Title: Holiday Rentals West Side from £110: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [West Side Travel Guide](https://expedia.co.uk/West-Side.dx553248635976475400)[Hotels in West Side](https://expedia.co.uk/West-Side-Hotels.d553248635976475400.Travel-Guide-Hotels)[Flights to West Side](https://expedia.co.uk/Cheap-Flights-To-West-Side.d553248635976475400.Travel-Guide-Flights)[Things to do in West Side](https://expedia.co.uk/Things-To-Do-In-West-Side.d553248635976475400.Travel-Guide-Activities)[West Side Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-West-Side.d553248635976475400.Car-Hire-Guide)[West Side Holidays](https://expedia.co.uk/West-Side.d553248635976475400.Holidays-City-Breaks) ![Garfield Park Conservatory which includes a park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26710-Garfield-Park-Conservatory.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Holiday Rentals in West Side ![price find illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [24 Oct - 26 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475400&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [7 Nov - 9 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475400&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [5 Dec - 7 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475400&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [2 Jan - 4 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475400&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday Rentals in West Side ![1 bedroom, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/92000000/91690000/91683200/91683158/e3b8d058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch flat-screen TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/92000000/91690000/91683200/91683158/ea846735.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/92000000/91690000/91683200/91683158/593f3c13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch flat-screen TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/92000000/91690000/91683200/91683158/a9095b05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonder by Marriott Bonvoy Market Hall Apartments West Loop Downtown Chicago 8.0/10 Very good (380) "Great stay!" £110 includes taxes & fees 4 Nov - 5 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Sonder-Market-Hall.h91683158.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/99000000/98590000/98589700/98589620/038aeb00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch flat-screen TV with digital channels, streaming services](https://images.trvl-media.com/lodging/99000000/98590000/98589700/98589620/3c77060f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, premium bedding, individually decorated](https://images.trvl-media.com/lodging/99000000/98590000/98589700/98589620/d277fc7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, premium bedding, individually decorated](https://images.trvl-media.com/lodging/99000000/98590000/98589700/98589620/a33c4e00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonder by Marriott Bonvoy The Burnham Apartments Loop Downtown Chicago 8.8/10 Excellent (236) "Great location and lovely amenities. " £118 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Sonder-The-Burnham.h98589620.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/97000000/96300000/96299500/96299486/05d44ec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/97000000/96300000/96299500/96299486/50c31ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch Smart TV with satellite channels](https://images.trvl-media.com/lodging/97000000/96300000/96299500/96299486/042dd182.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down duvets, desk](https://images.trvl-media.com/lodging/97000000/96300000/96299500/96299486/f5b85335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Neighborhood Hotel-Little Italy Near West Side 9.6/10 Exceptional (207) "This place was perfect " [](https://www.expedia.co.uk/Chicago-Hotels-The-Neighborhood-Hotel-Little-Italy.h96299486.Hotel-Information) ![Design Townhome, 3 Bedrooms, Kitchen, City View | Terrace/patio](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/93a33738.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/c0bd1b1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/6cef91d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/3b336ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Art Villa West Town 10/10 Exceptional (2) " " £479 includes taxes & fees 13 Oct - 14 Oct [](https://www.expedia.co.uk/Chicago-Hotels-Art-Villa.h115163763.