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Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

Our top choices for Winnetka condo rentals

Smart TV, books

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

Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park
9.6 out of 10, Exceptional, (63 reviews)
"Comfortable bed, spacious rooms and clean."
United States
Michael W.
$186 nightly
The price is $213
Jun 2 - Jun 3
Total with taxes and fees
Chic Suite/Mins to L Train /Laundry/Free Parking
Paper towels

Just remodeled apartment close to airport and mall

Just remodeled apartment close to airport and mall
Elk Grove Village
10.0 out of 10, Exceptional, (16 reviews)
"Great place! "
United States
Isabella T.
$235 nightly
The price is $251
May 31 - Jun 1
Total with taxes and fees
Just remodeled apartment close to airport and mall
Exterior

1 Bedroom | Free Breakfast, Indoor Pool Access

1 Bedroom | Free Breakfast, Indoor Pool Access
Half Day
$193 nightly
The price is $213
Jun 28 - Jun 29
Total with taxes and fees
1 Bedroom | Free Breakfast, Indoor Pool Access
Fridge, microwave, oven, stovetop

Downtown Elmhurst! Where else would you want to be!!

Downtown Elmhurst! Where else would you want to be!!
Elmhurst
3.6 out of 10, (4 reviews)
"Over all it was clean and the area was a great environment don't look like it from the outside but when you get in the inside it not bad If I would suggest anything just a little more Ac for the back room but other then that everything else was good"
United States
Karwarsky B.
$395 nightly
The price is $419
May 30 - May 31
Total with taxes and fees
Downtown Elmhurst! Where else would you want to be!!
Dining

"Serenity of Evanston" 2 BDR/2Bath Modern-Luxe Suite

"Serenity of Evanston" 2 BDR/2Bath Modern-Luxe Suite
Evanston
9.8 out of 10, Exceptional, (56 reviews)
"Great stay!"
United States
Angela D.
$435 nightly
The price is $494
Jun 2 - Jun 3
Total with taxes and fees
"Serenity of Evanston" 2 BDR/2Bath Modern-Luxe Suite
Smart TV, books, printers

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

MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
South Evanston
9.6 out of 10, Exceptional, (26 reviews)
"The apartment is warm and cozy, plenty of space. The host was very responsive throughout. "
United States
Vernon S.
$463 nightly
The price is $527
May 31 - Jun 1
Total with taxes and fees
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
Exterior

1 Bedroom | Free Breakfast Buffet, Indoor Pool

1 Bedroom | Free Breakfast Buffet, Indoor Pool
Glenview
$211 nightly
The price is $238
Jun 7 - Jun 8
Total with taxes and fees
1 Bedroom | Free Breakfast Buffet, Indoor Pool
Property grounds

Spacious Chicago Group Home! Walk to Train & Eats

Spacious Chicago Group Home! Walk to Train & Eats
Uptown
$508 nightly
The price is $651
Jun 11 - Jun 12
Total with taxes and fees
Spacious Chicago Group Home! Walk to Train & Eats
Interior

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

Half a mile from everything in the heart of Evanston, Illinois
Downtown Evanston
9.8 out of 10, Exceptional, (10 reviews)
"Great place to stay"
United States
Barbara R.
$360 nightly
The price is $409
Jun 2 - Jun 3
Total with taxes and fees
Half a mile from everything in the heart of Evanston, Illinois
Interior

"Melody of Evanston" 3BD, 2BA UrbanLux Condo

"Melody of Evanston" 3BD, 2BA UrbanLux Condo
Downtown Evanston
10.0 out of 10, Exceptional, (20 reviews)
"Great place"
United States
Tim s.
$603 nightly
The price is $686
Jun 17 - Jun 18
Total with taxes and fees
"Melody of Evanston" 3BD, 2BA UrbanLux Condo
Private kitchen

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.
$535 nightly
The price is $660
Jun 10 - Jun 11
Total with taxes and fees
Wrigley Field MVP Suite 1 Bedroom Apartment
TV

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, (22 reviews)
"Everything was excellent. Highly recommended!!!"
United States
Donald S.
$766 nightly
The price is $945
Jun 21 - Jun 22
Total with taxes and fees
Wrigley Field All Star Suite 3 Bedrooms 2 Bath
Fireplace

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
$984 nightly
The price is $1,214
Jun 1 - Jun 2
Total with taxes and fees
Wrigley Field Home Run 4 Bedroom, 2 Bathroom
Interior

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, (35 reviews)
"This VRBO was great! Clean, well appointed, wonderful very responsive and helpful host. The parking spot was very nice to have on a cold winter weekend. "
United States
LYNN A.
$360 nightly
The price is $409
Jun 2 - Jun 3
Total with taxes and fees
Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort
Interior

Chicago's Hidden Treasure, "EVANSTON, IL"

Chicago's Hidden Treasure, "EVANSTON, IL"
Downtown Evanston
9.6 out of 10, Exceptional, (8 reviews)
"Great location for Northwestern. Clean,Safe place. "
United States
friendolyn
$360 nightly
The price is $409
Jun 2 - Jun 3
Total with taxes and fees
Chicago's Hidden Treasure, "EVANSTON, IL"
Living area

Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom

Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom
Lakeview
10.0 out of 10, Exceptional, (23 reviews)
"Place is freaking perfect if you're in town for some sight seeing and a ball game."
United States
Elbert C.
$878 nightly
The price is $1,083
May 31 - Jun 1
Total with taxes and fees
Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom
Private kitchen

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.
$1,004 nightly
The price is $1,239
Jun 3 - Jun 4
Total with taxes and fees
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
Fireplace

Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms

Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms
Lakeview
9.6 out of 10, Exceptional, (30 reviews)
"The location was amazing! Comfortable beds and easy access. "
United States
Donald N.
$878 nightly
The price is $1,083
May 31 - Jun 1
Total with taxes and fees
Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms
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

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

4/10 Poor
"Staff were not easy to talk to and they were “busy”!"
Amin 2-night trip
Posted less than an hour ago
Crowne Plaza Chicago West Loop by IHG

Find out more about Winnetka

Winnetka Condo Rentals information

Number of reviews
354
Accommodation
222 Condo Rentals
Lowest Price
$213
Highest Price
$1,239

Frequently asked questions

How much do condos in Winnetka cost?
Condos in Winnetka range from $213 to $1,239 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 222 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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