Title: Holiday Rentals West Side from £124: 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 featuring a park and interior views](https://images.trvl-media.com/place/6182807/509620c2-aaab-4d64-9d41-76a439dcdfa9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Holiday Rentals in West Side - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](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 [12 Dec - 14 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475400&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [23 Jan - 25 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475400&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [20 Feb - 22 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475400&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [20 Mar - 22 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475400&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday Rentals in West Side ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131874/c52efc06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131874/664fb229.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131874/b754723c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131874/368bd483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Downtown Chicago 10/10 Exceptional (2) "Pretty cool place to stay for a short trip ! Everything was close to where we were which made traveling a lot easier. Apartment is a pretty decent size I would recommend just 2-3 people. You can easily contact the host about anything and they’ll respond within a timely manner. The only down side of this place was the shower cleanliness itself. Overall, cool place not bad at all definitely a quick trip kind of thing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Majanique M. £124 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Chicago-Hotels-West-Loop-Living-Bright-1BR.h119131874.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) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/f642030c.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) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/9b704ea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Downtown Chicago 10/10 Exceptional (10) "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" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacob D. £124 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Chicago-Hotels-Stylish-1BR-In-West-Loop.h116793043.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131871/adbf623a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131871/4b4ff505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131871/2e28ea21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131871/fe11ac9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Downtown Chicago 10/10 Exceptional (1) "Great experience for me and my wife I would definitely come back " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ShowtimeFam1 £124 includes taxes & fees 7 Dec - 8 Dec [](https://www.expedia.co.uk/Chicago-Hotels-1BR-Modern-Luxe-Apt-With-In-Unit-Laundry.h119131871.Hotel-Information) ![4 bedrooms, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/123000000/122190000/122181200/122181192/fc67ec22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/123000000/122190000/122181200/122181192/ad43adba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/123000000/122190000/122181200/122181192/0ba6c337.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/123000000/122190000/122181200/122181192/62609cc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Downtown Chicago £132 includes taxes & fees 17 Dec - 18 Dec [](https://www.expedia.co.uk/Chicago-Hotels-Modern-West-Loop-Gem-City-Views-Prime-Location-5.h122181192.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115430000/115420400/115420356/65522cbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115430000/115420400/115420356/cf70ee87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115430000/115420400/115420356/fbb9828a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115430000/115420400/115420356/59490e9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in East Garfield Park 9.4/10 Exceptional (3) "Clean, and was exactly how described in the booking. Host was quick to respond to any questions we had. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cyril M. £195 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Chicago-Hotels-NEW-Private-West-Loop-1br-With-Backyard-Near-Green-Line-And-CTA.h115420356.Hotel-Information) ![Studio | Exterior](https://images.trvl-media.com/lodging/89000000/88910000/88902400/88902334/75e5b633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | View from property](https://images.trvl-media.com/lodging/89000000/88910000/88902400/88902334/da815e3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | Living area](https://images.trvl-media.com/lodging/89000000/88910000/88902400/88902334/9718e304.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | Living area](https://images.trvl-media.com/lodging/89000000/88910000/88902400/88902334/f9632e6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aparthotel in West Town 9.6/10 Exceptional (5) "Cute little studio that was clean. There was a nice size kitchen and was close to our activities in the West loop of Chicago. There was also assistance with parking located in the lofts." