Menu
USD
USD U.S. dollar EUR Euro GBP Pound sterling AUD Australian dollar CAD Canadian dollar BRL Brazilian real BGN Bulgarian lev 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

2026-04-21

2026-04-22

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

104 properties found

  • 5Br 5Ba Architectural Estate-Theatre Gym Rooftop

    1856 North Fairfield Avenue, Chicago, United States ( Show map )

    The Foodsmart is just a 6-minute walk from the 4-bedroom 5Br 5Ba Architectural Estate-Theatre Gym Rooftop Chicago villa, offering a sauna for…

    More...

    Book Now
  • Spacious 3-Bed West Loop Townhouse, 1 Car Garage

    920 W Van Buren St, Chicago, United States ( Show map )

    Spacious 3-Bed West Loop Townhouse, 1 Car Garage Chicago villa offers proximity to nearby tourist spots, such as The Rookery Building, situated around 20…

    More...

    Book Now
  • Spacious 3Br Urban Getaway W Gym

    2550 South Wabash Avenue, Chicago, United States ( Show map )

    Situated approximately 25 minutes' walk from the 57-acre park "Museum Campus", Spacious 3Br Urban Getaway W Gym Chicago villa features a patio with views…

    More...

    Book Now
  • Chic 4-Bedroom Haven: Designer'S Dream Home

    2655 West Huron Street, Chicago, United States ( Show map )

    Chic 4-Bedroom Haven: Designer'S Dream Home Chicago offers easy access to such tourist spots as the Komoda store|the Komoda building, located only a…

    More...

    From US$ 1155
    price for 1 night
    Book Now From US$ 1155
  • Modern 4 Bedroom Condo In Lakeview

    West Barry Avenue 2100, Chicago, United States ( Show map )

    Modern 4 Bedroom Condo In Lakeview Chicago villa offers quick access to such tourist spots as Fellger Park, situated only a 5-minute walk away.

    More...

    Book Now
  • Charming 5 Bedrooms 2 Bathrooms

    8027 South Kimbark Avenue, Chicago, United States ( Show map )

    Situated around 6 km from the Smart Museum of Art, Charming 5 Bedrooms 2 Bathrooms Chicago villa provides access to numerous tourist attractions in the…

    More...

    Book Now
  • Game Room, Firepit, Playground, Gym, Billiard

    2146 N Kilpatrick Ave, Chicago, United States ( Show map )

    Located 4.4 km from the Garfield Park Conservatory, Game Room, Firepit, Playground, Gym, Billiard Chicago villa gives access to various tourist sites in the vicinity.

    More...

    Book Now
  • White Sox Best House

    3801 South Calumet Avenue, Chicago, United States ( Show map )

    Situated around 400 metres from Ida B Wells House, White Sox Best House Chicago villa offers easy access to numerous tourist spots in the area.

    More...

    From US$ 162
    price for 1 night
    Book Now From US$ 162
  • Breathtaking Downtown Penthouse A - Sleeps 11

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

    Breathtaking Downtown Penthouse A - Sleeps 11 Villa Chicago offers quick access to such city attractions as Durse Park, located only a 5-minute walk away.

    More...

    From US$ 329
    price for 1 night
    Book Now From US$ 329
  • Chicago 1Br, Stylish Stay With Workspace

    3114 W Waveland Ave Unit 1A, Chicago, Il 60618, Usa, Chicago, United States ( Show map )

    The 1-bedroom Chicago 1Br, Stylish Stay With Workspace villa offers proximity to such city sites as Prop Thtr, located only 6 minutes' walk away.

    More...

    Book Now
  • Huge Projector And Designated Workspace, Near Wrigley

    3116 W Waveland Ave, Unit 2B, Chicago, Il 60618, Usa, Chicago, United States ( Show map )

    Located merely 6 minutes' walk from Prop Thtr, the 1-bedroom Huge Projector And Designated Workspace, Near Wrigley Chicago villa offers quick access to various…

    More...

    From US$ 992
    price for 1 night
    Book Now From US$ 992
  • Luxe 4Br With Hot Tub & Game Room

    1654 West Ohio Street, Chicago, United States ( Show map )

    Staying at Luxe 4Br With Hot Tub & Game Room Chicago villa, guests can easily reach the 20-acre public Maggie Daley Park, located approximately a…

    More...

    From US$ 967
    price for 1 night
    Book Now From US$ 967
  • Chicago Home With Spacious Yard 14 Mi To Dtwn

    Chicago, United States ( Show map )

    Located only 1.7 km from the Historic Pullman Foundation Exhibit Hall, Chicago Home With Spacious Yard 14 Mi To Dtwn gives access to various tourist…

    More...

    From US$ 112
    price for 1 night
    Book Now From US$ 112
  • Cozy Wicker Park Home With Movie Room

    1523 North Artesian Avenue, Chicago, United States ( Show map )

    Located merely 6 minutes' walk from the Richard's Fabulous Finds, the 4-bedroom Cozy Wicker Park Home With Movie Room Chicago offers quick access to…

    More...

    Book Now
  • 8Br Kids Room, Game Room, Gym Andtheater

    4038 N Central Ave, Chicago, Il 60634, Usa, Chicago, United States ( Show map )

    The 3-bedroom 8Br Kids Room, Game Room, Gym Andtheater Chicago villa offers quick access to such tourist spots as Romanian Eastern Orthodox Church of…

    More...

    Book Now
  • Hello Again, Chicago!

    1856 West Huron Street, Chicago, United States ( Show map )

    Situated 4.6 km from the free Lincoln Park Zoo, Hello Again, Chicago! Located in the West Town district, the holiday home can be easily reached…

    More...

    Book Now
  • Chic Green L Near Downtown & Il Medical District

    602 South Western Avenue, Chicago, United States ( Show map )

    Situated 2.7 km from Bickerdike Square Park, Chic Green L Near Downtown & Il Medical District Chicago villa provides access to numerous tourist attractions in the…

    More...

    From US$ 118
    price for 1 night
    Book Now From US$ 118
  • Breathtaking Chi Unit In River North With Rooftop Deck - Penthouse A - Sleeps 11

    North Sedgwick Street 811, Chicago, United States ( Show map )

    Situated within 25 minutes' walk of the Art Institute of Chicago, the 3-bedroom Breathtaking Chi Unit In River North With Rooftop Deck - Penthouse A…

    More...

    From US$ 1205
    price for 1 night
    Book Now From US$ 1205
  • The Retreat - Hot Tub, Theater, Game Room, Fire Pit, Bar, Sleeps 14

    4505 North Harding Avenue, Chicago, United States ( Show map )

    The Retreat - Hot Tub, Theater, Game Room, Fire Pit, Bar, Sleeps 14 Chicago villa is located a mere 7 minutes' walk from Muslim Community Center…

    More...

    Book Now
  • River West Modern 4-Bd Home With Patio & Balcony

    657 North Carpenter Street, Chicago, United States ( Show map )

    River West Modern 4-Bd Home With Patio & Balcony Chicago is located nearly 5 minutes' walk from the historic Chicago and North Western Railway Power…

    More...

    Book Now