Title: Chicago Vacation Rentals from CA $132: Short-Term Rentals for 2026 | Expedia.ca

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![Downtown Chicago view from the Millennium Park, Chicago, Illinois, USA.](https://images.trvl-media.com/place/178248/0471e1f2-80dd-4194-a47b-311b4ced706e.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Chicago Vacation Rentals

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## Check prices for these dates

In two weeks

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=178248&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=178248&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)

In three months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=178248&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=178248&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chicago vacation rentals

![Exterior](https://images.trvl-media.com/lodging/122000000/121430000/121424500/121424489/5bfb910d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/122000000/121430000/121424500/121424489/88796b0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room amenity](https://images.trvl-media.com/lodging/122000000/121430000/121424500/121424489/aff4725b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/122000000/121430000/121424500/121424489/3da3ca81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chicago luxury home suites

[](https://www.expedia.ca/Chicago-Hotels-Chicago-Luxury-Home-Suites.h121424489.Hotel-Information)

Downtown Chicago

10/10

Exceptional

(4)

"Amazing stay! The location is very central and close to everything. The room was spotless, and the mattress was very comfortable. I really appreciated that the property is pet friendly. I was able to bring my dog along, which made the trip even better. The view was absolutely stunning. The hosts were very responsive and helpful throughout our stay. Highly recommend!"

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

Alex

CA $133

CA $157 total

includes taxes & fees

Jan 8 - Jan 9

[](https://www.expedia.ca/Chicago-Hotels-Chicago-Luxury-Home-Suites.h121424489.Hotel-Information)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8c061e2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/d03e88da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 Single Bed, City View | Living area](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/f7ca0ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8a983359.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Level Chicago – Old Town

[](https://www.expedia.ca/Chicago-Hotels-LEVEL-Furnished-Living-Chicago.h39805843.Hotel-Information)

Downtown Chicago

9.0/10

Wonderful

(408)

"Great location, clean room and friendly staff!"

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

Scott

CA $244

CA $321 total

includes taxes & fees

Jan 8 - Jan 9

[](https://www.expedia.ca/Chicago-Hotels-LEVEL-Furnished-Living-Chicago.h39805843.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/58291697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Apartment, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/ecc0a878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/ccaab668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Apartment, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/2a6e88ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sentral Michigan Avenue

[](https://www.expedia.ca/Chicago-Hotels-Sentral-Michigan-Avenue.h76267438.Hotel-Information)

Downtown Chicago

9.2/10

Wonderful

(1036)

"Place was very nice and clean. We enjoyed the stay there. Will book it again when we come back to Chicago visit again. "

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

Khalid

CA $152

CA $218 total

includes taxes & fees

Jan 8 - Jan 9

[](https://www.expedia.ca/Chicago-Hotels-Sentral-Michigan-Avenue.h76267438.Hotel-Information)

![Lounge](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/0480d64e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/f7e5c565_edited_04eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Signature Apartment, 1 King Bed with Sofa bed, Pool Access (Self Check-in with Virtual Front Desk) | Living area](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/2969f0ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 10:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/88e54d1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kasa River North Chicago

[](https://www.expedia.ca/Chicago-Hotels-Kasa-River-North-Chicago.h66425311.Hotel-Information)

Downtown Chicago

9.6/10

Exceptional

(182)

"Awesome stay "

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

Sally

[](https://www.expedia.ca/Chicago-Hotels-Kasa-River-North-Chicago.h66425311.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/3e1fd538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/6dcfa9e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/3e6dada5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/3935f43c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wrigleyville Suites

[](https://www.expedia.ca/Chicago-Hotels-Wrigleyville-Suites.h104315648.Hotel-Information)

Lakeview

9.6/10

Exceptional

(27)

"Nice place "

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

Barry

CA $201

CA $237 total

includes taxes & fees

Jan 8 - Jan 9

[](https://www.expedia.ca/Chicago-Hotels-Wrigleyville-Suites.h104315648.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/89000000/88910000/88902500/88902456/52022c01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/89000000/88910000/88902500/88902456/8ae2c510.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Private kitchen](https://images.trvl-media.com/lodging/89000000/88910000/88902500/88902456/5f82c6e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/89000000/88910000/88902500/88902456/38dc5d63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](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)

West Town

9.0/10

Wonderful

(17)

"Loved the space and location "

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

Caroline

CA $102

CA $475 total

includes taxes & fees

Jan 25 - Jan 26

[](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)

