Title: West Side Vacation Rentals from CA $185: Short-Term Rentals for 2025 | Expedia.ca [West Side Travel Guide](https://expedia.ca/West-Side.dx553248635976475400)[Hotels in West Side](https://expedia.ca/West-Side-Hotels.d553248635976475400.Travel-Guide-Hotels)[Flights to West Side](https://expedia.ca/Cheap-Flights-To-West-Side.d553248635976475400.Travel-Guide-Flights)[Things to do in West Side](https://expedia.ca/Things-To-Do-In-West-Side.d553248635976475400.Travel-Guide-Activities)[West Side Car Rentals](https://expedia.ca/Car-Rentals-In-West-Side.d553248635976475400.Car-Rental-Guide)[West Side Vacation Packages](https://expedia.ca/West-Side.d553248635976475400.Destination-Travel-Guides) ![Garfield Park Conservatory featuring 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) # West Side Vacation Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.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 Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![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 Tonight [Sep 24 - Sep 25](https://www.expedia.ca/Hotel-Search?regionId=553248635976475400&startDate=2025-09-24&endDate=2025-09-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 25 - Sep 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976475400&startDate=2025-09-25&endDate=2025-09-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976475400&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976475400&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in West Side ## Our top choices for West Side vacation rentals ![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) ![Lobby lounge](https://images.trvl-media.com/lodging/92000000/91690000/91683200/91683158/593f3c13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, electric kettle, cookware/dishes/utensils](https://images.trvl-media.com/lodging/92000000/91690000/91683200/91683158/a5314f63.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) ### Sonder by Marriott Bonvoy Market Hall Apartments West Loop Downtown Chicago 8.0/10 Very good (364) "Great stay!" CA $187 CA $220 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/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) ![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) ![50-inch flat-screen TV with digital channels, streaming services](https://images.trvl-media.com/lodging/99000000/98590000/98589700/98589620/de5e0137.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 (230) "Great location and lovely amenities. " CA $269 CA $316 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/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) ![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) ![Lobby](https://images.trvl-media.com/lodging/97000000/96300000/96299500/96299486/50c31ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down comforters, 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 (202) "This place was perfect " [](https://www.expedia.ca/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) ![Design Townhome, 3 Bedrooms, Kitchen, City View | Living area](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/5df59d23.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) ![Exterior](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/db897bee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Art Villa West Town 10/10 Exceptional (2) " " [](https://www.expedia.ca/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) ![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) ![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/8c87c7e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish 1BR in West Loop Downtown Chicago 10/10 Exceptional (5) CA $155 CA $312 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Chicago-Hotels-Stylish-1BR-In-West-Loop.h116793043.