Furnished Rental In Old Town - 2 Beds - Unit 2r
2 2
apartment , Chicago
This Old Town Chicago flat is centrally located, a short distance from Michigan Avenue and Navy Pier, offering easy access to Lake Michigan and Millennium Park. The 88 square metre (947 square feet) two-bedroom, one-bathroom apartment sleeps four guests and includes a fully equipped kitchen, Wi-Fi, and air conditioning; optional paid parking is available nearby.
9.9 85 reviews
Chicago, IL
17/07 – 19/07
419 €/nighttotal: 838 € (2 )
Retro 2 Bedroom Bungalow In Chicago (Avondale)
1 4
apartment , Chicago
This Avondale apartment, situated in Chicago's northwest side near Milwaukee Avenue, offers easy access to diverse culinary options including Mexican restaurants and Polish delis, plus attractions such as The Brewed coffee shop and The Insect Asylum. This top-floor, two-bedroom flat sleeps four guests, featuring a full kitchen with dishwasher, air conditioning, free on-street parking nearby on Barry Street, and a pet-friendly policy (fee applies).
9.2 298 reviews
Chicago, IL
26/06 – 28/06
353 €/nighttotal: 706 € (2 )
Lively 2br Apt In Lincoln Square - Eastwood 47-1
1 2
apartment , Chicago
This apartment is conveniently located in the Ravenswood district, just a short distance from Wrigley Field and a range of other attractions, offering a peaceful escape from the city centre. It has received excellent ratings for its cleanliness, location, and overall experience. The flat is spacious, with 100 square metres of living space, and features two separate bedrooms for privacy. It is fully equipped with everything you need for a comfortable stay, including a kitchen with a dishwasher and oven, air conditioning, free Wi-Fi, and parking.
9.7 67 reviews
Chicago, IL
08/10 – 18/10
211 €/nighttotal: 2110 € (10 )
Cozy 1br Apartment In Prime Lakeview Location
1 1
apartment , Chicago
This Lakeview flat is situated on West Belmont Avenue, a short walk from Belmont Station (Brown, Purple and Red lines) and close to Belmont Harbour and Lincoln Park. The one-bedroom, one-bathroom apartment sleeps two, includes a fridge, microwave, dishwasher, air conditioning, internet access and permits up to two cats; nearby attractions include Wrigleyville and easy access to Lake Michigan.
This modern two-bedroom, two-bathroom house is ideally located on the border of Logan Square and Wicker Park, Chicago, a two-minute walk from the Western Blue Line 'L' train station, offering easy access to the city centre. The property boasts free garage parking, lightning-fast fibre optic WiFi, a fully equipped kitchen, and can comfortably accommodate four guests; optional cleaning services are available for stays exceeding one week.
10 17 reviews
Chicago, IL
19/06 – 21/06
439 €/nighttotal: 878 € (2 )
Chicago Home With Sauna - Walk To Cta And Metra
1 1
apartment , Chicago
This Chicago home, situated in the Montrose neighbourhood, offers easy access to the Montrose Blue Line station and is approximately 24km from O'Hare International Airport. The two-bedroom, one-bathroom property sleeps four, boasting a king-size bed, fully equipped kitchen, private garden with fire pit, on-site sauna and gym, and free on-street parking.
Best family friendly Chicago, IL Holiday Apartments and Self Catering Accommodations
Among the 10028 accommodations in Chicago, IL, here are the 4 best family friendly holiday apartments
9.8 98 reviews
Chicago, IL
10/07 – 10/08
126 €/nighttotal: 3906 € (31 )
Kng & Qn 2bdrm/18 Min To O’hare/1free Parking Spot
1 2
apartment , Melrose Park
This Melrose Park apartment is conveniently located near O'Hare International Airport and Allstate Arena, offering easy access to both Chicago city centre and its suburbs. The two-bedroom, one-bathroom flat sleeps five guests and includes a fully equipped kitchen, in-unit laundry, designated parking, and low-profile beds; nearby attractions include four major hospitals within a 12-kilometre radius.