![Breakfast, lunch, dinner served; Greek cuisine ](https://images.trvl-media.com/lodging/104000000/103470000/103465500/103465448/424c972a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Gym](https://images.trvl-media.com/lodging/104000000/103470000/103465500/103465448/ee528550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/104000000/103470000/103465500/103465448/9897f375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103470000/103465500/103465448/3102ad4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Gem Museum Suites

[](https://www.expedia.ca/Chicago-Hotels-The-Gem-Museum-Suites.h103465448.Hotel-Information)

Downtown Evanston

9.4/10

Exceptional

(103)

"This is a fantastic hotel with super friendly staff"

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

German

CA $238

CA $273 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Chicago-Hotels-The-Gem-Museum-Suites.h103465448.Hotel-Information)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121340000/121330200/121330192/9b3183ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121340000/121330200/121330192/2e0ddd03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121340000/121330200/121330192/ee4be839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121340000/121330200/121330192/df9330f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Classic Forest Park Foursquare < 1 Mi to Blue Line

[](https://www.expedia.ca/Chicago-Hotels-Classic-Forest-Park-Foursquare-1-Mi-To-Blue-Line.h121330192.Hotel-Information)

Forest Park

CA $218

CA $568 total

includes taxes & fees

Jan 13 - Jan 14

[](https://www.expedia.ca/Chicago-Hotels-Classic-Forest-Park-Foursquare-1-Mi-To-Blue-Line.h121330192.Hotel-Information)

![Comfort Double Room](https://images.trvl-media.com/lodging/113000000/112310000/112306500/112306435/4e4fcb6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, blackout drapes, free WiFi](https://images.trvl-media.com/lodging/113000000/112310000/112306500/112306435/7a3c031a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Double Room](https://images.trvl-media.com/lodging/113000000/112310000/112306500/112306435/11a11fca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/113000000/112310000/112306500/112306435/81879fe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Inn Chicago Southland I-80 & I-294 Near Casino

[](https://www.expedia.ca/Chicago-Hotels-Comfort-Inn-Chicago-Wind-Creek-Casino.h112306435.Hotel-Information)

Harvey

4.0/10

(69)

"Under renovations so some rooms have missing appliances, even through an app they require a deposit. Utter wise nice room and workers"

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

Destin

CA $117

CA $132 total

includes taxes & fees

Jan 8 - Jan 9

[](https://www.expedia.ca/Chicago-Hotels-Comfort-Inn-Chicago-Wind-Creek-Casino.h112306435.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=2026-01-21&endDate=2026-01-22&regionId=829&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Chicago+%28and+vicinity%29%2C+Illinois%2C+United+States+of+America&regionId=178248&latLong=41.88078%2C-87.62813&adults=2&startDate=2026-04-07&d1=2026-04-07&endDate=2026-04-10&d2=2026-04-10&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Chicago+%28and+vicinity%29%2C+Illinois%2C+United+States+of+America&regionId=178248&latLong=41.88078%2C-87.62813&adults=2&startDate=2026-04-07&d1=2026-04-07&endDate=2026-04-10&d2=2026-04-10&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Chicago+%28and+vicinity%29%2C+Illinois%2C+United+States+of+America&regionId=178248&latLong=41.88078%2C-87.62813&adults=2&startDate=2026-04-07&d1=2026-04-07&endDate=2026-04-10&d2=2026-04-10&lodging=VACATION_HOME)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Chicago+%28and+vicinity%29%2C+Illinois%2C+United+States+of+America&regionId=178248&latLong=41.88078%2C-87.62813&adults=2&startDate=2026-04-07&d1=2026-04-07&endDate=2026-04-10&d2=2026-04-10&lodging=CONDO)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Chicago+%28and+vicinity%29%2C+Illinois%2C+United+States+of+America&regionId=178248&latLong=41.88078%2C-87.62813&adults=2&startDate=2026-04-07&d1=2026-04-07&endDate=2026-04-10&d2=2026-04-10&lodging=CABIN)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Chicago+%28and+vicinity%29%2C+Illinois%2C+United+States+of+America&regionId=178248&latLong=41.88078%2C-87.62813&adults=2&startDate=2026-04-07&d1=2026-04-07&endDate=2026-04-10&d2=2026-04-10&lodging=COTTAGE)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Chicago+%28and+vicinity%29%2C+Illinois%2C+United+States+of+America&regionId=178248&latLong=41.88078%2C-87.62813&adults=2&startDate=2026-04-07&d1=2026-04-07&endDate=2026-04-10&d2=2026-04-10&lodging=VILLA)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Chicago+%28and+vicinity%29%2C+Illinois%2C+United+States+of+America&regionId=178248&latLong=41.88078%2C-87.62813&adults=2&startDate=2026-04-07&d1=2026-04-07&endDate=2026-04-10&d2=2026-04-10&lodging=RESIDENCE)

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## Top Chicago Hotel Reviews

![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg)

### Hilton Chicago

10/10 Excellent

"BEAUTIFUL PLACE"

[](https://expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information)

![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg)

### Hyatt Regency Chicago

10/10 Excellent

"Very nice hotel, great service, very convenient for travelers and family tour!"