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/89000000/88870000/88870000/88869909/0f9591d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio](https://images.trvl-media.com/lodging/89000000/88870000/88870000/88869909/63b4bd8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | Private kitchen](https://images.trvl-media.com/lodging/89000000/88870000/88870000/88869909/e049f8eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | Private kitchen](https://images.trvl-media.com/lodging/89000000/88870000/88870000/88869909/1d5178cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ground Floor Studios in Chicago by 747 Lofts West Town 9.4/10 Exceptional (18) "Its was in a good location for anyone who has family close by. Bed was wonderful. " CA $82 CA $185 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Chicago-Hotels-Stylish-Studio-Offers-The-Perfect-Location-For-Your-Windy-City-Wanderings-747-Lofts-Cabin-101-Hotel-Room.h88869909.Hotel-Information) ![Apartment, 1 Bedroom | Living room](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) ![Full-size 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) ![Apartment, 3 Bedrooms](https://images.trvl-media.com/lodging/42000000/41970000/41963600/41963526/4dde9143.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonder by Marriott Bonvoy Greektown Apartments Downtown Chicago 8.6/10 Excellent (63) "loved our stay there. close to UIC and Greektown. will stay again" CA $262 CA $307 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Chicago-Hotels-Sonder-Greektown-Suites.h41963526.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792993/9c142ace.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) ![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 w/ Parking Near West Side 8.8/10 Excellent (8) "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. " CA $135 CA $324 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Chicago-Hotels-Your-Perfect-2BR-Home-W-Parking.h116792993.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) ![Smart TV, video games, books](https://images.trvl-media.com/lodging/69000000/68160000/68153800/68153777/0fc78803.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) ![Interior](https://images.trvl-media.com/lodging/69000000/68160000/68153800/68153777/45d26412.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 (254) "We truly enjoyed our stay. The condo was well appointed with everything you need to accommodate four girlfriends comfortably! I highly recommend and will use this listing again when we return to Chicago. " [](https://www.expedia.ca/Chicago-Hotels-3F-Vintage-Graystone-In-Little-Italy-Near-Loop-UIC-United-Ct-McCormick-Place.h68153777.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) ![Smart TV](https://images.trvl-media.com/lodging/84000000/83460000/83455900/83455869/ceb4fca1.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.ca/Chicago-Hotels-Clean-Cozy-Entire-3-Bedroom-Unit-7-Miles-From-Downtown.h83455869.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) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792726/122c33ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792726/8e6fa09d.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) ### Bright & Roomy 3BR in Pilsen Lower West Side 8.4/10 Very good (10) CA $169 CA $409 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Chicago-Hotels-Bright-Roomy-4BR-In-Pilsen.h116792726.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/69000000/68760000/68751700/68751679/w904h683x60y0-7856b4cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/69000000/68760000/68751700/68751679/w905h683x60y0-d59a414e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/69000000/68760000/68751700/68751679/w1024h680x0y3-debcefb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/69000000/68760000/68751700/68751679/w467h683x286y0-4b404cce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony Downtown Chicago 9.2/10 Wonderful (53) "The building is from the 19th century which made it a really unique experience. The hosts were amazing and quick to respond. We went to check out the Linkin Park concert in the United Center and it was a 5min walk from the property. " [](https://www.expedia.ca/Chicago-Hotels-HUGE-1700-Sqft-3bd-West-Loop-Penthouse-W-Balcony.h68751679.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) ![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792914/3944b711.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) ![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 8.0/10 Very good (6) "Spacious and well appointed. Great location with plenty of eating/drinking options within walking distance. " CA $156 CA $369 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Chicago-Hotels-3BR-Complete-And-Spacious-Apt.h116792914.