10 1 review
Chicago, IL
11/07 – 17/07
564 €/nighttotal: 3384 € (6 )
Peaceful Oasis - Captivating Six-bedroom Escape
1 9
apartment , Chicago
This Logan Square apartment rental in Chicago is ideally situated in the trendy Logan Square neighbourhood, offering easy access to Chicago's attractions. Sleeping up to 12 guests across three self-contained units, each with two bedrooms and a bathroom, this six-bedroom, three-bathroom dwelling features a fully equipped kitchen, on-site laundry, parking for three cars, and a private backyard.
9.8 139 reviews
Chicago, IL
05/07 – 10/07
205 €/nighttotal: 1025 € (5 )
Wrigleyville Condo 2 Blks From Lake & Train
1 2
apartment , Chicago
This spacious East Lakeview apartment, a short 0.3km walk from the Sheridan Red Line and Lake Michigan, is ideally located near Wrigley Field and the nightlife of Wrigleyville and Boystown. The 93-square-metre one-bedroom, one-and-a-half-bathroom condo sleeps six, boasting a full kitchen, in-unit laundry, air conditioning, and proximity to amenities including Starbucks, a playground, and Montrose Beach (1.6km).
Chicago, IL
04/07 – 16/08
121 €/nighttotal: 5203 € (43 )
Cozy 2 Bedroom Single Residence Near The Historical Beverly Hills Community
2 1
apartment , Chicago
This two-bedroom apartment is situated in Roseland, a neighbourhood in Chicago, just a short distance from Lake Michigan and Grant Park. The area is known for its peaceful atmosphere and easy access to both natural beauty and urban attractions. The apartment is perfect for a family of four and features a fully equipped kitchen, two bathrooms, and air conditioning. Guests can enjoy free Wi-Fi, a comfortable living space, and the option of bringing their pets along.
Best Chicago, IL holiday apartments with a balcony
9.0 2 reviews
Chicago, IL
02/07 – 04/07
804 €/nighttotal: 1608 € (2 )
Inspiring Grotto Sleeps 10-20 Free Tv & Parking
4 2
apartment , Chicago
This spacious Chicago apartment, located near Fullerton Beach (a 1.9km walk), Wrigley Field (1.9km), and Lincoln Park Zoo (2.7km), offers easy access to popular attractions. The 186 square metre property boasts four bedrooms, two bathrooms, sleeps 10-20 guests, and includes a private garden, tennis court, free parking, and an electric vehicle charging point.
9.8 20 reviews
Chicago, IL
10/07 – 12/07
780 €/nighttotal: 1560 € (2 )
Promo 10% Weekly And 15% Monthly! Jacuzzi, King Beds, Easy Access To Dt Chicago!
4 3
apartment , Westchester
This four-bedroom house is located in Westchester, a suburb just west of Downtown Chicago, making it easy to reach the city centre. The property has received excellent ratings from previous guests. The apartment spans 186 square metres and comfortably accommodates up to 10 guests. It offers a range of amenities, including a jacuzzi, a spacious garden, and a games room, ensuring a relaxing and enjoyable stay for all.
10 1 review
Chicago, IL
25/08 – 29/08
310 €/nighttotal: 1240 € (4 )
Top Rated W/free Street Parking+ 2 King Beds 1 Single +In Unit-laundry +1.5 Bath
3 4
apartment , Dunning
This newly renovated Scandinavian-inspired flat is located in Dunning, Chicago, offering convenient access to cultural sites like the Chicago History Museum and Chicago Theatre, as well as landmarks such as the Merchandise Mart and Cloud Gate. This first-floor residence provides accommodation for up to five guests, featuring three bedrooms, private in-unit laundry, fast WiFi, smart TVs, and a large eat-in kitchen, with exclusive access through a private garage entrance.
