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Chicago, IL accommodations
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16282 Lodgings in Chicago, IL

Best family friendly Chicago, IL lodging

Among the 16282 accommodations in Chicago, IL, here are the 4 best for families

Hamaline Luxury - Guest House - Chicago, IL
9.6 5 reviews

Hamaline Luxury - Guest House

apartment, Chicago
This Chicago guesthouse is located in the Douglas Park neighbourhood, offering convenient access to attractions such as the city centre, McCormick Place, and the lakefront.
The 93-square-metre, three-floor townhome sleeps five guests, boasting three bedrooms, one bathroom, a fully equipped kitchen with an air fryer and Keurig coffee maker, plus two massage chairs and automated check-in.
Cozy And Spacious! Logan Square Apartment - Chicago, IL
9.9 339 reviews

Cozy And Spacious! Logan Square Apartment

apartment, Chicago
This Logan Square flat, a 15-20 minute walk (approximately 1.2-1.6km) from two Blue Line stations, offers easy access to O'Hare International Airport and Chicago's city centre.
The two-bedroom, one-bathroom apartment sleeps five guests, features a fully equipped kitchen, laundry facilities, free street parking with permits, and a Smart TV with streaming services; nearby attractions include Logan Square's diverse culinary scene.
Luxury Living In Bronzeville With Massive Roofdeck - Chicago, IL
10 15 reviews

Luxury Living In Bronzeville With Massive Roofdeck

apartment, Chicago
This 3-bedroom flat is located in Chicago's Bronzeville district, offering a 3.7 km journey to Guaranteed Rate Field, a 4.7 km trip to the Museum of Science and Industry, and is an 18-minute walk from Oakwood Beach.
This luxury apartment accommodates up to 8 guests, featuring a fully equipped kitchen, free WiFi, an in-unit washer and dryer, and private outdoor space with a 7.3m x 7.3m roof deck, alongside convenient free parking for one vehicle.
Business Ready 2br Apartment In South Loop With Skyline View, Optional Parking & Gym Access Close To Mccormick, Downtown & Cta - Chicago, IL
8.4 6 reviews

Business Ready 2br Apartment In South Loop With Skyline View, Optional Parking & Gym Access Close To Mccormick, Downtown & Cta

apartment, Chicago
This family-friendly apartment near Chicago's Museum Campus is conveniently located approximately 2.25 kilometres from the Field Museum and within 3.2 kilometres of Grant Park and the Art Institute of Chicago.
The 74-square-metre property boasts a spacious two-bedroom, two-bathroom layout sleeping up to eight guests, complete with a fully equipped kitchen, free Wi-Fi, on-site parking, a fitness centre, and a private patio offering skyline views.

Best Chicago, IL accommodation with a kitchen

Modern 1 Br Near The L, Beach - Bright And Sunny! - Chicago, IL
10 15 reviews

Modern 1 Br Near The L, Beach - Bright And Sunny!

apartment, Chicago
This one-bedroom flat is situated in Chicago's Edgewater district, a short walk from Hollywood Beach and the Red Line 'L' train, and approximately 10 minutes on foot from Andersonville.
This private apartment accommodates up to four guests with a king-size bed and a pull-out sofa, offering amenities such as air conditioning, a kitchen, and internet, with easy access to public transport for exploring the city.
Studio Near Wrigley • Sleeps 4 • Games + Fireplace - Chicago, IL
No reviews

Studio Near Wrigley • Sleeps 4 • Games + Fireplace

studio, Chicago
This studio apartment is located in a Chicago neighbourhood, 4.3 kilometres from Wrigley Field and 17.7 kilometres from O'Hare International Airport.
This spacious 74 square metre flat accommodates up to 7 guests, offering a separate bedroom and living area, a fully equipped kitchen with a dishwasher and microwave, air conditioning, free WiFi, and a washing machine, with a fireplace for added comfort.
Cute, Clean, Cozy Apartment In Pilsen - Chicago, IL
9.9 197 reviews

