Best apartment offers in Chicago, IL

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Chicago, IL apartments
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13595 Best apartments in Chicago, IL

Best family friendly Chicago, IL Holiday Apartments and Self Catering Accommodations

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

Stunning 3 Br In Prime Chicago Location! - Chicago, IL
9.7 235 reviews

Stunning 3 Br In Prime Chicago Location!

apartment, Chicago
This three-bedroom Lincoln Park condo offers easy access to Chicago's attractions, being within 8km of Wrigley Field, Navy Pier, and the Art Institute of Chicago.
The 3-bathroom apartment sleeps six, features a fully equipped kitchen, private patio, shared garden, parking, and high-speed internet, ensuring a comfortable stay.
Safe And Spacious 2 Bedroom Apartment - Chicago, IL
9.9 120 reviews

Safe And Spacious 2 Bedroom Apartment

apartment, Chicago
This spacious Chicago apartment, registration number R23000105473, is situated in the North Center neighbourhood, a short walk from the Brown Line 'L' train and numerous local amenities.
The two-bedroom, one-bathroom garden flat sleeps five, offering a full kitchen with dishwasher, in-unit laundry, and a private garden; nearby attractions include various shops, restaurants, and pubs.
Group-friendly 2br With Optional Parking And Gym Access Near Mccormick Place And Soldier Field - Chicago, IL
8.5 10 reviews

Group-friendly 2br With Optional Parking And Gym Access Near Mccormick Place And Soldier Field

apartment, Chicago
This Chicago apartment is conveniently located near the Field Museum (2.3 km), the Art Institute of Chicago (2.9 km), and the Chicago Symphony Orchestra (2.9 km).
The 74-square-metre two-bedroom, two-bathroom flat sleeps up to eight guests and offers free Wi-Fi, a fully equipped kitchen, on-site parking, a fitness centre, and a patio with city views.
South Loop 2br Near Mccormick & Lakefront W/ Patio - Chicago, IL
9.5 147 reviews

South Loop 2br Near Mccormick & Lakefront W/ Patio

apartment, Chicago
This Chicago apartment is ideally located on Michigan Avenue, a short walk from McCormick Place convention centre and a tube station, offering easy access to Soldier Field and the Museum Campus.
The two-bedroom, two-bathroom dwelling sleeps six guests comfortably, boasting a fully equipped kitchen, private patio with city views, in-unit laundry, and access to an on-site fitness centre; optional parking is available at £24 per day.

Best Chicago, IL holiday apartments with a balcony

4br Apt Same Floor Combo Group Stays Top Amenities - Chicago, IL
No reviews

4br Apt Same Floor Combo Group Stays Top Amenities

apartment, Chicago
This spacious flat is situated in Chicago's Fulton Market district, a short 700-metre walk from Union Park and Google HQ, and a brief drive from Willis Tower and Millennium Park.
This residence accommodates up to 10 guests across two apartments, boasting four bedrooms, four bathrooms, a chef's kitchen, private balconies with skyline views, and access to extensive amenities including a pool, spa, and fitness centre.
Charming 2 Br Apartment Near Lincoln Park Zoo In Historic Building - Chicago, IL
10 23 reviews

Charming 2 Br Apartment Near Lincoln Park Zoo In Historic Building

apartment, Chicago
This Lincoln Park flat is ideally located a 5-minute walk (approximately 0.8 km) from Lincoln Park Zoo, Lake Michigan, and numerous restaurants.
The two-bedroom apartment, sleeping five, boasts a private deck overlooking a courtyard, a fully equipped kitchen, and family-friendly amenities including a high chair and travel cot; nearby attractions include the Chicago Theatre, Art Institute of Chicago, Field Museum, and Museum of Science and Industry.
Home Away From Home Unit. - Chicago, IL
No reviews

Home Away From Home Unit.

apartment, Chicago
This three-bedroom flat is located in Chicago's West Town district, placing it 4.8 kilometres from Millennium Park and 4.2 kilometres from Lake Michigan, with the Field Museum of Natural History and the Museum of Science and Industry also within easy reach.
This residence offers accommodation for up to six guests and includes internet, air conditioning, a balcony, and parking, providing a comfortable base for exploring attractions such as the United Center and Wrigley Field.
4br Modern Urban Escape, Walk To Zoo, Lakefront & Red Line - Chicago, IL
9.6 15 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.

