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

Heart Of Andersonville 2br - Steps To Clark St - Chicago
10 20 reviews

Heart Of Andersonville 2br - Steps To Clark St

apartment, Chicago
This Andersonville flat is located a mere 5-minute walk from N Clark Street, placing you near Hopleaf and Anteprima, with the Argyle Red Line and Ravenswood Metra stations providing convenient travel to Downtown and Wrigleyville.
This 2-bedroom flat for 4 guests offers a private washer/dryer, an updated kitchen with a dishwasher and microwave, high-speed WiFi, and access to a shared 2-car garage (subject to confirmation) or ample street parking.
Mdrn Kid-friendly Apt|charming|private|sunny|fast Wi-fi| Parking - Chicago
9.6 26 reviews

Mdrn Kid-friendly Apt|charming|private|sunny|fast Wi-fi| Parking

apartment, Evanston
This Evanston apartment, situated approximately 4.8km from Lake Michigan and Northwestern University, offers easy access to Montrose Beach and Loyola University Chicago.
The three-bedroom, two-bathroom property sleeps twelve guests and boasts a fully equipped kitchen, private patio, free Wi-Fi, and parking, all within a family-friendly building.
Location! Location! 2bd 1bth Spacious Apartment! - Chicago
8.5 19 reviews

Location! Location! 2bd 1bth Spacious Apartment!

apartment, Chicago
This Chicago flat offers convenient access to landmarks such as Guaranteed Rate Field (2.2 kilometres), the Field Museum of Natural History (4.3 kilometres), and Union Station (4.7 kilometres), situated in a well-connected district.
This 48-square-metre apartment accommodates up to 7 guests across 2 bedrooms and 1 bathroom, featuring a fully equipped kitchen with a fridge and microwave, complimentary on-site parking, and free high-speed WiFi.
Oak Park 3000 Sq Ft, Sleep 16 - Chicago
10 6 reviews

Oak Park 3000 Sq Ft, Sleep 16

apartment, Oak Park
This six-bedroom apartment is situated in Oak Park, Illinois, a short distance from the Art Institute of Chicago and Rosemont Theatre, and within easy reach of Michigan Avenue, Navy Pier, United Center, and Soldier Field. This spacious and modern apartment, spanning 260 square metres, comfortably accommodates up to 16 guests and boasts a fully equipped kitchen, a serene outdoor space, and a range of amenities including a spa.

Best Chicago holiday apartments with a balcony

Chicago Boutique Hideaway Private Deck Fire Pit - Chicago
10 2 reviews

Chicago Boutique Hideaway Private Deck Fire Pit

apartment, Chicago
This two-bedroom flat is situated in Chicago's West Town district, offering immediate access to local boutiques and eateries, with Wicker Park, West Loop, and downtown Chicago reachable within 12 minutes by car or via the Blue Line.
The 51 square meter property accommodates up to five guests with a modern, fully equipped kitchen, a private outdoor patio, and keyless entry, while a dedicated local team provides assistance and recommendations for nearby attractions such as Beatnik and Forbidden Root Brewery.
West Loop 2br, Walk To Top Restaurants, Sleeps 5 - Chicago
No reviews

West Loop 2br, Walk To Top Restaurants, Sleeps 5

apartment, Chicago
This West Loop flat is ideally situated near Greektown, the University of Illinois Chicago campus, and the United Center, offering easy access to the Willis Tower.
The 100 square metre (1076 square foot) property features two queen bedrooms with en-suite bathrooms, a further rollaway bed, a high-end kitchen, building amenities including a fitness centre and sky terrace, and a private balcony; sleeping up to five guests.
Blueground | West Loop, Pool, Nr Union Park - Chicago
No reviews

Blueground | West Loop, Pool, Nr Union Park

apartment, Chicago
This two-bedroom flat is situated in Chicago's West Loop, a district renowned for its culinary scene, a 5-10 minute walk from Union Station and close to Millennium Park and Lake Michigan.
This 100 square metre apartment accommodates up to four guests and features a fully equipped kitchen, in-apartment laundry, building amenities including a swimming pool, and welcomes pets with potential fees.
70 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests - Chicago
No reviews

70 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests

apartment, Oak Park
Book this vacation rental for 4 people. You will be located in Oak Park.
Services and facilities include rooms suitable for events, a terrace and a freeze. Take advantage of the Free Parking with this accommodation.