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer £178 includes taxes & fees 29 Nov - 30 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Walk-To-Local-Hot-Spots-Or-Public-Transit-Prime-Location-In-The-Heart-Of-The-Windy-City-747-Lofts-Cabin-301-Hotel-Room.h88902334.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) ![Interior](https://images.trvl-media.com/lodging/117000000/116030000/116024600/116024537/acc0487e.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) ### Apartment in Near West Side 9.4/10 Exceptional (8) "Nice place to stay. Good communication with the owner." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan £263 includes taxes & fees 2 Dec - 3 Dec [](https://www.expedia.co.uk/Chicago-Hotels-Spacious-3-Bedroom-Apartment-Near-Downtown.h116024537.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/89000000/88910000/88902700/88902626/c6559617.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/89000000/88910000/88902700/88902626/5939a464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88910000/88902700/88902626/298654ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/89000000/88910000/88902700/88902626/8412c754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aparthotel in West Town 8.8/10 Excellent (12) "Great place for a short stay in the city. Good location close to coffee, breakfast and cocktails and very clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristin C. £130 includes taxes & fees 29 Nov - 30 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Cabin-303-By-747-Lofts.h88902626.Hotel-Information) ![2 bedrooms, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792839/d6d46773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792839/e65095fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792839/623aaf74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792839/b80be946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in West Town 9.8/10 Exceptional (6) "Very clean. Host was exceptionally communicative. Would stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon H. £143 includes taxes & fees 7 Dec - 8 Dec [](https://www.expedia.co.uk/Chicago-Hotels-Urban-Comfort-2BR-In-West-Town.h116792839.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118120000/118113500/118113406/73273331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/119000000/118120000/118113500/118113406/w1350h899x0y1-6b0d266e.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/119000000/118120000/118113500/118113406/w1350h899x0y1-e9bc3685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games](https://images.trvl-media.com/lodging/119000000/118120000/118113500/118113406/21b7a78a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Lower West Side 10/10 Exceptional (1) "We loved the location, the area is awesome! Great stay, highly recommend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Db D. £232 includes taxes & fees 2 Dec - 3 Dec [](https://www.expedia.co.uk/Chicago-Hotels-5-Mins-To-Downtown-CHI-Sleeps-10-Parking-Games.h118113406.Hotel-Information) ![TV, offices](https://images.trvl-media.com/lodging/123000000/122190000/122181200/122181199/fff0bd0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/123000000/122190000/122181200/122181199/ae58a306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122190000/122181200/122181199/85f19e2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/123000000/122190000/122181200/122181199/f033d4b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Downtown Chicago [](https://www.expedia.co.uk/Chicago-Hotels-Modern-West-Loop-Gem-City-Views-Prime-Location-1.h122181199.Hotel-Information) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792914/ee60ace8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792914/bdc8d465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792914/672545d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in West Town 8.4/10 Very good (10) "Spacious and well appointed. Great location with plenty of eating/drinking options within walking distance. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Arthur £151 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Chicago-Hotels-3BR-Complete-And-Spacious-Apt.h116792914.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116940000/116934400/116934319/918c1b0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116940000/116934400/116934319/fbb710a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/117000000/116940000/116934400/116934319/ea8d48e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116940000/116934400/116934319/d19de994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in East Garfield Park £252 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/Chicago-Hotels-15mins-DT-Wicker-Park-Gem-Sleeps-7-FreePark.h116934319.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792989/b32b2780.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792989/61130a3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792989/c9d83882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792989/9123cfe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in West Town 8.0/10 Very good (7) "Place was clean, safe, parking was easy along side streets. Very spacious and reasonably priced! Will stay again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allison M. £240 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Chicago-Hotels-Upscale-4BR-Retreat-Wicker-Park.h116792989.