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Check prices for these dates

Next weekend
25 Apr - 27 Apr
In two weeks
2 May - 4 May
In one month
16 May - 18 May
In two months
13 Jun - 15 Jun

Compare 1813 Apartments in Winnetka with updated reviews, rates, and availability.

Sonder Onterie
Miscellaneous

Sonder Onterie

3.5 star property
8.6 out of 10, Excellent, (12)
"The stove, washer/drier, plates, silverwear, beds, everything was obviously cleaned throughly. Was very impressed with how spotless everything was"
The price is AED 567
AED 666 total
includes taxes & fees
23 Apr - 24 Apr
Sonder Onterie
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-parking!
3 bedrooms, WiFi, bed sheets

Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-parking!

9.2 out of 10, Wonderful, (76)
"The home made our stay in Chicago very easy. There is a lot to do nearby and easy to walk everywhere. The place is very nice and amenable."
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-parking!
Chic, Cozy home, by Blue Line Train Stop + Free parking
Interior

Chic, Cozy home, by Blue Line Train Stop + Free parking

9.4 out of 10, Exceptional, (46)
"This property is very clean and very cozy. The location is great, except at night, I was able to hear the train and highway traffic. My husband wasn't bothered at all. We still liked it and suited our needs. The amenities were excellent. There's plenty of parking. "
Chic, Cozy home, by Blue Line Train Stop + Free parking
2-bedroom apartment just 2 minutes drive to Wrigley Field
Exterior

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.6 out of 10, Exceptional, (9)
"What a cosy quaint place! Everyone was friendly. "
The price is AED 364
AED 947 total
includes taxes & fees
21 Apr - 22 Apr
2-bedroom apartment just 2 minutes drive to Wrigley Field
Charming Wrigleyville Home Close to the Cubs!
Interior

Charming Wrigleyville Home Close to the Cubs!

9.6 out of 10, Exceptional, (18)
"Hardest part of the experience was finding the front door. After that, we had a wonderful experience. The shower was awesome. "
Charming Wrigleyville Home Close to the Cubs!
Walk to Wrigley Field/Monthly Discounts Available
Fridge, microwave, oven, stovetop

Walk to Wrigley Field/Monthly Discounts Available

9.6 out of 10, Exceptional, (137)
"we had a family stay for Opening Day at Wrigley. Super location for Wrigley . Great Host. very good communicator "
Walk to Wrigley Field/Monthly Discounts Available
Chic & Historic Apartment Steps from Mag Mile
Fridge, microwave, oven, stovetop

Chic & Historic Apartment Steps from Mag Mile

9.8 out of 10, Exceptional, (33)
"What an exceptional property! Perfect for a two-person getaway. It's right around the corner from shops and restaurants in the terrific Gold Coast neighborhood. Beautiful, modern decor with vintage building charm. It is very safe, quiet and comfortable - we got great sleep here. The host was communicative and everything was very easy. Definitely plan to come back to this gem!"
Chic & Historic Apartment Steps from Mag Mile
Remodeled West Loop Apartment Near United Center
Interior

Remodeled West Loop Apartment Near United Center

9.2 out of 10, Wonderful, (34)
"Everything was nice and neat. They were super easy to communicate with. We had a little issue with the main building door keyless entry. Other than that everything was great."
Remodeled West Loop Apartment Near United Center
Stylish, Inviting 2-BR near Logan Square and Wrigley Field
Smart TV, DVD player, books, stereo

Stylish, Inviting 2-BR near Logan Square and Wrigley Field

10.0 out of 10, Exceptional, (47)
"Clean, safe, excellent "
Stylish, Inviting 2-BR near Logan Square and Wrigley Field
Cozy, Comfortable and Convenient apartment. Close to everything!
Smart TV, books

Cozy, Comfortable and Convenient apartment. Close to everything!

9.8 out of 10, Exceptional, (56)
"My husband, daughter and I went to Chicago for a weekend getaway and this place was clean, cute and so close to transit. Great place for a small family to stay. "
The price is AED 400
AED 939 total
includes taxes & fees
30 Apr - 1 May
Cozy, Comfortable and Convenient apartment. Close to everything!
Modern Luxury 1bd-1ba - Heart of City: Close to Highway 90 & 94
Fridge, microwave, oven, stovetop

Modern Luxury 1bd-1ba - Heart of City: Close to Highway 90 & 94

10.0 out of 10, Exceptional, (3)
"This is the perfect place for a couple to stay for a weekend in the Windy City! It has everything you need, and youre close to the big attractions! Parking can be a little tricky, but the fact that its free helps a lot! Toby is a wonderful host. You'll feel taken care of, and enjoy your time at this property!"
Modern Luxury 1bd-1ba - Heart of City: Close to Highway 90 & 94
The Logan Square Guest House - Classic Vintage Comfort With Free Parking!
Smart TV, fireplace, DVD player, books

The Logan Square Guest House - Classic Vintage Comfort With Free Parking!