Popular destinations

Best Chicago holiday apartments with parking

4br Modern Urban Escape, Walk To Zoo, Lakefront & Red Line - Chicago
9.4 10 reviews

4br Modern Urban Escape, Walk To Zoo, Lakefront & Red Line

apartment, Chicago
This four-bedroom corporate apartment in Chicago's Near North Side offers prime access to Old Town, Lincoln Park, and the Clybourn Corridor, situated just 500 meters from New City shopping plaza and a short walk from the Second City Theater, with the North Branch Trail leading to the lakefront and multiple public transport options including the Red Line train for direct routes downtown.
The 112 square meter dwelling accommodates up to ten guests with four bedrooms, including two en-suite suites, a fully equipped kitchen featuring stainless steel appliances, and in-unit laundry, all complemented by spectacular city views and high-speed internet.
Bienvenu Chez Moi - Chicago
9.6 193 reviews

Bienvenu Chez Moi

apartment, Chicago
This Roscoe Village flat is situated in a 137-year-old cottage, conveniently located near Lake Michigan and parks, offering easy bus/train access (30-40 minute journey) to Chicago city centre and O'Hare International Airport.
The renovated one-bedroom apartment sleeps four, featuring a spacious kitchen with stainless steel appliances, a washer/dryer, a comfortable living room with a smart TV, and a patio; free on-street parking is available nearby.
Brown Line Lounge | Curated Moody - Chicago
No reviews

Brown Line Lounge | Curated Moody

apartment, Chicago
This North Center flat is situated near breweries on Malt Row, a short walk to Lincoln Square and Southport Corridor, under 3.2 kilometres from Montrose Beach, and 320 metres from the Irving Park 'L' Brown Line station, offering a 30-minute commute to Michigan Avenue.
This 115 square metre dwelling offers three bedrooms and two bathrooms for up to six guests, featuring air conditioning, a garden, parking, a kitchen with a fridge, microwave oven, and dishwasher, and includes amenities to mitigate 'L' train noise.
Relax Near Wrigleyville W 1 Parking Spot Included! - Chicago
9.5 31 reviews

Relax Near Wrigleyville W 1 Parking Spot Included!

apartment, Chicago
This Lakeview duplex, near Wrigley Field and Boystown, offers easy access to the Museum Campus and Riverwalk, all within a few kilometres.
The four-bedroom, two-bathroom apartment sleeps eight, features in-unit laundry, a fully equipped kitchen, and a smart TV, plus free street parking and paid Spot Hero parking options are available.

Best Chicago holiday apartments with air conditioning

Remodel Clean One Bedroom W/parking & Laundry - Chicago
9.9 19 reviews

Remodel Clean One Bedroom W/parking & Laundry

apartment, Chicago
This one-bedroom apartment is located in a convenient neighbourhood close to public transport, a supermarket, shops, and restaurants. It has received excellent ratings for cleanliness, location, and user experience.
The flat is suitable for two guests and includes a fully equipped kitchen with a fridge, microwave, and dishwasher. It also features a washer and dryer, a 50-inch TV, high-speed Wi-Fi, a dedicated workspace, and extra towels and bedding.
Newly Renovated, Spacious 2br In Andersonville - Chicago
10 169 reviews

Newly Renovated, Spacious 2br In Andersonville

apartment, Chicago
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.
Sleeps 7  Logan Sq  606 & Humboldt  Walkable - Chicago
9.7 7 reviews

Sleeps 7 Logan Sq 606 & Humboldt Walkable

apartment, Chicago
This two-bedroom flat in Chicago is situated in an artsy and walkable district, just 100 metres from a major park, the 606 trail, and the "Swan Boats".
This accommodation sleeps six guests and offers two living rooms, a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, and window air conditioning units.
Near Mccormick Place And Minutes From Downtown! - Chicago
9.7 394 reviews

Near Mccormick Place And Minutes From Downtown!

apartment, Chicago
This Chicago apartment is excellently located near McCormick Place, Mercy Hospital, and the city centre, with Chinatown easily accessible.
The one-bedroom flat offers a spacious living/dining area, sleeps up to five guests with a bed, air mattress and sofa bed, and includes a fully equipped kitchen with fridge, microwave, and dishwasher, plus air conditioning and parking.
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