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 · 8 guests · 4 beds · 2.5 bathApartment Near Downtown & UChicagoFrom $283 /night
Chicago · 8 guests · 3 beds · 2.5 bathCharming 3bd Bungalow in Vibrant AndersonvilleFrom $308 /night
Chicago · 6 guests · 3 beds · 1 bathModern Design 2bd Garden Condo Near United CenterFrom $126 /night
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 $175 /night
Chicago · 10 guests · 5 beds · 2 bathHeart of Wrigleyville 4bd 2ba Long Stay Modern AptFrom $268 /night
Chicago · 7 guests · 4 beds · 1 bathComfortable Condo in the Heart of BronzevilleFrom $181 /night
Chicago · 6 guests · 3 beds · 1 bathChic Chicago RetreatFrom $100 /night
Chicago · 6 guests · 3 beds · 2 bath2bd River North Million Dollar Views! Parking InclFrom $243 /night
Chicago · 2 guests · 2 beds · 1 bathCabin 105 at 747 LoftsFrom $95 /night
Chicago · 2 guests · 1 bed · 1 bathCabin 208 at 747 LoftsFrom $144 /night
Chicago · 3 guests · 2 beds · 1 bathCabin 202 at 747 LoftsFrom $92 /night
Chicago · 3 guests · 2 beds · 1 bathCabin 203 at 747 LoftsFrom $81 /night
Chicago · 4 guests · 2 beds · 1 bath2 Bedroom Apartment in West TownFrom $145 /night
Chicago · 1 guest · 1 bed · 1 bathCabin 206 at 747 LoftsFrom $86 /night
Chicago · 1 guest · 1 bed · 1 bathCabin 305 at 747 LoftsFrom $124 /night
Chicago · 3 guests · 1 bed · 1 bathGreat 1 BR Apartment in West TownFrom $133 /night
Chicago · 4 guests · 3 beds · 1 bathWalk to IL Medical District 1 Bed w/Parking & W/DFrom $104 /night
Chicago · 1 guest · 1 bed · 1 bathCabin 102 at 747 LoftsFrom $120 /night
Chicago · 2 guests · 1 bed · 1 bathCabin 308 at 747 LoftsFrom $91 /night
Chicago · 2 guests · 1 bed · 1 bathCabin 106 at 747 LoftsFrom $124 /night
Chicago · 3 guests · 2 beds · 1 bathCabin 301 at 747 LoftsFrom $106 /night
Chicago · 3 guests · 2 beds · 1 bathCabin 303 at 747 LoftsFrom $87 /night
Chicago · 16 guests · 11 beds · 4 bathExpansive Old Town Home Steps from Lake & Wells StFrom $501 /night
Chicago · 1 guest · 1 bed · 1 bathCabin 207 at 747 LoftsFrom $98 /night
Chicago · 1 guest · 1 bed · 1 bathCabin 103 at 747 LoftsFrom $134 /night
Chicago · 2 guests · 1 bed · 1 bathCabin 307 at 747 LoftsFrom $169 /night
Chicago · 3 guests · 2 beds · 1 bathCabin 101 at 747 LoftsFrom $132 /night
Chicago · 4 guests · 2 beds · 2 bathSpacious 2 Bed/2 Bath Apartment in West Town!From $176 /night
Chicago · 3 guests · 2 beds · 1 bathCabin 302 at 747 LoftsFrom $108 /night
Chicago · 1 guest · 1 bed · 1 bathCabin 304 at 747 LoftsFrom $153 /night
Chicago · 1 guest · 1 bed · 1 bathCabin 205 at 747 LoftsFrom $144 /night
Chicago · 7 guests · 4 beds · 2 bathLong Term Rental: 3BR/2BA River West CondoFrom $240 /night
Chicago · 3 guests · 2 beds · 1 bathCabin 306 at 747 LoftsFrom $88 /night
Chicago · 6 guests · 1 bedHomewood Suites by Hilton Chicago-DowntownFrom $171 /night
Chicago · 4 guests · 1 bedPalmer House a Hilton HotelFrom $216 /night
Chicago · 5 guests · 1 bedHilton Garden Inn Chicago Downtown/Magnificent MileFrom $181 /night
Chicago · 4 guests · 1 bedThe DrakeFrom $195 /night
