Title: Winnetka Condo Rentals from CA $195 | Expedia.ca

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## Check prices for these dates

In two weeks

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=175751&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=175751&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=175751&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=175751&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winnetka condo rentals

![Smart TV, books](https://images.trvl-media.com/lodging/84000000/83580000/83571000/83570994/f8b770f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/84000000/83580000/83571000/83570994/w3000h1869x0y131-9607ee5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83580000/83571000/83570994/ef7d4602.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83580000/83571000/83570994/822df8f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Oak Park

[](https://www.expedia.ca/Chicago-Hotels-Chic-SuiteMins-To-L-Train-LaundryFree-Parking.h83570994.Hotel-Information)

9.6/10

Exceptional

(58 reviews)

"Comfortable bed, spacious rooms and clean."

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

Michael W.

CA $92

CA $270 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Chicago-Hotels-Chic-SuiteMins-To-L-Train-LaundryFree-Parking.h83570994.Hotel-Information)

![Paper towels](https://images.trvl-media.com/lodging/91000000/90900000/90893200/90893149/w1024h677x0y3-d728bf96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/91000000/90900000/90893200/90893149/w1024h677x0y3-a16fc2a7.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/91000000/90900000/90893200/90893149/w1024h677x0y3-8b061d15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90900000/90893200/90893149/w1024h678x0y3-13685302.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Elk Grove Village

[](https://www.expedia.ca/Chicago-Hotels-Just-Remodeled-Apartment-Close-To-Airport-And-Mall.h90893149.Hotel-Information)

10/10

Exceptional

(15 reviews)

"Very nice place to stay in secure neighborhood "

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

Christina F.

CA $185

CA $350 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Chicago-Hotels-Just-Remodeled-Apartment-Close-To-Airport-And-Mall.h90893149.Hotel-Information)

![Smart TV, books, printers](https://images.trvl-media.com/lodging/91000000/90130000/90125900/90125808/1504e9cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, printers](https://images.trvl-media.com/lodging/91000000/90130000/90125900/90125808/7dd36329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90130000/90125900/90125808/e6a70047.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90130000/90125900/90125808/fb8140c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in South Evanston

[](https://www.expedia.ca/Chicago-Hotels-MDRN-Kid-Friendly-AptCharmingPrivateSunnyFast-Wi-Fi-Parking.h90125808.Hotel-Information)

9.6/10

Exceptional

(25 reviews)

"Good place to stay, comfortable and quiet."

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

Andrew N.

CA $208

CA $579 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Chicago-Hotels-MDRN-Kid-Friendly-AptCharmingPrivateSunnyFast-Wi-Fi-Parking.h90125808.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/107000000/106270000/106262200/106262104/e51f587a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106270000/106262200/106262104/7c121612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/107000000/106270000/106262200/106262104/a22023e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, offices](https://images.trvl-media.com/lodging/107000000/106270000/106262200/106262104/e5a2e7a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Glenview

[](https://www.expedia.ca/Chicago-Hotels-1-Bedroom-Free-Breakfast-Buffet.h106262104.Hotel-Information)

CA $169

CA $221 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Chicago-Hotels-1-Bedroom-Free-Breakfast-Buffet.h106262104.Hotel-Information)

![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783919/2146175e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783919/21d3545d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783919/a067dc99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783919/6f92a1cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Lakeview

[](https://www.expedia.ca/Chicago-Hotels-Chic-Urban-Retreat-Near-Wrigley-Field-WParking.h100783919.Hotel-Information)

10/10

Exceptional

(48 reviews)

"Great spot in a wonderful location!"

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

Jasson R.

CA $121

CA $519 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Chicago-Hotels-Chic-Urban-Retreat-Near-Wrigley-Field-WParking.h100783919.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/87000000/86310000/86308600/86308589/ed83a233.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/87000000/86310000/86308600/86308589/88f7c865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/87000000/86310000/86308600/86308589/d2e5b9de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/87000000/86310000/86308600/86308589/a4ecca43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Half Day

[](https://www.expedia.ca/Chicago-Hotels-1-Bedroom-Free-Breakfast.h86308589.Hotel-Information)

CA $150

CA $195 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Chicago-Hotels-1-Bedroom-Free-Breakfast.h86308589.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/34000000/33970000/33962200/33962122/cb1524af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33970000/33962200/33962122/2c42d6c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/34000000/33970000/33962200/33962122/881a5b51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33970000/33962200/33962122/5f4153b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Lakeview

[](https://www.expedia.ca/Chicago-Hotels-Wrigleyville-Inn-AllStar-Unit.h33962122.Hotel-Information)

9.4/10

Exceptional

(22 reviews)

"Everything was excellent. Highly recommended!!!"

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

Donald S.

CA $519

CA $1,311 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Chicago-Hotels-Wrigleyville-Inn-AllStar-Unit.h33962122.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/35000000/34920000/34913400/34913312/d68966c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/35000000/34920000/34913400/34913312/f0e190e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom](https://images.trvl-media.com/lodging/35000000/34920000/34913400/34913312/9796e9bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/35000000/34920000/34913400/34913312/d7d01a82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Lakeview

[](https://www.expedia.ca/Chicago-Hotels-Wrigleyville-Inn.h34913312.Hotel-Information)

9.6/10

Exceptional

(14 reviews)

"Great location. 30 steps to Wrigley field. Clean. Safe. Very clean apt."

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

Curt M.

