Vacation rentals in Chicago
Chicago, Illinois is a vibrant city located on the shores of Lake Michigan. Known for its iconic skyline, deep-dish pizza, and world-class museums, Chicago offers something for everyone, from sports fans to foodies to culture seekers.
Top rated hotels in Chicago
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Vacation rentals with Wifi in Chicago
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Chicago · 6 guests · 4 beds · 3 bathFamily-Friendly South Loop EscapeFrom $381 /night
Chicago · 9 guests · 4 beds · 2.5 bathWindy City Getaway | 3BR 2BA Chicago TownhouseFrom $190 /night
Chicago · 10 guests · 5 beds · 2 bathBright Modern 4Bd 2Ba in the Heart of WrigleyvilleFrom $145 /night
Chicago · 7 guests · 4 beds · 1 bathComfortable Condo in the Heart of BronzevilleFrom $214 /night
Chicago · 6 guests · 3 beds · 1 bathChic Chicago RetreatFrom $113 /night
Chicago · 6 guests · 3 beds · 1.5 bathBreathtaking & Bright: Designer 2BD with GarageFrom $124 /night
Chicago · 6 guests · 3 beds · 2 bath2bd River North Million Dollar Views! Parking InclFrom $247 /night
Chicago · 2 guests · 2 beds · 1 bathCabin 105 at 747 LoftsFrom $63 /night
Chicago · 2 guests · 1 bed · 1 bathCabin 208 at 747 LoftsFrom $62 /night
Chicago · 5 guests · 4 beds · 2 bath2BR Elevator Bldg Condo - Steps to Restaurant Row!From $143 /night
Chicago · 3 guests · 2 beds · 1 bathCabin 202 at 747 LoftsFrom $88 /night
Chicago · 3 guests · 2 beds · 1 bathCabin 203 at 747 LoftsFrom $63 /night
Chicago · 4 guests · 2 beds · 1 bath2 Bedroom Apartment in West TownFrom $100 /night
Chicago · 3 guests · 1 bed · 1 bathGreat 1 BR Apartment in West TownFrom $84 /night
Chicago · 4 guests · 3 beds · 1 bathWalk to IL Medical District 1 Bed w/Parking & W/DFrom $84 /night
Chicago · 2 guests · 1 bed · 1 bathCabin 308 at 747 LoftsFrom $94 /night
Chicago · 2 guests · 1 bed · 1 bathCabin 104 at 747 LoftsFrom $63 /night
Chicago · 8 guests · 5 beds · 2 bathWelcoming Duplex w/ Parking next to Humboldt Park!From $191 /night
Chicago · 1 guest · 1 bed · 1 bathCabin 204 at 747 LoftsFrom $58 /night
Chicago · 2 guests · 1 bed · 1 bathCabin 106 at 747 LoftsFrom $89 /night
Chicago · 3 guests · 2 beds · 1 bathCabin 301 at 747 LoftsFrom $63 /night
Chicago · 3 guests · 2 beds · 1 bathCabin 303 at 747 LoftsFrom $63 /night
Chicago · 16 guests · 11 beds · 4 bathMassive Old Town home steps to Wells St & BeachFrom $538 /night
Chicago · 1 guest · 1 bed · 1 bathCabin 207 at 747 LoftsFrom $82 /night
Chicago · 1 guest · 1 bed · 1 bathCabin 103 at 747 LoftsFrom $58 /night
Chicago · 2 guests · 1 bed · 1 bathCabin 307 at 747 LoftsFrom $88 /night
Chicago · 3 guests · 2 beds · 1 bathCabin 101 at 747 LoftsFrom $63 /night
Chicago · 4 guests · 2 beds · 2 bathSpacious 2 Bed/2 Bath Apartment in West Town!From $142 /night
Chicago · 3 guests · 2 beds · 1 bathCabin 302 at 747 LoftsFrom $84 /night
Chicago · 2 guests · 1 bed · 1 bathAmazing 1 Bedroom in Prime Lakeview LocationFrom $75 /night
Chicago · 1 guest · 1 bed · 1 bathCabin 304 at 747 LoftsFrom $58 /night
Chicago · 1 guest · 1 bed · 1 bathCabin 205 at 747 LoftsFrom $58 /night
Chicago · 3 guests · 2 beds · 1 bathCabin 201 at 747 LoftsFrom $63 /night
Chicago · 7 guests · 4 beds · 2 bathLong Term Rental: 3BR/2BA River West CondoFrom $180 /night
Chicago · 3 guests · 2 beds · 1 bathCabin 306 at 747 LoftsFrom $63 /night