Cute, Clean, Cozy Apartment In Pilsen

apartment, Chicago
This Pilsen flat offers a convenient location near McCormick Place, providing easy access to the West Loop and Chicago's city centre.
The two-bedroom, one-bathroom apartment sleeps three guests and includes a fully equipped kitchen with a Keurig coffee machine, on-site laundry, and guest street parking passes.
The Roscoe Village Guesthouse - Chicago, IL
9.9 71 reviews

The Roscoe Village Guesthouse

apartment, Chicago
This Roscoe Village apartment rental is situated near the CTA Brown Line, less than 1.6 km from Wrigley Field, offering easy access to downtown Chicago by train (approx. 30 minutes).
The three-bedroom, one-bathroom flat sleeps four, features a fully equipped kitchen including a dishwasher, and benefits from free on-street parking; nearby attractions include numerous restaurants, boutiques, and a Starbucks.

Frequently Asked Questions about accommodations in Chicago, IL

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

    Chicago has so much to offer! You've got to see the iconic Willis Tower, formerly known as the Sears Tower, and take in the views from the Skydeck. The Art Institute of Chicago is a must for art lovers, and Millennium Park is a great place to stroll and enjoy the Cloud Gate sculpture, affectionately known as 'The Bean'. Don't miss Navy Pier, a bustling entertainment complex with a Ferris wheel and lots of restaurants and shops.
  • What are the best accommodations in Chicago, IL?

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

    Chicago is known for its vibrant festivals! In the summer, you have Lollapalooza, a massive music festival, and the Taste of Chicago, where you can sample food from local restaurants. In the winter, the Christkindlmarket is a popular Christmas market, and the Magnificent Mile Lights Festival is a dazzling display of lights.
  • What are the best accommodations with a pool in Chicago, IL?

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

    Chicago's public transport is excellent! The 'L' train, or elevated train, is a great way to get around, especially downtown. If you're exploring neighbourhoods, the buses are also a good option. For shorter distances, consider walking or renting a Divvy bike, Chicago's bike-sharing system.
  • 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 has a lot to offer outdoors! You can stroll along the beautiful Lakefront Trail, rent a kayak or canoe in Lincoln Park, or take a boat tour on the Chicago River. For a day trip, head to the Morton Arboretum, a fantastic botanical garden with walking trails, or visit the Indiana Dunes National Park, just south of Chicago, for stunning beaches and hiking.
  • 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 2bd/2ba Mag Mile Masterpiece (+Rooftop).

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

    You'll find a wide range of accommodation options in Chicago. There are luxury hotels in the Loop and River North, boutique hotels in trendy neighbourhoods like Wicker Park and Bucktown, and budget-friendly hostels in areas like the Gold Coast. If you're looking for something unique, try a bed and breakfast in a historic neighbourhood like Lincoln Square.
  • What are the best pet friendly accommodations in Chicago, IL?

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

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

    The best time to visit Chicago depends on what you're looking for. Summer is great for outdoor activities and festivals, but it can get hot and humid. Spring and autumn are pleasant with mild temperatures and fewer crowds. Winter is beautiful, with snow-covered streets and holiday markets, but it can be very cold.
  • 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! You have to try a deep-dish pizza, a Chicago classic, and a Chicago-style hot dog, with all the toppings. Don't miss the Italian beef sandwich, a local favourite, and the many great ethnic cuisines available in the city. For a special occasion, book a table at one of the city's renowned fine dining restaurants.
  • In which part of Chicago, IL should you consider renting accommodation?

    It depends on your budget and what you want to be close to. The Loop is great for being near the main attractions and public transport. If you prefer a more residential area, consider Lincoln Park or Lakeview, both with beautiful parks and a lively atmosphere. For a trendy and artsy vibe, check out Wicker Park or Bucktown.