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/3cc0a9a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/8c87c7e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/9b704ea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/89a0d93e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish 1BR in West Loop Downtown Chicago 10/10 Exceptional (6) "We stayed for 4th of July weekend and had a wonderful time. Property is close to coffee shops, book stores, and within walking distance of nice restaurants. Easy paid parking nearby. The apartment was clean and everything we needed" £174 includes taxes & fees 22 Oct - 23 Oct [](https://www.expedia.co.uk/Chicago-Hotels-Stylish-1BR-In-West-Loop.h116793043.Hotel-Information) ![Apartment, 1 Bedroom | Living room | 40-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/42000000/41970000/41963600/41963526/1687c774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![40-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/42000000/41970000/41963600/41963526/3e0b12b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/42000000/41970000/41963600/41963526/3e40aa77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/42000000/41970000/41963600/41963526/26c37847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonder by Marriott Bonvoy Greektown Apartments Downtown Chicago 8.6/10 Excellent (65) "The kitchen had everything we needed, great space overall, safe location, clean, near everything we needed, access to bus and rail very close, we really enjoyed our stay. " £169 includes taxes & fees 4 Nov - 5 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Sonder-Greektown-Suites.h41963526.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/89000000/88870000/88870000/88869909/65c85b16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | Private kitchen | Fridge, oven, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/89000000/88870000/88870000/88869909/1d5178cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | Private kitchen | Fridge, oven, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/89000000/88870000/88870000/88869909/e049f8eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/89000000/88870000/88870000/88869909/63b4bd8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ground Floor Studios in Chicago by 747 Lofts West Town 9.2/10 Wonderful (19) "The stay lacked in shelf space as well as other amenities that could be useful. " [](https://www.expedia.co.uk/Chicago-Hotels-Stylish-Studio-Offers-The-Perfect-Location-For-Your-Windy-City-Wanderings-747-Lofts-Cabin-101-Hotel-Room.h88869909.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83460000/83455900/83455869/57ada61d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/84000000/83460000/83455900/83455869/b342ae08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83460000/83455900/83455869/09166edd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Games room](https://images.trvl-media.com/lodging/84000000/83460000/83455900/83455869/47536cce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Experience Chicago living near United Center Austin 9.2/10 Wonderful (26) "Plenty of room, very nice amenities, short walk to bus line. Felt great coming back every day to that rather than a hotel room. Much more personal." [](https://www.expedia.co.uk/Chicago-Hotels-Clean-Cozy-Entire-3-Bedroom-Unit-7-Miles-From-Downtown.h83455869.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792993/e4a26e6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792993/ca2aa0d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792993/96d438b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792993/8da5334e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Your Perfect 2BR Home Near West Side 8.0/10 Very good (10) "Our stay was great, the apartment was close to the bus line and the train. The beds were very comfortable and it was a good size for our family. It was nice to have the off street parking in the back although the rear entrance was a bit disheveled. The building was secure but not entirely sound proof, but that is expected in a basement appartment. I would stay here again on a trip to Chicago. " £177 includes taxes & fees 20 Oct - 21 Oct [](https://www.expedia.co.uk/Chicago-Hotels-Your-Perfect-2BR-Home-W-Parking.h116792993.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/64000000/63360000/63358300/63358275/e173d9a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63360000/63358300/63358275/4959ccd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, memory-foam beds, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/64000000/63360000/63358300/63358275/b3492081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/64000000/63360000/63358300/63358275/3b41a424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW LUXURY PENTHOUSE CONDO West Town 10/10 Exceptional (195) "I cannot recommend this property enough! Easiest check-in/out ever. Excellent communication from the host. And the condo itself was fabulous! The area was so quiet and peaceful, it was hard to believe we were in a city the size of Chicago. Having a lot private garage was" [](https://www.expedia.co.uk/Chicago-Hotels-NEW-LUXURY-PENTHOUSE-CONDO.h63358275.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792726/c0895649.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792726/740825c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792726/88562eda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792726/8e6fa09d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bright & Roomy 3BR in Pilsen Lower West Side 8.0/10 Very good (11) "We had a great time and the host was very responsive. Pilsen is a great neighborhood, very safe, and super close to down town." £209 includes taxes & fees 21 Oct - 22 Oct [](https://www.expedia.co.uk/Chicago-Hotels-Bright-Roomy-4BR-In-Pilsen.h116792726.