Title: West Side Vacation Rentals from CA $914: Short-Term Rentals for 2026 | 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)

![](https://images.trvl-media.com/place/6182807/509620c2-aaab-4d64-9d41-76a439dcdfa9.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6182807/509620c2-aaab-4d64-9d41-76a439dcdfa9.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976475400&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=553248635976475400&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976475400&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 24 - Jul 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976475400&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for West Side vacation rentals

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792936/7d7ccc69.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/117000000/116800000/116793000/116792936/a5975d89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792936/c6bb5c1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792936/93c17f93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunlit 1BR Apartment | Warm & Welcoming Space

[](https://www.expedia.ca/Chicago-Hotels-Sun-Drenched-1BR-Apartment.h116792936.Hotel-Information)

Downtown Chicago

10/10

Exceptional

(2 reviews)

"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "

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

Tyler B.

CA $157

CA $322 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Chicago-Hotels-Sun-Drenched-1BR-Apartment.h116792936.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/afe63d9a.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/117000000/116800000/116793100/116793043/143f3ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/e3efb27d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/8ec83200.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Comfort: 1BR Unit w/ Laundry

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

Downtown Chicago

9.4/10

Exceptional

(16 reviews)

"Great host comfortable bed close to restaurants and parks"

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

Alana C.

CA $96

CA $244 total

includes taxes & fees

Apr 12 - Apr 13

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

![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131874/b10cb31b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131874/4fcb7f04.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/120000000/119140000/119131900/119131874/b56ca762.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)

### West Loop Living – Bright 1BR

[](https://www.expedia.ca/Chicago-Hotels-West-Loop-Living-Bright-1BR.h119131874.Hotel-Information)

Downtown Chicago

10/10

Exceptional

(8 reviews)

"Great spot next to the green line train a few restaurants and a Starbucks right up the street I will book again for sure "

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

2k G.

CA $157

CA $322 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Chicago-Hotels-West-Loop-Living-Bright-1BR.h119131874.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/123000000/122190000/122181300/122181219/2a358f74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122190000/122181300/122181219/5d728599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/123000000/122190000/122181300/122181219/d57fef46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/123000000/122190000/122181300/122181219/ce809cfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern West Loop Gem-City Views & Prime Location 3

[](https://www.expedia.ca/Chicago-Hotels-Modern-West-Loop-Gem-City-Views-Prime-Location-3.h122181219.Hotel-Information)

Downtown Chicago

10/10

Exceptional

(5 reviews)

"Loved the place 4 bedroom & 4 bathrooms was ideal for our stayGreat locationLoved the well stocked convenience store a block away "

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

Tina Y.

CA $201

CA $774 total

includes taxes & fees

Apr 22 - Apr 23

[](https://www.expedia.ca/Chicago-Hotels-Modern-West-Loop-Gem-City-Views-Prime-Location-3.h122181219.Hotel-Information)

![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/127000000/126870000/126868600/126868503/5893f531.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/127000000/126870000/126868600/126868503/65038522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/127000000/126870000/126868600/126868503/2caa1de3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/127000000/126870000/126868600/126868503/c185e671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### LIVN West Loop Chicago Queen Superior Studio

[](https://www.expedia.ca/Chicago-Hotels-LIVN-West-Loop-Chicago-Queen-Superior-Studio.h126868503.Hotel-Information)

Downtown Chicago

10/10

Exceptional

(1 review)

"The service was top notch at this property. The hosts were super responsive and professional. The location was incredible. Loved being able to cook in the apartment. The apartment was newly renovated and very urban chic. "

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

Michelle R.

