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Compare 20 Condo Rentals in Winnetka with updated reviews, rates, and availability.

Interior
10 min walk to Stevenson Convention Center
10.0 out of 10, Exceptional, (1)
"I was attending a conference at the Donald Stephens Convention Center and this location was very convenient to both the event and numerous food/shopping options. Worked out very well and the property manager was easy to communicate with through the process."
10 min walk to Stevenson Convention Center
Private kitchen
Just remodeled apartment close to airport and mall
10.0 out of 10, Exceptional, (3)
"Loved the location. Went to an event at the Allstate Arena and didn’t want to spend the night in a motel. It was the perfect spot!"
Just remodeled apartment close to airport and mall
Fridge, microwave, oven, stovetop
Free Parking, Balcony near Universities, NAPA, Ravinia and train to Chicago
10.0 out of 10, Exceptional, (4)
"Just what we needed for easy access to Six Flags and the city. Easy, safe and clean. Couldn’t ask for more."
Free Parking, Balcony near Universities, NAPA, Ravinia and train to Chicago
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Fridge, microwave, oven, stovetop
Oakton St. Inn, Evanston near Northwestern, Loyola and Chicago
10.0 out of 10, Exceptional, (5)
"We absolutely enjoyed it and found it very easy to enjoy our stay at the Oakton St Inn. The place is absolutely spotless and is exactly as shown. As you walk in you are embraced by a very cute surprisingly large space that has so many tasteful local decorations. It's a fun place. She has one of everything that you need right there. For those who are seeking more details, the space is well-balanced. The kitchen has all updated like new appliances and one of everything including a smoothie...
Oakton St. Inn, Evanston near Northwestern, Loyola and Chicago
Exterior
Chic Suite/Mins to L Train /Laundry/Free Parking
9.6 out of 10, Exceptional, (15)
"My wife and I spent a long weekend here. The apartment had plenty of room, was nicely decorated. The kitchen contained everything we needed to cook a full meal (which we did not). The bed is very comfortable. Ride service to downtown averaged $25. It was perfect."
Chic Suite/Mins to L Train /Laundry/Free Parking
Fridge, microwave, oven, stovetop
Spacious 3-bedroom, 2-bath condo, free parking/Oak Park
9.2 out of 10, Wonderful, (19)
"Came in for the CCM World Invite hockey tournament which was spread across 3 arenas across the city. The property was a great location and easy access to those arenas. Our host was great. Very responsive and made our visit enjoyable."
Spacious 3-bedroom, 2-bath condo, free parking/Oak Park
Fridge, microwave, oven, stovetop
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
9.2 out of 10, Wonderful, (15)
"we were a group of seven, aged 18 months to 66 years. the flat was great. with the three bedrooms, queen beds in two rooms, two twins in the other, plus a pack’n play for the youngest, everyone had a comfortable place to sleep. also great that we were able to make breakfast in the mornings! the neighborhood was fantastic! very friendly people, so quiet, plenty of on street parking (no permits required!!!) easy communication with the host. great price! we appreciated the welcome booklet. flat was...
The price is $193
$447 total
includes taxes & fees
May 9 - May 10
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
Private kitchen
Modern Apartment by MILA Home ,Close to O'Hare, 2BR, Free Parking, Self Check In
8.0 out of 10, Very Good, (1)
"Very clean and newly updated. Everything was clean and well kept. The apartment is right on top of the active railroad tracks so guests should be aware. It was a little difficult to find the exact building because the street number is not on the outside of the building and the lock box was in a spot that was hard to find in the dark. Once we were in everything was great!"
Modern Apartment by MILA Home ,Close to O'Hare, 2BR, Free Parking, Self Check In
Exterior
1 Bedroom | Free Breakfast Buffet, Indoor Pool
6.0 out of 10, (1)
"Loved the breakfast Bedroom was good Living area couch extremely uncomfortable Workout Room was awful, no weights"
1 Bedroom | Free Breakfast Buffet, Indoor Pool
Fridge, microwave, oven, stovetop
Downtown Elmhurst! Where else would you want to be!!
2.0 out of 10, (3)
"I had this reservation for over two months. The Owner confirmed the reservation and on the day of the rental I sent them a note about getting access to the property and they informed me they rented to some one else and that I should call VRBO for a refund. They accepted the money then stated they forgot about my rental. Do not rent from this owner! However so far CRBO is backing up their promise."
The price is $175
$395 total
includes taxes & fees
May 4 - May 5
Downtown Elmhurst! Where else would you want to be!!
Private kitchen
New Stunning 2BED 2BATH Apartment. Close to METRA, O'Hare and Rivers Casino
2.0 out of 10, (1)
"We were in need of a place to stay that had a little more room than a hotel room. Viewing the pictures online I thought this would be a great place. Small apartment but had 2 bedrooms and 2 bathrooms. Perfect for what we needed. Unfortunately the listing did not say it was on the 2nd floor. I am disabled and my mother in law is 80. Not the best situation. When we got upstairs it was 80 degrees in the apartment. There were no ceiling fans or air-conditioning. When I reached out to the owner she...
New Stunning 2BED 2BATH Apartment. Close to METRA, O'Hare and Rivers Casino
Fridge, microwave, oven, stovetop
Great Location in Beautiful Evanston close to NWU!
Great Location in Beautiful Evanston close to NWU!
Signature Condo | Private kitchen | Fridge, microwave, oven, stovetop
Posh 1BR Apartment in Arlington Heights
3.0 star property
The price is $90
$172 total
includes taxes & fees
May 8 - May 9
Posh 1BR Apartment in Arlington Heights
Fridge, microwave, oven, stovetop
Peaceful Up in Trees - Historic District - Walkable - Summer Rate Specials
Peaceful Up in Trees - Historic District - Walkable - Summer Rate Specials
Private kitchen
Heart of Chicago burbs 20 mins to airport 35 mins to the city. Business&pleasure
Heart of Chicago burbs 20 mins to airport 35 mins to the city. Business&pleasure
Fridge, microwave, oven, stovetop
Lg. home by parks & lake in the heart of Evanston!
Lg. home by parks & lake in the heart of Evanston!
Smart TV
Entire family friendly condo close to Naval Base, Vernon Hills, & Libertyville.
Entire family friendly condo close to Naval Base, Vernon Hills, & Libertyville.
Exterior
1 Bedroom | Free Breakfast, Indoor Pool Access
1 Bedroom | Free Breakfast, Indoor Pool Access
Living area
Restful Retreat Perfectly Located by Train+Shops
Restful Retreat Perfectly Located by Train+Shops
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See all available properties in Winnetka
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.

