A suburban street with a stone house, a tree, and a clear sky.

Search Condos Rentals in Winnetka from CA $289

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Winnetka condo rentals

A modern interior with a dining area, seating, a fireplace, and large windows offering a view of buildings outside.

1. Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort

Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort
Downtown Evanston
10.0 out of 10, Exceptional, (36 reviews)
"Very nice place to stay with a great location. Thanks!"
United States
Robin M.
The price is CA $282
CA $583 total
includes taxes & fees
Sep 7 - Sep 8
Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort
A modern living room with a blue sofa, a round dining table, and a white desk.

2. MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking

MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
South Evanston
9.4 out of 10, Exceptional, (27 reviews)
"Parking was convenient and accommodations were comfortable."
United States
Evan Q.
The price is CA $293
CA $692 total
includes taxes & fees
Sep 8 - Sep 9
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
A modern living room with a sofa, a coffee table, and a TV stand. A kitchen with a microwave, refrigerator, and bar stools is visible in the background.

3. Half a mile from everything in the heart of Evanston, Illinois

Half a mile from everything in the heart of Evanston, Illinois
Downtown Evanston
10.0 out of 10, Exceptional, (11 reviews)
"Great place overall! The coffee machine on the 3rd floor was great to have. Beds comfortable."
United States
Lisa m.
The price is CA $282
CA $583 total
includes taxes & fees
Sep 22 - Sep 23
Half a mile from everything in the heart of Evanston, Illinois
A modern living room with a sofa, a coffee table, and a TV stand. A kitchen with a microwave, refrigerator, and bar stools is visible in the background.

4. Chicago's Hidden Treasure, "EVANSTON, IL"

Chicago's Hidden Treasure, "EVANSTON, IL"
Downtown Evanston
9.6 out of 10, Exceptional, (9 reviews)
"Great location for Northwestern. Clean,Safe place. "
United States
friendolyn
The price is CA $282
CA $583 total
includes taxes & fees
Sep 7 - Sep 8
Chicago's Hidden Treasure, "EVANSTON, IL"
A modern living room with a fireplace, a flat-screen TV, a sofa, and a dining area.

5. Chic Urban Retreat Near Wrigley Field w/Parking

Chic Urban Retreat Near Wrigley Field w/Parking
Lakeview
10.0 out of 10, Exceptional, (63 reviews)
"Hosts were great, location is great, and it was a great stay."
United States
Ryan G.
The price is CA $140
CA $289 total
includes taxes & fees
Sep 8 - Sep 9
Chic Urban Retreat Near Wrigley Field w/Parking
A hotel room with two beds, a desk, a chair, a TV, and a painting on the wall.

6. Chicago O’Hare Modern Hotel‑Style Stay w/parking

Chicago O’Hare Modern Hotel‑Style Stay w/parking
Norridge
The price is CA $274
CA $472 total
includes taxes & fees
Sep 7 - Sep 8
Chicago O’Hare Modern Hotel‑Style Stay w/parking
A modern kitchen with white cabinetry, a stainless steel sink, a built-in oven, and a microwave.

7. Just remodeled apartment close to airport and mall

Just remodeled apartment close to airport and mall
Elk Grove Village
9.6 out of 10, Exceptional, (20 reviews)
"Great place! "
United States
Isabella T.
The price is CA $199
CA $383 total
includes taxes & fees
Sep 8 - Sep 9
Just remodeled apartment close to airport and mall
A modern living room with a grey sofa, white and patterned cushions, a round coffee table, and a ceiling fan.

8. Chic Suite/Mins to L Train /Laundry/Free Parking

Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park
9.4 out of 10, Exceptional, (71 reviews)
"Easy access to the Green Line."
United States
Michael
The price is CA $148
CA $345 total
includes taxes & fees
Sep 8 - Sep 9
Chic Suite/Mins to L Train /Laundry/Free Parking
A large, two-story building with a stone facade, a prominent entrance with a glass door, and a landscaped garden with flowering plants.

9. 1 Bedroom | Free Breakfast, Indoor Pool Access

1 Bedroom | Free Breakfast, Indoor Pool Access
Half Day
The price is CA $241
CA $305 total
includes taxes & fees
Sep 21 - Sep 22
1 Bedroom | Free Breakfast, Indoor Pool Access
A modern living room with a sofa, coffee table, and a kitchen area with a refrigerator and bar stools.

