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Chicago, IL accommodation
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16282 Best accommodations in Chicago, IL

Best family friendly Chicago, IL accommodations

Among the 16282 accommodations in the area, here is the list of the 4 best family friendly ones

Historic Home The Ivy 1-min Walk To Wrigley Field - Chicago, IL
9.9 100 reviews

Historic Home The Ivy 1-min Walk To Wrigley Field

apartment, Chicago
This Chicago property, a three-bedroom, two-bathroom house, is situated less than 0.16 km from Wrigley Field, offering unparalleled views and proximity to the players' parking lot in the Wrigleyville neighbourhood.
Sleeping up to 10 guests, the entire home rental boasts a kitchen with fridge, freezer, microwave, and dishwasher, air conditioning, a garden, parking, and excellent guest reviews; nearby attractions and public transport are easily accessible.
South Loop 2br Retreat Near Grant Park, Soldier Field, Adler Planetarium & Columbia College - Chicago, IL
9.0 3 reviews

South Loop 2br Retreat Near Grant Park, Soldier Field, Adler Planetarium & Columbia College

apartment, Chicago
This McCormick Place apartment offers a convenient base for exploring Chicago's Museum Campus, situated approximately 2.4 kilometres from the Field Museum and within 3.2 kilometres of both the Art Institute of Chicago and the Chicago Symphony Orchestra.
This 84-square-metre two-bedroom, two-bathroom flat comfortably sleeps six guests and boasts amenities including a fitness centre, terrace, parking, and free Wi-Fi; luggage storage is also available.
New Elmhurst Gem|sleeps 10|game Room|near City Ctr - Chicago, IL
10 13 reviews

New Elmhurst Gem|sleeps 10|game Room|near City Ctr

apartment, Elmhurst
This Elmhurst apartment, near Elmhurst Metra station, offers easy access to downtown Elmhurst, O'Hare International Airport (32km), and attractions such as the Elmhurst Art Museum (8km).
The three-bedroom, two-bathroom property sleeps six, boasting a fully equipped kitchen, game room with pool table, and is pet-friendly (with a £200 pet fee).
Pacman Arcade Getaway  Near Downtown  Sleeps 10 - Chicago, IL
9.7 134 reviews

Pacman Arcade Getaway Near Downtown Sleeps 10

apartment, Chicago
This Chicago apartment, situated in a residential area 5.6km from the city centre, offers easy access to Millennium Park and Soldier Field (both within a 15-minute drive), and is conveniently located near Guaranteed Rate Field.
The 88 square metre property sleeps 8-10 guests in a three-bedroom, one-bathroom layout, boasting two queen beds, one double bed, a sofa bed, a futon, and a queen-sized air mattress; it includes four Smart TVs, free high-speed Wi-Fi, and parking.

Best Chicago, IL accommodations with a kitchen

Wicker Park/bucktown Condo With Outdoor Patio - Chicago, IL
9.9 108 reviews

Wicker Park/bucktown Condo With Outdoor Patio

apartment, Chicago
This Bucktown condo offers a stylish one-bedroom apartment, ideally located near two Blue Line CTA stations (Western and Damen), providing easy access to Chicago's attractions.
The self-catering flat features a Japandi-style interior, a private patio, 60" 4K Smart TV, high-speed internet, and in-unit laundry facilities, sleeping up to two guests.
Twin Lions Lodge W/ Café, Speakeasy, Theater & Spa - Chicago, IL
9.9 52 reviews

Twin Lions Lodge W/ Café, Speakeasy, Theater & Spa

house, Chicago
This stylish three-bedroom apartment in Chicago's trendy Bucktown neighbourhood offers easy access to the city's attractions, though precise distances aren't specified.
Sleeping six comfortably, this mid-century modern flat boasts a chef's kitchen, in-unit laundry, and optional access to a private speakeasy; enhanced security features and a sunroom complete the offering.
2br Apartment Beautifully Furnished - Chicago, IL
9.5 78 reviews

2br Apartment Beautifully Furnished

apartment, Chicago
This Chicago apartment, perfect for up to six guests, offers two bedrooms, one bathroom, and a fully equipped kitchen including a fridge, microwave, and dishwasher; precise location details within Chicago are unavailable.
The self-catering flat features Wi-Fi, air conditioning, and comfortable sleeping arrangements, making it suitable for both short and long-term stays.
Cozy Ukrainian Village Two Bedroom Apartment - Chicago, IL
9.8 265 reviews

Cozy Ukrainian Village Two Bedroom Apartment

apartment, Chicago
This two-bedroom apartment is situated in Chicago's Ukrainian Village, a short bus ride (via the #66 Chicago Avenue bus) from the city centre and within walking distance of numerous local cafes and shops.
The 2-bathroom flat, sleeping up to four guests, offers a fridge, freezer, dishwasher, air conditioning, on-street parking (permits provided), and a shared laundry in the basement; it's a 1910 building reflecting Chicago's architectural heritage.

