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Chicago accommodations
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11918 Lodgings in Chicago

Avondale Chicago -  1 Of The World's Coolest Hoods - Chicago
9.7 87 reviews
Chicago
08/04 – 08/10
$198/nighttotal: $1188 (6 )

Avondale Chicago - 1 Of The World's Coolest Hoods

1 2
apartment, Chicago
This Avondale, Chicago apartment offers easy access to the CTA Blue Line and I-90, two blocks from the Sleeping Village music venue, and is centrally located between O'Hare International Airport and the Loop.
The two-bedroom, one-bathroom unit features a full kitchen with dishwasher, in-unit laundry, and accommodates up to four guests in a classic 1920s building with modern updates.
Group Friendly 4br Stay Near United Center And Uic - Chicago
10 4 reviews
Chicago
06/27 – 07/04
$303/nighttotal: $2121 (7 )

Group Friendly 4br Stay Near United Center And Uic

1 7
apartment, Chicago
This apartment is located in Chicago's Illinois Medical District, offering a 5-minute walk to Rush University and a 6-minute walk to UIC, with the United Center 6 minutes away and Millennium Park 12 minutes away.
This family-friendly dwelling accommodates up to 10 guests across 4 bedrooms and a sofa bed, featuring a fully equipped kitchen, air conditioning, and free street parking, plus fast Wi-Fi and self check-in.
Lovely Near Loyola - Enjoy The Wonderful Outdoor Space And Sun Room - Room For The Whole Crew Apts - Chicago
9.8 329 reviews
Chicago
07/13 – 07/15
$343/nighttotal: $686 (2 )

Lovely Near Loyola - Enjoy The Wonderful Outdoor Space And Sun Room - Room For The Whole Crew Apts

3 6
apartment, Chicago
This apartment is located in a residential area near Loyola University, just blocks from Lake Michigan and within walking distance of numerous dining options. It consistently receives excellent ratings for cleanliness, location, and user experience. This comfortable dwelling features three bedrooms and two bathrooms, easily accommodating up to seven guests. The apartment offers a fully equipped kitchen, a sunroom, a backyard, and a city street parking pass, ensuring a convenient and enjoyable stay.
Free Parking & Wifi In  Bucktown/logan Square Apt, Close To Everything! - Chicago
9.5 232 reviews
Chicago
10/20 – 10/23
$257/nighttotal: $771 (3 )

Free Parking & Wifi In Bucktown/logan Square Apt, Close To Everything!

2 3
apartment, Chicago
This Chicago apartment is located in the trendy Bucktown neighborhood, just a short walk from the city train and a variety of restaurants, shops, and entertainment venues. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment offers 1,000 square feet of space, two bedrooms, one bathroom, and can comfortably accommodate up to five guests. Amenities include a fully equipped kitchen, in-unit laundry, private parking, a Jacuzzi, and a tennis court, providing everything you need for a comfortable and enjoyable stay.
Cozy Apartment In Lake View - Chicago
9.6 100 reviews
Chicago
06/25 – 06/27
$243/nighttotal: $486 (2 )

Cozy Apartment In Lake View

1 2
apartment, Chicago
This Lake View studio apartment is ideally located near the Brown Line CTA, a 20-minute walk from Wrigley Field and Boystown.
The unit features a 50" Roku TV with streaming services, a fully equipped kitchen with microwave and dishwasher, a private entrance, and accommodates two guests; paid washer/dryer access is available in the building.
Cityscape - Heart Of Lincoln Park/depaul - Chicago
9.7 144 reviews
Chicago
07/09 – 07/12
$223/nighttotal: $669 (3 )

Cityscape - Heart Of Lincoln Park/depaul

1 2
apartment, Chicago
This one-bedroom Chicago apartment rental is located in Lincoln Park, near the 'L' train tracks and McGee's Tavern, offering easy access to public transportation, parks, and restaurants.
The unit, sleeping up to four guests with a sofa bed or air mattress, features a full kitchen (gas stove, microwave, coffee maker, fridge/freezer), high-speed internet, streaming cable TV, and a private back porch; free street parking is available with provided permits.
Spacioussss 3 Br Queens 10 Min To O'hare - Chicago
10 3 reviews
Chicago
07/25 – 07/26
$400/nightfor 1 night

Spacioussss 3 Br Queens 10 Min To O'hare

1 8
apartment, Norridge
This Norridge apartment offers a convenient location near Starbucks and various restaurants, steps from a bus stop, and a short 10-minute drive to O'Hare International Airport.
This 3-bedroom, 1-bathroom unit sleeps 8 guests and includes amenities such as air conditioning, internet access, and a fully equipped kitchen.
Stylish Avondale 3bed 2 Bath With Parking - Chicago
9.8 144 reviews
Chicago
08/05 – 08/11
$318/nighttotal: $1908 (6 )

