Title: West Side Vacation Rentals from CA $177: Short-Term Rentals for 2025 | Expedia.ca

  

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# West Side Vacation Rentals

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## Check prices for these dates

In two weeks

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976475400&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976475400&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976475400&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976475400&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in West Side

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131874/c52efc06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131874/368bd483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131874/664fb229.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131874/b754723c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### West Loop Living – Bright 1BR

Downtown Chicago

10/10

Exceptional

(1)

"Thorough and easy to follow parking and check in instructions. Clean apartment. "

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

Kira V.

CA $124

CA $279 total

includes taxes & fees

Nov 13 - Nov 14

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

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131871/adbf623a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131871/4b4ff505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131871/2e28ea21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131871/fe11ac9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Downtown Chicago

10/10

Exceptional

(1)

"Great experience for me and my wife I would definitely come back "

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

ShowtimeFam1

CA $101

CA $251 total

includes taxes & fees

Nov 12 - Nov 13

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/3cc0a9a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/8c87c7e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/9b704ea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/89a0d93e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish 1BR in West Loop

Downtown Chicago

10/10

Exceptional

(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 9 - Nov 10

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792936/a49da56a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792936/c3fddccc.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/117000000/116800000/116793000/116792936/003c4277.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)

### Sun-Drenched 1BR Apartment

Downtown Chicago

10/10

Exceptional

(2)

"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 $112

CA $265 total

includes taxes & fees

Nov 13 - Nov 14

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

![TV, offices](https://images.trvl-media.com/lodging/123000000/122190000/122181300/122181208/97e292d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Spa](https://images.trvl-media.com/lodging/123000000/122190000/122181300/122181208/442d7579.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/123000000/122190000/122181300/122181208/1831f986.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122190000/122181300/122181208/a5b7b726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern West Loop Gem-City Views & Prime Location 4

Downtown Chicago

[](https://www.expedia.ca/Chicago-Hotels-Modern-West-Loop-Gem-City-Views-Prime-Location-4.h122181208.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105560000/105552500/105552490/w1350h899x0y1-d7005b5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105560000/105552500/105552490/w1349h899x1y1-7309c990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, offices](https://images.trvl-media.com/lodging/106000000/105560000/105552500/105552490/w1350h899x0y1-19b66913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105560000/105552500/105552490/9aa725fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Boho Chicago - 10 Minutes to Downtown Chicago

Little Village

10/10

Exceptional

(8)

"Seriously, very beautiful place to stay like the title of the announce. Cozy and affordable!! I highly recommend if you plan to visit Chicago for a week!"

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

Christian M.

CA $107

CA $317 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Chicago-Hotels-Cozy-Boho-Chicago-10-Min-To-Chicago.h105552490.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102350000/102347900/102347806/7a3d8d81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/103000000/102350000/102347900/102347806/3b9a27bc.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/103000000/102350000/102347900/102347806/17a39e72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102350000/102347900/102347806/c5e68da1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Flexhome Ukrainian Village 2BR D1

West Town

10/10

Exceptional

(2)

"It was clean and ready for our arrival. A big plus is having a washer and dryer on the premises."

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

Ray R.

CA $170

CA $340 total

includes taxes & fees

Nov 26 - Nov 27

[](https://www.expedia.ca/Chicago-Hotels-Flexhome-Ukrainian-Village-2BR-D1.h102347806.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115430000/115420400/115420356/65522cbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115430000/115420400/115420356/cf70ee87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Interior](https://images.trvl-media.com/lodging/116000000/115430000/115420400/115420356/fbb9828a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

East Garfield Park

9.4/10

Exceptional

(3)

"Clean, and was exactly how described in the booking. Host was quick to respond to any questions we had. "

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

Cyril M.

