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Chicago, IL accommodation
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11918 Best accommodations in Chicago, IL

Chic Loft Near United Center, Uic/imd & Downtown - Chicago, IL
9.8 46 reviews
Chicago, IL
15/12 – 15/01
NZ$274/nighttotal: NZ$8494 (31 )

Chic Loft Near United Center, Uic/imd & Downtown

1 5
apartment, Chicago
This Tri-Taylor loft, near the United Centre, Little Italy, and the Magnificent Mile, offers easy access to Chicago's key attractions.
Sleeping up to 10 guests, this newly renovated two-bedroom, two-bathroom apartment boasts a spacious layout, a gourmet kitchen with stainless steel appliances, a 65-inch smart TV, and fast Wi-Fi.
Cute & Cozy Chicago Basement - Chicago, IL
9.8 72 reviews
Chicago, IL
17/07 – 19/07
NZ$349/nighttotal: NZ$698 (2 )

Cute & Cozy Chicago Basement

1 3
apartment, Chicago
This recently remodelled one-bedroom basement flat in Chicago is located approximately 16km from O'Hare International Airport and a 16km drive from the Blue Line, providing easy access to the city centre.
The 56-square-metre self-contained property offers a separate dining and living area (including a pull-out sofa bed), sleeping up to four guests, and boasts a fully equipped kitchen, private entrance, garden, parking, and excellent guest reviews.
Walk To Wrigley Field/monthly Discounts Available - Chicago, IL
9.8 195 reviews
Chicago, IL
10/07 – 12/07
NZ$1106/nighttotal: NZ$2212 (2 )

Walk To Wrigley Field/monthly Discounts Available

3 4
apartment, Chicago
This apartment is located in Lakeview, a lively neighbourhood just a short walk from Wrigley Field and across the street from the Metro, with easy access to the city's attractions. It has been highly rated by previous guests for its comfortable accommodation and excellent location.
The apartment has three bedrooms and one bathroom, comfortably accommodating up to six guests. The kitchen is equipped with a fridge, microwave oven, and dishwasher, and the property also offers a terrace/balcony, garden, parking, and air conditioning.
Remodeled Splendid Flat In Bucktown/wicker Park - Chicago, IL
9.5 170 reviews
Chicago, IL
09/07 – 19/07
NZ$540/nighttotal: NZ$5400 (10 )

Remodeled Splendid Flat In Bucktown/wicker Park

1 3
apartment, Chicago
This Bucktown flat is ideally situated in Chicago, 3.2 kilometres from both the city centre and Lincoln Park, offering easy access to the Blue Line for airport transfers and proximity to the 606 Trail.
The two-bedroom, one-bathroom apartment sleeps six, boasting a newly remodelled kitchen with LG appliances, a private back porch with fire pit overlooking a garden, in-unit laundry, 900mbps Wi-Fi, and accepts up to two pets.
Modern 1-bedroom W/ Off-street Parking Space - Chicago, IL
9.9 130 reviews
Chicago, IL
09/10 – 12/10
NZ$815/nighttotal: NZ$2445 (3 )

Modern 1-bedroom W/ Off-street Parking Space

1 2
apartment, Chicago
This one-bedroom flat is located in the Logan Square neighbourhood, just 1.1 kilometres from both the Belmont and Logan Square Blue line stations, making it easy to explore the city. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The flat is ideal for a group of three and comes with a fully-equipped kitchen including a fridge, freezer, microwave oven, and dishwasher. Guests can enjoy modern amenities such as in-unit laundry, high-speed internet, and air conditioning, as well as a peaceful garden.
Lakeview Charmer -With Parking! - Chicago, IL
9.7 497 reviews
Chicago, IL
02/10 – 06/10
NZ$424/nighttotal: NZ$1696 (4 )

Lakeview Charmer -With Parking!