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) ![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) ![Dining](https://images.trvl-media.com/lodging/117000000/116030000/116024600/116024537/5bba47af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 3-bedroom apartment near downtown, FREE PARKING Near West Side 9.4/10 Exceptional (3) "Extremely clean space that was perfect for our group. We didn't spend a lot of time in the home during our stay, but when we did it was fantastic. Only minor gripe would be the upstairs neighbors, they were occasionally quite loud and woke us up a few times in the middle of the night. Would absolutely stay here again, if/when we come back to the area." CA $122 CA $517 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Chicago-Hotels-Spacious-3-Bedroom-Apartment-Near-Downtown.h116024537.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) ![Property grounds](https://images.trvl-media.com/lodging/64000000/63890000/63882800/63882759/d854c255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63890000/63882800/63882759/94efd1df.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 (181) "Wonderful place to stay. We would stay there again. " [](https://www.expedia.ca/Chicago-Hotels-NEW-LUXURY-CONDO-WITH-PATIO-DECK.h63882759.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) ![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) ![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) ### Experience Chicago living near United Center Austin 8.8/10 Excellent (20) "Immaculately clean property" [](https://www.expedia.ca/Chicago-Hotels-Experience-Chicago-Living-NearUnited-Center.h87684787.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) ![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) ![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) ![Interior](https://images.trvl-media.com/lodging/64000000/63360000/63358300/63358275/2f08b052.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW LUXURY PENTHOUSE CONDO West Town 10/10 Exceptional (192) "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.ca/Chicago-Hotels-NEW-LUXURY-PENTHOUSE-CONDO.h63358275.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113280000/113271200/113271147/e82fd350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games](https://images.trvl-media.com/lodging/114000000/113280000/113271200/113271147/5ede701a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games](https://images.trvl-media.com/lodging/114000000/113280000/113271200/113271147/9c1b49df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113280000/113271200/113271147/2732291c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4 br/3ba, Great for Large Groups, Garage Parking. Spacious and updated! West Town 10/10 Exceptional (6) "We were travelling with extended family for our niece's graduation from DePaul and this place was a short ride from everyplace we needed to be. We were a large group staying under one roof which can be challenging if there aren't enough private spaces to 'get away' sometimes, but this place had plenty..step away to a bedroom, sit on the deck, or walk to the park. On the flipside, the public spaces were great, too. With 4 young people under the age of 23, the hangout space downstairs made for... [](https://www.expedia.ca/Chicago-Hotels-4-Br3ba.h113271147.Hotel-Information) ![Studio](https://images.trvl-media.com/lodging/89000000/88910000/88902500/88902456/09706af0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88910000/88902500/88902456/739682a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio](https://images.trvl-media.com/lodging/89000000/88910000/88902500/88902456/380b6682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | Bathroom](https://images.trvl-media.com/lodging/89000000/88910000/88902500/88902456/b9a3ea20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River West, Third Floor Chicago by 747 Lofts West Town 8.8/10 Excellent (15) "Overall solid property, I will return." CA $124 CA $242 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Chicago-Hotels-The-Perfect-Home-Away-From-Home-For-Your-Romantic-Urban-Getaway-747-Lofts-Cabin-307-Hotel-Room.h88902456.