Apartment rentals in Chicago

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Chicago apartments
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Apartments in Chicago

Best family-friendly Chicago holiday apartments

Among the 10028 accommodations in Chicago, here are the 4 best family friendly apartments

Wicker Park - Garden At The Heart Of It All - Chicago
9.8 234 reviews
Chicago
24/07 – 26/07
IDR 4356782/total: IDR 8713564 (2 )

Wicker Park - Garden At The Heart Of It All

1 2
apartment , Chicago
This Wicker Park flat is situated less than 0.16 km from the train station, offering easy access to downtown Chicago (within 24 km) and O'Hare International Airport (within 32 km).
The two-bedroom, one-bathroom apartment sleeps three, features a fully equipped kitchen, garden, fitness centre, parking, and boasts a rotating collection of local Chicago artwork, alongside a shared outdoor space with a fire pit.
Stylish 2br Apartment With Patio And Gym Near Mccormick Place & Lakefront Trail - Chicago
8.0 4 reviews
Chicago
21/08 – 01/09
IDR 6022404/total: IDR 66246444 (11 )

Stylish 2br Apartment With Patio And Gym Near Mccormick Place & Lakefront Trail

2 2
apartment , Chicago
This Near South Side Chicago flat is conveniently located a short walk from State Street and Wintrust Arena, and within 1.6km of McCormick Place and Soldier Field.
The 79 square metre, two-bedroom, two-bathroom apartment sleeps six, features a fully equipped kitchen, in-unit laundry, free Wi-Fi, a terrace, garden access, and a fitness centre; parking is also available.
Private Parking/comfy Bed/25mins To Ord>mdw>dt>hosp - Chicago
9.8 30 reviews
Chicago
01/07 – 31/07
IDR 3201705/total: IDR 96051150 (30 )

Private Parking/comfy Bed/25mins To Ord>mdw>dt>hosp

1 1
apartment , Berwyn
This one-bedroom flat is situated in Berwyn, a short walk from the BNSF Metra station and a 10-minute drive from Oak Park, Little Village, and the Chicago Zoo. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The flat features a well-equipped kitchen with a fridge, freezer, and microwave oven, allowing guests to prepare their own meals. Modern amenities include a comfortable queen bed, a 50-inch TV with streaming services, fast Wi-Fi, a spa, and parking, ensuring a comfortable stay.
Chicasa Wicker Park Paradise - Chicago
10 47 reviews
Chicago
30/08 – 02/09
IDR 7036728/total: IDR 21110184 (3 )

Chicasa Wicker Park Paradise

1 6
apartment , Chicago
This Chicago condo is situated near the Division Blue Line station, a 1.4km walk, providing easy access to the city centre and O'Hare International Airport, and close to the neighbourhoods of Wicker Park and Ukrainian Village.
The two-level property offers 2 bedrooms, 2 bathrooms, and sleeps 8 guests, boasting a rooftop terrace with BBQ facilities, two fireplaces, two living rooms, and high-end amenities including a Nespresso machine and four TVs.

Best Chicago holiday apartments with a balcony

Gilded Age Gold Coast Mansion With Parking, Deck, Fireplaces - Chicago
9.6 10 reviews
Chicago
11/09 – 13/09
IDR 79106064/total: IDR 158212128 (2 )

Gilded Age Gold Coast Mansion With Parking, Deck, Fireplaces

6 11
apartment , Chicago
This Gold Coast mansion, a historic Gilded Age Romanesque Revival property, is situated a short walk from Rush Street, Division Street, Oak Street Beach, and Michigan Avenue.
This six-bedroom residence sleeps up to 26 guests, offering a fully equipped kitchen, two sets of laundry facilities, free Wi-Fi, and a garage with one parking space, plus additional amenities including a worry-free cleaning package.
Casa 22 Luxury & Modern 3bd 2ba Home In Skokie - Chicago
9.8 23 reviews
Chicago
10/07 – 12/07
IDR 21796487/total: IDR 43592974 (2 )

Casa 22 Luxury & Modern 3bd 2ba Home In Skokie

3 5
apartment , Skokie
This Skokie holiday home is situated 4.2km from Milwaukee Avenue and 9.7km from Lake Michigan, offering easy access to Chicago attractions within a 24km radius.
This 342-square-metre property boasts three bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen, jacuzzi, fitness centre, private patio, and free Wi-Fi.
Wrigley Oasis! Steps From The Field! - 3bd 1ba - Chicago
9.7 238 reviews
Chicago
22/06 – 24/06
IDR 8268454/total: IDR 16536908 (2 )

Wrigley Oasis! Steps From The Field! - 3bd 1ba

3 2
apartment , Chicago
This apartment is located in the Lakeview neighbourhood of Chicago, just 0.5km from Wrigley Field and a short drive from Montrose Beach, making it ideal for exploring the city's vibrant atmosphere and attractions. It has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This three-bedroom flat with one bathroom is 111 square metres in size and can accommodate up to six guests. It comes with a fully equipped kitchen, a terrace, a garden, a spa, and parking, as well as air conditioning and free Wi-Fi, making it perfect for families or groups travelling to Chicago.
Comfort West Urban Chicago Loft House - Chicago
10 5 reviews
Chicago
19/07 – 24/07
IDR 6113724/total: IDR 30568620 (5 )

Comfort West Urban Chicago Loft House

3 4
apartment , Chicago
This West Chicago flat offers a convenient base, situated between 10.9 and 14.3 kilometres from the United Centre, Wrigley Field, Lincoln Park Zoo, Water Tower, Union Station, and 360 Chicago, with direct access to a private terrace.
This air-conditioned flat, spanning 125 square metres and accommodating up to 11 guests, features a fully equipped kitchen, complimentary private parking, and free WiFi, making it ideal for self-catering stays.