CA $189

CA $256 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Chicago-Hotels-LIVN-West-Loop-Chicago-Queen-Superior-Studio.h126868503.Hotel-Information)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131871/e255803d.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)

![TV](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131871/96789a75.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)

### 1BR Modern Luxe Apt with In-Unit Laundry

[](https://www.expedia.ca/Chicago-Hotels-1BR-Modern-Luxe-Apt-With-In-Unit-Laundry.h119131871.Hotel-Information)

Downtown Chicago

8.0/10

Very good

(2 reviews)

"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

CA $157

CA $322 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Chicago-Hotels-1BR-Modern-Luxe-Apt-With-In-Unit-Laundry.h119131871.Hotel-Information)

![Room](https://images.trvl-media.com/lodging/127000000/126870000/126868500/126868476/27dc033d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/127000000/126870000/126868500/126868476/6af85d63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/127000000/126870000/126868500/126868476/f31a572c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/127000000/126870000/126868500/126868476/0018236b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### LIVN West Loop Chicago King Studio

[](https://www.expedia.ca/Chicago-Hotels-LIVN-West-Loop-Chicago-King-Studio.h126868476.Hotel-Information)

Downtown Chicago

CA $157

CA $218 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Chicago-Hotels-LIVN-West-Loop-Chicago-King-Studio.h126868476.Hotel-Information)

![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/127000000/126870000/126868600/126868512/06446709.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/127000000/126870000/126868600/126868512/2085b631.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/127000000/126870000/126868600/126868512/0d249ec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/127000000/126870000/126868600/126868512/353fa253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### LIVN West Loop Chicago Classic Queen Studio

[](https://www.expedia.ca/Chicago-Hotels-LIVN-West-Loop-Chicago-Classic-Queen-Studio.h126868512.Hotel-Information)

Downtown Chicago

CA $143

CA $202 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Chicago-Hotels-LIVN-West-Loop-Chicago-Classic-Queen-Studio.h126868512.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/126000000/125080000/125073100/125073089/7ac3b0ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/126000000/125080000/125073100/125073089/b40bde17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125080000/125073100/125073089/04b81adb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/126000000/125080000/125073100/125073089/48ee2988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 15 mins DT| HumboldtPark Gem | Sleeps 8 | FreePark

[](https://www.expedia.ca/Chicago-Hotels-15-Mins-DT-HumboldtPark-Gem-Sleeps-8-FreePark.h125073089.Hotel-Information)

West Town

10/10

Exceptional

(1 review)

CA $110

CA $375 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Chicago-Hotels-15-Mins-DT-HumboldtPark-Gem-Sleeps-8-FreePark.h125073089.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/116000000/115430000/115420400/115420356/b4ab2028.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)

![Property grounds](https://images.trvl-media.com/lodging/116000000/115430000/115420400/115420356/1246de2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/116000000/115430000/115420400/115420356/d57f872f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW Private West Loop 1br with Backyard near Green Line and CTA

[](https://www.expedia.ca/Chicago-Hotels-NEW-Private-West-Loop-1br-With-Backyard-Near-Green-Line-And-CTA.h115420356.Hotel-Information)

East Garfield Park

9.6/10

Exceptional

(5 reviews)

"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.

CA $94

CA $346 total

includes taxes & fees

Apr 13 - Apr 14

[](https://www.expedia.ca/Chicago-Hotels-NEW-Private-West-Loop-1br-With-Backyard-Near-Green-Line-And-CTA.h115420356.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792993/ca2aa0d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792993/96d438b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792993/8da5334e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

### Your Perfect 2BR Home

[](https://www.expedia.ca/Chicago-Hotels-Your-Perfect-2BR-Home.h116792993.Hotel-Information)

Near West Side

8.4/10

Very good

(15 reviews)

"Great location! "

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

Kourtney K.

CA $136

CA $329 total

includes taxes & fees

Apr 21 - Apr 22

[](https://www.expedia.ca/Chicago-Hotels-Your-Perfect-2BR-Home.h116792993.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/127000000/126870000/126868500/126868475/7317fe0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/127000000/126870000/126868500/126868475/8a8f1c7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/127000000/126870000/126868500/126868475/9c319c8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/127000000/126870000/126868500/126868475/5f724928.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### LIVN West Loop Chicago 2 BR City View

[](https://www.expedia.ca/Chicago-Hotels-LIVN-West-Loop-Chicago-2-BR-City-View.h126868475.Hotel-Information)

Downtown Chicago

CA $241

CA $318 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Chicago-Hotels-LIVN-West-Loop-Chicago-2-BR-City-View.h126868475.Hotel-Information)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/111000000/110690000/110681900/110681813/b278bb74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110690000/110681900/110681813/d1e56d63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110690000/110681900/110681813/f4da6aaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110690000/110681900/110681813/2a06854a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Flexhome Wicker Park • Stylish 2BR • Sleeps 6

[](https://www.expedia.ca/Chicago-Hotels-Flexhome-Wicker-Park-2BR-DV4.h110681813.Hotel-Information)

West Town

9.6/10

Exceptional

(4 reviews)

"Great location. The apartment has everything you will need. Had a great time . Thanks"

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

Wayne M.

