Menu
USD
USD U.S. dollar EUR Euro GBP Pound sterling AUD Australian dollar CAD Canadian dollar BRL Brazilian real CNY Chinese yuan CZK Czech koruna DKK Danish krone HKD Hong Kong dollar ILS Israeli new sheqel JPY Japanese yen MYR Malaysian ringgit NZD New Zealand dollar NOK Norwegian krone PLN Polish zloty RON Romanian leu RUB Russian ruble SAR Saudi riyal SGD Singapore dollar ZAR South African rand KRW South Korean won SEK Swedish krona CHF Swiss franc TRY Turkish lira UAH Ukrainian hryvnia THB Thai baht ARS Argentina, Peso
English
العربية 简体中文 Čeština Dansk Deutsch English Español Français Ελληνικά עברית Italiano 日本語 한국어 Magyar Nederlands Norsk Polski Português Русский Svenska Türkçe Українська

Search Hotels

2026-06-07

2026-06-08

Maximum period that can be booked is 30 days. Please enter alternative dates.



Ages of children:
Specify the age of a child
Specify the age of children
Cancel
OK

Chicago holiday rentals

Filter Results

Hotels by class

Find a hotel

Price per night

Accommodation type

Districts

Attractions

Thematic hotels

Review rating

Hotel facilities

Room facilities

Apply Filters
Clear Filters

109 properties found

  • Goose Island Central Downtown Prime Location With Access To Patio Chi - 1

    West Augusta Boulevard 1220, Chicago, United States ( Show map )

    Located a stone's throw from the Polish Museum of America, Goose Island Central Downtown Prime Location With Access To Patio Chi - 1 Chicago villa gives…

    More...

    From US$ 179
    price for 1 night
    Book Now From US$ 179
  • 3Br Gym Workspace Chicago Condo

    3656 North Osage Avenue Unit 2, Chicago, United States ( Show map )

    Situated 4.6 km from the Donald E. The 2-bedroom holiday home is within 5 km of Chicago O'Hare International airport and within a 15…

    More...

    From US$ 440
    price for 1 night
    Book Now From US$ 440
  • Romantic 3 Bed Home In The Heart Of The Park

    5923 South Indiana Avenue, Chicago, United States ( Show map )

    Offering a location about a 25-minute walk from the private research University of Chicago, Romantic 3 Bed Home In The Heart Of The Park…

    More...

    From US$ 393
    price for 1 night
    Book Now From US$ 393
  • 1 Mi To Wrigley! Quintessential Chi-Town Greystone

    3622 N Hermitage Ave Unit 2, Chicago, United States ( Show map )

    1 Mi To Wrigley! To enjoy your vacation in Chicago, stay at this apartment, which is 1.6 km from the baseball stadium "Wrigley Field" and…

    More...

    Book Now
  • Bronzeville 42 Art & Hospitality

    615 East 42Nd Street, Chicago, United States ( Show map )

    Situated around 7 km from the Art Institute of Chicago, Bronzeville 42 Art & Hospitality Chicago villa provides access to numerous tourist attractions in the area.

    More...

    Book Now
  • Luxury Gold Coast Penthouse With Deck & Views

    22 East Elm Street, Chicago, United States ( Show map )

    During the stay at Luxury Gold Coast Penthouse With Deck & Views Villa Chicago, guests can indulge in cycling and fishing or visit Millennium Public Park…

    More...

    Book Now
  • Top 1 Rated 4Br Lincoln Park House - King Bed

    210 W St Paul Ave, Chicago, Il 60614, Usa, Chicago, United States ( Show map )

    The 2-bedroom Top 1 Rated 4Br Lincoln Park House - King Bed Chicago villa entices active guests with access to a fitness club and is…

    More...

    Book Now
  • Zen Escape-Chicago'S Urban Oasis

    841 North Mozart Street, Chicago, United States ( Show map )

    Located just 400 metres from the Adams & Son Gardens, Zen Escape-Chicago'S Urban Oasis Villa gives access to various tourist sites in the vicinity. The…

    More...