Other property types in Winnetka

Interior
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (389)
"Likes having a kitchen and living room"
The price is $169
$228 total
includes taxes & fees
May 27 - May 28
Sentral Michigan Avenue
Exterior
Sonder The Burnham
3.5 star property
9.0 out of 10, Wonderful, (46)
"We loved the space, very clean, great amenities, looks like a perfect combo of a cozy apartment and a hotel room. The only problem is that it’s not very soundproof, and you can hear people using restrooms or showering in the neighboring rooms. But would definitely stay again!"
The price is $194
$228 total
includes taxes & fees
May 5 - May 6
Sonder The Burnham
City view from property
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, (294)
"The train was loud, but not intolerable. Parking is very limited especially on Saturday. Overall would say here again !"
The price is $190
$223 total
includes taxes & fees
May 27 - May 28
Sonder South Wabash
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.

Winnetka Condo Rentals information

Number of reviews
68
Accommodation
20 Condo Rentals
Lowest Price
$90
Highest Price
$193

Frequently asked questions

How much do condos in Winnetka cost?
Prepare to pay from $90 to $193 per night for condos in Winnetka. No matter your budget, you’ll find the perfect stay on Expedia. This price was 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?
Work out your vacation dates and then choose from 20 condos in Winnetka. For an official business trip, a getaway with pals and everything in between, Expedia can help you find an ideal stay in a few quick clicks.
Why book your condo in Winnetka with Expedia?
With Expedia, you’ll have no trouble finding your ideal condo in Winnetka. After a high-end stay? Make the most of our filters to search for properties with a 5-star rating. If you’re sticking to a budget, select how much you’re willing to spend and then check out our amazing deals. We’ll help you find the right fit whatever your getaway looks like.
How can I find cheap condos in Winnetka?
Expedia can help you search for cheap condos in Winnetka. To reserve your dream stay in a few clicks, simply use our handy filter tool to refine your search by amenities, budget and star rating.
What is there to do in Winnetka near my condo?
Winnetka has enough activities and sights to keep you on the hop for weeks (or months!), starting with North Shore Center for the Performing Arts. Kohl Childrens Museum, Writers Theatre and North Shore Beach Park are other renowned attractions. If you have time to spare, Skokie Theatre and Sky High Sports Niles are great additions to your itinerary.

Recent reviews of Winnetka hotels
Expedia verified reviews