Frequently asked questions about accommodations in Chicago, IL

  • What are the top attractions and must-see sites in Chicago, IL?

    Chicago is packed with iconic sights. You've got to see the Willis Tower (formerly Sears Tower) for amazing city views, stroll along Navy Pier for a classic Chicago experience, and check out Millennium Park, where you'll find the iconic Cloud Gate sculpture, affectionately known as 'The Bean'.
  • What are the best accommodations in Chicago, IL?

  • Which cultural festivals and seasonal events should visitors attend in Chicago, IL?

    Chicago comes alive with events throughout the year. The Chicago Blues Festival in June is a must for music lovers, while the Taste of Chicago in July is a foodie's paradise. For a festive atmosphere, head to the Christkindlmarket in December, a charming German Christmas market.
  • What are the best accommodations with a pool in Chicago, IL?

  • What are the most convenient modes of transportation within Chicago, IL?

    The Chicago Transit Authority (CTA) is your best bet for getting around. The 'L' train system is efficient and covers most of the city. For shorter distances, consider the CTA buses, which are also reliable. If you're feeling adventurous, try Divvy, the city's bike-sharing programme.
  • What are the best accommodations with a jacuzzi in Chicago, IL?

    The best accommodations with a jacuzzi in Chicago, IL are Classy And Cozy 2nd - Room, The Langham Chicago and Park Hyatt Chicago.

  • What outdoor activities and adventures are popular in and around Chicago, IL?

    Chicago offers plenty of outdoor fun. Lincoln Park Zoo is a great free option for families. For a scenic stroll, head to the Lakefront Trail, which runs along Lake Michigan. If you're looking for a more adventurous experience, rent a kayak or paddleboard and explore the Chicago River.
  • What are the best accommodations for families and kids in Chicago, IL?

    The best accommodations for families and kids in Chicago, IL are Artist Loft - Very Unique, The Peninsula Chicago and Mag Mile Mega Entire Floor 4bd\/4ba+parking&rooftop.

  • What types of accommodations are available in Chicago, IL?

    Chicago has a wide range of accommodation options to suit every budget. From luxury hotels in the Gold Coast to budget-friendly hostels in Wicker Park, you'll find something to fit your needs. For a unique experience, consider staying in a historic hotel like the Palmer House Hilton.
  • What are the best pet friendly accommodations in Chicago, IL?

    The best pet friendly accommodations in Chicago, IL are Artist Loft - Very Unique, Art Deco-queen-salle De Bain Partagée and The Peninsula Chicago.

  • When is the best time to visit Chicago, IL?

    The best time to visit Chicago depends on your preferences. Spring and autumn offer mild weather and fewer crowds. Summer is bustling with festivals and outdoor activities, but it can be hot and humid. Winter brings snow and festive events, but temperatures can drop below freezing.
  • What are the best accommodations with parking in Chicago, IL?

  • What local dishes and culinary experiences are a must-try in Chicago, IL?

    Chicago is a foodie's paradise. Try a deep-dish pizza, a Chicago classic, and don't forget to grab a hot dog from a street vendor. For a more upscale experience, head to one of the city's many Michelin-starred restaurants.
  • In which part of Chicago, IL should you consider renting accommodation?

    The best neighbourhood for you depends on your interests. If you want to be close to the action, consider staying in River North or the Loop. For a more relaxed vibe, try Wicker Park or Lincoln Park. For a taste of history, check out the Gold Coast or the Magnificent Mile.