1 3
apartment, Chicago
This two-bedroom apartment is located in Lakeview, a lively Chicago neighbourhood, just 0.8 kilometres from Wrigley Field and a short walk to the lakefront. It has excellent user, location and cleanliness ratings.
The apartment has a unique layout with exposed brick and stone and can accommodate up to 5 guests. It includes amenities such as a garden, parking, a laundry facility, earplugs and noise machines, and is situated on a quiet street.
Trendy And Comfortable Stay In Hyde Park - Chicago, IL
Chicago, IL
27/06 – 27/07
NZ$537/nighttotal: NZ$16110 (30 )

Trendy And Comfortable Stay In Hyde Park

1 1
apartment, Chicago
This one-bedroom flat is situated in Chicago's historic Hyde Park district, within walking distance of the University of Chicago and the Museum of Science and Industry.
This 46 square metre flat accommodates two guests and features a fully equipped kitchen with a fridge, microwave oven, and dishwasher, alongside air conditioning and Wi-Fi.
Peaceful Zen Flat 2br Oasis With Free Parking - Chicago, IL
Chicago, IL
17/07 – 18/07
NZ$997/nightfor 1 night

Peaceful Zen Flat 2br Oasis With Free Parking

1 2
apartment, Chicago
This West Loop flat offers convenient access to Chicago's attractions, situated 2.25 kilometres from the United Center, 4.83 kilometres from Union Station, and 5.15 kilometres from the Water Tower.
This one-bedroom flat accommodates up to 11 guests and includes complimentary Wi-Fi, air conditioning, a fully equipped kitchen, and free private parking, with pets permitted.
The Aerial Oasis (Indoor Pool • Fitness Center) - Chicago, IL
9.7 85 reviews
Chicago, IL
01/07 – 06/07
NZ$581/nighttotal: NZ$2905 (5 )

The Aerial Oasis (Indoor Pool • Fitness Center)

1 3
apartment, Chicago
This luxurious Michigan Avenue apartment is ideally situated near Millennium Park, Navy Pier, and the Chicago Riverwalk, all within easy walking distance and a short stroll from an 'L' train station.
The 1-bedroom suite, sleeping up to four guests, boasts a queen bed, pull-out sofa bed, private washer/dryer, and access to a building with a swimming pool, fitness centre, and sauna, plus nearby attractions such as Soldier Field and the Field Museum.
1f - ️ Trendy 2br Apartment In Logan Square! - Chicago, IL
9.9 260 reviews
Chicago, IL
03/07 – 07/07
NZ$391/nighttotal: NZ$1564 (4 )

1f - ️ Trendy 2br Apartment In Logan Square!

1 2
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.
Mccormick Cozy 3br W Optional Parking For 8 Guests 2001 South State - 4b - Chicago, IL
Chicago, IL
16/07 – 17/07
NZ$989/nightfor 1 night

Mccormick Cozy 3br W Optional Parking For 8 Guests 2001 South State - 4b

3 5
apartment, Chicago
This three-bedroom flat in Chicago's McCormick district provides easy access to downtown attractions, being only 2.4 kilometres from the Field Museum of Natural History and within 3.2 kilometres of DePaul University, Grant Park, and the Art Institute of Chicago.
This air-conditioned accommodation offers a fully equipped kitchen with a dishwasher and oven, free WiFi, and can host up to thirteen guests, with optional parking available for convenience.
Near Uchicago, 3br Apt, Parking, W/d, 2 Workspaces - Chicago, IL
9.8 8 reviews
Chicago, IL
31/07 – 02/08
NZ$1100/nighttotal: NZ$2200 (2 )

Near Uchicago, 3br Apt, Parking, W/d, 2 Workspaces

1 5
apartment, Chicago
This South Side Chicago flat is located 1.9 kilometres from the University of Chicago and its associated medical centres, and 965 metres from the DuSable Black History Museum.
This pet-friendly apartment accommodates up to eight guests across three bedrooms and includes a fully equipped kitchen, dedicated workspaces with fast WiFi, and in-unit laundry facilities, with free street parking available nearby.