Chicago · 6 guests · 1 bedEmbassy Suites by Hilton Chicago Downtown Magnificent MileFrom $243 /night
Chicago · 5 guests · 1 bedRenaissance Chicago O'Hare Suites HotelFrom $139 /night
Chicago · 6 guests · 1 bedHampton Inn & Suites Chicago DowntownFrom $177 /night
Chicago · 4 guests · 1 bedCourtyard by Marriott Chicago Midway AirportFrom $256 /night
Chicago · 4 guests · 1 bedFairfield Inn & Suites Chicago Downtown / Magnificent MileFrom $152 /night
Chicago · 4 guests · 1 bedCarlton Inn MidwayFrom $119 /night
Chicago · 5 guests · 1 bedOmni Chicago HotelFrom $216 /night
Chicago · 4 guests · 1 bedCrowne Plaza Chicago West Loop by IHGFrom $170 /night
Chicago · 4 guests · 1 bedSpringHill Suites Chicago O'Hare by MarriottFrom $112 /night
Chicago · 8 guests · 1 bedHilton ChicagoFrom $298 /night
Chicago · 4 guests · 1 bedHilton Chicago/Magnificent Mile SuitesFrom $152 /night
Chicago · 4 guests · 1 bedHampton Inn by Hilton Chicago-Midway AirportFrom $155 /night
Chicago · 4 guests · 1 bedResidence Inn Marriott Chicago MidwayFrom $187 /night
Chicago · 4 guests · 1 bedFairfield Inn and Suites by Marriott Chicago Midway AirportFrom $170 /night
Chicago · 4 guests · 1 bedChicago Marriott Downtown Magnificent MileFrom $251 /night
Chicago · 4 guests · 1 bedHotel Saint Clair- Magnificent MileFrom $156 /night
Chicago · 4 guests · 1 bedThe Buckingham HotelFrom $201 /night
Chicago · 4 guests · 1 bedLa Quinta Inn & Suites by Wyndham Chicago DowntownFrom $161 /night
Chicago · 3 guests · 1 bedCentral Loop HotelFrom $166 /night
Chicago · 2 guests · 1 bedVilla Dubois Guest HouseFrom $151 /night
Chicago · 2 guests · 1 bedMccormick Place Guest HouseFrom $125 /night
Chicago · 4 guests · 1 bedHotel Felix River North/Magnificent MileFrom $142 /night
Chicago · 4 guests · 1 bedInterContinental Chicago Magnificent Mile by IHGFrom $249 /night
Chicago · 4 guests · 1 bedThe Chicago Hotel Collection - WrigleyvilleFrom $322 /night
Chicago · 4 guests · 1 bedThe St. Regis ChicagoFrom $665 /night
Chicago · 4 guests · 1 bedResidence Inn by Marriott Chicago Downtown / River NorthFrom $190 /night
Chicago · 4 guests · 1 bedExtended Stay America Suites Chicago MidwayFrom $123 /night
Chicago · 4 guests · 1 bedClaridge HouseFrom $137 /night
Chicago · 6 guests · 1 bedFairmont Chicago at Millennium ParkFrom $242 /night
Chicago · 6 guests · 1 bedLevel Chicago Fulton MarketFrom $228 /night
Chicago · 4 guests · 1 bedSwissotel - ChicagoFrom $224 /night
Chicago · 4 guests · 1 bedChinatown Hotel ChicagoFrom $89 /night
Chicago · 6 guests · 1 bedMillennium Knickerbocker ChicagoFrom $153 /night
Chicago · 5 guests · 1 bedResidence Inn Chicago Downtown/LoopFrom $239 /night
Chicago · 4 guests · 1 bedtheWit Chicago, a Hilton HotelFrom $263 /night
Chicago · 2 guests · 1 bedStay 424 HostelFrom $51 /night
Chicago · 4 guests · 1 bedMarriott Chicago O'HareFrom $199 /night
Chicago · 4 guests · 1 bedVirgin Hotels ChicagoFrom $271 /night
Chicago · 6 guests · 1 bedLevel Chicago – Old TownFrom $493 /night
Chicago · 4 guests · 1 bed21c Museum Hotel ChicagoFrom $169 /night
Typical weather in Chicago
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