Sorry, we couldn't find your location

Best Chicago holiday apartments

Well done. Look what authentic hosts in Chicago are offering to you on 9flats.

Popular accommodations in Chicago

Instant Booking
Hotel
Accommodates 6
Homewood Suites by Hilton Chicago Downtown
This all-suite hotel is located in downtown Chicago, surrounded by upscale dining and shopping in the trendy River North neighborhood. It features free WiFi throughout the property.Book now
from $89 per night

Instant Booking
Hotel
Accommodates 4
Four Seasons Chicago
Just steps away from the luxury shopping, dining and entertainment on Michigan Avenue’s Magnificent Mile, this downtown Chicago hotel features skyline city views, an on-site restaurant and lavish spa. Free WiFi is available.Book now
from $79 per night

Instant Booking
Hotel
Accommodates 6
Embassy Suites Chicago - Downtown River North
Located in the River North district, this downtown Chicago hotel is 1 mile from Navy Pier. The all-suite hotel features an Italian restaurant, indoor pool and suites with 2 flat-screen TVs.Book now
from $118 per night

Instant Booking
Hotel
Accommodates 4
DoubleTree by Hilton Chicago Magnificent Mile
Boasting an outdoor pool in the heart of downtown Chicago, this hotel is located within 5 minutes’ walk of the famous Magnificent Mile. It boasts 1 on-site restaurant called HotHouse and a flat-screen TV in every room.Book now
from $79 per night

Instant Booking
Hotel
Accommodates 5
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Just 2 blocks away from the shops and entertainment on the Magnificent Mile, this hotel is located in Chicago’s River North neighborhood and features an on-site restaurant, 24-hour business centre and fitness centre. Free WiFi is available.Book now
from $118 per night

Instant Booking
Hotel
Accommodates 6
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Two blocks from the restaurants and shops of Embassy Suites by Hilton Chicago Downtown Magnificent Mile offers a free daily breakfast and evening reception, and is moments from major area attractions. There is also a heated indoor pool at the property.Book now
from $118 per night

Instant Booking
Hotel
Accommodates 6
Embassy Suites by Hilton Chicago O'Hare Rosemont
Situated across the street from the Donald E. Stephens Convention Center and minutes from O’Hare International Airport, this all-suites hotel is located in Rosemont and offers free 24-hour airport shuttle services, complimentary made-to-order breakfast and an evening reception with complimentary beverages.Book now
from $89 per night

Instant Booking
Hotel
Accommodates 6
Fairmont Chicago Millennium Park
Just 1 block away from Millennium Park and Navy Pier, this downtown Chicago hotel offers on-site gourmet dining options, 24-hour fitness centre and full-service spa. Free WiFi is available in the hotel lobby.Book now
from $145 per night

Instant Booking
Hotel
Accommodates 10
Hotel Saint Clair - Magnificent Mile
Just 1 block from the Magnificent Mile in Downtown Chicago, this historic European-style high-rise hotel boasts beautiful city views and offers free WiFi.Book now
from $69 per night

Instant Booking
Hotel
Accommodates 4
Homewood Suites by Hilton Chicago Downtown - Magnificent Mile
Located less than 1 block from the famous Michigan Avenue, this hotel with self-catering suites is located in the heart of Chicago’s best shopping and dining district. The property features complimentary WiFi access.Book now
from $94 per night

Instant Booking
Hotel
Accommodates 10
Best Western at O'Hare
Located 5 minutes from Chicago O’Hare International Airport and 20 minutes from downtown Chicago, this hotel is 100% smoke-free and offers free airport shuttle services and complimentary daily breakfast. Free WiFi is available.Book now
from $56 per night

Instant Booking
Hotel
Accommodates 4
Sonesta Simply Suites Chicago O'Hare Airport
Equipped with the comforts of home, including full kitchens, this all-suite hotel is located near O'Hare International Airport and offers free airport transfers along with easy access to Chicago city centre.Book now
from $59 per night

