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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

Fulton Market Masterpiece 2br/2ba (+Garage Spot) - Chicago, IL
10 92 reviews

Fulton Market Masterpiece 2br/2ba (+Garage Spot)

apartment, Chicago
This Fulton Market flat is conveniently located a short walk from Randolph Street's restaurants and a 1.6km stroll from the Green Line CTA station, offering easy access to Chicago's attractions.
The two-bedroom, two-bathroom apartment sleeps six guests and boasts a fully equipped kitchen, in-unit laundry, patio, and smart TVs, alongside designated parking within the building.
Roscoe Village, Sleeps 14, 8 Blocks To Cubs - Chicago, IL
10 50 reviews

Roscoe Village, Sleeps 14, 8 Blocks To Cubs

apartment, Chicago
This Chicago apartment rental in Roscoe Village is located eight blocks (approximately 0.8 km) from Wrigley Field and a 20-minute Uber ride from Soldier Field.
The four-bedroom, three-bathroom property sleeps thirteen guests and features a gourmet kitchen, multiple lounging areas with TVs, a garden, and parking; nearby attractions include Lake Michigan and the Lakefront Trail.
Old Town/lincoln Park Luxury Home Garage & Rooftop - Chicago, IL
9.8 175 reviews

Old Town/lincoln Park Luxury Home Garage & Rooftop

house, Chicago
This luxurious four-bedroom townhouse in Chicago's Old Town district is located one block from the Brown Line and four blocks from the Red Line, offering easy access to North Avenue Beach (approximately 0.8 km) and Lincoln Park Zoo (approximately 0.8 km).
The spacious property, sleeping up to 12 guests, features a rooftop patio with city views, a double-sided gas fireplace, an attached garage with Level 2 electric car charging, and a fully equipped kitchen including a dishwasher; nearby attractions include the Second City comedy club and numerous Old Town restaurants.
The Village Inn By Dakota Gal Digs - Chicago, IL
9.5 4 reviews

The Village Inn By Dakota Gal Digs

house, Chicago
The Village Inn, a Chicago house rental, is conveniently located in Lincoln Park, approximately 2.9 kilometres from both Fullerton and North Avenue Beaches and 3.2 kilometres from Wrigley Field.
This 93-square-metre property sleeps up to 15 guests, offering three bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, free Wi-Fi, and a garden with patio seating; Midway International Airport is only 21 kilometres away.

Best Chicago, IL accommodation with a kitchen

Comfortable Living, Within Reach! - Chicago, IL
No reviews

Comfortable Living, Within Reach!

apartment, Oak Park
This Oak Park flat is located 8.5 kilometres from the United Centre, providing easy access to downtown Chicago landmarks within an 8.5-kilometre radius and is 9.9 kilometres from Midway International Airport.
This one-bedroom flat offers accommodation for up to 11 guests, featuring air conditioning, complimentary Wi-Fi, a fully equipped kitchen with a dishwasher and oven, and an in-unit washing machine, with parking available and pets permitted.
Logan Square Escape Near Coffee, Shops & Train - Chicago, IL
9.8 29 reviews

Logan Square Escape Near Coffee, Shops & Train

apartment, Chicago
This two-bedroom flat is situated in Chicago's Logan Square district, a short walk to the 606 Trail and five minutes on foot from the Blue Line L station, providing direct access to the city centre and O'Hare International Airport.
This garden unit accommodates up to six guests and offers a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, alongside air conditioning, parking, and access to paid laundry facilities.
4b Midcentury Artist Loft W/ King Bed - Chicago, IL
10 116 reviews

4b Midcentury Artist Loft W/ King Bed

apartment, Chicago
This stylish four-bedroom apartment is situated in Little Village, a lively Mexican-American neighbourhood, just 6.4km from downtown Chicago and 4.8km from Midway airport. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment is a spacious and comfortable home-from-home, offering over 140 square metres of space and sleeping arrangements for up to eight guests. Amenities include a fully equipped kitchen, a comfortable living area, and a range of thoughtful extras like a hair dryer, shampoo, and even a bottle of champagne.
Chicago Life Apartment - Chicago, IL
10 54 reviews

Chicago Life Apartment

apartment, Chicago
This Portage Park flat, near Wrigley Field and offering easy access to the Blue Line and expressways such as the I-90 and I-94, provides convenient access to Logan Square, Wicker Park, and Chicago's city centre.
The entire second floor of the building comprises this three-bedroom, one-bathroom property, sleeping six guests and featuring a fully equipped kitchen with dishwasher, air conditioning, parking, and secure access; nearby amenities include Jewel-Osco, Walgreens, and several parks.