CA $90

CA $231 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Chicago-Hotels-Flexhome-Wicker-Park-2BR-DV4.h110681813.Hotel-Information)

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

![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)

### Spacious 3-bedroom apartment near downtown, FREE PARKING

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

Near West Side

9.6/10

Exceptional

(11 reviews)

"Great place to stay that was close to downtown"

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

Michelle B.

CA $96

CA $488 total

includes taxes & fees

Apr 5 - Apr 6

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

![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105080000/105070600/105070525/a3f2946d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105080000/105070600/105070525/f656e0b7.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/106000000/105080000/105070600/105070525/d8453529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105080000/105070600/105070525/5055b40a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Flexhome Ukrainian Village • 2BR • Walkable + Private Balcony

[](https://www.expedia.ca/Chicago-Hotels-Flexhome-Ukrainian-Village-2BR-D2.h105070525.Hotel-Information)

West Town

9.6/10

Exceptional

(11 reviews)

"We had no issues with our stay. I loved that the check in steps were very simple especially with being in Chicago for the first time. It was stress free. It was clean and comfortable, we would definitely stay again! "

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

Amber

CA $103

CA $246 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Chicago-Hotels-Flexhome-Ukrainian-Village-2BR-D2.h105070525.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/107000000/106260000/106255700/106255669/w1350h899x0y1-8e6f7625.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)

![TV, video games](https://images.trvl-media.com/lodging/107000000/106260000/106255700/106255669/b67a1eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/107000000/106260000/106255700/106255669/w1350h899x0y1-92b3a773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vintage Arcade Apt with Parking

[](https://www.expedia.ca/Chicago-Hotels-Vintage-Arcade-Apt-With-Parking.h106255669.Hotel-Information)

Lawndale

6.0/10

(6 reviews)

"Very clean and private"

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

Anthony B.

CA $71

CA $236 total

includes taxes & fees

Apr 13 - Apr 14

[](https://www.expedia.ca/Chicago-Hotels-Vintage-Arcade-Apt-With-Parking.h106255669.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792914/672545d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792914/6cb1b7d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792914/05d0e593.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)

### 3BR Complete and Spacious Apt

[](https://www.expedia.ca/Chicago-Hotels-3BR-Complete-And-Spacious-Apt.h116792914.Hotel-Information)

West Town

8.6/10

Excellent

(14 reviews)

"Great location and a nice property! Quiet, clean and a very reasonable rate. 👍"

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

Christopher

CA $122

CA $328 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Chicago-Hotels-3BR-Complete-And-Spacious-Apt.h116792914.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792989/c9d83882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792989/7b26c35e.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)

![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)

### Upscale 4BR Retreat: Wicker Park

[](https://www.expedia.ca/Chicago-Hotels-Upscale-4BR-Retreat-Wicker-Park.h116792989.Hotel-Information)

West Town

8.4/10

Very good

(8 reviews)

"Great place in a great area. Would definitely stay here again!"

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

John R.

CA $160

CA $541 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Chicago-Hotels-Upscale-4BR-Retreat-Wicker-Park.h116792989.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792985/cad1af12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792985/224306ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792985/8a1a198f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792985/5d89eb38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 4BR Near Wicker Park

[](https://www.expedia.ca/Chicago-Hotels-Spacious-4BR-Near-Wicker-Park.h116792985.Hotel-Information)

West Town

9.2/10

Wonderful

(9 reviews)

"Very clean very spacious very comfortable great location"

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

Maxwell H.