Chicago, IL
19/06 – 20/06
1004 €/nightfor 1 night
New Elmhurst Gem|sleeps 10|game Room|near City Ctr
3 1
apartment , Elmhurst
This Elmhurst flat is situated within a 17-minute drive of the Donald E. Stephens Convention Centre and a 22-minute drive of the Allstate Arena, with parking provided on site. This 172 square metre residence accommodates up to six guests across three bedrooms and two bathrooms, featuring a garden, a billiard table, and a well-equipped kitchen with a microwave and oven.
Frequently asked questions about apartment rentals in Chicago, IL
What are the must-see attractions for a 2 days stay in Chicago, IL?
You can't miss the iconic Willis Tower for its views of the city. A visit to Millennium Park is a must, with the Cloud Gate sculpture (aka 'The Bean') and Crown Fountain. And no trip to Chicago is complete without a walk along Navy Pier, especially at night when the Ferris wheel lights up.
Which neighborhoods in Chicago, IL are best for renting an apartment?
For a vibrant, trendy atmosphere, check out Wicker Park or Bucktown. If you prefer a more relaxed vibe with easy access to nature, consider Lincoln Park or Lakeview. And for a more budget-friendly option, Logan Square or Pilsen are popular choices.
What are the best apartments with a pool in Chicago, IL?
What are the top cultural and historical sites in Chicago, IL?
The Art Institute of Chicago is a must-see for art lovers, with works from Monet, Picasso, and Van Gogh. For history buffs, the Field Museum houses dinosaur skeletons and ancient artifacts. And the Museum of Science and Industry offers interactive exhibits on everything from transportation to space exploration.
What are the best apartments with a jacuzzi in Chicago, IL?
Chicago is known for its stunning architecture, from the towering skyscrapers of the Loop to the charming brownstones of Lincoln Park. The city also boasts a world-class food scene, with deep-dish pizza, hot dogs, and Italian beef sandwiches being local favourites. And don't forget the vibrant music scene, with blues, jazz, and rock all having strong roots in the city.
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?
The Maxwell Street Market is a great place to find a mix of local crafts, produce, and street food vendors. For a more upscale experience, head to the Green City Market in Lincoln Park, which features local and organic produce, artisanal goods, and prepared foods. And for a taste of Mexican cuisine, check out the Pilsen Food Truck Festival.
What are the best pet friendly apartments in Chicago, IL?
How is the public transportation system in Chicago, IL?
Chicago has a well-developed public transportation system, with the 'L' (elevated train) and buses covering most of the city. The 'L' is particularly convenient for getting around downtown and the surrounding neighbourhoods. You can purchase a Ventra card for easy fare payments.
What are the best apartments with parking in Chicago, IL?
Which seasonal events or festivals should apartment renters look forward to in Chicago, IL?
In the summer, the Chicago Blues Festival is a must-see, while the Taste of Chicago food festival is a great way to sample local cuisine. In the autumn, the Chicago Marathon draws crowds of runners and spectators. And in the winter, the Christkindlmarket brings a touch of European charm to the city with its festive decorations and traditional treats.
What amenities are typically included in apartments in Chicago, IL?
Most apartments in Chicago come with basic amenities like central heating and air conditioning, in-building laundry facilities, and sometimes a fitness centre. Some high-end buildings may offer additional amenities like swimming pools, rooftop decks, and concierge services.
Destinations nearby
Best Chicago, IL holiday apartments with parking
9.7 278 reviews
Chicago, IL
21/06 – 23/06
138 €/nighttotal: 276 € (2 )
Trendy Chicago Apartment - Free Parking Spot
1 4
apartment , Chicago
This Logan Square flat is conveniently located near a Divvy bike station and the Bloomingdale Trail (the 606), offering easy access to Chicago's attractions. The two-bedroom apartment, sleeping four, boasts a well-equipped kitchen with retro fridge, high-speed internet, keyless entry, on-site laundry, and free parking; nearby activities include exploring the 606 Trail or cycling around the neighbourhood.
