Title: West Side Vacation Rentals from CA $251: 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)

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# West Side Vacation Rentals

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## Check prices for these dates

In two weeks

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976475400&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635976475400&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976475400&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976475400&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation 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/a9095b05.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)

![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)

### Sonder by Marriott Bonvoy Market Hall Apartments West Loop

Downtown Chicago

8.0/10

Very good

(400)

"Quite and low key spot"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shunica

[](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)

![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)

![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/99000000/98590000/98589700/98589620/3c77060f.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

(253)

"Great stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Teresa

[](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

(217)

"This hotel is a 10 out of 10 for me! The hotel room was clean and the location was great. When I come back next year I’m definitely coming back here "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amonee

[](https://www.expedia.ca/Chicago-Hotels-The-Neighborhood-Hotel-Little-Italy.h96299486.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)

![Property amenity](https://images.trvl-media.com/lodging/42000000/41970000/41963600/41963526/3e40aa77.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)

### Sonder by Marriott Bonvoy Greektown Apartments

Downtown Chicago

8.6/10

Excellent

(65)

"I enjoyed my stay! Thanks!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jonathan

[](https://www.expedia.ca/Chicago-Hotels-Sonder-Greektown-Suites.h41963526.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/00656023.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-size 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)

![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)

### Art Villa

West Town

10/10

Exceptional

(2)

" "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

tomonobu

CA $381

CA $917 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Chicago-Hotels-Art-Villa.h115163763.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)

![Game room](https://images.trvl-media.com/lodging/84000000/83460000/83455900/83455869/47536cce.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)

### Experience Chicago living near United Center

Austin

9.2/10

Wonderful

(27)

"overall place is good, the only bad thing is the location!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

rebecca w.

[](https://www.expedia.ca/Chicago-Hotels-Clean-Cozy-Entire-3-Bedroom-Unit-7-Miles-From-Downtown.h83455869.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)

![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)

![Interior](https://images.trvl-media.com/lodging/69000000/68160000/68153800/68153777/45d26412.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

(265)

"Extremely well equipped amenities, towels,etc. Excellent linens and bed coverings."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

RICHARD W.

[](https://www.expedia.ca/Chicago-Hotels-3F-Vintage-Graystone-In-Little-Italy-Near-Loop-UIC-United-Ct-McCormick-Place.h68153777.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)

![Interior](https://images.trvl-media.com/lodging/64000000/63360000/63358300/63358275/2f08b052.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)

![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)

### NEW LUXURY PENTHOUSE CONDO

West Town

10/10

Exceptional

(198)

"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"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stacey

[](https://www.expedia.ca/Chicago-Hotels-NEW-LUXURY-PENTHOUSE-CONDO.h63358275.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)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83100000/83094700/83094638/f1dc80df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, Netflix](https://images.trvl-media.com/lodging/84000000/83100000/83094700/83094638/b4912d08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/84000000/83100000/83094700/83094638/f8fdbf04.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

(54)

"Perfect stay for my family in Chicago ! The host was responsive and easy to communicate with through chat. They were able to accommodate early check in so we could put our luggage away since our flight arrived early. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kevin M.

[](https://www.expedia.ca/Chicago-Hotels-Remodeled-West-Loop-Apartment-Near-United-Center.h83094638.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

(7)

"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.

CA $101

CA $251 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/Chicago-Hotels-Stylish-1BR-In-West-Loop.h116793043.Hotel-Information)

![Studio | Exterior](https://images.trvl-media.com/lodging/89000000/88870000/88870000/88869909/f8153608.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)

![Studio](https://images.trvl-media.com/lodging/89000000/88870000/88870000/88869909/63b4bd8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio](https://images.trvl-media.com/lodging/89000000/88870000/88870000/88869909/35c37871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ground Floor Studios in Chicago by 747 Lofts

West Town

9.0/10

Wonderful

(21)

"This property is excellent!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Philip

[](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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/42000000/41190000/41182600/41182542/02b4f34d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/42000000/41190000/41182600/41182542/746befac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/42000000/41190000/41182600/41182542/1ffb42b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/42000000/41190000/41182600/41182542/86f78ac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Home Away From Your Home

East Garfield Park

9.0/10

Wonderful

(133)

"House was very nice extremely comfortable bed"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kris B.

[](https://www.expedia.ca/Chicago-Hotels-Luxury-Home-Away-From-Your-Home.h41182542.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)

![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)

![Interior](https://images.trvl-media.com/lodging/117000000/116030000/116024600/116024537/acc0487e.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

(8)

"Nice place to stay. Good communication with the owner."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ryan

CA $81

CA $471 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Chicago-Hotels-Spacious-3-Bedroom-Apartment-Near-Downtown.h116024537.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)

![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)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/69000000/68130000/68120200/68120174/788b4040.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)

### 1F Chicago's Little italy Graystone nearDowntown

Near West Side

10/10

Exceptional

(163)

"Awesome location. Awesome accommodations. We enjoyed our stay and would recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kasie S.