[](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information)

![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg)

### Pendry Chicago

10/10 Excellent

"Everything was exceptional!!!!!"

[](https://expedia.ca/Chicago-Hotels-Pendry-Chicago.h982552.Hotel-Information)

![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg)

### Palmer House a Hilton Hotel

10/10 Excellent

"What stood out from Palmers house hotel for me was how spacious the rooms were! I got a 2 bed for 4 guests and we all fit perfectly with luggage and all , everyone accommodated easily :) "

[](https://expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information)

![Club Quarters Hotel Wacker at Michigan, Chicago](https://images.trvl-media.com/lodging/1000000/890000/889800/889753/f3eb640d_y.jpg)

### Club Quarters Hotel Wacker at Michigan, Chicago

10/10 Excellent

"Helpful staff Great view of the River "

[](https://expedia.ca/Chicago-Hotels-Club-Quarters-Hotel.h889753.Hotel-Information)

![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg)

### Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent

"Yes"

[](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information)

![Swissotel - Chicago](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/7af111e2_y.jpg)

### Swissotel - Chicago

10/10 Excellent

"Everything was perfect from the room to the service and location. Definitely a great option when you visit Chicago "

[](https://expedia.ca/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information)

![Sable at Navy Pier Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5_y.jpg)

### Sable at Navy Pier Chicago, Curio Collection by Hilton

10/10 Excellent

"It was incredible! Service, room, and overall hotel were 10/10!"

[](https://expedia.ca/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information)

![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982_y.jpg)

### Eurostars Magnificent Mile

10/10 Excellent

"We got a free upgrade to deluxe room. Spacious room, nice big shower. Only dislike is there’s no shower door, it’s the open shower."

[](https://expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information)

## Price trends for vacation rentals in Chicago

| Less expensive | More expensive | This month | Next month |
| -------------- | -------------- | ---------- | ---------- |
| December       | October        | CA $206    | CA $206    |

| Month     | Price   |
| --------- | ------- |
| January   | CA $206 |
| February  | CA $206 |
| March     | CA $204 |
| April     | CA $201 |
| May       | CA $224 |
| June      | CA $286 |
| July      | CA $263 |
| August    | CA $264 |
| September | CA $280 |
| October   | CA $332 |
| November  | CA $191 |
| December  | CA $188 |

Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Chicago. Select dates and complete search for nightly totals inclusive of taxes and fees.

## Find out more about Chicago

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 Chicago. 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.   

## Explore a world of travel with Expedia

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### Trending destinations on Expedia.ca

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- [Apartments in Chicago ](https://expedia.ca/Chicago-Apartments.d178248-aaApartments.Travel-Guide-Accommodation)
- [Vacation Homes in Chicago ](https://expedia.ca/Chicago-Private-Vacation-Homes.d178248-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Chicago ](https://expedia.ca/Chicago-Condos.d178248-aaCondos.Travel-Guide-Accommodation)
- [Aparthotels in Chicago ](https://expedia.ca/Chicago-Apart-Hotels.d178248-aaApartHotels.Travel-Guide-Accommodation)
- [Motels in Chicago ](https://expedia.ca/Chicago-Motels.d178248-aaMotels.Travel-Guide-Accommodation)
- [Cottages in Chicago ](https://expedia.ca/Chicago-Cottages.d178248-aaCottages.Travel-Guide-Accommodation)
- [B&B in Chicago ](https://expedia.ca/Chicago-Bed-And-Breakfast.d178248-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Chicago ](https://expedia.ca/Chicago-Guest-Houses.d178248-aaGuestHouses.Travel-Guide-Accommodation)
- [Villas in Chicago ](https://expedia.ca/Chicago-Villas.d178248-aaVillas.Travel-Guide-Accommodation)
- [Hostels in Chicago ](https://expedia.ca/Chicago-Hostels.d178248-aaHostels.Travel-Guide-Accommodation)
- [Resorts in Chicago ](https://expedia.ca/Chicago-Resort-Hotels.d178248-aaResortHotels.Travel-Guide-Accommodation)
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- [Residences in Chicago ](https://expedia.ca/Chicago-Residences.d178248-aaResidences.Travel-Guide-Accommodation)
- [Inns in Chicago ](https://expedia.ca/Chicago-Inns.d178248-aaInns.Travel-Guide-Accommodation)
- [Cabin Rentals in Chicago ](https://expedia.ca/Chicago-Cabins.d178248-aaCabins.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Chicago?