CA $96

CA $354 total

includes taxes & fees

Nov 22 - Nov 23

[](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/109000000/108480000/108474000/108473931/w1350h899x0y1-b26eeffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108480000/108474000/108473931/d1335f89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108480000/108474000/108473931/w1350h899x0y1-6c6391ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108480000/108474000/108473931/e32398aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 10 Minutes to Downtown Chicago - Sleeps 12 - King Beds - Games and Arcades

Little Village

8.0/10

Very good

(2)

"While it was a great price, you get what you pay for. "

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

Deya R.

CA $100

CA $428 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Chicago-Hotels-Large-4-Bedroom-3-King-Beds.h108473931.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102350000/102347800/102347797/6fbbac2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102350000/102347800/102347797/ffa3025d.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/103000000/102350000/102347800/102347797/5cd1011b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102350000/102347800/102347797/bb2ec633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Flexhome East Village 2BR H1

West Town

9.8/10

Exceptional

(6)

"Walked to dinner salt shed and pizza after. Parked right in front, for free. Place was clean and cool. "

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

clint c.

CA $116

CA $265 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Chicago-Hotels-Flexhome-East-Village-2BR-H1.h102347797.Hotel-Information)

![Studio | Exterior](https://images.trvl-media.com/lodging/95000000/94960000/94953700/94953678/6530bd2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94953700/94953678/320e9643.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Private kitchen](https://images.trvl-media.com/lodging/95000000/94960000/94953700/94953678/5732d3f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio](https://images.trvl-media.com/lodging/95000000/94960000/94953700/94953678/78f81053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin 105 by 747 Lofts

West Town

10/10

Exceptional

(1)

[](https://www.expedia.ca/Chicago-Hotels-Cabin-105-By-747-Lofts.h94953678.Hotel-Information)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792839/d6d46773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792839/27c09381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792839/e65095fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792839/b80be946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Urban Comfort • 2BR in West Town

West Town

9.8/10

Exceptional

(6)

"Very clean. Host was exceptionally communicative. Would stay again!"

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

Sharon H.

CA $125

CA $307 total

includes taxes & fees

Dec 9 - Dec 10

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102350000/102347800/102347795/5840cbb7.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/103000000/102350000/102347800/102347795/4c547d6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, stereo](https://images.trvl-media.com/lodging/103000000/102350000/102347800/102347795/652e42bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, stereo](https://images.trvl-media.com/lodging/103000000/102350000/102347800/102347795/67f27b93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Flexhome Wicker Park 2BR DV3

West Town

9.6/10

Exceptional

(5)

"Great place in good location. Good communication by host."

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

Carsten

CA $116

CA $265 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Chicago-Hotels-Flexhome-Wicker-Park-2BR-DV3.h102347795.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118310000/118306200/118306109/bb826439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/119000000/118310000/118306200/118306109/51989ea6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118310000/118306200/118306109/445cf080.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, offices](https://images.trvl-media.com/lodging/119000000/118310000/118306200/118306109/fc588142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Flexhome West Town 2BR Apt T1

West Town

10/10

Exceptional

(1)

"Awesome location, great views and comfortable."

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

Steve L.

CA $128

CA $263 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Chicago-Hotels-Flexhome-West-Town-2BR-Apt-T1.h118306109.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)

![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)

![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)

### 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 $82

CA $474 total

includes taxes & fees

Nov 11 - Nov 12

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106260000/106255700/106255669/w1347h899x3y1-45c348fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106260000/106255700/106255669/7e0f7278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106260000/106255700/106255669/w1350h899x0y1-8e6f7625.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106260000/106255700/106255669/w1350h899x0y1-b7661905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vintage Arcade Apt with Parking

Lawndale

6.8/10

(5)

"Street side this was about as safe as any Chicago neighborhood. Parking was 10/10, safe, secure and gated. The 3 flights up was expected, but the strong cat/pet urine odor the entire way up was not. Inside apt also has a very strong pet urine smell. No window covering in bathroom, can’t turn on bedroom light or it blinks, floor vent in kitchen easily moves to reveal gaping hole, heavily stained couch my teen had to sleep on. It was way too small unless a young child was sleeping on it. There...