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

Premium 2br Apartments In Lincoln Park - Chicago, IL
No reviews

Premium 2br Apartments In Lincoln Park

apartment, Chicago
This four-bedroom flat is located in Chicago's Lincoln Park district, a 2-minute walk from iO Theater and Whole Foods, and within a 15-minute drive of Millennium Park and Navy Pier.
This family-friendly residence accommodates up to eight guests and offers a resort-style swimming pool, a fitness centre, a terrace, and a fully equipped kitchen, with parking available.
Prime 2bd Designer Retreat & Pool |Parking| Patio - Chicago, IL
9.7 29 reviews

Prime 2bd Designer Retreat & Pool |Parking| Patio

apartment, Chicago
This stylish two-bedroom Bridgeport apartment, a five-minute walk from the CTA Orange Line and 1.6km from Chicago's Loop, offers easy access to downtown attractions.
The self-catering flat features a modern open-plan design, sleeps five, boasts a private patio and access to a shared firepit, and includes a fully equipped kitchen, washer/dryer, and high-speed Wi-Fi.
Elegant 2br With Resort Amenities & City Views - Chicago, IL
No reviews

Elegant 2br With Resort Amenities & City Views

apartment, Chicago
This two-bedroom flat is located in Chicago's Magnificent Mile district, offering proximity to the Museum of Contemporary Art (500 metres away) and Michigan Avenue (1 kilometre away).
This family-friendly apartment accommodates up to seven guests and features a well-equipped kitchen, air conditioning, a swimming pool, hot tub, fitness centre, and a private balcony, with a 24/7 concierge service available.
West Loop Ph: Unmatched Views & Private Deck - Chicago, IL
10 3 reviews

West Loop Ph: Unmatched Views & Private Deck

apartment, Chicago
This West Loop penthouse, situated in Chicago's Fulton Market District, offers easy access to the Ogilvie Transportation Centre, Union Station, and Randolph Street's dining options, all within a short walking distance.
This 175 square metre luxury flat boasts three bedrooms sleeping eight, a private deck with grill and fireplace, and access to building amenities including a pool, fitness centre, and cinema; plus high-end features such as Zinus mattresses and a Sonos sound system.

Best Chicago, IL accommodation with parking

The Upscale Getaway Near Downtown - Chicago, IL
8.6 7 reviews

The Upscale Getaway Near Downtown

apartment, Chicago
This family-friendly Chicago apartment, located in a residential area 1.8km from the United Centre and within a 6.4km radius of Union Station, the Willis Tower, and DePaul University, offers convenient access to major attractions.
The 111 square metre dwelling boasts two bedrooms, two bathrooms, sleeps eleven guests, and includes a fully equipped kitchen, balcony, fireplace, free parking, and Wi-Fi.
Mayfair Garden - Chicago, IL
9.5 236 reviews

Mayfair Garden

apartment, Chicago
This Mayfair, North Side flat is a five-minute walk from the Blue Line 'L' train, offering easy access to Chicago's city centre and O'Hare International Airport, and a three-minute drive (approximately 1.6 km) from the Interstate 90/94 expressway.
The newly refurbished one-bedroom apartment sleeps four guests, featuring a fully equipped kitchen with stainless steel appliances, a spa-like bathroom, a large-screen TV with cable and internet, and access to a private garden area; free on-street parking is also available.
Quiet 4 Bed, 2 Bath, 10 Mins To Lake Michigan - Chicago, IL
9.1 88 reviews

Quiet 4 Bed, 2 Bath, 10 Mins To Lake Michigan

apartment, Chicago
This four-bedroom apartment is situated in Chicago's Pill Hill area, a quiet neighbourhood just 10km from the city centre and a short distance from the former home of President Barack Obama.
The 1200 square foot property features a large living room, two smart TVs, a basement and a garden, comfortably accommodating up to 10 guests.
Spacious And Luxurious 3br Near Mccormick Place And Soldier Field With Optional Parking - Sleeps 10 - Chicago, IL
9.0 5 reviews

Spacious And Luxurious 3br Near Mccormick Place And Soldier Field With Optional Parking - Sleeps 10

apartment, Chicago
This spacious Chicago apartment, near McCormick Place convention centre, is conveniently located 2.4km from the Field Museum, 2.9km from the Art Institute of Chicago, and 3km from the Chicago Symphony Orchestra.
The 111 square metre property sleeps up to 10 guests, boasting three bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, free Wi-Fi, on-site parking including an electric vehicle charging point, and a garden.
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