Search Condo Rentals in Winnetka

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Check prices for these dates

Next weekend
14 Rab. I - 16 Rab. I
In two weeks
21 Rab. I - 23 Rab. I
In one month
4 Rab. II - 6 Rab. II
In two months
2 Jum. I - 4 Jum. I

Compare 200 Condo Rentals in Winnetka with updated reviews, rates, and availability.

Stunning 3 BR in prime Chicago location
Fridge, microwave, oven, stovetop

Stunning 3 BR in prime Chicago location

9.8 out of 10, Exceptional, (88)
"A clean, spacious, affordable option in a perfect location in Lincoln Park. Plan to return in the future."
Stunning 3 BR in prime Chicago location
Wrigleyville Inn - Unit 3
Fridge, microwave, oven, stovetop

Wrigleyville Inn - Unit 3

10.0 out of 10, Exceptional, (25)
"We took the MLK weekend to get away to Chicago to do some brewery hopping and exploring neighborhoods away from the usual downtown attractions. This was the perfect location for walking around and getting to Wrigley Field. The unit is fresh, clean and very comfortable. "
Wrigleyville Inn - Unit 3
Wrigleyville Inn - Garden Unit
Fridge, microwave, oven, stovetop

Wrigleyville Inn - Garden Unit

10.0 out of 10, Exceptional, (22)
"The garden apartment was perfect for our family gathering. The location is convenient and in a nice neighborhood. The layout provided all of us privacy when we needed it and plenty of room for celebrating! "
Wrigleyville Inn - Garden Unit
Stunning, Spacious, & Sun-soaked 2BR Uptown Condo by AllSet Turnover
2 bedrooms, iron/ironing board, WiFi, bed sheets

Stunning, Spacious, & Sun-soaked 2BR Uptown Condo by AllSet Turnover

10.0 out of 10, Exceptional, (22)
"We were visiting our nephew, who lives around the block from this rental, so we didn't spend a lot of time in the rental, but it was absolutely sparkling clean, well-appointed, and lovely. We will definitely book it again. "
Stunning, Spacious, & Sun-soaked 2BR Uptown Condo by AllSet Turnover
NEW LUXURY CONDO WITH PATIO DECK
Fridge, microwave, oven, stovetop

NEW LUXURY CONDO WITH PATIO DECK

10.0 out of 10, Exceptional, (155)
"We love this well stocked condo. The location, off street parking and amenities make it a great home away from home for us. "
NEW LUXURY CONDO WITH PATIO DECK
Classic Lincoln Park 2 bedroom condo- parking included
Point of interest

Classic Lincoln Park 2 bedroom condo- parking included

9.8 out of 10, Exceptional, (63)
"The condo was well equipped including dishwasher and washing machine. Location was convenient to Fullerton bus and Metra line to Evanston. We enjoyed our stay!"
Classic Lincoln Park 2 bedroom condo- parking included
Hidden East Village Gem
Smart TV

Hidden East Village Gem

9.6 out of 10, Exceptional, (35)
"Just a lil miscommunication however everything worked out. Nice place."
Hidden East Village Gem
3 #3A - 3 Bedroom Condo w Parking - Chinatown, McCormick Place, Wintrust Arena
Fridge, microwave, coffee/tea maker, dining tables

3 #3A - 3 Bedroom Condo w Parking - Chinatown, McCormick Place, Wintrust Arena

9.6 out of 10, Exceptional, (22)
"Pics didn’t really line up with the place, but that’s okay. Area was pretty safe, easy to drive around. Hard to get ahold of owners at times, but besides that, it was a good time."
3 #3A - 3 Bedroom Condo w Parking - Chinatown, McCormick Place, Wintrust Arena
Walking distance to restaurants, shops and Lake Michigan,
Exterior

Walking distance to restaurants, shops and Lake Michigan,

9.8 out of 10, Exceptional, (196)
"Great property and easy process to check in/out. Lots of space and privacy. It was easy to get around and explore the city. "
Walking distance to restaurants, shops and Lake Michigan,
Centrally Located Swedish Design Andersonville 2bd by AllSet Turnover
Fridge, microwave, oven, dishwasher

Centrally Located Swedish Design Andersonville 2bd by AllSet Turnover

9.6 out of 10, Exceptional, (25)
"The place was super nice, very clean, and quiet. It was perfectly located for our needs. We were visiting my daughter and brand new granddaughter, and hope to make it our new home away from home when we visit."
Centrally Located Swedish Design Andersonville 2bd by AllSet Turnover
Gorgeous 3BR River North Condo - Free Parking
Fridge, microwave, oven, stovetop

Gorgeous 3BR River North Condo - Free Parking

10.0 out of 10, Exceptional, (11)
"This condo is absolutely beautiful, very posh! Upscale designs, looks exactly like the pictures! Very clean! My family and I were very pleased! Now, just for info, if your traveling with an elderly or a person with restricted mobility, the full bathroom on the main floor has a very high shower/bathtub combo, thats enclosed with glass doors...getting in and out of that tub/shower can be challenging...there is another full bathroom downstairs, just note the stairway leading to it is very...
Gorgeous 3BR River North Condo - Free Parking
Spacious, Clean and Steps from Wrigley Field!
Private kitchen

Spacious, Clean and Steps from Wrigley Field!