CA $122

CA $491 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Chicago-Hotels-Spacious-4BR-Near-Wicker-Park.h116792985.Hotel-Information)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792839/ebf18912.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/c5635ef6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792839/2c495145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792839/159b574c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Urban Comfort • 2BR in West Town

[](https://www.expedia.ca/Chicago-Hotels-Urban-Comfort-2BR-In-West-Town.h116792839.Hotel-Information)

West Town

9.6/10

Exceptional

(7 reviews)

"The place was very clean and accommodating."

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

Mark E.

CA $136

CA $320 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Chicago-Hotels-Urban-Comfort-2BR-In-West-Town.h116792839.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.

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## Find vacation rentals that suit your style

Aparthotels

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Private vacation homes

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## Top West Side Hotel Reviews

![Hyatt Place Chicago Medical/University District](https://images.trvl-media.com/lodging/54000000/53170000/53166000/53165905/3edad5a6_y.jpg)

### Hyatt Place Chicago Medical/University District

8/10 Good

"The restroom need some cleaning. The toilet was dirty. And a lot of dust other than that it was good."

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

![Crowne Plaza Chicago West Loop by IHG](https://images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/871940a9_y.jpg)

### Crowne Plaza Chicago West Loop by IHG

8/10 Good

"Staff was great, location great, accessibility great, my only complaint is the bathroom could have been cleaner. "

[](https://expedia.ca/Chicago-Hotels-Crowne-Plaza-Chicago-West-Loop.h1293276.Hotel-Information)

![Hampton Inn & Suites Chicago Medical District UIC](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236658/4f2b2c13_y.jpg)

### Hampton Inn & Suites Chicago Medical District UIC

10/10 Excellent

"Great location, clean, wonderful breakfast, and the kids loved the pool."

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

![Hotel Chicago West Loop, SureStay Collection by Best Western](https://images.trvl-media.com/lodging/16000000/15120000/15118300/15118262/w3837h2560x3y0-3ffe01fe_y.jpg)

### Hotel Chicago West Loop, SureStay Collection by Best Western

4/10 Poor

"And they also haven’t issued my hold deposit "

[](https://expedia.ca/Chicago-Hotels-Hotel-Chicago-West-Loop.h15118262.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

"Great breakfast. Clean room. Convenient location. Great amenities in the room, especially the kitchenette."

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

![Holiday Inn & Suites Chicago - Downtown by IHG](https://images.trvl-media.com/lodging/1000000/210000/201300/201274/9b3b5e62_y.jpg)

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

8/10 Good

"Staff were pleasant, kind and helpful. Breakfast was not included and was $22\. It was a regular hotel buffet. A hotel of this price/quality should either include breakfast or make it a nicer experience. No complaints regarding the room or cleanliness. "

[](https://expedia.ca/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

"Clean"

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

![The Hoxton Chicago](https://images.trvl-media.com/lodging/35000000/34770000/34761400/34761378/8d2143ec_y.jpg)

### The Hoxton Chicago

10/10 Excellent

"The location was the primary attraction for this property. We had adjoining rooms with friends visiting so that was a big plus. Staff was friendly and the so were the folks at the bar. Hotel could use some updates "

[](https://expedia.ca/Chicago-Hotels-The-Hoxton-Chicago.h34761378.Hotel-Information)

![The Emily Hotel](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/d235a6b6_y.jpg)

### The Emily Hotel

10/10 Excellent

"Efficient and comfortable "

[](https://expedia.ca/Chicago-Hotels-Ace-Hotel-Chicago.h19381112.Hotel-Information)

## Find out more about West Side

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with West Side. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [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)
- [Aparthotels in West Side ](https://expedia.ca/West-Side-Apart-Hotels.d553248635976475400-aaApartHotels.Travel-Guide-Accommodation)
- [Condo Rentals in West Side ](https://expedia.ca/West-Side-Condos.d553248635976475400-aaCondos.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)
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- [Art Institute of Chicago](https://expedia.ca/Art-Institute-Of-Chicago-Downtown-Chicago.d6064021.Vacation-Attraction)
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## 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