10. Wrigley Field All Star Suite 3 Bedrooms 2 Bath

Wrigley Field All Star Suite 3 Bedrooms 2 Bath
Lakeview
9.4 out of 10, Exceptional, (28 reviews)
"Perfect location! "
United States
Angela A.
The price is CA $524
CA $1,325 total
includes taxes & fees
Sep 7 - Sep 8
Wrigley Field All Star Suite 3 Bedrooms 2 Bath
A living room with a large arched window, a fireplace, and a sofa with patterned cushions.

11. Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms

Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms
Lakeview
9.6 out of 10, Exceptional, (33 reviews)
"This place was perfect for our quick weekend getaway!"
United States
Kate P.
The price is CA $663
CA $1,520 total
includes taxes & fees
Sep 7 - Sep 8
Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms
A living room with a large arched window, a fireplace, and a sofa with patterned cushions.

12. Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom

Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom
Lakeview
9.8 out of 10, Exceptional, (28 reviews)
"Location cannot be beat! So close to Wrigley and so fun! "
United States
Celia A
The price is CA $663
CA $1,520 total
includes taxes & fees
Sep 7 - Sep 8
Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom
A living room with a large arched window, a fireplace, and a sofa with patterned cushions.

13. Wrigley Field Home Run 4 Bedroom, 2 Bathroom

Wrigley Field Home Run 4 Bedroom, 2 Bathroom
Lakeview
9.6 out of 10, Exceptional, (20 reviews)
"Would definitely stay there again "
United States
Enrique
The price is CA $663
CA $1,520 total
includes taxes & fees
Sep 7 - Sep 8
Wrigley Field Home Run 4 Bedroom, 2 Bathroom
A modern kitchen with stainless steel appliances, a granite countertop, and a wine bottle.

14. Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms

Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
Lakeview
9.0 out of 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
vince h.
The price is CA $663
CA $1,520 total
includes taxes & fees
Sep 7 - Sep 8
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
A modern kitchen with stainless steel appliances, wooden cabinets, and a green tiled backsplash.

15. Wrigley Field MVP Suite 1 Bedroom Apartment

Wrigley Field MVP Suite 1 Bedroom Apartment
Lakeview
9.6 out of 10, Exceptional, (14 reviews)
"Great location. 30 steps to Wrigley field. Clean. Safe. Very clean apt."
United States
Curt M.
The price is CA $248
CA $936 total
includes taxes & fees
Sep 7 - Sep 8
Wrigley Field MVP Suite 1 Bedroom Apartment
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 Winnetka Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"The hotel is in a great location. All major bus and train routes are within two blocks. Rooms are good, area is safe and I would stay again."
Sue 3-night trip
Posted 2 hours ago
Congress Plaza Hotel

Find out more about Winnetka

Winnetka Condo Rentals information

Number of reviews
304
Accommodation
195 Condo Rentals
Lowest Price
CA $289
Highest Price
CA $1,520

Frequently asked questions

How much do condos in Winnetka cost?
Condos in Winnetka range from CA $289 to CA $1,520 per night. This will give you lots of room for your entire crew at a price that won't stretch the budget. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Winnetka?
Choose from 195 condos in Winnetka. Whether you're traveling with the family or organizing a weekend break with your buddies, Expedia can help you find the right space for your whole crew.
Why book your condo in Winnetka with Expedia?
Expedia will help you find your ideal condo in Winnetka. After a luxury escape? Make the most of our filters to search for properties that have a 5-star rating. If you're sticking to a budget, select how much you want to spend and then browse our fabulous options. We'll help you find the right place whatever your vacation looks like.
How can I find cheap condos in Winnetka?
The best way to locate cheap condos in Winnetka is with Expedia's nifty filter tool. Fine-tune your search results by amenities, budget and star rating to secure unbeatable rates in a couple of clicks.
What is there to do in Winnetka near my condo?
After you've unpacked and settled in, get out and explore the wonderful things Winnetka has to offer. Elder Lane Beach is a great attraction to add to your to-do list.

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