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87690000/87684800/87684787/0afb39d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/88000000/87690000/87684800/87684787/570057cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87690000/87684800/87684787/a1d50ec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/88000000/87690000/87684800/87684787/5caf3293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Experience Chicago living near United Center Austin 8.6/10 Excellent (21) "Immaculately clean property" [](https://www.expedia.co.uk/Chicago-Hotels-Experience-Chicago-Living-NearUnited-Center.h87684787.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/117000000/116030000/116024600/116024537/4dadbd09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116030000/116024600/116024537/5bba47af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116030000/116024600/116024537/fe7fd7f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/117000000/116030000/116024600/116024537/92ec7bf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 3-bedroom apartment near downtown, FREE PARKING Near West Side 9.2/10 Wonderful (7) "Nice place to stay. Good communication with the owner." £283 includes taxes & fees 28 Oct - 29 Oct [](https://www.expedia.co.uk/Chicago-Hotels-Spacious-3-Bedroom-Apartment-Near-Downtown.h116024537.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/84000000/83100000/83094700/83094638/86721b5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83100000/83094700/83094638/682b116b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/84000000/83100000/83094700/83094638/f8fdbf04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83100000/83094700/83094638/f1dc80df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Remodeled West Loop Apartment Near United Center Near West Side 9.0/10 Wonderful (51) "This apartment is very close to downtown with easy parking right outside! The unit is very well maintained with spacious rooms and amenities! The host has thought of everything to make it feel like your own home! Would love to come back and stay here again!" [](https://www.expedia.co.uk/Chicago-Hotels-Remodeled-West-Loop-Apartment-Near-United-Center.h83094638.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/69000000/68160000/68153800/68153777/w1061h809x0y0-23606953.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/69000000/68160000/68153800/68153777/45d26412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68160000/68153800/68153777/86a8f241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/69000000/68160000/68153800/68153777/f5490c5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place Near West Side 10/10 Exceptional (259) "Everything was very organized and clean. The neighborhood was quiet and beautiful with trees." [](https://www.expedia.co.uk/Chicago-Hotels-3F-Vintage-Graystone-In-Little-Italy-Near-Loop-UIC-United-Ct-McCormick-Place.h68153777.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/69000000/68130000/68120200/68120174/8bb92ad6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68130000/68120200/68120174/06c0d03e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/69000000/68130000/68120200/68120174/788b4040.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/69000000/68130000/68120200/68120174/w1061h809x0y0-d7385ccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1F Chicago's Little italy Graystone nearDowntown Near West Side 10/10 Exceptional (158) "Very comfortable place, Great location for visiting the city!" [](https://www.expedia.co.uk/Chicago-Hotels-1F-Chicagos-Little-Italy-Graystone-NearDowntown.h68120174.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78380000/78378300/78378272/c3de09aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/79000000/78380000/78378300/78378272/2583e371.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78380000/78378300/78378272/5fc1bffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78380000/78378300/78378272/76f67267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Tiny House - 1BR1BT - 15 Mins from Chicago Downtown Lower West Side 9.0/10 Wonderful (9) "Stay was great!" [](https://www.expedia.co.uk/Chicago-Hotels-Cozy-Tiny-House-1BR1BT-15-Mins-From-Chicago-Downtown.h78378272.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792914/be174638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792914/904b24c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792914/3944b711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792914/ee008e6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3BR Complete and Spacious Apt West Town 8.6/10 Excellent (8) "Spacious and well appointed. Great location with plenty of eating/drinking options within walking distance. " £243 includes taxes & fees 28 Oct - 29 Oct [](https://www.expedia.co.uk/Chicago-Hotels-3BR-Complete-And-Spacious-Apt.h116792914.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/25000000/24260000/24256700/24256687/3a5ddf73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/25000000/24260000/24256700/24256687/5a55fc40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/25000000/24260000/24256700/24256687/8784c67a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/25000000/24260000/24256700/24256687/91ec320e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Million Dollar Views! Luxury Downtown Skyhouse! Downtown Chicago 10/10 Exceptional (115) "Great location. As advertised. " [](https://www.expedia.co.uk/Chicago-Hotels-Million-Dollar-Views-Luxury-Downtown-Skyhouse.h24256687.