[](https://www.expedia.ca/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)

![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)

![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

(11)

"Great"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cynthia B.

[](https://www.expedia.ca/Chicago-Hotels-Cozy-Tiny-House-1BR1BT-15-Mins-From-Chicago-Downtown.h78378272.Hotel-Information)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/34000000/33550000/33547200/33547150/35396d98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/34000000/33550000/33547200/33547150/51be48d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33550000/33547200/33547150/f531ebb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33550000/33547200/33547150/3a2e737e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC

Near West Side

10/10

Exceptional

(318)

"Great apartment! Easy to find, beautiful inside with comfy beds and AC (it was hot our trip). Apartment is located in a very pretty neighborhood and community. Easy to access downtown and other parts of city. Would happily book again when visiting this area of the city!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jeff K.

[](https://www.expedia.ca/Chicago-Hotels-Bella-Villa-On-Taylor-Street-Chicagos-Little-Italy-1-Mile-West-The-Loop-UIC.h33547150.Hotel-Information)

![Studio | Private kitchen](https://images.trvl-media.com/lodging/89000000/88910000/88902500/88902456/42e169d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Interior](https://images.trvl-media.com/lodging/89000000/88910000/88902500/88902456/caa9b8f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Exterior](https://images.trvl-media.com/lodging/89000000/88910000/88902500/88902456/1f27a8b7.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)

### River West, Third Floor Chicago by 747 Lofts

West Town

9.0/10

Wonderful

(17)

"Overall solid property, I will return."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Fletcher

CA $106

CA $337 total

includes taxes & fees

Nov 13 - Nov 14

[](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)

![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)

![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)

![Interior](https://images.trvl-media.com/lodging/88000000/87690000/87684800/87684787/a1d50ec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Experience Chicago living near United Center

Austin

8.6/10

Excellent

(21)

"The appartement was okay, well equipped, mostly clean. But there is a problem with mice. We did not feel safe because there were strange people in the neighborhood. The house is badly soundproofed, and you can hear everything outside and inside the house. "

![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg)

Uwe B.

[](https://www.expedia.ca/Chicago-Hotels-Experience-Chicago-Living-NearUnited-Center.h87684787.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/89000000/88910000/88902500/88902485/ff584cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/89000000/88910000/88902500/88902485/675c5558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/89000000/88910000/88902500/88902485/95b0e326.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/89000000/88910000/88902500/88902485/fb6e77d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quiet Oasis Only Minutes from Downtown - Friendly Neighborhood! by AllSet Turnover

West Town

10/10

Exceptional

(21)

"Immaculately Clean, very well appointed and very responsive with any questions. Will stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bill L.

[](https://www.expedia.ca/Chicago-Hotels-Quiet-Oasis-Only-Minutes-From-Downtown-Friendly-Neighborhood-By-RedAwning.h88902485.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)

![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)

![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)

![Pool](https://images.trvl-media.com/lodging/25000000/24260000/24256700/24256687/ae984211.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Million Dollar Views! Luxury Downtown Skyhouse!

Downtown Chicago

10/10

Exceptional

(116)

"Great location. As advertised. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paul C.

[](https://www.expedia.ca/Chicago-Hotels-Million-Dollar-Views-Luxury-Downtown-Skyhouse.h24256687.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=2025-11-24&endDate=2025-11-25&regionId=553248635976475400&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Top West Side Hotel Reviews

![Nobu Hotel Chicago](//images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/486e1134_y.jpg)

### Nobu Hotel Chicago

10/10 Excellent

"Nice room, professional staff, nice welcome, perfect location"

[](https://expedia.ca/Chicago-Hotels-Nobu-Hotel-Chicago.h36475533.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

"Staff was polite and helpful. Beautiful hotel. "

[](https://expedia.ca/Chicago-Hotels-Hyatt-House-Chicago-MedicalUniversity-District.h49315022.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

"Clean, friendly staff, delicious breakfast, varied breakfast options, doesn’t barge into hotel room during unprecedented times, sizable rooms"

[](https://expedia.ca/Chicago-Hotels-Hampton-Inn-Suites-Chicago-Medical-District-Uic.h102236658.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

"It was a great stay. Nice view and the bed was super comfy. Everything was very clean. Only issue that was trying to connect your phone to the tv to play YouTube or one of your streaming services. "

[](https://expedia.ca/Chicago-Hotels-Hyatt-House-Chicago-West-Loop.h35834237.Hotel-Information)

![Sonder by Marriott Bonvoy Market Hall Apartments West Loop](//images.trvl-media.com/lodging/92000000/91690000/91683200/91683158/e3b8d058_y.jpg)

### Sonder by Marriott Bonvoy Market Hall Apartments West Loop

10/10 Excellent

"Easy check-in/check out process. Trendy area w/ lots of restaurants & bars. Close parking. Quiet room. "

[](https://expedia.ca/Sonder-Market-Hall.h91683158.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

"room was good, entrance was very weird "

[](https://expedia.ca/Chicago-Hotels-Hampton-Inn-Chicago-Downtown-West-Loop.h15849775.Hotel-Information)

![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

"Staff was extremely friendly and my partner and I were very impressed by the quality and size of the room when we arrived."