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 two-day trip, you absolutely must visit the iconic Willis Tower, formerly known as the Sears Tower, for incredible views of the city. You'll also want to wander through Millennium Park and see the Cloud Gate sculpture, nicknamed 'The Bean'. And no visit to Chicago is complete without a stroll along the Magnificent Mile, a stretch of North Michigan Avenue known for its high-end shopping and dining.
  • Which neighborhoods in Chicago, IL are best for renting an apartment?

    For a great mix of vibrancy and convenience, consider renting in the West Loop, River North, or Lincoln Park. These neighbourhoods offer easy access to public transport, fantastic restaurants, and a variety of shops and entertainment options.
  • What are the top cultural and historical sites in Chicago, IL?

    Chicago is packed with cultural gems! You'll want to check out the Art Institute of Chicago, home to world-renowned art collections, and the Field Museum, where you can explore natural history exhibits. For a dose of history, visit the Chicago Cultural Center, a stunning building with beautiful stained glass windows and free cultural events.
  • What makes Chicago, IL unique or famous?

    Chicago is known for its stunning architecture, with iconic skyscrapers like the Willis Tower and the John Hancock Center. It's also famous for its deep-dish pizza, a culinary tradition unique to the city. And don't forget the Chicago River, which flows through the heart of the city and is a popular spot for boat tours and water taxis.
  • Where can you find the best local markets and street food in Chicago, IL?

    For a true taste of Chicago, head to Maxwell Street Market, a bustling open-air market with a wide variety of street food vendors. You can also find great local produce and artisanal goods at the Green City Market, held in various locations throughout the city during the warmer months.
  • How is the public transportation system in Chicago, IL?

    Chicago has a comprehensive public transport system, with the 'L' train, buses, and a network of commuter trains. It's a great way to get around the city, especially if you're staying in a central neighbourhood. Just be sure to get a Ventra card for easy payment.
  • Which seasonal events or festivals should apartment renters look forward to in Chicago, IL?

    Chicago comes alive with festivals throughout the year! In the summer, you'll want to check out the Chicago Air and Water Show, a spectacular display of aviation and watercraft. And during the winter, the Christkindlmarket, a traditional German Christmas market, brings a festive atmosphere to the city.
  • What amenities are typically included in apartments in Chicago, IL?

    Most apartments in Chicago include basic amenities like central heating and air conditioning, a refrigerator, stove, and oven. Depending on the building and the price, you might also find in-building laundry facilities, a fitness centre, and a rooftop deck.
  • What leisure activities are available for relaxation in Chicago, IL?

    Chicago offers plenty of relaxation options! You can stroll through Lincoln Park, a sprawling green space with a zoo, a conservatory, and a lakefront. Or, for a more urban experience, head to the Chicago Riverwalk, a scenic path along the river where you can enjoy views of the city skyline.

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Best Chicago, IL holiday apartments with parking

In Artistic Pilsen~continental Breakfast~near Dwtn - Chicago, IL
9.6 235 reviews

In Artistic Pilsen~continental Breakfast~near Dwtn

apartment, Chicago
This Pilsen flat is situated in Chicago's Pilsen neighbourhood, a short distance from the city centre and attractions such as the Shedd Aquarium and United Center.
The ground-floor property offers a spacious layout comprising a living room, dining room, two bedrooms, and one bathroom, accommodating up to four guests and including a full kitchen, complimentary continental breakfast on arrival, and street parking with a permit.
The Perla® - Luxury Highrise W/ City Views, Gym - Chicago, IL
10 6 reviews