9.6 out of 10, Exceptional, (8)
"Nice place/ property and location. Having the parking space was a great addition. Close to great restaurants "
Spacious, Clean and Steps from Wrigley Field!
The Inn at Wrigleyville, Beautiful New 4 Bedroom Sleeps 9
Fireplace

The Inn at Wrigleyville, Beautiful New 4 Bedroom Sleeps 9

9.8 out of 10, Exceptional, (20)
"We had a wonderful time meeting friends for the weekend. The proximity to the stadium is the best. "
The price is SAR 1,797
SAR 4,070 total
includes taxes & fees
5 Mar - 6 Mar
The Inn at Wrigleyville, Beautiful New 4 Bedroom Sleeps 9
"Melody of Evanston" 3BD, 2BA UrbanLux Condo
Interior

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

2.0 star property
10.0 out of 10, Exceptional, (7)
"The property was wonderful! It was clean and located perfectly for getting around the north shore. We enjoyed our visit!! "
"Melody of Evanston" 3BD, 2BA UrbanLux Condo
Chic 2-bedroom Condo near McCormick Pl with Parking Spot
Fridge, microwave, oven, stovetop

Chic 2-bedroom Condo near McCormick Pl with Parking Spot

Chic 2-bedroom Condo near McCormick Pl with Parking Spot
Experience Chicago living near United Center
Fridge, microwave, oven, stovetop

Experience Chicago living near United Center

9.4 out of 10, Exceptional, (13)
"Everything was as advertised. Neighbors with dogs barking in the night and car honking/other outside elements can be disruptive if you're a light sleeper. Very quick and fast communication with host even at 2am. Would recommend."
Experience Chicago living near United Center
Downtown Park VIEWS Mich Ave, Museums 2bd/2ba
Smart TV, fireplace

Downtown Park VIEWS Mich Ave, Museums 2bd/2ba

9.8 out of 10, Exceptional, (32)
"Highly recommend! Great location. Beautiful view. Responsive owner. "
Downtown Park VIEWS Mich Ave, Museums 2bd/2ba
Walk to Lincoln Park, North Avenue Beach, and Second City! Lovely Old Town Charm! by AllSet Turnover
Outdoor dining

Walk to Lincoln Park, North Avenue Beach, and Second City! Lovely Old Town Charm! by AllSet Turnover

9.6 out of 10, Exceptional, (18)
"My daughter and I had a girls weekend in Chicago and loved the location and neighborhood. The property was updated and clean yet maintained the flavor of city living."
Walk to Lincoln Park, North Avenue Beach, and Second City! Lovely Old Town Charm! by AllSet Turnover
Downtown Penthouse Huge Patio with Great View
Property grounds

Downtown Penthouse Huge Patio with Great View

2.0 star property
Downtown Penthouse Huge Patio with Great View
The Bucktown House - Suite #4 - Heart of Wicker/Bucktown, 10 minutes to downtown
Fridge, microwave, oven, stovetop

The Bucktown House - Suite #4 - Heart of Wicker/Bucktown, 10 minutes to downtown

9.8 out of 10, Exceptional, (26)
"Great location and nice accommodations. I would recommend but one thing to be aware of are the wooden floors, which is charming, but are squeaky."
The Bucktown House - Suite #4 - Heart of Wicker/Bucktown, 10 minutes to downtown
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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Other property types in Winnetka

Sentral Michigan Avenue
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (689)
"it was alright, $77 extra for parking, no breakfast included but it was like a little apartment. no fan for guests either. no phone for communication but u can text their number yet they take forever to respond. "
The price is SAR 475
SAR 668 total
includes taxes & fees
9 Mar - 10 Mar
Sentral Michigan Avenue
Sonder South Wabash
Superior Apartment, 1 Bedroom, Balcony, City View | Living area | 36-inch flat-screen TV with digital channels, TV

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (441)
"Loved the app and process for checking-in and out. The property itself could use some TLC, there were lots of scuff marks and scratches in the walls due to prior tenants. Our unit could have used a painting. There also wasn't a space to get extra toiletries per the app, would take this out if it's not really an option. "
The price is SAR 343
SAR 403 total
includes taxes & fees
27 Mar - 28 Mar
Sonder South Wabash
Found Chicago powered by Sonder
Exterior

Found Chicago powered by Sonder

3.5 star property
7.6 out of 10, Good, (186)
"It was a Great option, straight and contactless."
The price is SAR 503
SAR 591 total
includes taxes & fees
5 Mar - 6 Mar
Found Chicago powered by Sonder
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.

Frequently asked questions

How much do condos in Winnetka cost?
Condos in Winnetka range from SAR 1,797 to SAR 1,797 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 200 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.