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/64000000/63890000/63882800/63882759/de8b2ae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63890000/63882800/63882759/69f296dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/64000000/63890000/63882800/63882759/d854c255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63890000/63882800/63882759/d502ea21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW LUXURY CONDO WITH PATIO DECK West Town 10/10 Exceptional (184) "Wonderful place to stay. We would stay there again. " [](https://www.expedia.co.uk/Chicago-Hotels-NEW-LUXURY-CONDO-WITH-PATIO-DECK.h63882759.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2025-10-22&endDate=2025-10-23®ionId=553248635976475400&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWest-Side-Holiday-Rentals.d553248635976475400.Travel-Guide-HolidayRentals)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWest-Side-Holiday-Rentals.d553248635976475400.Travel-Guide-HolidayRentals) ## Top West Side Hotel Reviews ![Crowne Plaza Chicago West Loop by IHG](//images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/f9d27fb3_y.jpg) ### Crowne Plaza Chicago West Loop by IHG 10/10 Excellent "I was glad but surprised that my package included parking. We never left, but upon check out, the gate wouldn’t go up, and the machine told us to pay. I went to tell the front desk, and the worker came out and made the gate go up for us! " [](https://expedia.co.uk/Chicago-Hotels-Crowne-Plaza-Chicago-West-Loop.h1293276.Hotel-Information) ![Hampton Inn & Suites Chicago Medical District UIC](//images.trvl-media.com/lodging/103000000/102240000/102236700/102236658/03795c9c_y.jpg) ### Hampton Inn & Suites Chicago Medical District UIC 10/10 Excellent "Great staff!" [](https://expedia.co.uk/Chicago-Hotels-Hampton-Inn-Suites-Chicago-Medical-District-Uic.h102236658.Hotel-Information) ![Nobu Hotel Chicago](//images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/486e1134_y.jpg) ### Nobu Hotel Chicago 10/10 Excellent "Very great service! From the time you walk in to check out the staff was readily available to answer our questions." [](https://expedia.co.uk/Chicago-Hotels-Nobu-Hotel-Chicago.h36475533.Hotel-Information) ![Chicago Parthenon Hostel](//images.trvl-media.com/lodging/34000000/33460000/33450600/33450517/d01ed022_y.jpg) ### Chicago Parthenon Hostel 10/10 Excellent "There are plenty of eateries nearby but also cooking/seating areas within the hostel. " [](https://expedia.co.uk/Chicago-Hotels-Chicago-Parthenon-Hostel.h33450517.Hotel-Information) ![The Hoxton Chicago](//images.trvl-media.com/lodging/35000000/34770000/34761400/34761378/d06b01bf_y.jpg) ### The Hoxton Chicago 10/10 Excellent "Great location, very clean, friendly staff!" [](https://expedia.co.uk/Chicago-Hotels-The-Hoxton-Chicago.h34761378.Hotel-Information) ![Hyatt House Chicago West Loop](//images.trvl-media.com/lodging/36000000/35840000/35834300/35834237/d1cc0289_y.jpg) ### Hyatt House Chicago West Loop 10/10 Excellent "Love the location of the hotel, cleanliness and gym. I will definitely book next time I am in town. " [](https://expedia.co.uk/Chicago-Hotels-Hyatt-House-Chicago-West-Loop.h35834237.Hotel-Information) ![Hotel Chicago West Loop, SureStay Collection by Best Western](//images.trvl-media.com/lodging/16000000/15120000/15118300/15118262/2535dbb9_y.jpg) ### Hotel Chicago West Loop, SureStay Collection by Best Western 10/10 Excellent "Staff very helpful." [](https://expedia.co.uk/Chicago-Hotels-Hotel-Chicago-West-Loop.h15118262.Hotel-Information) ![Hampton Inn Chicago West Loop Fulton Market Area](//images.trvl-media.com/lodging/16000000/15850000/15849800/15849775/3ff1c0b3_y.jpg) ### Hampton Inn Chicago West Loop Fulton Market Area 10/10 Excellent "Nice hotel with pool and terrace within walking distance to Fulton Market area. " [](https://expedia.co.uk/Chicago-Hotels-Hampton-Inn-Chicago-Downtown-West-Loop.h15849775.Hotel-Information) ![Hyatt House Chicago Medical/University District](//images.trvl-media.com/lodging/50000000/49320000/49315100/49315022/689da744_y.jpg) ### Hyatt House Chicago Medical/University District 10/10 Excellent "Great breakfast!" [](https://expedia.co.uk/Chicago-Hotels-Hyatt-House-Chicago-MedicalUniversity-District.h49315022.Hotel-Information) ## Find out more about West Side **Everything you need to know about** **West Side** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the West Side holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect West Side holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **West Side holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in West Side. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A West Side holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of West Side holiday rentals we have selected for you start as low as £110 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on West Side rentals** At Expedia, we put the best West Side holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top West Side rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream West Side holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around West Side. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.co.uk - All accommodation types in West Side ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)