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 13595 accommodations in Chicago, here are the 4 best family friendly apartments

Luxury Fulton Market Penthouse Amazing City Views - Chicago
9.7 147 reviews

Luxury Fulton Market Penthouse Amazing City Views

apartment, Chicago
This four-bedroom, four-bathroom penthouse loft is situated in Chicago's Fulton Market district, offering easy access to the city's nightlife and cultural attractions.
The 325-square-metre property boasts a chef's kitchen with Viking appliances, a private gym with a Peloton bike, and sleeps sixteen people comfortably, with free on-site parking; it's perfect for large groups visiting the city.
Spacious 3br Duplex For Groups-near Airport & Downtown-cozy & Quiet - Chicago
9.8 119 reviews

Spacious 3br Duplex For Groups-near Airport & Downtown-cozy & Quiet

apartment, Chicago
This Chicago apartment rental, situated in the Jefferson Park neighbourhood, is conveniently located within 24km of O'Hare International Airport and a short distance from the Jefferson Park Transit Center.
The 265 square metre, three-bedroom duplex boasts two bathrooms, sleeps six guests, and features a fully equipped kitchen, garden access, parking, high-speed internet, and a shared laundry room.
Spacious 5 Br / King Size Beds + Private Parking! - Chicago
9.8 23 reviews

Spacious 5 Br / King Size Beds + Private Parking!

apartment, Chicago
This five-bedroom, three-bathroom apartment in Chicago's East Garfield Park neighbourhood is situated 0.8 km from the Green Line CTA station, offering easy access to the city centre and attractions such as the Garfield Park Conservatory (1.4 km away).
The 149 square metre property sleeps twelve guests and boasts a fully equipped kitchen, including a dishwasher; a garden and spa; and parking, plus excellent guest reviews.
Chicago Bell Comfort In The City Large 3brm - Chicago
9.6 150 reviews

Chicago Bell Comfort In The City Large 3brm

apartment, Chicago
This spacious three-bedroom apartment, perfect for families, is situated in the South Chatham neighbourhood of Chicago, offering easy access (within 0.8-1.6km) to the Red Line, Metra, and institutions such as the University of Chicago and Jackson Park Hospital.
The 158m² property boasts a well-equipped kitchen, a large backyard deck with BBQ, a 55-inch TV, and sleeps up to six guests, with added security features including gated access and video surveillance.

Best Chicago holiday apartments with a balcony

Landing Stunning 1bd Rooftop Lounge - Chicago
No reviews

Landing Stunning 1bd Rooftop Lounge

apartment, Chicago
This one-bedroom flat in Chicago is situated a 9-minute walk from the United Centre and within 4.8 kilometres of downtown attractions including the CIBC Theatre and the Art Institute of Chicago.
This 59 square metre apartment offers a private balcony, a fully equipped kitchen, air conditioning, complimentary WiFi, and access to building amenities such as a gym and rooftop lounge, with a guest capacity of three.
Downtown 3bd Penthouse Lake Mich Views Plus Gym #13 - Chicago
9.5 2 reviews

Downtown 3bd Penthouse Lake Mich Views Plus Gym #13

apartment, Chicago
This downtown Chicago penthouse offers direct Lake Michigan views and is located 1.1 kilometres from DePaul University and 1.1 kilometres from the Art Institute of Chicago, a 10-minute walk from Grant Park.
This spacious 3-bedroom flat, accommodating up to 9 guests, features a balcony with lake vistas, a fully equipped kitchen, air conditioning, free WiFi, and access to an on-site fitness centre.
Lincoln Park Single Family Home - Chicago
9.8 315 reviews

Lincoln Park Single Family Home

apartment, Chicago
This spacious house in Lincoln Park is ideally located just 15 blocks from Wrigley Field, 5 blocks from the Kennedy Expressway, and 6 blocks from the EL, making it easy to explore the city. Guests have consistently rated this property excellent for its location, cleanliness, and overall experience.
This four-bedroom home spans 390 square metres and comfortably accommodates up to 24 guests. The house offers a range of amenities, including a private garage, a fully equipped kitchen, a jacuzzi, a terrace, a garden, and a spa, ensuring a relaxing and enjoyable stay.
South Loop 2br Skyline Views - 5 Min To Grant Park - Chicago
No reviews

South Loop 2br Skyline Views - 5 Min To Grant Park

apartment, Chicago
This two-bedroom flat is situated in Chicago's South Loop, a five-minute walk from Grant Park and the Art Institute of Chicago, and a ten-minute walk from DePaul University.
This 112 square metre residence offers accommodation for up to 15 guests, featuring a fully equipped kitchen, private balcony with city views, on-site fitness centre, billiards, table tennis, and private parking.