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78380000/78378300/78378272/0a719147.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) ![Exterior detail](https://images.trvl-media.com/lodging/79000000/78380000/78378300/78378272/2583e371.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) "Great" [](https://www.expedia.ca/Chicago-Hotels-Cozy-Tiny-House-1BR1BT-15-Mins-From-Chicago-Downtown.h78378272.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.ca/Hotel-Search?startDate=2025-10-08&endDate=2025-10-09®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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWest-Side-Vacation-Rentals.d553248635976475400.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWest-Side-Vacation-Rentals.d553248635976475400.Travel-Guide-VacationRentals) ## Top West Side Hotel Reviews ![Hyatt Place Chicago Medical/University District](//images.trvl-media.com/lodging/54000000/53170000/53166000/53165905/3edad5a6_y.jpg) ### Hyatt Place Chicago Medical/University District 10/10 Excellent "Can’t wait to go back ❤️" [](https://expedia.ca/Chicago-Hotels-Hyatt-Place-Chicago-MedicalUniversity-District.h53165905.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 "Very nice hotel with friendly staff. Good food as well." [](https://expedia.ca/Chicago-Hotels-Hyatt-House-Chicago-West-Loop.h35834237.Hotel-Information) ![Level Chicago Fulton Market](//images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/b2962364_y.jpg) ### Level Chicago Fulton Market 10/10 Excellent "Great stay for sisters bachelorette weekend! The suite was huge and the front desk staff was always so nice and helpful. " [](https://expedia.ca/Chicago-Hotels-Level-Chicago-Fulton-Market.h95823687.Hotel-Information) ![The Emily Hotel](//images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/e58430ff_y.jpg) ### The Emily Hotel 10/10 Excellent "Great area ! Great food ! Easily walkable but be prepared to find parking. The hotel was amazing and staff was friendly. The coffee is room is great, the shampoo/conditioner/body wash provided I really liked . Extra star of the hotel - the adjacent coffee shop!!!!!" [](https://expedia.ca/Chicago-Hotels-Ace-Hotel-Chicago.h19381112.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 "Clean, spacious, quiet, safe, and in a great location for a long weekend trip to Chicago. Loved the access to Fulton Arts and the public transit. Appreciated being able to check in a few hours early as well. Only downfall was the pillows. They are extremely thin and uncomfortable, still a great experience though! " [](https://expedia.ca/Chicago-Hotels-Hampton-Inn-Chicago-Downtown-West-Loop.h15849775.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 "Nice small and compact!" [](https://expedia.ca/Chicago-Hotels-Hotel-Chicago-West-Loop.h15118262.Hotel-Information) ![Sonder by Marriott Bonvoy The Burnham Apartments Loop](//images.trvl-media.com/lodging/99000000/98590000/98589700/98589620/038aeb00_y.jpg) ### Sonder by Marriott Bonvoy The Burnham Apartments Loop 10/10 Excellent "Apartment like stay" [](https://expedia.ca/Chicago-Hotels-Sonder-The-Burnham.h98589620.Hotel-Information) ![Hyatt Place Chicago/Wicker Park](//images.trvl-media.com/lodging/43000000/42200000/42197500/42197417/34425b75_y.jpg) ### Hyatt Place Chicago/Wicker Park 10/10 Excellent "We enjoyed our stay at the Hyatt. Our room was clean, the employees were helpful and the breakfast was great. It was a walkable neighborhood and we felt safe at all times. We will be back. " [](https://expedia.ca/Chicago-Hotels-Hyatt-Place-ChicagoWicker-Park.h42197417.