[](https://expedia.ca/Chicago-Hotels-Hyatt-Place-Chicago-MedicalUniversity-District.h53165905.Hotel-Information)

![Holiday Inn & Suites Chicago - Downtown by IHG](//images.trvl-media.com/lodging/1000000/210000/201300/201274/bcc149aa_y.jpg)

### Holiday Inn & Suites Chicago - Downtown by IHG

10/10 Excellent

"Really great location and warm and friendly staff"

[](https://expedia.ca/Chicago-Hotels-Holiday-Inn-Suites-Chicago-Downtown.h201274.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 hotel!"

[](https://expedia.ca/Chicago-Hotels-Level-Chicago-Fulton-Market.h95823687.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 $251 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. 

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-   [Apartments in West Side](https://expedia.ca/West-Side-Apartments.d553248635976475400-aaApartments.Travel-Guide-Accommodation)
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![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFHklEQVR4Xu3aMXIjOQxAUbocKNwj6Ch9NOpoPoqOsKECl7kGCBIg1eUaBLOB/H8yFkzydUa3dkv7Hyr74G8EkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQB+SxbV5neyj/tywZh1VtrH2PV96i2f23NrPrJICAgIL2rTEFAQDak+qdmSOvbj/aQf+aJilz6Ah/N1rNAQEBAJBAfzUBAbK126cj5iSfNVZptnIFsgYAUEBALZAvE1pbvV+y5+LnW7vIPCEgBGYufA5FA+hCkL34ORDJE09Hh6/RLb+3RT9RArn0OMpaDgICAgPwx4tl2OVH/A7O5turLXPnNu/ygyAwEpIGA7L8A6YGAtB1ZsxN1+8eCnI62qp8McjLaqn4yyMloq/rJICejreong5yMtqqfDHIy2qp+MsjJaKv6yQE571b8/6Vu7R4u9BX5KRCQ80BiICDngcReGfH36dJP1PTEmSL6Dfd0rYdsu4aBBAJigfRANBANBKSFC11P1O3zG25LT7T3aX+UuGp3QUC0WwEBAQGx7XYiiPQpK+KJ+vIsI+3RhxsyH0U7xqqyvHWDaCAgfQACAqKBWBGJ26Nr6ejQ/d+P0sKqi4zsUWYgICDyDwgICMjoFFmvav86W07UVWv6KPZuXuQVW8+qfjJIDAREPtpZ1U8GiYGAyEc7q/rJL4m0uVZPnENFdLsgPrJV947409koBALSQEBAQEBCAYl3vPymnzhdHWm1xW+4NVm1jUIg24myahuFQLYTZdU2CoFsJ8qqbRQC2U6UVdsoBLKdKKu2UQhkO1FWbaNQQFpYW5arergyst7k2rcT7em0x9xf+0ACAWkgIAUEBKQPpBVpzV+eS7nKdrvQDxnJb/TEiNij2LWv2cYZCIgGAgICAmIFRLf7VS3by4pI7/MvgUP3L4+i2Vl1nAuiHbofpIH07Kw6zgXRDt0P0kB6dlYd574uImvH7W1b5nYfWatrX43ryNwZSAEBAQEBAal+ckCarLWX59Lv+Pf5G3XnSB/FunfpqTpXgIBItwLyXJ0rQECkWwF5rs4VL4zoVb2u1Tteb+8Tt5Tr+Dzu+LlgBtJAQCwQkC2Q9uuRz36q3/E2UvfQxUVfnuOqFSniPgcCAjL2g4BsgYB8yoXu7dstveP12tfmte9/CVh17AYBAQHpgYzq2A0CYoivnXP7Olu3X+fUWk/8KJf+dOsDg4xAQBqIBBIW+Y8gvxfZe5cvve192rfLW3eTUZFHufvy7y5+ngfSQJbVGsgWSANZVmsgWy+JnGQnfsm13yYifwmoq9lI00cR932coIGAnAQCIh9BQED0xJhuF8S7y0CQYq5t3N01kALSV3ggIKO7DEAkkN+LVP+kF3qTV2xF5u1tvcmnx/g0Nn6Mzz/d8dU/gfRAQBoICEiv9j0f4/NvQfT2LnKiIJ/yc3zFntu/xnHPyaOAyOICMgPZAwGxQEDOERnphe6rzJ2rWv9LQB/lIYidNQMBAZEpCAgIyOhnpPXtmm+X3ux9eu7WdGRVH4OAgIR0ZFUfg4CAhHRkVR+/LuIZ0rp7jPGPiD4KCIgFAgKyBALiwxVZu8r01n8++vZrXxVfsWfqXvw8DwQEZATSQNZAQP5eIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkn1Osh/neVyNA6+B+UAAAAASUVORK5CYII=)