The Perla® - Luxury Highrise W/ City Views, Gym

apartment, Chicago
This downtown Chicago flat is ideally situated within a 1-2.4 kilometre radius of Michigan Avenue, Navy Pier, Millennium Park, and the Museum of Contemporary Art.
The one-bedroom, one-bathroom apartment sleeps three guests and boasts a fully equipped kitchen, in-unit laundry, two Smart Roku TVs, and access to a swimming pool, jacuzzi, fitness centre, and parking.
2mi To Obama Center - Pet-friendly Near Uoc! - Chicago, IL
9.4 3 reviews

2mi To Obama Center - Pet-friendly Near Uoc!

apartment, Chicago
This Woodlawn, Chicago flat is situated near Lake Michigan and Grant Park, approximately 3.2km from the Museum of Science and Industry and 4.8km from the Obama Presidential Center.
The 74 square metre ground-floor apartment sleeps four, offering two bedrooms, one bathroom, a private fenced yard, parking, and amenities including a Smart TV, workspace, washer/dryer, and complimentary toiletries.
Chez Wrigley - Ooh La La! - Sleeps 1-4 - Chicago, IL
9.8 193 reviews

Chez Wrigley - Ooh La La! - Sleeps 1-4

apartment, Chicago
This Chicago apartment rental is situated in the Irving Park neighbourhood, 1.1 kilometres from Lake Michigan and a short walk from the Sheridan Red Line and Irving Park bus routes.
The one-bedroom, two-bathroom flat sleeps four guests and boasts modern amenities including two smart TVs, high-speed Wi-Fi, and a fully equipped kitchen; nearby attractions include the lakefront and Divvy bike rentals.

Best Chicago, IL holiday apartments with air conditioning

Lakeview 1br Apt Near Wrigley & Lake Michigan - Chicago, IL
10 4 reviews

Lakeview 1br Apt Near Wrigley & Lake Michigan

apartment, Chicago
This one-bedroom flat is located in Chicago's Lakeview district, just 600 meters from Wrigley Field and within easy reach of Lincoln Park and Lake Michigan.
This fully furnished apartment accommodates two guests and includes a king-size bed, a well-equipped kitchen, air conditioning, and internet, with pets welcome.
1 Open Parking | Chinatown | Close To Transit - Chicago, IL
10 5 reviews

1 Open Parking | Chinatown | Close To Transit

apartment, Chicago
This newly updated flat in a Chicago district provides excellent access to landmarks, with public transport just a short walk away, facilitating exploration of the city.
This residence, accommodating up to 10 guests, features two bathrooms, air conditioning, and a kitchen equipped with a fridge, freezer, and microwave, offering a comfortable base for both short and extended stays.
Retro-chic Urban Oasis - Chicago, IL
10 16 reviews

Retro-chic Urban Oasis

apartment, Chicago
This top-floor flat in Chicago's West Ridge neighbourhood offers a unique 'cottage in the city' ambiance, situated conveniently near diverse eateries, Aldi grocery stores, and public transport links including bus stops just metres away and the 'L' train 3 kilometres distant, facilitating a 16-kilometre commute to the city centre and proximity to Lake Michigan and Millennium Park.
This 74-square-metre residence accommodates up to four guests with two bedrooms and one bathroom, featuring a fully equipped kitchen with a fridge and microwave, air conditioning, free WiFi, Netflix, Apple TV, and off-alley parking, whilst nearby opportunities for fishing, swimming, hiking, and cycling abound.
Spacious 2br Vacation Rental With City View, Optional Parking And Gym Near Mccormick Place & Downtown Chicago Attractions - Chicago, IL
9.6 20 reviews

Spacious 2br Vacation Rental With City View, Optional Parking And Gym Near Mccormick Place & Downtown Chicago Attractions

apartment, Chicago
This apartment is located in McCormick Place, a short distance from the Field Museum of Natural History (2.4 km), the Art Institute of Chicago (2.9 km), and the Chicago Symphony Orchestra (3 km). It has excellent ratings for location, cleanliness, and user experience.
The apartment has two bedrooms, two bathrooms, and a living room, with a floor area of 88 square metres. It can comfortably accommodate six guests and includes a fully equipped kitchen, air conditioning, a garden, a fitness centre, and parking.
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