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

Sonder Onterie

3.5 star property
8.4 out of 10, Very Good, (13)
"The stove, washer/drier, plates, silverwear, beds, everything was obviously cleaned throughly. Was very impressed with how spotless everything was"
The price is AED 552
AED 648 total
includes taxes & fees
26 May - 27 May
Sonder Onterie

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

9.2 out of 10, Wonderful, (79)
"Nice property, enjoyed the stay."
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-paid parking available!

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

9.6 out of 10, Exceptional, (48)
"This location was Excellent: close to both the train and bus lines. A car was not needed. Although the apartment is small it will easily accommodate 1-3 adults comfortably. Several local eateries are also within walking distance."
Chic, Cozy home, by Blue Line Train Stop + Free parking

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.6 out of 10, Exceptional, (12)
"It was such an amazing property. Short walk to Wrigley which was perfect for me and my friends!!!!!! Will be booking again in the future"
The price is AED 327
AED 900 total
includes taxes & fees
30 Apr - 1 May
2-bedroom apartment just 2 minutes drive to Wrigley Field

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

9.6 out of 10, Exceptional, (139)
"Great location, very short walk to Wrigley and Metro. Would def stay again to go to a game."
Walk to Wrigley Field/Monthly Discounts Available

Chic & Historic Apartment Steps from Mag Mile

9.8 out of 10, Exceptional, (35)
"It was so easy! There's parking right down the street that was cheaper than anywhere else, the hosts were great and Very responsive, close to Tons of fun, will definitely come back!"
Chic & Historic Apartment Steps from Mag Mile

Remodeled West Loop Apartment Near United Center

9.2 out of 10, Wonderful, (35)
"The Good: We enjoyed beautiful top floor condo with a view of the high school fields across the street and downtown, from the rooftop. The master bedroom bed is very comfortable. I heard no complaints about the other beds in the household. Location is good. We used the blue line to come in and tour the UIC campus. Over spring break, with no events going on in the area, we had some trouble with restaurants randomly closing because there weren’t enough patrons. We’d highly recommend calling before...
Remodeled West Loop Apartment Near United Center

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!

9.8 out of 10, Exceptional, (57)
"We were impressed by the overall ambiance of the property. It was tastefully decorated and very clean. I brought in my own beddings and towels since I got the place to host visiting family for Thanksgiving. It was actually unnecessary. The kitchen was immaculate and seemingly unused."
The price is AED 441
AED 1,005 total
includes taxes & fees
30 Apr - 1 May
Cozy, Comfortable and Convenient apartment. Close to everything!

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!

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

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

9.0 out of 10, Wonderful, (21)
"Great Location"
The price is AED 309
AED 878 total
includes taxes & fees
19 May - 20 May
Bright Garden Studio

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

10.0 out of 10, Exceptional, (97)
"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

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

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 422
AED 872 total
includes taxes & fees
20 May - 21 May
Stylish Luxe King bed w/Free Parkng near DT Oak Pk

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

10.0 out of 10, Exceptional, (58)
"Good location for family vacation. Within walking distance from zoo, river, museum, etc. "
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

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

Animal House Near Sox Stadium

9.0 out of 10, Wonderful, (2)
"Stayed over Vday weekend— no complaints, space was nice and served my needs perfectly. Had lots of animal/pet related decor and gave the space a nice aesthetic. Owner was communicative and easy to work with! The space had nice amenities like towels, linens, projector, appliances, and etc. Neighborhood was very cute too, walking distance to a bunch of restaurants. "
Animal House Near Sox Stadium
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

4.0 star property
9.2 out of 10, Wonderful, (737)
"Wonderful stay, beautiful views, spacious and clean!"
The price is AED 496
AED 691 total
includes taxes & fees
30 Apr - 1 May
Sentral Michigan Avenue

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (484)
"Good place"
The price is AED 421
AED 495 total
includes taxes & fees
26 May - 27 May
Sonder South Wabash

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (277)
"Charming, minimalist, accessible and modern, just what I needed, ideal for couples or single people who want to enjoy the city."
The price is AED 475
AED 558 total
includes taxes & fees
26 May - 27 May
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 4927 lodging choices including 2488 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.