Stylish Avondale 3bed 2 Bath With Parking

1 4
apartment, Chicago
This three-bedroom, two-bathroom Chicago apartment is located in Avondale, a neighborhood ranked among Time Out's top 20 coolest globally in 2022, offering easy access to the Blue Line and major highways, and is within walking distance of Logan Square, Bucktown, and Wicker Park.
The 3-bedroom rental features a well-equipped kitchen, two TVs (65" and 48"), a large marble-topped dining table, and comfortably accommodates up to six guests with amenities including complimentary coffee, tea, and toiletries; nearby attractions include numerous bars and restaurants.
1.5bd|roomy|comfy|roscoe Village Apt Near Wrigley! - Chicago
9.5 46 reviews
Chicago
07/09 – 07/19
$214/nighttotal: $2140 (10 )

1.5bd|roomy|comfy|roscoe Village Apt Near Wrigley!

1 3
apartment, Chicago
This Roscoe Village apartment rental is located 1.3 miles from Wrigley Field and 8.9 miles from downtown Chicago, offering easy access to major attractions.
The one-bedroom, one-bathroom unit sleeps four guests comfortably with a queen bed and full-size daybed, featuring a remodeled kitchen with a fridge, microwave, and dishwasher, plus a private balcony, shared backyard, free street parking, and complimentary Wi-Fi and streaming services.
Fulton Market / Noble Square Free Parking, Laundry, 2.5 Miles To Mag Mile! - Chicago
9.6 12 reviews
Chicago
06/27 – 07/04
$469/nighttotal: $3283 (7 )

Fulton Market / Noble Square Free Parking, Laundry, 2.5 Miles To Mag Mile!

2 3
apartment, Chicago
This West Town Chicago apartment boasts easy access to the Blue Line, placing you within walking distance of Wicker Park and a short ride from the Magnificent Mile, United Center, and other major attractions.
The 900-square-foot rental features two bedrooms (one with a full-size bunk bed and trundle), one bathroom, sleeps six, includes in-unit laundry, and offers a fully equipped kitchen with a Keurig coffee maker.
Beverly Cottage Loft - Chicago
9.9 119 reviews
Chicago
08/14 – 08/20
$138/nighttotal: $828 (6 )

Beverly Cottage Loft

1 2
apartment, Chicago
This two-bedroom, one-bathroom Chicago apartment rental is located in the Beverly neighborhood, a 20-minute drive from downtown.
The renovated cottage-style unit sleeps six guests and includes a kitchen with a refrigerator, internet access, parking, and pet-friendly accommodations.
Best Location In Chicago! Superhost - Chicago
10 104 reviews
Chicago
09/01 – 10/31
$129/nighttotal: $7740 (60 )

Best Location In Chicago! Superhost

1 2
apartment, Chicago
This one-bedroom rental is located in Chicago's Wicker Park neighborhood, less than one block from Division Street's dining and nightlife, directly across from a park, and a five-minute walk to the CTA Blue Line.
This property offers WiFi, a kitchen with a fridge, microwave, and dishwasher, air conditioning, and an outdoor patio, accommodating up to three guests.

Browse Family Lodgings in Chicago

Getting the lodging right makes all the difference for a family trip to Chicago, with city attractions within easy reach at every selected option.

Lovely Lincoln Park 2bd/2ba (+Parking) - Chicago
9.9 94 reviews
Chicago
06/27 – 06/30
$495/nighttotal: $1485 (3 )

Lovely Lincoln Park 2bd/2ba (+Parking)

1 5
apartment, Chicago
This Lincoln Park rental is ideally located between Willow Street and Armitage Avenue, offering easy access to the Red and Brown Line CTA stations and proximity to Lake Michigan and Lincoln Park's attractions.
The newly renovated two-bedroom, two-bathroom apartment sleeps five guests comfortably, featuring a fully equipped kitchen with quartz countertops, fast WiFi (800+ Mbps), smart TVs, and memory foam mattresses.
Charming 2-bedroom Apartment In Awesome Chicago With Wifi, Ac - Chicago
Chicago
09/17 – 12/17
$73/nighttotal: $6643 (91 )

