Search and Rent Winnetka Condos

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Check prices for these dates

Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11
In one month
Jan 23 - Jan 25
In two months
Feb 20 - Feb 22

Our top choices for Winnetka condo rentals

Fridge, microwave, oven, stovetop
Chic Suite/Mins to L Train /Laundry/Free Parking

Condo in Oak Park

Chic Suite/Mins to L Train /Laundry/Free Parking
9.6 out of 10, Exceptional, (57)
"Super convenient if you want to see the Frank Lloyd wright house - walked to studio and train and great cafes. Perfect location "
United States
Travis S.
$169 nightly
The price is $194
Jan 5 - Jan 6, 2026
Total with taxes and fees
Chic Suite/Mins to L Train /Laundry/Free Parking
Paper towels
Just remodeled apartment close to airport and mall

Condo in Elk Grove Village

Just remodeled apartment close to airport and mall
10.0 out of 10, Exceptional, (15)
"Very nice place to stay in secure neighborhood "
United States
Christina F.
$237 nightly
The price is $254
Dec 27 - Dec 28
Total with taxes and fees
Just remodeled apartment close to airport and mall
Exterior
1 Bedroom | Free Breakfast, Indoor Pool Access

Condo in Half Day

1 Bedroom | Free Breakfast, Indoor Pool Access
$154 nightly
The price is $170
Dec 27 - Dec 28
Total with taxes and fees
1 Bedroom | Free Breakfast, Indoor Pool Access
Private kitchen
Wrigley Field MVP Suite 1 Bedroom Apartment

Condo in Lakeview

Wrigley Field MVP Suite 1 Bedroom Apartment
9.6 out of 10, Exceptional, (14)
"Great location. 30 steps to Wrigley field. Clean. Safe. Very clean apt."
United States
Curt M.
$540 nightly
The price is $666
Dec 28 - Dec 29
Total with taxes and fees
Wrigley Field MVP Suite 1 Bedroom Apartment
Exterior
1 Bedroom | Free Breakfast Buffet, Indoor Pool

Condo in Glenview

1 Bedroom | Free Breakfast Buffet, Indoor Pool
2.0 star property
$159 nightly
The price is $178
Jan 26 - Jan 27, 2026
Total with taxes and fees
1 Bedroom | Free Breakfast Buffet, Indoor Pool
Fridge, microwave, oven, stovetop
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking

Condo in South Evanston

MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
9.6 out of 10, Exceptional, (25)
"Good place to stay, comfortable and quiet."
United States
Andrew N.
$550 nightly
The price is $625
Dec 28 - Dec 29
Total with taxes and fees
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
Private kitchen
Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms

Condo in Lakeview

Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms
9.6 out of 10, Exceptional, (26)
"The location was amazing! Comfortable beds and easy access. "
United States
Donald N.
$890 nightly
The price is $1,098
Jan 2 - Jan 3, 2026
Total with taxes and fees
Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms
Private kitchen
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms

Condo in Lakeview

Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
9.0 out of 10, Wonderful, (15)
"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.
$890 nightly
The price is $1,098
Jan 2 - Jan 3, 2026
Total with taxes and fees
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
Private kitchen
Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom

Condo in Lakeview

Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom
10.0 out of 10, Exceptional, (22)
"Perfect for a small group attending a Wrigley event. Very comfortable beds. Very open great room with view of the stadium across the street. Would absolutely rent again."
United States
Anonymous traveler
$890 nightly
The price is $1,098
Jan 2 - Jan 3, 2026
Total with taxes and fees
Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom
Private kitchen
Wrigley Field Home Run 4 Bedroom, 2 Bathroom

Condo in Lakeview

Wrigley Field Home Run 4 Bedroom, 2 Bathroom
9.6 out of 10, Exceptional, (19)
"Would definitely stay there again "
United States
Enrique
$890 nightly
The price is $1,098
Jan 2 - Jan 3, 2026
Total with taxes and fees
Wrigley Field Home Run 4 Bedroom, 2 Bathroom
Exterior
Wrigley Field All Star Suite 3 Bedrooms 2 Bath

Condo in Lakeview

Wrigley Field All Star Suite 3 Bedrooms 2 Bath
9.4 out of 10, Exceptional, (22)
"Enjoyed a dinner party with friends Place was perfect Management helpful "
United States
Vince K.
$766 nightly
The price is $945
Dec 28 - Dec 29
Total with taxes and fees
Wrigley Field All Star Suite 3 Bedrooms 2 Bath
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

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

10/10 Excellent
"yes"
janisha 2-night trip
Posted 1 day ago
Holiday Inn Chicago Dwtn - The Mart by IHG

Find out more about Winnetka

Winnetka Condo Rentals information

Number of reviews
211
Accommodation
248 Condo Rentals
Lowest Price
$170
Highest Price
$1,098

Frequently asked questions

How much do condos in Winnetka cost?
Condos in Winnetka range from $170 to $1,098 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 248 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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