CA $245

CA $921 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Chicago-Hotels-Wrigleyville-Inn.h34913312.Hotel-Information)

![Fireplace](https://images.trvl-media.com/lodging/35000000/34830000/34821900/34821849/db5aefbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, memory foam beds](https://images.trvl-media.com/lodging/35000000/34830000/34821900/34821849/66d4fb68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, memory foam beds](https://images.trvl-media.com/lodging/35000000/34830000/34821900/34821849/w1055h795x5y0-32f5e83c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/35000000/34830000/34821900/34821849/57dfa3ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Lakeview

[](https://www.expedia.ca/Chicago-Hotels-Gorgeous-4-Bedroom-With-Pool-Table-Steps-From-Wrigley-Field-Sleeps-9.h34821849.Hotel-Information)

9.6/10

Exceptional

(20 reviews)

"Would definitely stay there again "

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

Enrique

CA $656

CA $1,504 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Chicago-Hotels-Gorgeous-4-Bedroom-With-Pool-Table-Steps-From-Wrigley-Field-Sleeps-9.h34821849.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/34000000/33920000/33913000/33912904/93c5f874.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms](https://images.trvl-media.com/lodging/34000000/33920000/33913000/33912904/w1055h795x5y0-8aae4c37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms](https://images.trvl-media.com/lodging/34000000/33920000/33913000/33912904/e54a5b4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/34000000/33920000/33913000/33912904/8db3e70f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Lakeview

[](https://www.expedia.ca/Chicago-Hotels-The-Inn-At-Wrigleyville.h33912904.Hotel-Information)

10/10

Exceptional

(22 reviews)

"Place is freaking perfect if you're in town for some sight seeing and a ball game."

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

Elbert C.

CA $656

CA $1,504 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Chicago-Hotels-The-Inn-At-Wrigleyville.h33912904.Hotel-Information)

![Fireplace](https://images.trvl-media.com/lodging/35000000/34010000/34002300/34002204/79e701e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/35000000/34010000/34002300/34002204/15eb4dba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, memory foam beds](https://images.trvl-media.com/lodging/35000000/34010000/34002300/34002204/c3f716d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, memory foam beds](https://images.trvl-media.com/lodging/35000000/34010000/34002300/34002204/w1055h795x5y0-30a82df3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Lakeview

[](https://www.expedia.ca/Chicago-Hotels-Across-From-Wrigley-Field.h34002204.Hotel-Information)

9.6/10

Exceptional

(28 reviews)

"The location was amazing! Comfortable beds and easy access. "

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

Donald N.

CA $656

CA $1,504 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Chicago-Hotels-Across-From-Wrigley-Field.h34002204.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/36000000/35180000/35179300/35179280/3c71ed9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, memory foam beds](https://images.trvl-media.com/lodging/36000000/35180000/35179300/35179280/d3d80bf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, memory foam beds](https://images.trvl-media.com/lodging/36000000/35180000/35179300/35179280/81bc10e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/36000000/35180000/35179300/35179280/73f8ab11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Lakeview

[](https://www.expedia.ca/Chicago-Hotels-Featured-On-The-Travel-Channel.h35179280.Hotel-Information)

9.0/10

Wonderful

(15 reviews)

"The apartment is literally across the street from the ballpark. Very clean, easy to check in, big space, everything we needed was there, couldn't have asked for more."

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

vince h.

CA $656

CA $1,504 total

includes taxes & fees

Feb 26 - Feb 27

[](https://www.expedia.ca/Chicago-Hotels-Featured-On-The-Travel-Channel.h35179280.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=2026-03-11&endDate=2026-03-12&regionId=175751&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Aparthotels

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Apartments

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Private vacation homes

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Condos

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Villas

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Cottages

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Residences

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## Top Winnetka Hotel Reviews

![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

"Amazing view"

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

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

### Eurostars Magnificent Mile

10/10 Excellent

"Fine location. Clean."

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

![DoubleTree by Hilton Chicago - Magnificent Mile](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e_y.jpg)

### DoubleTree by Hilton Chicago - Magnificent Mile

10/10 Excellent

"Perfect location, beautiful clean rooms and friendly staff "

[](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information)

![L7 Chicago by LOTTE](https://images.trvl-media.com/lodging/1000000/10000/4200/4200/6dfbfa42_y.jpg)

### L7 Chicago by LOTTE

10/10 Excellent

"Clean room and comfortable amenities and stylish "

[](https://expedia.ca/Chicago-Hotels-L7-Chicago-By-LOTTE.h4200.Hotel-Information)

![Courtyard by Marriott Chicago Magnificent Mile](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/529d8be8_y.jpg)

### Courtyard by Marriott Chicago Magnificent Mile

10/10 Excellent

"Friendly staff, clean room, central location close to all the tourist attractions. "

[](https://expedia.ca/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information)

![LondonHouse Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/74c2f40d_y.jpg)

### LondonHouse Chicago, Curio Collection by Hilton

10/10 Excellent

"Great hotel "

[](https://expedia.ca/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information)

![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg)

### Hotel Riu Plaza Chicago

10/10 Excellent

"The room was spotless, all staff were friendly "

[](https://expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information)

![The Royal Sonesta Chicago Downtown](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6_y.jpg)

### The Royal Sonesta Chicago Downtown

10/10 Excellent

"The room was spotless, employees were very professional. I would recommend "

[](https://expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.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

"Everything was great "

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

## Find out more about Winnetka

## Winnetka Condo Rentals information

| Number of reviews | 209               |
| ----------------- | ----------------- |
| Accommodation     | 248 Condo Rentals |
| Lowest Price      | CA $195           |
| Highest Price     | CA $1,504         |

## Frequently asked questions

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### How many condos are there in Winnetka?

### Why book your condo in Winnetka with Expedia?

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