Charming 2-bedroom Apartment In Awesome Chicago With Wifi, Ac

2 1
apartment, Chicago
This Gage Park rental is conveniently located half a block from the Orange Line 'L' train, offering easy access to downtown Chicago and Midway International Airport (15-minute travel time).
This 1100-square-foot apartment features two bedrooms, one bathroom, and accommodates four guests, boasting amenities such as in-unit internet, air conditioning, and pet-friendliness; nearby attractions include Grant Park, the Museum of Science and Industry, and the Field Museum.
Get Cozy At A Powder-blue Residence In The Heart Of Pilsen - Chicago
9.9 448 reviews
Chicago
11/19 – 11/26
$148/nighttotal: $1036 (7 )

Get Cozy At A Powder-blue Residence In The Heart Of Pilsen

1 2
apartment, Chicago
This apartment is located in Pilsen, a neighborhood known for its art, food, and character, just 2 miles southwest of downtown Chicago. It has excellent user, location, and cleanliness ratings.
The apartment has one bathroom and can accommodate up to four guests. It includes a full kitchen with a fridge and microwave, a washer and dryer, a private deck, and keyless entry.
Trendy West Town Flat - 2 Bed / 1.5 Bath W Parking - Chicago
9.9 133 reviews
Chicago
12/22 – 12/30
$379/nighttotal: $3032 (8 )

Trendy West Town Flat - 2 Bed / 1.5 Bath W Parking

2 2
apartment, Chicago
This Chicago apartment is located in West Town, a trendy neighborhood just a short distance from the United Center and Water Tower Chicago. The apartment has received excellent ratings for its location, cleanliness, and overall user experience.
This 2-bedroom apartment can comfortably accommodate up to 5 guests. It features a modern kitchen with a fridge, freezer, microwave, and dishwasher, along with a patio and terrace for outdoor relaxation.

Best Chicago accommodation with a kitchen

Cozy 3br Retreat Sleeps 8 With Free Parking Near University Of Illinois Chicago, Medical District & West Loop - Chicago
Chicago
07/24 – 07/27
$492/nighttotal: $1476 (3 )

Cozy 3br Retreat Sleeps 8 With Free Parking Near University Of Illinois Chicago, Medical District & West Loop

3 8
apartment, Chicago
This Chicago apartment rental is conveniently located near the University of Illinois Chicago, the Medical District, and the West Loop, placing you within easy reach of attractions like the United Center (2 miles), Union Station (3.7 miles), and Willis Tower (4.1 miles).
The 1500-square-foot unit features one bedroom, two bathrooms, sleeps up to eight guests, and includes free parking with an EV charging station, in-unit laundry, and a fully equipped kitchen.
Livn Millennium Park Downtown Chicago 2br - Chicago
9.4 10 reviews
Chicago
06/27 – 07/04
$513/nighttotal: $3591 (7 )

Livn Millennium Park Downtown Chicago 2br

2 3
apartment, Chicago
This downtown Chicago condo offers a prime location, just a 6-minute walk from Millennium Station and half a mile from the city center, placing you within easy reach of attractions like Cloud Gate and the Chicago Symphony Orchestra.
This 550-square-foot apartment accommodates up to 5 guests and features a fully equipped kitchen with a dishwasher and microwave, complimentary WiFi, air conditioning, and an in-unit washing machine.
Cozy Estate 20 Minutes From Downtown And Lakefront - Chicago
9.6 17 reviews
Chicago
07/02 – 07/03
$389/nightfor 1 night

Cozy Estate 20 Minutes From Downtown And Lakefront

1 5
apartment, Willow Springs
This 2-bedroom, 1-bathroom condo in Willow Springs is located one block from the Forrest Preserve and a 20-mile drive from downtown and lakefront beaches.
This pet-friendly rental accommodates up to 5 guests and offers a kitchen, air conditioning, and parking, with direct access to hiking and biking trails for outdoor enthusiasts.
Forrestville Ave Large Suite - Chicago
9.0 180 reviews
Chicago
07/08 – 07/09
$275/nightfor 1 night

Forrestville Ave Large Suite

2 4
apartment, Chicago
Situated in the historic Forrestville neighborhood, this 19th-century apartment offers a charming blend of historical ambiance and modern amenities. Just 1.4 miles from Oakwood Beach and 2.4 miles from Guaranteed Rate Field, the apartment boasts excellent user and location ratings.
The apartment features a cozy living room with a flat-screen TV, two separate bedrooms, a fully equipped kitchenette, and one bathroom. It comfortably accommodates up to 8 guests. Free Wi-Fi, air conditioning, towels, and bed linen are provided. Guests can enjoy nearby activities such as pub crawls and explore the Museum of Science and Industry and Field Museum of Natural History.