8.8 34 reviews
Chicago, IL
03/07 – 09/07
198 €/nighttotal: 1188 € (6 )
Experience Chicago Living Near United Center
3 5
apartment , Chicago
This Austin, Chicago condo, situated 11 kilometres from the city centre and 8 kilometres from the United Centre, offers easy access to public transport and major attractions including Michigan Avenue and Navy Pier. This three-bedroom apartment, boasting 93 square metres of space and sleeping up to six guests, includes a fully equipped kitchen, free on-street parking, and air conditioning; it's perfect for families or groups visiting the city.
9.8 4 reviews
Chicago, IL
18/06 – 19/06
780 €/nightfor 1 night
West Loop - City Views With In & Out Parking 5
1 4
apartment , Chicago
This West Loop flat offers city views and is situated within 2.4 kilometres of the Art Institute of Chicago and Willis Tower, with Union Station within walking distance. This spacious 125 square metre apartment accommodates up to 11 guests with four bedrooms and four bathrooms, featuring a fully equipped kitchen, air conditioning, and an on-site fitness centre.
9.8 486 reviews
Chicago, IL
23/09 – 24/09
208 €/nightfor 1 night
Restful Retreat Perfectly Located By Train+shops
1 2
apartment , Oak Park
This charming apartment is located in Oak Park, just a short walk from the Green Line train station and within easy reach of the village's best restaurants and shops. It has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay. The property is a spacious three-bedroom, two-bathroom home with ample space for up to seven guests. The apartment offers a range of amenities, including a well-equipped kitchen, air conditioning, parking, and internet access, making it an ideal choice for families or groups of friends.
Neighborhoods and points of interest in Chicago, IL
Best Chicago, IL holiday apartments with air conditioning
9.8 116 reviews
Chicago, IL
23/06 – 26/06
189 €/nighttotal: 567 € (3 )
The Sassy Sanctuary At Wrigley
1 2
apartment , Chicago
This Lakeview flat is ideally situated a short walk (under 1 km) from Wrigley Field and the Southport Corridor, offering easy access to the Red and Brown Line 'L' trains and numerous local attractions. The two-bedroom, one-bathroom apartment sleeps four guests and includes a fully equipped kitchen with dishwasher, air conditioning, and free membership to The Metropolitan co-working space in the Willis Tower; nearby activities include the Music Box Theatre and Boystown.
9.7 564 reviews
Chicago, IL
08/07 – 12/07
203 €/nighttotal: 812 € (4 )
Lovely Chicago Apt | Hip Location W/ Top Food
1 3
apartment , Chicago
This one-bedroom flat is situated in Chicago's Andersonville neighbourhood, just a short walk from Uptown's Asia on Argyle and a few minutes from Foster Beach and the Lakefront Trail. The apartment has received excellent ratings for location, cleanliness and overall experience. The flat has one bedroom and one bathroom, suitable for up to four guests. It comes equipped with a kitchen including a fridge, microwave oven and dishwasher, as well as air conditioning, parking and internet access.
Chicago, IL
19/06 – 21/06
2048 €/nighttotal: 4096 € (2 )
The Bernadin- Designer 3br City Center With Balcony
1 2
apartment , Chicago
This casino-equipped flat offers a central Chicago location, a 17-minute stroll to Oak Street Beach, and is situated near Water Tower Chicago and 360 Chicago. Spanning 149 square metres, this three-bedroom residence accommodates up to nine guests and boasts a patio with lake views, a hot tub, a fitness centre, and complimentary WiFi, with cycling opportunities nearby.
9.6 193 reviews
Chicago, IL
30/06 – 31/07
181 €/nighttotal: 5611 € (31 )
Charming|comfortable|1br|lincoln Square
1 1
apartment , Chicago
This one-bedroom flat is situated in Lincoln Square, a lively neighbourhood just a short walk from restaurants, breweries, the Davis Theater and unique shops. The apartment has received excellent ratings for its location, cleanliness and overall experience. The flat is located on the first floor and comfortably sleeps two guests. It comes with a fully equipped kitchen, a smart TV with Netflix, free on-street parking and air conditioning.