See all 1869 accommodations in Chicago

Information about Chicago

HOTELS, APARTMENTS, VACATION RENTALS AND BED AND BREAKFAST IN CHICAGO

Occasionally overlooked as a tourist destination, Chicago, Illinois is actually one of the most visited cities in the whole of the United States. With magnificent shopping, fine dining, a picturesque waterfront and famous skyline dominated by skyscrapers, the Windy City offers a fantastic short break experience. As with most major cities, hotel accommodation can sometimes prove expensive but with 9flats.com, you can rent affordable quality accommodation in residential areas. By staying in 9flats holiday apartments or service apartments in Chicago you will get the opportunity of living amongst the locals and experiencing life as a true Chicagoan. This is much like the popular activity of couchsurfing in Chicago, albeit much more comfortable and on a more private basis.

Private Holiday Apartments in Chicago

As the birthplace of the skyscraper, Chicago has an imposing skyline that is at once sleek and dramatic, providing a magnificent backdrop to the shores of Lake Michigan. The tunnel effect provided by the many tall buildings is the reason Chicago received its famous nickname of the Windy City. Despite its large size, the city of Chicago is eminently walkable with scores of guided tours taking in many historic locations, including the former haunts of some of the city’s most notorious gangsters. A large number of the main attractions in the city are located around The Loop, Chicago’s historic Downtown centre. Here you will find many of the city’s tallest buildings, including Willis Tower, the tallest in the country. Holiday apartments in Englewood are convenient for both the Red and Green Line train services and located near to a local shopping mall. For those looking for a lively nightlife scene, renting a holiday apartment in Uptown Chicago will put you right in the heart of this area’s famous entertainment district.

Affordable Holiday Accommodation in Chicago

Holiday apartments in Chicago are great for families as the city is one of the friendliest of America’s major tourist destinations. The city has a myriad of attractions suitable for all the family, meaning there is never a dull moment on a Chicago holiday. The number one attraction in the whole of Chicago is the Navy Pier, situated on the shoreline of Lake Michigan. Here you can ride a number of carousels and other fairground rides, including the huge Ferris wheel which offers great views over the lake and beyond. Adults are spoilt for choice when it comes to shopping in Chicago, particularly on the Magnificent Mile, a tree-lined avenue crammed with all manner of shops and restaurants.

Apartments throughout the World

As well as holiday accommodation in Chicago, 9flats has apartments in many other cities in the USA and across the globe. After visiting Chicago, why not continue your American adventure by renting a holiday apartment in New York and experience the excitement of the Big Apple? Perhaps you would prefer Canada and a holiday apartment in Toronto. Whatever your destination preference, 9flats has accommodation to suit, so why not take a look at what’s on offer at 9flats.com now?

Latest reviews for places in Chicago

  • 5.0

    Need to have quarters for the washing machine and dryers but they're easy to use. Had a couple of noise issues with neighbours above/below but that's just apartment living.

    Teresa reviewed Lake Michigan Studio, 1 month minimum in Far North Side
  • 5.0

    She and her husband were very helpful, both in person and via email. Very helpful in an unknown area. We loved that end of Uptown and the lake- so close and so unexpectedly lovely. Hiring a bike there was a highlight- right into Downtown Chicago.
    Only criticism: no view (as honestly stated) and a noisy AC unit.

    sally reviewed Lake Michigan Studio, 1 month minimum in Far North Side
  • 5.0

    Our stay was perfect -- we felt extremely welcome, the area was safe and lively, yet quiet enough for comfortable nights. Beautiful appartment and wonderful host.

    Barbara reviewed Spectacular Room Close to Downtown! in W Town
  • 5.0

    Lovely place, nicely decorated, cozy room with a comfortable bed.

    Moritz reviewed An Artist's Abode in W Town

Show me apartments in:

close
Cookies help us deliver our services. By using our services, you agree to our use of cookies.