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Best Chicago holiday apartments with parking

Cozy Home Near Ohare Fast Internet - Chicago
9.2 137 reviews

Cozy Home Near Ohare Fast Internet

apartment, Des Plaines
This Des Plaines property is conveniently located just a short distance from O'Hare Airport, Allstate Arena, and Rivers Casino, making it an ideal choice for travellers seeking easy access to these attractions. The surrounding neighbourhood is safe and peaceful, offering a relaxing atmosphere. The property has consistently received excellent ratings from guests for its cleanliness, location, and overall experience.
The house features three bedrooms and two bathrooms, comfortably accommodating up to six guests. The property offers a range of amenities, including a fully equipped kitchen, a spacious backyard with a gas grill, and free parking, ensuring a comfortable and enjoyable stay.
Luxury Designer Apartment 802| Gold Coast/old Town - Chicago
9.9 27 reviews

Luxury Designer Apartment 802| Gold Coast/old Town

apartment, Chicago
This newly refurbished loft flat is located in Chicago's Gold Coast and Old Town districts, a few steps from Michigan Avenue, Lake Michigan, and Wells Street.
This accommodation for up to 8 guests offers 2 bedrooms, 2 bathrooms, a full gym, a rooftop sundeck, and one complimentary parking space, with a chef's kitchen and city views.
Private Basement Suite-completely Separate From The Rest Of The House - Chicago
10 3 reviews

Private Basement Suite-completely Separate From The Rest Of The House

apartment, Chicago
This one-bedroom flat in Chicago's Chatham district offers direct access to the city centre via the 95th Street Red Line, situated just a few houses from Tuley Park and within easy reach of essential amenities including grocery stores, pharmacies, and various eateries.
The accommodation provides reliable high-speed Wi-Fi, a fully equipped kitchen, and comfortable sleeping arrangements for up to two guests, with an air mattress available for a third, and monthly discounts are offered for longer stays.
Home Sweet Home - Chicago
9.1 61 reviews

Home Sweet Home

apartment, Broadview
This two-bedroom apartment in Broadview, sleeps five and offers a peaceful setting ideal for families, including a kitchen with a fridge and microwave, air conditioning and internet access; pet-friendly.
Further details regarding the precise location within Broadview, amenities, and proximity to local attractions are needed to complete the description.

Best Chicago holiday apartments with air conditioning

Spacious 3 Bedroom Apartment - 10 Minutes To Downtown - Sleeps Up To 10 - Chicago
10 2 reviews

Spacious 3 Bedroom Apartment - 10 Minutes To Downtown - Sleeps Up To 10

apartment, Chicago
This spacious Chicago apartment, located in Brighton Park, is 5.6km from the city centre, 15 minutes' drive from Millennium Park and Soldier Field, and a short distance from Guaranteed Rate Field.
The 88-square-metre flat sleeps 8-10 guests, offering one king bed, one queen bed, twin bunk beds, a sofa bed, a futon, and a queen-size air mattress, alongside four smart TVs, fast Wi-Fi, and ample space for families or large groups.
New Apartment W/patio & Backyard - Chicago
9.9 35 reviews

New Apartment W/patio & Backyard

apartment, Chicago
This Jefferson Park flat is situated approximately 0.5km from the CTA Blue Line and Mariano's grocery store, offering easy access to I-90 & I-94 for a 20-30 minute commute to Chicago's city centre.
The two-bedroom, one-bathroom apartment sleeps four guests and boasts a spacious kitchen with a centre island, private balcony, rare backyard access, and fast Wi-Fi.
Modern 1-bedroom W/ Off-street Parking Space - Chicago
9.9 137 reviews

Modern 1-bedroom W/ Off-street Parking Space

apartment, Chicago
This one-bedroom flat is located in the Logan Square neighbourhood, just 1.1 kilometres from both the Belmont and Logan Square Blue line stations, making it easy to explore the city. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The flat is ideal for a group of three and comes with a fully-equipped kitchen including a fridge, freezer, microwave oven, and dishwasher. Guests can enjoy modern amenities such as in-unit laundry, high-speed internet, and air conditioning, as well as a peaceful garden.
Near Zoo And Beach  Reading Nook + Parking - Chicago
8.0 5 reviews

Near Zoo And Beach Reading Nook + Parking

apartment, Chicago
This newly renovated three-bedroom flat is located in Chicago's Lincoln Park district, a few minutes' walk from North Avenue Beach and Lincoln Park Zoo, with convenient public transport links.
This accommodation offers 93 square metres of space, sleeping up to eight guests across three bedrooms and a sofa bed, and includes a fully equipped kitchen, complimentary Wi-Fi, in-unit laundry, and on-site parking for one vehicle, with pets welcome subject to restrictions.
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