Search Condo Rentals in Winnetka

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
7 Saf. - 9 Saf.
In two weeks
14 Saf. - 16 Saf.
In one month
28 Saf. - 2 Rab. I
In two months
28 Rab. I - 30 Rab. I

Compare 209 Condo Rentals in Winnetka with updated reviews, rates, and availability.

Stunning 3 BR in prime Chicago location
Living area

Stunning 3 BR in prime Chicago location

9.8 out of 10, Exceptional, (87)
"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
1

Wrigleyville Inn - Unit 3

10.0 out of 10, Exceptional, (23)
"Great unit in good neighborhood. "
Wrigleyville Inn - Unit 3
Wrigleyville Inn - Garden Unit
1

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
Furniture,Indoors,Living Room,Home Decor,Couch

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

10.0 out of 10, Exceptional, (22)
"Great experience. "
Stunning, Spacious, & Sun-soaked 2BR Uptown Condo by AllSet Turnover
NEW LUXURY CONDO WITH PATIO DECK
Room

NEW LUXURY CONDO WITH PATIO DECK

10.0 out of 10, Exceptional, (153)
"My family and I stayed with our dog for a few days to see some old friends before going to visit family for Christmas. The space was exactly how it was described and pictured. The setup was easy, attractive, comfy, and extremely well appointed. It was great to have parking and a comfortable place to visit with everyone. The location is very convenient to markets, restaurants, and shopping. The shower is amazing. Kitchen is top notch. We will definitely stay here again!"
NEW LUXURY CONDO WITH PATIO DECK
Classic Lincoln Park 2 bedroom condo- parking included
Exterior

Classic Lincoln Park 2 bedroom condo- parking included

9.8 out of 10, Exceptional, (62)
"The apartment was as promised, home like with basic pantry supplies. Close to downtown and walkable to Second City."
Classic Lincoln Park 2 bedroom condo- parking included
Hidden East Village Gem
Living Area with 55" UHD Smart TV

Hidden East Village Gem

9.6 out of 10, Exceptional, (32)
"The apartment was cozy, clean and comfortable. The owner was easy to reach out to and the location was fantastic. Few mins to bus stops and Blue Line. It was a breeze to check in and out and access it throughout the length of stay. I would return to the same apartment again. "
Hidden East Village Gem
3 #3A - 3 Bedroom Condo w Parking - Chinatown, McCormick Place, Wintrust Arena
Living Room with 2 sofa beds

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,
Stunning open floor plan is perfect for entertaining and gatherings.

Walking distance to restaurants, shops and Lake Michigan,

9.8 out of 10, Exceptional, (195)
"Ross, the property manager, is very courteous and helpful. Property clean and well-appointed. Family group with 2 dogs. Took Uber rides into city to see museums and shows. Garage parking was nice. Very quiet neighborhood at night. Overall a nice, well-managed property that we highly recommend."
Walking distance to restaurants, shops and Lake Michigan,
Centrally Located Swedish Design Andersonville 2bd by AllSet Turnover
Home Decor,Furniture,Indoors,Living Room,Table

Centrally Located Swedish Design Andersonville 2bd by AllSet Turnover

9.6 out of 10, Exceptional, (24)
"What a great place! Perfect for a stay close enough to everything! Very comfy beds, and couch (tv remote was literally the only thing I can complain about!)"
Centrally Located Swedish Design Andersonville 2bd by AllSet Turnover
Gorgeous 3BR River North Condo - Free Parking
Living area

Gorgeous 3BR River North Condo - Free Parking

10.0 out of 10, Exceptional, (9)
"This spacious condo was perfect for our family of 7. Having a parking spot was a huge help and the location was incredibly convenient for use of public transport throughout our stay. We'd definitely stay there again!"
Gorgeous 3BR River North Condo - Free Parking
Spacious, Clean and Steps from Wrigley Field!
Dining Room

Spacious, Clean and Steps from Wrigley Field!

9.8 out of 10, Exceptional, (7)
"Great host, very responsive "
Spacious, Clean and Steps from Wrigley Field!
The Inn at Wrigleyville, Beautiful New 4 Bedroom Sleeps 9
Room

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 3,995 total
includes taxes & fees
31 Jan - 1 Feb
The Inn at Wrigleyville, Beautiful New 4 Bedroom Sleeps 9
"Melody of Evanston" 3BD, 2BA UrbanLux Condo
Living area

"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
Elegant Duplex with Chef's Kitchen Near Wrigley Field by AllSet Turnover
Elegantly designed living room with gas fireplace

Elegant Duplex with Chef's Kitchen Near Wrigley Field by AllSet Turnover

9.2 out of 10, Wonderful, (5)
"I’d like to stay again but I can’t find it to rebook "
Elegant Duplex with Chef's Kitchen Near Wrigley Field by AllSet Turnover
Chic 2-bedroom Condo near McCormick Pl with Parking Spot
Living area

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
Interior

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
Welcome to our newly renovated 2bd/2ba apt on Mich Ave w/ Lake Michigan views!

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

9.8 out of 10, Exceptional, (31)
"Location is everything and this apartment doesn't disappoint. From the awesome view of Navy Pier fireworks to the easy local transit, and unlimited food and entertainment options. You really don't have to go far to enjoy this wonderful city. The apartment is really comfortable and cozy and has everything you need. The hosts were awesome and always available. I will definitely be back. :) "
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
Furniture,Couch,Table,Rug,Coffee Table

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
Living area

Downtown Penthouse Huge Patio with Great View

2.0 star property
Downtown Penthouse Huge Patio with Great View
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.
Don't see what you're looking for?
See all available properties in Winnetka
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Winnetka

Sentral Michigan Avenue
Pool

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (669)
"Sandra and Joy are welcoming and helpful. Great front desk."
The price is SAR 411
SAR 593 total
includes taxes & fees
2 Feb - 3 Feb
Sentral Michigan Avenue
Sonder Market Hall
Living area

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (250)
"Enjoyed My Stay."
The price is SAR 424
SAR 497 total
includes taxes & fees
20 Feb - 21 Feb
Sonder Market Hall
Sonder South Wabash
Living area

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (426)
"Property was convenient and clean. Overall great experience. Street meter parking could be a headache during parking hours but it’s a city thing. Also the incidental feee is a bit confusing with how it’s returned. "
The price is SAR 358
SAR 420 total
includes taxes & fees
25 Feb - 26 Feb
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.

Frequently asked questions

How much do condos in Winnetka cost?
Prepare to pay from SAR 1,797 to SAR 1,797 per night for condos in Winnetka. No matter your budget, an ideal stay is a click away on Expedia. 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?
Winnetka has 209 condos. To help you find a place that’s right for you, use our filters to search for the must-have hotel conveniences.
Why book your condo in Winnetka with Expedia?
Reserving a condo in Winnetka is as easy as entering your travel dates and selecting a place that suits your style. Seeking something luxurious or affordable, or a property that also has a pool and a hot tub? Use Expedia’s search filters to narrow your results even further and find the perfect fit.
How can I find cheap condos in Winnetka?
The best way to get cheap condos in Winnetka is with Expedia’s easy-to-use filter tool. Refine your search by budget, amenities and star rating to access unbeatable bargains in just a few keystrokes.