Popular destinations

Best Chicago, IL accommodations with a pool

Among the 16282 accommodations in the area, here is the list of the 4 best ones with a pool

Central Downtown Location-modern 2br Condo - Chicago, IL
9.5 173 reviews

Central Downtown Location-modern 2br Condo

apartment, Chicago
This Chicago city centre condo is situated a short walk from the Chicago Riverwalk and Michigan Avenue, offering easy access to Millennium Park, the Magnificent Mile, Willis Tower, and the Art Institute of Chicago.
The fourteenth-floor apartment boasts two bedrooms, one bathroom, sleeps five guests, includes a balcony with city views, and benefits from building amenities such as a swimming pool, fitness centre, and secure parking.
Loop 1br | Steps To Millennium Park & Bean - Chicago, IL
10 9 reviews

Loop 1br | Steps To Millennium Park & Bean

apartment, Chicago
This private apartment is situated in Chicago's Loop district, mere steps from Millennium Park and within walking distance of Michigan Avenue's shops, theatres, restaurants, the Riverwalk, and Lake Michigan.
This one-bedroom flat accommodates up to five guests and features a fully equipped kitchen, air conditioning, and access to building amenities including a swimming pool and fitness centre, with city views provided.
Level - Old Town Executive One Bedroom Suite - Chicago, IL
No reviews

Level - Old Town Executive One Bedroom Suite

apartment, Chicago
This serviced apartment in Chicago offers convenient access to downtown attractions, situated in a district with specific distances to landmarks not provided.
These spacious one-bedroom suites, ranging from 680-775 square feet, accommodate up to four guests and feature fully-equipped kitchens, spa-inspired bathrooms, in-suite laundry, complimentary WiFi, and access to a seasonal heated outdoor pool, hot tub, and a state-of-the-art fitness centre with a dedicated Peloton room.
Chic River West Jr 1br W/ Grills & Gym, Nr Entertainment, By Blueground - Chicago, IL
No reviews

Chic River West Jr 1br W/ Grills & Gym, Nr Entertainment, By Blueground

apartment, Chicago
This River West flat, a 5-10 minute walk from River North and the Loop, offers easy access to Chicago's major attractions such as Michigan Avenue and Navy Pier.
The 51-square-metre (550-square-foot) one-bedroom apartment, sleeping two, boasts a fully equipped kitchen, in-unit laundry, and access to a building swimming pool; pet-friendly with flexible lease terms.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL accommodations with parking

Charming Retro 2br Cottage/train/laundry/free Pkg - Chicago, IL
9.8 59 reviews

Charming Retro 2br Cottage/train/laundry/free Pkg

apartment, Oak Park
This charming retro cottage is located in Oak Park's Arts District, just a short walk from the Blue Line train station, providing easy access to downtown Chicago. The cottage is within 1 kilometre of Mills Park and Randolph Tot Lot, making it an ideal base for exploring Oak Park's attractions.
The cottage has two bedrooms and a living room, comfortably accommodating up to five guests. The kitchen is fully equipped with modern appliances and a private patio with bistro lights offers a relaxing outdoor space.
Sunny, Top Floor Logan Square Apartment - Chicago, IL
10 4 reviews

Sunny, Top Floor Logan Square Apartment

apartment, Chicago
This Logan Square flat is situated a short walk (approximately 0.96km) from Milwaukee Avenue, offering easy access to two Blue Line stations for convenient travel to Chicago's city centre.
The two-bedroom, one-bathroom apartment sleeps four guests, features a private balcony, and includes a fully equipped kitchen with a dishwasher, fridge and freezer; a crib and high chair are available on request.
First Floor, 2 Bedroom 1 Queen 2 Twin, 2 Bath. - Chicago, IL
10 3 reviews

First Floor, 2 Bedroom 1 Queen 2 Twin, 2 Bath.

apartment, Bridgeview
This two-bedroom, two-bathroom flat is located in Bridgeview, offering a family-friendly base for exploring local attractions.
This apartment accommodates up to four guests and features a kitchen, air conditioning, and a jacuzzi, ensuring a comfortable and memorable stay.
Downtown Penthouse #1 | Vintage 2bd (+Gym) - Chicago, IL
9.5 228 reviews

Downtown Penthouse #1 | Vintage 2bd (+Gym)

apartment, Chicago
This two-bedroom flat is ideally located in downtown Chicago, within easy walking distance of Grant Park, Millennium Park, and other popular attractions. It has consistently received excellent ratings for location, cleanliness, and user experience.
The flat is spacious, covering 88 square metres and comfortably accommodating up to seven guests. It offers modern amenities including a fully equipped kitchen, high-speed Wi-Fi, a fitness centre, and a pet-friendly policy.
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