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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

Spacious 3bd Apt For 6 W/garage + Laundry - Chicago, IL
10 2 reviews

Spacious 3bd Apt For 6 W/garage + Laundry

apartment, Berwyn
This three-bedroom flat in Berwyn offers a family-friendly stay with essential amenities including internet, air conditioning, and in-building laundry facilities, located within easy reach of local attractions.
The accommodation comfortably sleeps up to six guests and features a fully equipped kitchen, a separate dining room, a lounge with a 58" Smart TV, and a dedicated garage parking spot.
Aloha 2.0 Tropical Oasis In The Heart Of Wicker Park That Sleeps 23 + Backyard Patio - Chicago, IL
9.8 15 reviews

Aloha 2.0 Tropical Oasis In The Heart Of Wicker Park That Sleeps 23 + Backyard Patio

apartment, Chicago
This Wicker Park flat is located a mere 100 metres from the Blue Line L train, offering a 16-kilometre journey to downtown Chicago and a 32-kilometre trip to O'Hare Airport, with immediate access to numerous shops and eateries.
This 186-square-metre apartment accommodates up to 23 guests and features a tropical theme, a shared garden, and concierge services, making it suitable for groups and bachelorette parties.
Brand New 3br Chicago Retreat Near Fulton Market And United Center - Chicago, IL
9.3 4 reviews

Brand New 3br Chicago Retreat Near Fulton Market And United Center

apartment, Chicago
This newly constructed three-bedroom flat in Chicago is situated near Fulton Market and the United Centre, offering a 2.9 kilometre walk to the United Centre and proximity to Union Station.
This family-friendly apartment provides complimentary high-speed WiFi, free private parking, and a fully equipped kitchen, with a check-out time of 11:00 AM.
Cozy Chicago Smoke Ok 3br Suite Near Mccormick - Chicago, IL
No reviews

Cozy Chicago Smoke Ok 3br Suite Near Mccormick

apartment, Chicago
This South Loop flat offers convenient access to Chicago's attractions, situated a 10-12 minute walk from McCormick Place and a 5-6 minute walk to the Red Line, with Soldier Field approximately 4 kilometres away and Museum Campus around 5.6 kilometres distant.
This family-friendly dwelling features three bedrooms and two bathrooms, accommodating up to six guests, and includes a fully equipped kitchen, high-speed Wi-Fi, and in-unit laundry, with optional secure parking available for a daily fee.

Best Chicago, IL accommodations with a kitchen

50th Floor Mag Mile Views, Balcony, Pool, Gym - Chicago, IL
9.7 81 reviews

50th Floor Mag Mile Views, Balcony, Pool, Gym

apartment, Chicago
This Downtown Chicago flat boasts unparalleled city views from its high-rise location, offering easy access to numerous attractions within walking distance or a short taxi ride from many major landmarks.
The one-bedroom, one-bathroom apartment sleeps two guests and includes a fully equipped kitchen, air conditioning, a swimming pool, fitness centre, parking, and spectacular floor-to-ceiling windows showcasing panoramic Chicago cityscapes.
Stylish First Floor Large Flat, Balcony - Chicago, IL
9.6 29 reviews

Stylish First Floor Large Flat, Balcony

apartment, Chicago
This Chicago apartment, located in a residential area near the Healy Metra station (providing a 15-minute train journey to Union Station) and approximately 1.6km from the Logan Square Blue Line 'L' station, offers easy access to downtown Chicago and other areas.
The first-floor flat comprises two bedrooms, one bathroom, and accommodates four guests, featuring a fully equipped kitchen with modern appliances, a garden, parking, and excellent user ratings; nearby amenities include numerous bars and restaurants.
Gold Cost Available Now Cozy Great Location Wifi - Chicago, IL
10 2 reviews

Gold Cost Available Now Cozy Great Location Wifi

apartment, Chicago
This Gold Coast studio flat offers unparalleled access to Chicago's core attractions, situated just 800 metres from Oak Street Beach, the Magnificent Mile, and Navy Pier, with convenient links to the Clark/Division Red Line 'L' station and multiple CTA bus lines.
This well-appointed accommodation for two guests features air conditioning, a kitchen with a freezer and dishwasher, and an excellent user, location, and cleanliness rating, complemented by access to a fitness centre for your convenience.
Elite 2br Art Deco Sanctuary. High Style. - Chicago, IL
9.2 13 reviews

Elite 2br Art Deco Sanctuary. High Style.

apartment, Chicago
This Wrigleyville flat offers convenient access to Wrigley Field, Gallagher Way, and the CTA Red Line, placing you a short walk from downtown Chicago.
This 93 square metre garden-level apartment accommodates up to four guests and features a fully equipped kitchen with a coffee and champagne bar, plus a foosball table for entertainment.