Best family friendly Chicago, IL accommodations

Among the 11918 accommodations in the area, here is the list of the 4 best family friendly ones

Modern 2br Chicago Stay Near Mccormick & Willis - Chicago, IL
9.5 91 reviews
Chicago, IL
01/08 – 05/08
NZ$822/nighttotal: NZ$3288 (4 )

Modern 2br Chicago Stay Near Mccormick & Willis

2 5
apartment, Chicago
This two-bedroom Chicago apartment, situated in the South Loop district, is a 1.4km walk from McCormick Place and a short Uber ride from Soldier Field and the Museum Campus.
The 2-bathroom property sleeps up to eight guests, offering a fully equipped kitchen, gym access, and 4K smart TVs, plus optional parking for £24 per day.
Stylish Cozy Boho • 10 Min To Downtown • Sleeps 5 - Chicago, IL
9.7 79 reviews
Chicago, IL
16/07 – 19/07
NZ$393/nighttotal: NZ$1179 (3 )

Stylish Cozy Boho • 10 Min To Downtown • Sleeps 5

1 2
apartment, Chicago
This Chicago apartment rental is located in Little Village, a 10-minute drive (approx. 4.8km) from the city centre, 4.8km from Little Italy and Chinatown, and a 15-minute drive (approx. 11.2km) from Millennium Park and Soldier Field.
The one-bedroom flat sleeps five guests comfortably, offering a full kitchen, washer/dryer, in-unit entertainment (two smart TVs, Pac-Man arcade game, board games), a mini-patio with grill, and enhanced security features including keyless entry.
Unique Modern Art Inspired Oasis - Chicago, IL
9.2 42 reviews
Chicago, IL
27/06 – 31/07
NZ$218/nighttotal: NZ$7412 (34 )

Unique Modern Art Inspired Oasis

2 1
apartment, Chicago
This Humboldt Park flat, near the Loop and West Town, offers easy access to the University of Chicago campuses and is conveniently located for exploring Chicago's cultural attractions.
The two-bedroom, one-bathroom apartment sleeps five, includes in-unit laundry, a fully equipped kitchen with modern appliances, fast Wi-Fi, and enhanced security features, plus a garden and parking.
Mccormick Place 2b/2b Family Unit With Optional Parking For Up To 8 Guests - Chicago, IL
9.6 4 reviews
Chicago, IL
13/08 – 16/08
NZ$833/nighttotal: NZ$2499 (3 )

Mccormick Place 2b/2b Family Unit With Optional Parking For Up To 8 Guests

2 7
apartment, Chicago
This Near South Side Chicago flat is conveniently located within 1.6km of State Street and the Wintrust Arena, and under 1.6km from McCormick Place and Soldier Field.
This three-bedroom, two-bathroom apartment offers 88 square metres of space, sleeping up to eight guests, and includes a fully equipped kitchen, private patio, free Wi-Fi, and access to a fitness centre and parking.

Best Chicago, IL accommodations with a kitchen

Talman Ave - Chicago, IL
9.9 62 reviews
Chicago, IL
21/10 – 20/01
NZ$63/nighttotal: NZ$5733 (91 )

Talman Ave

1 2
apartment, Chicago
This one-bedroom Chicago apartment is located in the Lincoln Square/Ravenswood neighbourhood, a short walk (approximately 0.8 km) from the Rockwell Brown Line 'L' station, offering easy access to the city centre in 25 minutes.
The five-room flat, sleeping two guests, includes a kitchen with fridge, microwave, and dishwasher, plus air conditioning, a garden, parking, and is legally registered (R19000042335).
19c. Greystone 3 Bd/2ba Near Uchicago Med Center - Chicago, IL
9.2 127 reviews
Chicago, IL
31/07 – 04/08
NZ$1056/nighttotal: NZ$4224 (4 )