10.0 out of 10, Exceptional, (25)
"Hosts are very responsive. Super easy checkout. The rental has lots of space, is comfortable and is very clean. This was our second time staying there and we hope it will be available the next time we come to visit that area of Chicago!"
The Logan Square Guest House - Classic Vintage Comfort With Free Parking!
Book Spring & Summer Trip, Safe & Serene, Beautiful Unit Chicago - SuperHost!
Terrace/patio

Book Spring & Summer Trip, Safe & Serene, Beautiful Unit Chicago - SuperHost!

9.8 out of 10, Exceptional, (18)
"Very clean, loved all the thoughtful extras!"
Book Spring & Summer Trip, Safe & Serene, Beautiful Unit Chicago - SuperHost!
Sheridan Park Stunner! No Matter if You Are in Town for Business or Fun This Property Has You Covered by AllSet Turnover
Property grounds

Sheridan Park Stunner! No Matter if You Are in Town for Business or Fun This Property Has You Covered by AllSet Turnover

8.8 out of 10, Excellent, (8)
"Property was great. "
Sheridan Park Stunner! No Matter if You Are in Town for Business or Fun This Property Has You Covered by AllSet Turnover
Bright Garden Studio
1 bedroom, desk, iron/ironing board, travel crib

Bright Garden Studio

9.0 out of 10, Wonderful, (21)
"clean & nice. "
The price is AED 320
AED 905 total
includes taxes & fees
21 Apr - 22 Apr
Bright Garden Studio
Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
Pool

Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!

10.0 out of 10, Exceptional, (96)
"Just what we needed for our Beauty show convention in Rosemont. Great place, the host Jamie is awesome. "
Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
Dramatic, Spacious Wrigley Loft + Private Rooftop, Grill - Ranked GUEST FAVORITE
Smart TV, fireplace, DVD player, foosball

Dramatic, Spacious Wrigley Loft + Private Rooftop, Grill - Ranked GUEST FAVORITE

10.0 out of 10, Exceptional, (87)
"Property and location were great! Very responsive to questions and check in and out were easy."
Dramatic, Spacious Wrigley Loft + Private Rooftop, Grill - Ranked GUEST FAVORITE
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Point of interest

Stylish Luxe King bed w/Free Parkng near DT Oak Pk

9.6 out of 10, Exceptional, (81)
"We enjoyed our stay. Ali was prompt and clear with communication. It was a little confusing when arriving but I feel it was due to our late arrival and it was difficult to see due to lighting. Overall the stay was good for a little getaway. Also the tenants in the building were friendly. "
The price is AED 345
AED 779 total
includes taxes & fees
21 Apr - 22 Apr
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Perfect 4 Bedroom/3 Bath in the HEART of Old Town
Fridge, microwave, oven, stovetop

Perfect 4 Bedroom/3 Bath in the HEART of Old Town

10.0 out of 10, Exceptional, (57)
"This unit served our family of five well for a few days get away in the city. The hot water went out while we were there but the owner communicated and responded timely. It was a bit dusty, as if it hadn't been occupied in some time, but otherwise it was fine. Can't beat the location and Old Town is awesome."
Perfect 4 Bedroom/3 Bath in the HEART of Old Town
McCormick Place Luxurious 5 bed/3 bath HUGE Suite for groups/up to 12 guests
Interior

McCormick Place Luxurious 5 bed/3 bath HUGE Suite for groups/up to 12 guests

McCormick Place Luxurious 5 bed/3 bath HUGE Suite for groups/up to 12 guests
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, (726)
"Great family place to stay. "
The price is AED 403
AED 581 total
includes taxes & fees
20 Apr - 21 Apr
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, (471)
"No access to gym"
The price is AED 421
AED 494 total
includes taxes & fees
20 Apr - 21 Apr
Sonder South Wabash
Sonder Market Hall
Interior

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (271)
"Very clean l, quiet and well thought out. Had everything we needed and the bed was super comfortable! Great having a 12 cup coffee pot! Parking was close and although not a lot of close options to restaurants or shopping, there were many more options within a 15-20 min walk. Would definitely stay here again!"
The price is AED 461
AED 541 total
includes taxes & fees
20 Apr - 21 Apr
Sonder Market Hall
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

What's it like to stay at an apartment in Winnetka?
There are plenty of places to stay with in the Chicago area, with 4939 lodging choices including 2497 apartments. Top sights to discover during your visit include Lake Michigan.
How do you know if an apartment is the best choice for your stay?
An apartment is often more spacious than a traditional hotel room and comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home but also for couples looking for something with a more local feel.
What's a favorite apartment for a stay in Winnetka?
Here’s a popular apartment in the area: Sonder Onterie: Situated in Chicago, 16 mi/25.8 km from the heart of Winnetka.
What can I expect from the weather in Winnetka?
Though weather is just one factor, it can really affect your travel plans, especially if you’re planning an extended stay in Winnetka. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Winnetka is 48 inches.
What should I see in Winnetka?
Lake Michigan and Maple Street Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Chocolate Box. Wrigley Field and Naval Base Great Lakes are other popular places to visit in the area.
What's the best way to get to and around Winnetka?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Chicago, IL (PWK-Chicago Executive), which is located 8.4 mi (13.5 km) from the city center. Otherwise, look for flights into Chicago O’Hare Intl. Airport (ORD), which is 12.5 mi (20.2 km) away. To explore the surrounding area, ride one of the trains from Winnetka Station or Winnetka Indian Hill Station.