    From US$ 79
    price for 1 night
    Book Now From US$ 79
  • Charming & Bright Multilevel Townhome With Parking

    Chicago, United States ( Show map )

    Situated only 6 minutes' walk from The Noble Horse Theatre, Charming & Bright Multilevel Townhome With Parking Chicago villa offers easy access to numerous tourist spots…

    More...

    Book Now
  • New Modern 3Br, Gym, Workspace, Quiet Location

    3656 N Osage Ave Unit 3, Chicago, Il 60634, Usa, Chicago, United States ( Show map )

    The 2-bedroom New Modern 3Br, Gym, Workspace, Quiet Location Chicago villa is located nearly a 25-minute walk from Bambi Park, giving access to…

    More...

    From US$ 147
    price for 1 night
    Book Now From US$ 147
  • Downtown Living: Walkable, Modern Chicago Condo

    235 W Van Buren St Unit 2220, Chicago, United States ( Show map )

    Downtown Living: Walkable, Modern Chicago Condo villa offers swift access to various city sites, such as the Money Museum at the Federal Reserve Bank, situated…

    More...

    Book Now
  • New Construction Building In River North

    811 N Sedgwick St, Chicago, United States ( Show map )

    The 10-bedroom New Construction Building In River North Chicago villa offers proximity to such city sites as the long-standing Carl Hammer Gallery, located…

    More...

    From US$ 1119
    price for 1 night
    Book Now From US$ 1119
  • Sleeps 26 • Modern Multi-Unit • Gym • Workspaces

    3114 West Waveland Avenue, Chicago, United States ( Show map )

    Located a mere 450 metres from Prop Thtr, Sleeps 22 • Modern Multi-Unit • Gym • Workspaces Chicago villa provides access to various tourist attractions in the…

    More...

    From US$ 1166
    price for 1 night
    Book Now From US$ 1166
  • Envitae Hotel 4Br Modern Sleek Apartment

    853 West Blackhawk Street, Chicago, United States ( Show map )

    Located 3.1 km from the historic drawbridge "DuSable Bridge", Envitae Hotel 4Br Modern Sleek Apartment Chicago villa offers a casino for guests' leisure. You can…

    More...

    Book Now
  • Modern 4 Bedroom Greystone

    South Calumet Avenue 3626, Chicago, United States ( Show map )

    Situated around a 5-minute walk from South Park Baptist Church, Modern 4 Bedroom Greystone Chicago villa offers easy access to numerous tourist spots in…

    More...

    Book Now
  • 3 Bedroom Spacious Home In Ideal Location W Free Parking Back Yard Pets Welcome

    1426 North North Park Avenue, Chicago, United States ( Show map )

    Situated approximately 5 minutes on foot from The Noble Horse Theatre, the 3-bedroom 3 Bedroom Spacious Home In Ideal Location W Free Parking Back…

    More...

    From US$ 949
    price for 1 night
    Book Now From US$ 949
  • Wrigley 4Br Home, Sleeps 10

    3623 N Ashland Ave, Chicago, United States ( Show map )

    Situated an 18-minute walk from the baseball stadium "Wrigley Field", Wrigley 4Br Home, Sleeps 10 Chicago entices guests to explore various tourist attractions in…

    More...

    From US$ 1603
    price for 1 night
    Book Now From US$ 1603
  • 420 Friendly 12 Pm Check Out 1 Bedroom Basement

    8132 South Harvard Avenue, Chicago, United States ( Show map )

    Offering a hot tub, 420 Friendly 12 Pm Check Out 1 Bedroom Basement Chicago villa is located 7 km from the Sprawling hands-on Museum…

    More...

    From US$ 131
    price for 1 night
    Book Now From US$ 131
  • Commuter-Friendly Bungalow In Chicago'S South Side

    8817 S Merrill Ave, Chicago, United States ( Show map )

    Staying at Commuter-Friendly Bungalow In Chicagos South Side, guests can easily reach the Sprawling hands-on Museum of Science and Industry, located approximately 7…

    More...

    Book Now
  • Immaculate Brand New Penthouse Chicago

    1630 West Warren Boulevard, Chicago, United States ( Show map )

    Immaculate Brand New Penthouse Chicago Villa is located only a 9-minute walk from Statue of Michael Jackson, giving access to various tourist spots nearby.

    More...

    From US$ 799
    price for 1 night
    Book Now From US$ 799