19c. Greystone 3 Bd/2ba Near Uchicago Med Center

1 4
apartment, Chicago
This three-bedroom Chicago apartment, situated near the University of Chicago and a short distance from the Museum of Science and Industry, offers convenient access to the Medical Centre via the GoShuttle and is located in a renovated 19th-century Greystone building.
Sleeping six guests, the property features a master suite with a jetted bath, a dedicated workspace with printer, and a garden; parking is also available, but note that the apartment is on the third floor, accessible only via 42 stairs.
Bohemian Garden Oasis! 2-br Unit With Ac & Wifi In Prime Chicago. - Chicago, IL
Chicago, IL
13/07 – 14/09
NZ$245/nighttotal: NZ$15435 (63 )

Bohemian Garden Oasis! 2-br Unit With Ac & Wifi In Prime Chicago.

2 1
apartment, Chicago
This two-bedroom apartment, situated in Chicago's Lower West Side, offers convenient access to downtown attractions such as the Field Museum and Art Institute of Chicago, though precise distances aren't provided.
Sleeping five guests comfortably, this flat features a fully equipped kitchen with microwave, a living room with futon, air conditioning, Wi-Fi, and a washing machine, plus proximity to shopping on Michigan Avenue and McCormick Place.
Skyline Views, Pool & Gym, Walk Mag Mile + Lake! - Chicago, IL
10 16 reviews
Chicago, IL
01/09 – 31/10
NZ$467/nighttotal: NZ$28020 (60 )

Skyline Views, Pool & Gym, Walk Mag Mile + Lake!

2 2
apartment, Chicago
This Chicago apartment boasts a prime downtown location, two blocks from the Red Line 'L' train and a short walk from Lake Michigan.
The two-bedroom, one-bathroom flat sleeps four, features a fully equipped kitchen with modern appliances including a Ninja air fryer and NutriBullet, and offers access to a building swimming pool, fitness centre and rooftop terrace with city views; in-unit laundry is also provided.

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.

Destinations nearby

Best Chicago, IL accommodations with a pool

Among the 11918 accommodations in the area, here is the list of the 4 best ones with a pool

Whole Flat In Private Club. Walk To L, Dining & Shows - Chicago, IL
9.8 586 reviews
Chicago, IL
01/08 – 03/08
NZ$641/nighttotal: NZ$1282 (2 )

Whole Flat In Private Club. Walk To L, Dining & Shows

1 1
apartment, Chicago
This stylish flat is located in Chicago's Uptown neighbourhood, just 2 kilometres from the beach, 1 kilometre from the Red Line 'L' train, and within walking distance of numerous restaurants, bars, and two major concert venues. The property has excellent user, location and cleanliness ratings.
The apartment has one bedroom, one bathroom and comfortably sleeps up to 4 guests. It features a fully equipped kitchen, a modern fitness centre, a swimming pool, a garden, and free street parking.
Gorgeous Corner Unit By The Lake - Chicago, IL
10 5 reviews
Chicago, IL
21/10 – 20/01
NZ$115/nighttotal: NZ$10465 (91 )

Gorgeous Corner Unit By The Lake

1 2
apartment, Chicago
This Streeterville apartment, in Chicago, Illinois, boasts a prime location between Lake Michigan and the Magnificent Mile, a short distance from the Shirley Ryan AbilityLab.
The 118 square metre, two-bedroom, two-bathroom flat sleeps five, offering a fully furnished interior with amenities including a swimming pool, jacuzzi, and fitness centre, plus all utilities and Wi-Fi.
50th Floor Mag Mile Views, Balcony, Pool, Gym - Chicago, IL
9.8 133 reviews
Chicago, IL
15/07 – 22/07
NZ$630/nighttotal: NZ$4410 (7 )

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

1 2
apartment, Chicago
This apartment is situated in downtown Chicago, just a short walk from the city's main attractions, offering stunning views from its 50th-floor location. The property has received excellent reviews for its cleanliness, location, and overall experience.
The flat is ideal for two guests and features a modern interior with floor-to-ceiling windows showcasing panoramic city views. Guests can enjoy access to a fitness centre, swimming pool, and other amenities, making this a great choice for a comfortable and convenient stay in the Windy City.
Stay Chic In Chicago: River North Suites W/ Luxe Amenities & Prime Location! - Chicago, IL
8.0 1 review
Chicago, IL
09/08 – 11/08
NZ$1101/nighttotal: NZ$2202 (2 )

Stay Chic In Chicago: River North Suites W/ Luxe Amenities & Prime Location!