Frequently Asked Questions about accommodations in Chicago

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

    Chicago is full of iconic landmarks. You can't miss the Willis Tower, formerly known as the Sears Tower, for breathtaking views of the city. The Art Institute of Chicago is a must for art lovers, with works by Monet, Picasso, and Van Gogh. And don't forget to walk along Navy Pier, with its Ferris wheel, shops, and restaurants.
  • What are the best accommodations in Chicago?

  • What's the best district to book lodging in Chicago?

    When it comes to booking lodging in Chicago, the best district would be the Magnificent Mile. It offers a wide range of accommodations, from luxury hotels to budget-friendly options, and is conveniently located near popular attractions.
  • Which cultural festivals and seasonal events should visitors attend in Chicago, IL?

    Chicago has festivals throughout the year. In the summer, you'll find the Taste of Chicago, a huge food festival, and Lollapalooza, a four-day music festival. In the fall, the Chicago Marathon brings the city to life. And during the winter, the Christkindlmarket is a charming Christmas market with German food and crafts.
  • What are the best accommodations with a pool in Chicago?

  • Are there any budget-friendly day trips from Chicago?

    There are several budget-friendly day trips from Chicago, such as visiting the Indiana Dunes National Park or exploring the charming town of Galena.
  • What are the most convenient modes of transportation within Chicago, IL?

    The Chicago Transit Authority (CTA) is the best way to get around. You can use the 'L' train, which runs above ground, or the subway, which runs underground. There's also a great bus system. If you're feeling adventurous, try Divvy, the city's bike-sharing program.
  • What are the best accommodations with a jacuzzi in Chicago?

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

  • Which restaurants in Chicago are suitable for business meetings and corporate dinners?

    For a professional setting, The Capital Grille in the Loop offers an upscale dining experience with private rooms. RPM Steak in River North is another excellent choice, known for its refined ambiance and top-notch service, ideal for impressing clients.
  • What outdoor activities and adventures are popular in and around Chicago, IL?

    Chicago has a lot to offer outdoors. You can walk or bike the Lakefront Trail along Lake Michigan. Lincoln Park Zoo is free and a great place to spend a day. Or head to Millennium Park, where you can see the Cloud Gate sculpture, affectionately known as 'The Bean'.
  • What are the best accommodations for families and kids in Chicago?

    The best accommodations for families and kids in Chicago are Artist Loft - Very Unique, The Langham Chicago and The Peninsula Chicago.

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

    Chicago has a wide range of accommodations, from budget-friendly hostels to luxury hotels. You can find everything from boutique hotels in the trendy Wicker Park neighborhood to historic hotels in the Loop, the city's downtown area.
  • What are the best pet friendly accommodations in Chicago?

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

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

    The best time to visit Chicago is in the spring or fall. The weather is mild, and the city is less crowded than in the summer. If you're a fan of winter activities, you can visit during the winter months, but be prepared for cold temperatures.
  • What are the best accommodations with parking in Chicago?

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

    Chicago is known for its deep-dish pizza, which is a must-try. You can also find great Italian beef sandwiches, hot dogs, and Polish sausage. And don't forget to try a Chicago-style hot dog, with all the fixings.
  • In which part of Chicago, IL should you consider renting accommodation?

    It depends on your interests. If you want to be in the heart of the action, stay in the Loop. For a more residential feel, consider the Gold Coast or Lincoln Park. If you're looking for a trendy vibe, check out Wicker Park or Bucktown.

Destinations nearby

Best Chicago lodging with a pool

Among the 11918 accommodations in Chicago, here are the 4 best ones with a pool

Gorgeous River North 1br, Nr L Stop, Riverwalk & Loop, By Blueground - Chicago
Chicago
07/13 – 09/14
$246/nighttotal: $15498 (63 )

Gorgeous River North 1br, Nr L Stop, Riverwalk & Loop, By Blueground

1 1
apartment, Chicago
This Downtown Chicago apartment rental is conveniently located a short walk from State Street and the Merchandise Mart, offering easy access to Michigan Avenue and Water Tower Place.
The 670-square-foot unit features one bedroom, one bathroom, accommodates two guests, and includes a fully equipped kitchen, in-unit laundry, a private balcony, and access to a fitness center and swimming pool.
Premium Lake Views + Ideal For Group Getaways - Chicago
10 1 review
Chicago
07/17 – 07/20
$12264/nighttotal: $36792 (3 )