Destinations nearby

Best Chicago holiday apartments with parking

Luxury 2br | Mccormick, Lakefront, Parking & Gym - Chicago
9.7 141 reviews
Chicago
06/08 – 13/08
IDR 5387693/total: IDR 37713851 (7 )

Luxury 2br | Mccormick, Lakefront, Parking & Gym

1 2
apartment , Chicago
This apartment is located in Chicago's South Loop district, just a short walk from McCormick Place and a quick Uber ride to downtown attractions. The apartment has received excellent ratings for its location, cleanliness, and overall experience, making it a great choice for travellers.
The apartment is spacious, with two bedrooms, two bathrooms, and a floor area of 88 square metres, allowing for comfortable accommodation for up to six guests. It offers a range of amenities, including a fully equipped kitchen, a gym, and a terrace, ensuring a comfortable and enjoyable stay for all.
Bucktown Private Condo - Chicago
9.3 40 reviews
Chicago
15/09 – 19/09
IDR 5748347/total: IDR 22993388 (4 )

Bucktown Private Condo

2 3
apartment , Chicago
This Bucktown condo, situated in Chicago's trendy Bucktown neighbourhood, is approximately 5km from Wrigley Field, 3.5km from Lincoln Park Zoo, and 4.5km from the United Centre.
The 106-square-metre property features two bedrooms, one bathroom, sleeps seven guests, and includes a fully equipped kitchen, terrace, garden, parking, and free Wi-Fi.
29th Floor 2br Grant Park Suite With Balcony, Gym - Chicago
Chicago
19/06 – 21/06
IDR 18830500/total: IDR 37661000 (2 )

29th Floor 2br Grant Park Suite With Balcony, Gym

2 4
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.
Foundry Unmatched Skyline Views At Lincoln Park - Chicago
9.3 18 reviews
Chicago
20/06 – 22/06
IDR 25587247/total: IDR 51174494 (2 )

Foundry Unmatched Skyline Views At Lincoln Park

2 2
apartment , Chicago
This two-bedroom apartment is located in Lincoln Park, Chicago, just 2.7 kilometres from Lincoln Park Zoo and Oak Street Beach, offering easy access to the city's attractions and green spaces. It has received excellent ratings for location, cleanliness, and user experience.
The apartment comfortably accommodates four guests and features a well-equipped kitchen, two bathrooms, and a terrace or balcony. Guests can enjoy amenities such as a swimming pool, parking, and free Wi-Fi, as well as a range of leisure options including a coffee bar, spa, lounge, and golf facilities.

Best Chicago holiday apartments with air conditioning

Modern 2br Apt | Free Parking & Pet-friendly - Chicago
10 4 reviews
Chicago
30/06 – 31/08
IDR 2744469/total: IDR 170157078 (62 )

Modern 2br Apt | Free Parking & Pet-friendly

1 2
apartment , Chicago
This stylish, newly built (2023) two-bedroom garden flat is located in the Woodlawn neighbourhood of Chicago, close to the University of Chicago and Jackson Park, offering easy access to Lake Michigan and public transport.
The fully furnished 2-bathroom dwelling, sleeping up to four guests in two queen-size beds, boasts a dedicated workspace, in-unit laundry, a private outdoor space, and smart technology including a Keurig coffee machine and fireplace; SimpliSafe security system is also provided.
Condo In Chicago Bronzeville 9 Mins To Downtown #3 - Chicago
9.8 29 reviews
Chicago
22/06 – 26/06
IDR 4567884/total: IDR 18271536 (4 )

Condo In Chicago Bronzeville 9 Mins To Downtown #3

1 4
apartment , Chicago
This Bronzeville penthouse apartment, a two-minute walk from the Green Line and 1.6km from downtown Chicago, offers easy access to 31st Street Beach (1.6km) and the Museum Campus (2.4km).
Sleeping up to seven guests, this three-bedroom, two-bathroom dwelling boasts a fully equipped kitchen, free street parking, and self check-in; amenities include fast Wi-Fi, and central heating and cooling.
Best Location In Chicago! Superhost - Chicago
10 104 reviews
Chicago
09/09 – 22/12
IDR 2254056/total: IDR 234421824 (104 )

Best Location In Chicago! Superhost

1 2
apartment , Chicago
This Wicker Park flat is located less than 100 metres from Division Street's restaurants and bars, directly opposite a park, and a five-minute walk to the Blue Line, offering direct access to O'Hare Airport and downtown Chicago.
This newly redecorated one-bedroom flat, which has a second bedroom converted into a walk-in closet, accommodates up to three guests and features a private outdoor patio, WiFi, Cable TV, a Nespresso machine, and coin laundry facilities in the basement, with Divvy bike share available 50 metres away.
Cozy And Intimate 1br In Lively Lincoln Square - Chicago
8.8 3 reviews
Chicago
20/07 – 15/08
IDR 6786968/total: IDR 176461168 (26 )

Cozy And Intimate 1br In Lively Lincoln Square

1 2
apartment , Chicago
This Lincoln Square flat is located 8.2 kilometres from Millennium Park and the Chicago History Museum, with the Brown Line providing direct transit to Wrigleyville and downtown Chicago.
This 60 square metre flat offers private access for two guests, featuring a kitchen equipped with a fridge, microwave, and dishwasher, air conditioning, and free street parking.
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