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106260000/106255700/106255669/5305a675.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106260000/106255700/106255669/77f328dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106260000/106255700/106255669/2fc0bbb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106260000/106255700/106255669/w1350h899x0y1-b7661905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Lawndale 6.8/10 (5) "Very clean and private" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony B. £137 includes taxes & fees 10 Dec - 11 Dec [](https://www.expedia.co.uk/Chicago-Hotels-Vintage-Arcade-Apt-With-Parking.h106255669.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118310000/118306200/118306109/bb826439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, offices](https://images.trvl-media.com/lodging/119000000/118310000/118306200/118306109/df999ac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118310000/118306200/118306109/2b047812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/119000000/118310000/118306200/118306109/51989ea6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in West Town 9.0/10 Wonderful (2) "Awesome location, great views and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve L. £145 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Chicago-Hotels-Flexhome-West-Town-2BR-Apt-T1.h118306109.Hotel-Information) ![TV, video games](https://images.trvl-media.com/lodging/120000000/119330000/119326000/119325950/ceb74714.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/120000000/119330000/119326000/119325950/33cf499f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119330000/119326000/119325950/w1350h899x0y1-03c46a00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Games room](https://images.trvl-media.com/lodging/120000000/119330000/119326000/119325950/ecc51f04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Lawndale £251 includes taxes & fees 17 Dec - 18 Dec [](https://www.expedia.co.uk/Chicago-Hotels-Sleeps-12-Games-10-Min-To.h119325950.Hotel-Information) ![Studio | Private kitchen | Fridge, oven, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/89000000/88880000/88878700/88878619/1dcce3d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | Exterior](https://images.trvl-media.com/lodging/89000000/88880000/88878700/88878619/c588fef8.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/89000000/88880000/88878700/88878619/f4776659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/89000000/88880000/88878700/88878619/c9be2ffd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aparthotel in West Town 8.8/10 Excellent (13) "Great location, convenient to downtown and blue line to airport. Everything necessary in unit, comfortable temperature and full kitchen with unique grocery store nearby." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara [](https://www.expedia.co.uk/Chicago-Hotels-Full-Kitchen.h88878619.Hotel-Information) ![Business Apartment, City View | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118640000/118632100/118632066/0374aa13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/119000000/118640000/118632100/118632066/9649f522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![75-inch Smart TV with digital channels, Netflix, streaming services](https://images.trvl-media.com/lodging/119000000/118640000/118632100/118632066/7fc927d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, City View | Hypo-allergenic bedding, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/119000000/118640000/118632100/118632066/6a748c36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4BR Corporate Suite Central and Modern 10/10 Exceptional (8) "We loved at our stay at this property. It was one of the best stays we have had on vacation." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Javeria £972 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Chicago-Hotels-4BR-Corporate-Suite-Central-And-Modern.h118632066.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/104000000/103920000/103911700/103911623/f0d78c23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103920000/103911700/103911623/6aab6223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103920000/103911700/103911623/89c553a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103920000/103911700/103911623/w1290h1735x0y538-1e6b1087.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mobile Home in Burr Ridge 10/10 Exceptional (33) "Nice stay. Dog friendly. Great location. Helpful and communicative owners. Well laid out tiny home. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura P. £142 includes taxes & fees 2 Dec - 3 Dec [](https://www.expedia.co.uk/Chicago-Hotels-Less-Is-More-Pet-Friendly-Tiny-Home-Near-Chicago.h103911623.