Premium Lake Views + Ideal For Group Getaways

7 12
apartment, Chicago
This luxurious Chicago apartment rental, located on the city's Cultural Mile, offers easy access to numerous museums and attractions.
Four units within a single tower provide 16 guests with 9 bedrooms, 8 bathrooms, stunning lake views, a fitness center, swimming pool, jacuzzi, and access to over 80,000 square feet of amenities, including a rooftop deck, plus unique NASCAR race viewing.
Sleeps7 • 2br • Coffee Station • Backyard W/ Grill - Chicago
Chicago
10/28 – 11/05
$198/nighttotal: $1584 (8 )

Sleeps7 • 2br • Coffee Station • Backyard W/ Grill

2 5
apartment, Chicago
This 2-bedroom house in Chicago is located 7.4 miles from the United Center, 7.6 miles from Lincoln Park Zoo, and 9 miles from Union Station and 360 Chicago.
This spacious 10,760 square foot residence accommodates up to 7 guests, featuring a fully equipped kitchen, a private backyard with a grill, a garden, and free WiFi.
Gorgeous Corner Unit By The Lake - Chicago
10 5 reviews
Chicago
10/21 – 01/20
$67/nighttotal: $6097 (91 )

Gorgeous Corner Unit By The Lake

1 2
apartment, Chicago
This Streeterville apartment rental boasts a prime location in Chicago, situated between Lake Michigan and the Magnificent Mile, just one block from the Shirley Ryan AbilityLab.
The 1200+ square-foot, fully furnished two-bedroom, two-bathroom unit sleeps five, offering a fitness center, pool, jacuzzi, and parking, plus all utilities and high-speed Wi-Fi included.

Neighborhoods and points of interest in Chicago

Best Chicago accommodation with parking

Large, Modern 2 Bedroom In The Heart Of Forest Park - Chicago
9.9 216 reviews
Chicago
12/29 – 12/30
$286/nightfor 1 night

Large, Modern 2 Bedroom In The Heart Of Forest Park

2 4
apartment, Forest Park
This Forest Park apartment is conveniently located just over a mile from the Frank Lloyd Wright Historic District and two miles from Concordia University Chicago, offering easy access to these attractions and a peaceful suburban setting. This apartment has received excellent ratings for location, cleanliness, and user experience.
The apartment has two bedrooms and one bathroom, comfortably accommodating up to six guests. Enjoy modern amenities including a fully equipped kitchen, a washer and dryer, and air conditioning, making your stay both comfortable and convenient.
The Upscale Getaway Near Downtown - Chicago
9.8 95 reviews
Chicago
11/25 – 11/29
$347/nighttotal: $1388 (4 )

The Upscale Getaway Near Downtown

2 4
apartment, Chicago
This 2-bedroom apartment in Chicago's Little Italy/UIC neighborhood is a short walk from the Western Blue Line, putting you within easy reach of the Willis/Sears Tower and the West Loop. It has received excellent user ratings.
The 1190 square foot apartment comfortably sleeps 6 guests and features a fully equipped kitchen, a terrace, a garden, and a private gated parking spot. Enjoy amenities like a king bed, a queen bed, and a pull-out couch, along with an Amazon Echo for entertainment.
Fully Furnished Extended Stay Work Or Insurance In Chicago - Chicago
8.5 14 reviews
Chicago
09/19 – 10/05
$156/nighttotal: $2496 (16 )

Fully Furnished Extended Stay Work Or Insurance In Chicago

2 4
apartment, Chicago
This modern 2-bedroom apartment is located in Chicago, just 5.8 miles from the United Center and 7.7 miles from Union Station, making it a convenient base for exploring the city. This apartment receives consistently high ratings for its location, cleanliness, and overall experience.
This comfortable dwelling features 300 square feet of space and can accommodate up to 4 guests. Guests can enjoy amenities like free parking, Wi-Fi, a fully equipped kitchen, a washing machine, and a private entrance.
Spacious 6br Luxury Suite Perfect For Groups Near Mccormick Place And Soldier Field - Chicago
10 3 reviews
Chicago
08/07 – 08/09
$1561/nighttotal: $3122 (2 )

Spacious 6br Luxury Suite Perfect For Groups Near Mccormick Place And Soldier Field

6 12
apartment, Chicago
This Chicago luxury suite is near the Museum Campus, approximately 1.4 miles from the Field Museum and within 2 miles of Grant Park and the Art Institute of Chicago.
This 1850-square-foot apartment features six bedrooms, four bathrooms, and accommodates up to 12 guests, offering amenities such as a fully equipped kitchen, fitness center, parking, and complimentary Wi-Fi.
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