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

Janai

CA $98

CA $281 total

includes taxes & fees

Nov 21 - Nov 22

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

![Exterior](https://images.trvl-media.com/lodging/112000000/111430000/111423300/111423228/19cde655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, video games](https://images.trvl-media.com/lodging/112000000/111430000/111423300/111423228/w1350h899x0y1-672daf5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/112000000/111430000/111423300/111423228/w1350h899x0y1-e87f14d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111430000/111423300/111423228/d24d93a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Pilsen Apt 3 Bedrooms

Lower West Side

8.0/10

Very good

(1)

"Everything was wonderful except the bathroom. When we checked in there was quite a bit of hair on the floor of the bathroom and in the tub. Everything else was very clean. Beds comfortable. Water pressure good. Felt safe in the area. Hard to find a parking spot Friday night. The kids had fun with all the games. "

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

Naomi D.

CA $120

CA $399 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Chicago-Hotels-Modern-Pilsen-Apartment-Sleeps-10-Minutes-To-Downtown.h111423228.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792985/6bd553a6.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)

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792985/283b60eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792985/704d9c5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 4BR Near Wicker Park

West Town

10/10

Exceptional

(6)

"Had an amazing stay at this Vrbo. Very cozy and comfortable for everyone!"

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

Wendy P.

CA $146

CA $520 total

includes taxes & fees

Nov 9 - Nov 10

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116940000/116934400/116934319/918c1b0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116940000/116934400/116934319/d19de994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/117000000/116940000/116934400/116934319/ea8d48e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/117000000/116940000/116934400/116934319/94fd527d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 15mins DT | Wicker Park Gem | Sleeps 7 | FreePark

East Garfield Park

CA $76

CA $337 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/Chicago-Hotels-15mins-DT-Wicker-Park-Gem-Sleeps-7-FreePark.h116934319.Hotel-Information)

![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)

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

![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

West Town

8.4/10

Very good

(9)

"Spacious and well appointed. Great location with plenty of eating/drinking options within walking distance. "

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

Arthur

CA $118

CA $322 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Chicago-Hotels-3BR-Complete-And-Spacious-Apt.h116792914.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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## Top West Side Hotel Reviews

![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

"The room was everything I needed."

[](https://expedia.ca/Chicago-Hotels-Sonder-The-Burnham.h98589620.Hotel-Information)

![Crowne Plaza Chicago West Loop by IHG](//images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/f9d27fb3_y.jpg)

### Crowne Plaza Chicago West Loop by IHG

10/10 Excellent

"The rooms were clean and it was quiet. Good choices for breakfast and coffee. Reasonable prices. We will stay again. "

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

"The home was clean and enjoyable. Easy access also"

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

![The Neighborhood Hotel-Little Italy](//images.trvl-media.com/lodging/97000000/96300000/96299500/96299486/05d44ec7_y.jpg)

### The Neighborhood Hotel-Little Italy

10/10 Excellent

"excellent room, beds - great communication and very stylish- only issue is parking can be complicated "

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

"I spend too many nights away, mostly at the Hilton brand. The Chicago Medical District is by far the best one I've stayed at in a long time. Spacious "new feel" room, a shower like no other, and seperate coffee nook with fridge made me not want to leave. "

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

![The Hoxton Chicago](//images.trvl-media.com/lodging/35000000/34770000/34761400/34761378/d06b01bf_y.jpg)

### The Hoxton Chicago

10/10 Excellent

"Love the Hoxton, it’s a beautiful hotel and the staff is amazing. "

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

"Great location, clean and staff very nice"

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

"Everything was wonderful! Staff, amenities, comfort, and cleanliness. "

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

![Hyatt House Chicago Medical/University District](//images.trvl-media.com/lodging/50000000/49320000/49315100/49315022/689da744_y.jpg)

### Hyatt House Chicago Medical/University District

10/10 Excellent

"Yes "

[](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 $177 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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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,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)