1 4
apartment, Chicago
This Level River North apartment, situated in Chicago's River North district, is minutes from the Magnificent Mile and the Loop, offering easy access to the Chicago River and its cultural attractions.
The 48-square-metre studio flat features a sofa bed, sleeping space for four guests, a fully equipped kitchen (fridge, microwave, dishwasher), and access to a swimming pool, sauna, and parking; nearby water activities include motor boating.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL accommodations with parking

Perfect Place To Enjoy The City Or Just Relax - Chicago, IL
8.3 166 reviews
Chicago, IL
21/08 – 23/08
NZ$450/nighttotal: NZ$900 (2 )

Perfect Place To Enjoy The City Or Just Relax

1 3
apartment, Chicago
This one-bedroom flat is situated in Chicago, just a short distance from the United Center and Union Station, making it ideal for exploring the city's sporting and transport hubs. The apartment has received consistently high ratings for cleanliness, location and overall experience.
The 93 square metre flat comfortably accommodates up to seven guests. Amenities include a fully equipped kitchen with a dishwasher and coffee machine, air conditioning, free Wi-Fi and towels and bed linen.
Historic Oasis In The Middle Of Everything. - Chicago, IL
9.9 308 reviews
Chicago, IL
25/06 – 29/06
NZ$918/nighttotal: NZ$3672 (4 )

Historic Oasis In The Middle Of Everything.

1 3
apartment, Chicago
This Sheridan Park flat is ideally located near the intersection of Uptown, Andersonville, Wrigleyville, Lincoln Square, and Ravenswood, an 8-minute walk (approximately 0.64 km) from the Wilson CTA station.
The three-bedroom property, sleeping six, boasts a private deck, in-unit laundry, three smart TVs, private parking, and access to shared gardens, offering a comfortable stay near diverse Chicago neighbourhoods.
Stylish Home - 10 Min To Downtown W/free Parking - Chicago, IL
9.5 50 reviews
Chicago, IL
19/07 – 31/07
NZ$497/nighttotal: NZ$5964 (12 )

Stylish Home - 10 Min To Downtown W/free Parking

1 3
apartment, Chicago
This 2-bedroom flat offers excellent access to Chicago's attractions, situated approximately 15 minutes from the city centre and within 12 kilometres of landmarks like Wrigley Field, Union Station, Millennium Park, Navy Pier, the Shedd Aquarium, Adler Planetarium, Field Museum, McCormick Place Convention Centre and the United Center.
This well-appointed apartment accommodates up to four guests with two bedrooms featuring Queen beds, a fully equipped kitchen, air conditioning, private parking, and a living room with a 55-inch Smart TV, all rated excellent for location, cleanliness, and user satisfaction.
Casanova Modern City Living - Chicago, IL
9.8 75 reviews
Chicago, IL
26/06 – 28/06
NZ$1672/nighttotal: NZ$3344 (2 )

Casanova Modern City Living

4 7
apartment, Chicago
This spacious four-bedroom house, ideal for families, is located in Chicago's North Kenwood/Bronzeville neighbourhood, a short walk from Lake Michigan and a 6.4km drive from the Loop.
Offering a three-floor layout with a private garden, patio, parking, and all modern conveniences including a fully equipped kitchen and air conditioning, this Chicago residence comfortably sleeps eight guests and provides easy access to the city's attractions.
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