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=2025-12-10&endDate=2025-12-11®ionId=553248635976475400&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_FR-DE-MX-UK_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Save up to 40% on select hotels. [Book now](https://expedia.co.uk/cheap-deals?rfrr=VR_BF_PROMO_553248635976475400) ## Find holiday rentals that suit your style Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=West+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475400&latLong=41.876968%2C-87.708186&adults=2&startDate=2026-02-24&d1=2026-02-24&endDate=2026-02-27&d2=2026-02-27&lodging=APART_HOTEL) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=West+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475400&latLong=41.876968%2C-87.708186&adults=2&startDate=2026-02-24&d1=2026-02-24&endDate=2026-02-27&d2=2026-02-27&lodging=APARTMENT) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=West+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475400&latLong=41.876968%2C-87.708186&adults=2&startDate=2026-02-24&d1=2026-02-24&endDate=2026-02-27&d2=2026-02-27&lodging=CONDO) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=West+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475400&latLong=41.876968%2C-87.708186&adults=2&startDate=2026-02-24&d1=2026-02-24&endDate=2026-02-27&d2=2026-02-27&lodging=VILLA) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=West+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475400&latLong=41.876968%2C-87.708186&adults=2&startDate=2026-02-24&d1=2026-02-24&endDate=2026-02-27&d2=2026-02-27&lodging=VACATION_HOME) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=West+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475400&latLong=41.876968%2C-87.708186&adults=2&startDate=2026-02-24&d1=2026-02-24&endDate=2026-02-27&d2=2026-02-27&lodging=COTTAGE) Residences [](https://www.expedia.co.uk/Hotel-Search?destination=West+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475400&latLong=41.876968%2C-87.708186&adults=2&startDate=2026-02-24&d1=2026-02-24&endDate=2026-02-27&d2=2026-02-27&lodging=RESIDENCE) ![](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](https://images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/f9d27fb3_y.jpg) ### Crowne Plaza Chicago West Loop by IHG 10/10 Excellent "The room was spotless. Balcony was a big plus. There was a fan in the hallway that was extremely noisy- I guess there was a spill or something. Left luggage was a bit weird- they didn’t give us a claim ticket… our bags were all there when we picked them up. " [](https://expedia.co.uk/Chicago-Hotels-Crowne-Plaza-Chicago-West-Loop.h1293276.Hotel-Information) ![Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area](https://images.trvl-media.com/lodging/16000000/15820000/15816100/15816026/0f7d6f35_y.jpg) ### Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area 10/10 Excellent "Very friendly and helpful staff. Very nice room. " [](https://expedia.co.uk/Chicago-Hotels-Homewood-Suites-By-Hilton-Chicago-Downtown-West-Loop.h15816026.Hotel-Information) ![Sonder by Marriott Bonvoy The Burnham Apartments Loop](https://images.trvl-media.com/lodging/99000000/98590000/98589700/98589620/038aeb00_y.jpg) ### Sonder by Marriott Bonvoy The Burnham Apartments Loop 10/10 Excellent "AC was working well, clean room, comfortable beds, and wonderful customer service! " [](https://expedia.co.uk/Chicago-Hotels-Sonder-The-Burnham.h98589620.Hotel-Information) ![Hyatt House Chicago West Loop](https://images.trvl-media.com/lodging/36000000/35840000/35834300/35834237/d1cc0289_y.jpg) ### Hyatt House Chicago West Loop 10/10 Excellent "Check-in was quick and easy. Staff were very kind and helpful. The room was clean. The location was great for what we were doing n the area. Parking can be tricky as the Hotel only has like 30 spots. Otherwise a great stay" [](https://expedia.co.uk/Chicago-Hotels-Hyatt-House-Chicago-West-Loop.h35834237.Hotel-Information) ![The Emily Hotel](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/e58430ff_y.jpg) ### The Emily Hotel 10/10 Excellent "Leo handled our stay and made it seamless with first class service. Much appreciated!" [](https://expedia.co.uk/Chicago-Hotels-Ace-Hotel-Chicago.h19381112.Hotel-Information) ![Hyatt House Chicago Medical/University District](https://images.trvl-media.com/lodging/50000000/49320000/49315100/49315022/689da744_y.jpg) ### Hyatt House Chicago Medical/University District 10/10 Excellent "Gorgeous, historic building, immaculate rooms, comfortable beds, great breakfast and very helpful kind staff." [](https://expedia.co.uk/Chicago-Hotels-Hyatt-House-Chicago-MedicalUniversity-District.h49315022.Hotel-Information) ![Hampton Inn & Suites Chicago Medical District UIC](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236658/03795c9c_y.jpg) ### Hampton Inn & Suites Chicago Medical District UIC 10/10 Excellent "Clean nice place to stay " [](https://expedia.co.uk/Chicago-Hotels-Hampton-Inn-Suites-Chicago-Medical-District-Uic.h102236658.Hotel-Information) ![Holiday Inn & Suites Chicago - Downtown by IHG](https://images.trvl-media.com/lodging/1000000/210000/201300/201274/bcc149aa_y.jpg) ### Holiday Inn & Suites Chicago - Downtown by IHG 10/10 Excellent "Late check out and kind staff made traveling alone with young children a breeze" [](https://expedia.co.uk/Chicago-Hotels-Holiday-Inn-Suites-Chicago-Downtown.h201274.Hotel-Information) ![Hampton Inn Chicago West Loop Fulton Market Area](https://images.trvl-media.com/lodging/16000000/15850000/15849800/15849775/3ff1c0b3_y.jpg) ### Hampton Inn Chicago West Loop Fulton Market Area 10/10 Excellent "all perfect" [](https://expedia.co.uk/Chicago-Hotels-Hampton-Inn-Chicago-Downtown-West-Loop.h15849775.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 £124 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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