Chicago · 1 guest · 2 bedsThe Whitehall HotelFrom $149 /night
Chicago · 4 guests · 2 bedsHomewood Suites by Hilton Chicago-DowntownFrom $250 /night
Chicago · 4 guests · 2 bedsPalmer House a Hilton HotelFrom $216 /night
Chicago · 5 guests · 2 bedsHilton Garden Inn Chicago Downtown/Magnificent MileFrom $191 /night
Chicago · 4 guests · 2 bedsThe DrakeFrom $229 /night
Chicago · 6 guests · 3 bedsEmbassy Suites by Hilton Chicago Downtown Magnificent MileFrom $246 /night
Chicago · 4 guests · 2 bedsRenaissance Chicago O'Hare Suites HotelFrom $114 /night
Chicago · 5 guests · 2 bedsHampton Inn & Suites Chicago DowntownFrom $211 /night
Chicago · 4 guests · 2 bedsCourtyard by Marriott Chicago Midway AirportFrom $152 /night
Chicago · 4 guests · 2 bedsCarlton Inn MidwayFrom $119 /night
Chicago · 6 guests · 10 bedsChicago Getaway HostelFrom $41 /night
Chicago · 4 guests · 1 bedOmni Chicago HotelFrom $269 /night
Chicago · 4 guests · 2 bedsCrowne Plaza Chicago West Loop, an IHG HotelFrom $157 /night
Chicago · 6 guests · 2 bedsSpringHill Suites Chicago O'Hare by MarriottFrom $116 /night
Chicago · 8 guests · 3 bedsHilton ChicagoFrom $175 /night
Chicago · 5 guests · 2 bedsHilton Chicago/Magnificent Mile SuitesFrom $205 /night
Chicago · 4 guests · 2 bedsHampton Inn by Hilton Chicago-Midway AirportFrom $135 /night
Chicago · 3 guests · 1 bedThe Majestic HotelFrom $229 /night
Chicago · 4 guests · 2 bedsCity Suites HotelFrom $275 /night
Chicago · 4 guests · 2 bedsThe Willows HotelFrom $244 /night
Chicago · 4 guests · 2 bedsResidence Inn Marriott Chicago MidwayFrom $158 /night
Chicago · 4 guests · 2 bedsFairfield Inn and Suites by Marriott Chicago Midway AirportFrom $127 /night
Chicago · 4 guests · 2 bedsChicago Marriott Downtown Magnificent MileFrom $295 /night
Chicago · 4 guests · 2 bedsHotel Saint Clair- Magnificent MileFrom $179 /night
Chicago · 4 guests · 2 bedsThe Buckingham HotelFrom $237 /night
Chicago · 4 guests · 2 bedsLa Quinta Inn & Suites by Wyndham Chicago DowntownFrom $170 /night
Chicago · 1 guest · 1 bedThe Villa ToscanaFrom $126 /night
Chicago · 4 guests · 2 bedsIvy Boutique HotelFrom $262 /night
Chicago · 3 guests · 1 bedCentral Loop HotelFrom $161 /night
Chicago · 2 guests · 1 bedVilla Dubois Guest HouseFrom $114 /night
Chicago · 2 guests · 1 bedMccormick Place Guest HouseFrom $105 /night
Chicago · 4 guests · 2 bedsHotel Felix River North/Magnificent MileFrom $191 /night
Chicago · 10 guests · 6 bedsStay 424From $97 /night
Chicago · 4 guests · 2 bedsInterContinental Chicago Magnificent Mile, an IHG HotelFrom $240 /night
Chicago · 4 guests · 2 bedsThe Chicago Hotel Collection - WrigleyvilleFrom $219 /night
Chicago · 4 guests · 2 bedsThe St. Regis ChicagoFrom $625 /night
Chicago · 4 guests · 2 bedsResidence Inn by Marriott Chicago Downtown / River NorthFrom $200 /night
Chicago · 4 guests · 2 bedsExtended Stay America Suites Chicago MidwayFrom $87 /night
Chicago · 4 guests · 2 bedsClaridge HouseFrom $163 /night
Chicago · 6 guests · 2 bedsFairmont Chicago at Millennium ParkFrom $309 /night
Chicago · 6 guests · 3 bedsLevel Chicago Fulton MarketFrom $214 /night
Chicago · 2 guests · 1 bedSonder The Burnham ApartmentsFrom $196 /night
Chicago · 4 guests · 2 bedsSwissotel - ChicagoFrom $365 /night
Typical weather in Chicago
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