### What are some of the best vacation rentals in Chicago?

### How many vacation rentals are there in Chicago?

### What can I see and do in Chicago?

### What are vacation rentals like in Chicago?

### Expedia's Latest Trends

Hotels

- [Hotels in Schaumburg](https://expedia.ca/Schaumburg-Hotels.d8107.Travel-Guide-Hotels)
- [The Loop hotels](https://expedia.ca/The-Loop-Chicago-Hotels.0-n800024-0.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Downtown Chicago](https://expedia.ca/Downtown-Chicago-Chicago-Hotels-Cheap-Hotels.0-n6350699-0-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Magnificent Mile hotels](https://expedia.ca/Magnificent-Mile-Chicago-Hotels.0-n800025-0.Travel-Guide-Filter-Hotels)
- [Hotels in Rosemont](https://expedia.ca/Rosemont-Hotels.d7581.Travel-Guide-Hotels)
- [River North hotels](https://expedia.ca/River-North-Chicago-Hotels.0-n6350695-0.Travel-Guide-Filter-Hotels)
- [Hotels near Soldier Field](https://expedia.ca/Soldier-Field-Hotels.0-l6058043-0.Travel-Guide-Filter-Hotels)
- [Hotels in Naperville](https://expedia.ca/Naperville-Hotels.d9009.Travel-Guide-Hotels)
- [Hotels near United Center](https://expedia.ca/United-Center-Hotels.0-l6064077-0.Travel-Guide-Filter-Hotels)
- [Hotels near McCormick Place](https://expedia.ca/McCormick-Place-Hotels.0-l6069191-0.Travel-Guide-Filter-Hotels)
- [Downtown Chicago hotels](https://expedia.ca/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels)
- [Hotels near Wrigley Field](https://expedia.ca/Wrigley-Field-Hotels.0-l6034754-0.Travel-Guide-Filter-Hotels)
- [Hotels near Lollapalooza](https://expedia.ca/Lollapalooza-Hotels.0-l553248635977254161-0.Travel-Guide-Filter-Hotels)
- [Hotels near Millennium Park](https://expedia.ca/Millennium-Park-Hotels.0-l6069201-0.Travel-Guide-Filter-Hotels)

Flights

- [Flights to Rosemont](https://expedia.ca/Cheap-Flights-To-Rosemont.d7581.Travel-Guide-Flights)

Cars

- [Car rental Chicago Airport (MDW)](https://expedia.ca/Car-Rentals-In-Midway-Intl.d5719117.Car-Rental-Guide)
- [Car rental Chicago Airport (ORD)](https://expedia.ca/Car-Rentals-In-OHare-Intl.d4477519.Car-Rental-Guide)

Packages

- [Six Flags Great America](https://expedia.ca/Six-Flags-Great-America-Chicago.d6023396.Vacation-Attraction)
- [Navy Pier](https://expedia.ca/Navy-Pier-Downtown-Chicago.d6069215.Vacation-Attraction)
- [Lincoln Park Zoo](https://expedia.ca/Lincoln-Park-Zoo-Lincoln-Park.d6065147.Vacation-Attraction)
- [Centennial Beach](https://expedia.ca/Centennial-Beach-Chicago.d553248621532658519.Vacation-Attraction)
- [Downtown Chicago Vacations](https://expedia.ca/Downtown-Chicago.d6350699.Destination-Travel-Guides)
- [Griffin Museum of Science and Industry](https://expedia.ca/Griffin-Museum-Of-Science-And-Industry-Hyde-Park.d6064043.Vacation-Attraction)
- [Golf Vacations](https://expedia.ca/Golf.d6132095.Destination-Travel-Guides)
- [Grant Park](https://expedia.ca/Grant-Park-Downtown-Chicago.d507389.Vacation-Attraction)

General

- [Visit Magnificent Mile](https://expedia.ca/Chicago-Magnificent-Mile.dx800025)
- [Visit The Loop](https://expedia.ca/Chicago-The-Loop.dx800024)
- [Visit Downtown Chicago](https://expedia.ca/Chicago-Downtown-Chicago.dx6350699)
- [Visit Schaumburg](https://expedia.ca/Schaumburg.dx8107)
- [Visit Elk Grove Village](https://expedia.ca/Elk-Grove-Village.dx7833)

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