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 "I always stay at the Hyatt in downtown Chicago whenever I’m in town for concerts at the United Center—or really anytime I visit the city. The customer service is consistently excellent, with staff who are friendly, attentive, and make everything easy. The location can’t be beat; getting to the United Center is quick and stress-free. I’ve tried other places, but none compare. This hotel has become my go-to in Chicago, and I highly recommend it. " [](https://expedia.ca/Chicago-Hotels-Hyatt-House-Chicago-MedicalUniversity-District.h49315022.Hotel-Information) ## Find out more about West Side **Everything you need to know about** **West Side** **vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the West Side vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **West Side vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of West Side vacation rentals we have selected for you start as low as CA $185 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 vacation 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 vacation. 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.ca - All accommodation types in West Side ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Tofino Vacation Rentals](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals) - [Calgary Vacation Rentals](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals) - [Costa Rica Vacation Rentals](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations) - [Vancouver Island Vacation Rentals](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals) - [Puerto Vallarta Vacation Rentals](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals) - [Hawaii Vacation Rentals](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Toronto Vacation Rentals](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals) - [Banff Vacation Rentals](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals) - [Penticton Vacation Rentals](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals) - [Osoyoos Vacation Rentals](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals) - [Mont Tremblant Vacation Rentals](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals) - [Big White Ski Resort Vacation Rentals](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals) - [Ontario Vacation Rentals](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations) - [British Columbia Vacation Rentals](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations) - [Prince Edward Island Vacation Rentals](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations) - [Québec Vacation Rentals](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals) - [Apartments in West Side](https://expedia.ca/West-Side-Apartments.d553248635976475400-aaApartments.Travel-Guide-Accommodation) - [Vacation Homes in West Side](https://expedia.ca/West-Side-Private-Vacation-Homes.d553248635976475400-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Condo Rentals in West Side](https://expedia.ca/West-Side-Condos.d553248635976475400-aaCondos.Travel-Guide-Accommodation) - [Aparthotels in West Side](https://expedia.ca/West-Side-Apart-Hotels.d553248635976475400-aaApartHotels.Travel-Guide-Accommodation) - [Villas in West Side](https://expedia.ca/West-Side-Villas.d553248635976475400-aaVillas.Travel-Guide-Accommodation) - [B&B in West Side](https://expedia.ca/West-Side-Bed-And-Breakfast.d553248635976475400-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in West Side](https://expedia.ca/West-Side-Guest-Houses.d553248635976475400-aaGuestHouses.Travel-Guide-Accommodation) - [Hostels in West Side](https://expedia.ca/West-Side-Hostels.d553248635976475400-aaHostels.Travel-Guide-Accommodation) - [Houseboats in West Side](https://expedia.ca/West-Side-Houseboats.d553248635976475400-aaHouseboats.Travel-Guide-Accommodation) ### Expedia's Latest Trends Hotels - [Grand Riviera Princess - All Inclusive](https://expedia.ca/Playa-Del-Carmen-Hotels-Grand-Riviera-Princess-All-Inclusive.h2661557.Hotel-Information) - [Hotels in Montreal](https://expedia.ca/Montreal-Hotels.d178288.Travel-Guide-Hotels) - [Hotels near Soldier Field](https://expedia.ca/Soldier-Field-Hotels.0-l6058043-0.Travel-Guide-Filter-Hotels) - [Four Points by Sheraton Kelowna Airport](https://expedia.ca/Kelowna-Hotels-Four-Points-By-Sheraton-Kelowna-Airport.h6227216.Hotel-Information) - [Hotels near United Center](https://expedia.ca/United-Center-Hotels.0-l6064077-0.Travel-Guide-Filter-Hotels) - [Hotels in Port Renfrew](https://expedia.ca/Port-Renfrew-Hotels.d601137.Travel-Guide-Hotels) - [Hotels near McCormick