Popular destinations

Best Chicago, IL lodging with a pool

Among the 16282 accommodations in Chicago, IL, here are the 4 best ones with a pool

Iconic Downtown Penthouses Getaway + City Views - Chicago, IL
10 4 reviews

Iconic Downtown Penthouses Getaway + City Views

apartment, Chicago
These luxurious Chicago penthouses are situated in the Loop district, directly opposite Millennium Park and Cloud Gate, offering unparalleled access to Chicago's premier attractions.
Sleeping up to 15 guests, this two-penthouse suite boasts seven bedrooms, seven bathrooms, and access to exclusive amenities including a private boardroom, social lounge, and gourmet kitchen, alongside building facilities such as a swimming pool, fitness centre, and 24-hour concierge.
Suite Home Studio In The Downtown Loop - Chicago, IL
10 1 review

Suite Home Studio In The Downtown Loop

apartment, Chicago
This furnished studio apartment is located in Chicago's Theater District, just a 5-minute walk from Millennium Park and the shops on State Street.
This studio offers accommodation for two guests, featuring a queen bed, a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, as well as air conditioning, Wi-Fi, and access to building amenities including a swimming pool, sauna, and fitness centre.
Level - Executive One Bedroom With Balcony - Chicago, IL
9.5 4 reviews

Level - Executive One Bedroom With Balcony

apartment, Chicago
This Old Town Chicago apartment is situated in the historic Old Town neighbourhood, close to Chicago's major attractions.
The one-bedroom, one-bathroom flat sleeps four guests and offers a fully equipped kitchen, including a fridge, freezer, and dishwasher, plus a swimming pool, jacuzzi, fitness centre, and parking (charges apply).
Luxury Ph: Panoramic Views + Prime Location - Chicago, IL
10 1 review

Luxury Ph: Panoramic Views + Prime Location

apartment, Chicago
This four-bedroom penthouse apartment in the Chicago Loop is situated on the 23rd floor, offering west-facing city skyline and sunset views, and is a 5-minute walk (approximately 400 metres) from Millennium Park and a 10-minute walk (approximately 800 metres) from the Art Institute of Chicago.
This stylish flat accommodates up to nine guests and boasts premium furnishings, a fully equipped kitchen, air conditioning, and access to extensive building amenities including indoor and outdoor swimming pools, rooftop lounges with fire pits and barbecues, a fitness centre, and professional workspaces.

Best Chicago, IL accommodation with parking

Wrigleyville Updated Condo With Free Parking - Chicago, IL
10 104 reviews

Wrigleyville Updated Condo With Free Parking

apartment, Chicago
This three-bedroom Chicago apartment, registration number R23000104276, is situated on the ground floor of a historic brownstone building, a 0.8km stroll from Wrigley Field and 0.3km from Halsted Street, offering easy access to restaurants and nightlife.
The 3-bedroom, 2-bathroom flat sleeps six guests and features a private patio with gazebo, parking, a fully equipped kitchen including a dishwasher, and air conditioning.
3br Near Downtown, United Center & Med District - Chicago, IL
9.8 33 reviews

3br Near Downtown, United Center & Med District

apartment, Chicago
This Chicago apartment, a first-floor walk-up, enjoys a prime location approximately 0.8 kilometres from the United Centre, 1.6 kilometres from the city centre, and 0.8 kilometres from the Medical District, offering easy access to historic neighbourhoods and restaurants.
The three-bedroom, one-bathroom flat sleeps seven guests and features a private deck, kitchen with dishwasher, internet access, parking, and air conditioning; pets are welcome.
Jumbo 1 Bedroom Condo With Free Parking And More! - Chicago, IL
9.8 22 reviews

Jumbo 1 Bedroom Condo With Free Parking And More!

apartment, Chicago
This Chicago condo is situated in a safe, culturally rich neighbourhood, approximately 13 kilometres from O'Hare International Airport, 21 kilometres from Midway International Airport, and 16 kilometres from the city centre.
The one-bedroom apartment sleeps three guests, features a well-equipped kitchen with a Keurig coffee maker and air fryer, a king-size bed, smart TV, desk/printer, and on-site laundry facilities, ideal for business travellers or families.
Chinatown | 1 Free Parking | Close To Transit - Chicago, IL
9.6 51 reviews

Chinatown | 1 Free Parking | Close To Transit

apartment, Chicago
This three-bedroom, two-bathroom apartment is situated in Chicago's Chinatown, close to Ping Tom Memorial Park and a short 8km drive from McCormick Place convention centre.
The fully furnished flat sleeps up to ten guests, offering queen and full-size beds, plus a sofa bed and extra fold-away beds; amenities include free parking, Wi-Fi, and is within easy reach of the Red Line.
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