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

Blueground | Elmhurst, Pool, Nr Elmhurst Art Museum - Chicago, IL
No reviews

Blueground | Elmhurst, Pool, Nr Elmhurst Art Museum

apartment, Elmhurst
This sophisticated Elmhurst flat offers convenient access to Chicago, being a 25-minute journey by the Union Pacific Metra line, and is located west of the city, close to local airports.
This 60 square metre one-bedroom apartment accommodates two guests and features a modern kitchen with a fridge, microwave, and dishwasher, air conditioning, on-site laundry, a swimming pool, and is pet-friendly with flexible lease options for stays of one month or longer.
3 Prime 2br Units + Ideal Business Retreat - Chicago, IL
No reviews

3 Prime 2br Units + Ideal Business Retreat

apartment, Chicago
This six-bedroom, six-bathroom serviced apartment in Chicago's financial district offers direct access to Millennium Park, placing you within a 1.3-kilometre walk of the Art Institute and a 1-kilometre walk of Skydeck Chicago.
Accommodating up to fifteen guests, this property features three separate two-bedroom units, each with a chef's kitchen and Smart TV, and provides access to extensive building amenities including an outdoor swimming pool, 24-hour fitness centre, and BBQ area.
West Loop Corner 2 Bedroom In Greektown - Chicago, IL
No reviews

West Loop Corner 2 Bedroom In Greektown

apartment, Chicago
This two-bedroom flat offers a prime West Loop location in Chicago, situated just 300 meters from the acclaimed restaurants and nightlife of Fulton Market.
This spacious residence accommodates up to four guests and features a fully equipped kitchen, in-unit laundry, fast WiFi, a rooftop swimming pool with city views, an outdoor lounge with a grill, and an on-site fitness centre.
Foundry Unmatched Skyline Views At Lincoln Park - Chicago, IL
No reviews

Foundry Unmatched Skyline Views At Lincoln Park

apartment, Chicago
Holiday rental listing. You will stay in Chicago.
Services and facilities: a fridge, air conditioning and a washing machine. This apartment in Chicago also has a terrace!

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL accommodations with parking

Irving Park/avondale Updated Vintage Top Unit - Chicago, IL
9.9 105 reviews

Irving Park/avondale Updated Vintage Top Unit

apartment, Chicago
This Chicago apartment is conveniently located in a residential area, approximately 1.6km from Wrigley Field, 0.6km from the I-90/94 highway, and a short distance from the Blue Line.
The two-bedroom flat sleeps six guests, boasting a queen-size sofa bed, a private balcony, access to a shared backyard with a basketball court, and upcoming outdoor amenities including a pizza oven and space heater; free street parking is also available.
Stylish & Spacious Multi-level Apt In Wicker Park - Chicago, IL
9.9 36 reviews

Stylish & Spacious Multi-level Apt In Wicker Park

apartment, Chicago
This recently remodelled 3-bedroom, 3-bathroom flat is situated in Chicago's Ukrainian Village, offering convenient access to Downtown Chicago, Wicker Park, and the United Center, all within a 5-kilometre radius.
This spacious accommodation, suitable for up to 8 guests, features a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, air conditioning, and private parking, making it ideal for families or groups seeking a comfortable stay with easy access to Chicago's dining, nightlife, and public transport.
Pet-friendly | King Bed + Rooftop + Free Parking - Chicago, IL
9.8 33 reviews

Pet-friendly | King Bed + Rooftop + Free Parking

apartment, Forest Park
This Forest Park apartment, situated on Madison Street, is less than 0.8 km from both the CTA Blue Line 'L' train and the expressway, providing easy access to Chicago.
This one-bedroom flat offers a unique two-level layout sleeping two guests, boasting a king-size bed, smart TVs, in-unit laundry, and access to a furnished rooftop terrace with city views (subject to availability); nearby Madison Street offers boutique shopping and dining.
1f - ️ Trendy 2br Apartment In Logan Square! - Chicago, IL
9.9 272 reviews

1f - ️ Trendy 2br Apartment In Logan Square!

apartment, Chicago
This Chicago apartment, situated in a neighbourhood with easy access to free street parking, offers a convenient base for exploring the city.
The 79 square metre (850 square foot) property features two bedrooms, one bathroom, sleeps five guests, and includes a fully equipped kitchen, free Wi-Fi, and a 49-inch flatscreen TV with Netflix.
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