Place](https://expedia.ca/McCormick-Place-Hotels.0-l6069191-0.Travel-Guide-Filter-Hotels) - [Hotels near Wrigley Field](https://expedia.ca/Wrigley-Field-Hotels.0-l6034754-0.Travel-Guide-Filter-Hotels) - [Hotels near Lollapalooza](https://expedia.ca/Lollapalooza-Hotels.0-l553248635977254161-0.Travel-Guide-Filter-Hotels) - [Hotels in London](https://expedia.ca/London-Hotels.d4127.Travel-Guide-Hotels) - [Hotels near Michigan Avenue](https://expedia.ca/Michigan-Avenue-Hotels.0-l6156167-0.Travel-Guide-Filter-Hotels) - [Hotels near Art Institute of Chicago](https://expedia.ca/Art-Institute-Of-Chicago-Hotels.0-l6064021-0.Travel-Guide-Filter-Hotels) - [Hotels near Millennium Park](https://expedia.ca/Millennium-Park-Hotels.0-l6069201-0.Travel-Guide-Filter-Hotels) - [Hotels near Chicago Riverwalk](https://expedia.ca/Chicago-Riverwalk-Hotels.0-l553248621533116610-0.Travel-Guide-Filter-Hotels) Flights - [Cheap Flights from Calgary (YYC) to Lagos (LOS)](https://expedia.ca/lp/flights/yyc/los/calgary-to-lagos) - [Iberia](https://expedia.ca/Iberia-Flights.cIB.Travel-Guide-Airlines) - [Flights to Maldives](https://expedia.ca/Destinations-In-Maldives.d109.Flight-Destinations) - [Cheap Flights from Miami (MIA) to Montreal (YUL)](https://expedia.ca/lp/flights/mia/yul/miami-to-montreal) - [Flights to Canada](https://expedia.ca/Destinations-In-Canada.d31.Flight-Destinations) Activities - [Things to do in Whitby](https://expedia.ca/Things-To-Do-In-Whitby.d182692.Travel-Guide-Activities) Packages - [Navy Pier](https://expedia.ca/Navy-Pier-Downtown-Chicago.d6069215.Vacation-Attraction) - [Chicago Museum of Science and Industry](https://expedia.ca/Chicago-Museum-Of-Science-And-Industry-Hyde-Park.d6064043.Vacation-Attraction) - [Lincoln Park Zoo](https://expedia.ca/Lincoln-Park-Zoo-Lincoln-Park.d6065147.Vacation-Attraction) - [Germany Vacations](https://expedia.ca/Germany.d64.Destination-Travel-Guides) - [Punta Cana All-inclusive Vacation Packages](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations/601906/Punta-Cana) - [Hong Kong Island Vacations](https://expedia.ca/Hong-Kong-Island.d184245.Destination-Travel-Guides) - [Willis Tower](https://expedia.ca/Willis-Tower-Downtown-Chicago.d6064069.Vacation-Attraction) - [Aruba Vacations](https://expedia.ca/Aruba.d9.Destination-Travel-Guides) - [all inclusive vacations](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations) - [Grant Park](https://expedia.ca/Grant-Park-Downtown-Chicago.d507389.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFD0lEQVR4Xu3bQZLbNhBGYaS80DJH0FF0NOpoOoqO4KUWU0KmfzTQAMWM06lyqqJ5b2O51cTHHU2PXep/UNkPfkcgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSTUhH2XXuY/+qPVWTp/LnyP106aX+iifl9/t89ZGc1ucDFJA9msgrS1OBikg+zWQ1hYnvyuyxe90YriXNry3y2fEL/xptzJazwIBAQGxQBSIAhn5rjoNZGtf3mzqi9fij32N7vaLIxqtF1ogICD2CwhIAQHxvkaUX34ai9e241sKBKSAgHggsaVAQMq/QK5FD/RaH+2bHzb60wZ+okbjVhQIiAKpICAgIG3wKyQau7rcRwN52ufTtB5bFohGICOQFghI3Z8FAvJh183NyM1O/Hq0a4uTQQ5Gu7Y4GeRgtGuLk0EORru2OBnkYLRri5NBDka7tjgZ5GC0a4uTJ+QguXqf3o+e/u+7rB/LwkEgIAeB7AIBOQhk1/si/qiOp/dofqBHNqr21q0ubaSmLZAeyHriCMQm8VGBtJ1LG6lpC6QHsp44+n8h1/70Vve2rWf8rX0+L1uP/b+4rm2kCzf/qoKAKBCQCgJSQbwJOXig1+lyW+4J0da4MO7Ofre+dYOAgICAXPoWiC33QMau8ke1dv2nyWV5oBc70Z/xuwtBQDwQEJD9hSAg3ops/cT5GT8/vTUyd0Ze8rsbgYCAvAZy0TJIfAR57fsgtZ2oy7VrSB1u6Zc/7fPJPvmJurtqF9qt+FkeCAgICAgIyNdIz3dLQ/xyR3Siu+f2dYyGOwIBAWlfg4CAVBC1Inaint6lPeOji5bbidfiP3OW67ey/hgaxJZB4iMIiAUCUkD6JD5+TM94Xa629vSeTxyjtbi7fSAgID0QkF0gINWe3v4+re72qB6jFSn22H/YifflVg4DAakgIArkJRCQD9v2TrW/T3s3m7pb24k+GukZrwtL2xqBgID0QCI/EWQE0vu2yKUNdKI/43XicPWMV7ZV7BmvfEv5yALpgYDElvKRBdIDAYkt5SPrXZGtXa6X52m3P72nE5/jVpTdirbK3rVAQEAsEG+rIPEtCIgQv/xhu+pa9C+3bsvlfiuRIXN+lgcCAtK2QBQICMgLor+7roaUcl5cW/4c1eb2+sXLVrF38ykQEJAeCAiIlkHiYyC3copx9cvlqm0aHW6Nu/NAQEBet0BAFAiIf6Fd+6btWt0dSLxiT1u9Wu/2i53lgZTXrR4IiAdSXrd6ICDeWyIHydWJnk7catzKeqJuZVw4AgE5CAQExAIB+ZgOU+f+zXMdXYse+8rndiv6k4D31d9wr537NyA9EBAQCwREfQ9ki9/VgcQz/vCBvo4iH1kgFQRkHkU+skAqCMg8inxkvS/iJ54a8veunvEPW9XW6MW1QEBAQEBAtlgA+TXiXbRcxstzf+u2E3/YW7f+d9OtIX7WCAQEBAQExLtouYCM/glybqvautRH+07I/JfevjUC0QgEpICAgID4JD4KiXzXLp9PjC7T8nUagYB4IBpF12kEAuKBaBRdp9H3QdbONrWX5+d6+fo+fbdV+8OBnvGP8dY9BVJBdgYICIgHUr898vsCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSKr3Qf4CklAYJ9iIA0EAAAAASUVORK5CYII=)