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Check prices for these dates

In two weeks
19 Sep - 21 Sep
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov

Apartments in Winnetka

The One: A 1BR Stay That Feels Like Home
Fridge, microwave, oven, stovetop

The One: A 1BR Stay That Feels Like Home

8.0 out of 10, Very Good, (1)
"The apartment looked exactly like the pictures and was very well kept. Everything was clean and functional and we didn’t have any issues. The neighborhood is very quiet and safe and also has a target nearby for quick grocery trips. Connectivity wise, there’s a busy stop within walking distance but no train stations.The host was also very responsive and helpful. We didn’t have any trouble checking in or checking out.Overall a great experience and comfortable stay."
The price is SAR 390
SAR 812 total
includes taxes & fees
3 Sep - 4 Sep
The One: A 1BR Stay That Feels Like Home
Twice as Nice: Chic 2BR Stay with Style & Space
Interior

Twice as Nice: Chic 2BR Stay with Style & Space

9.4 out of 10, Exceptional, (3)
"Host was easy to communicate with and very thoughtful. We were in town for a concert and they gifted us with ear protection for us all. Location was great too "
The price is SAR 683
SAR 1,253 total
includes taxes & fees
14 Sep - 15 Sep
Twice as Nice: Chic 2BR Stay with Style & Space
Stylish 1BR in West Loop
Fridge, microwave, oven, stovetop

Stylish 1BR in West Loop

10.0 out of 10, Exceptional, (5)
The price is SAR 390
SAR 812 total
includes taxes & fees
3 Sep - 4 Sep
Stylish 1BR in West Loop
River North | Rooftop With In & Out Parking | 5
TV, offices

River North | Rooftop With In & Out Parking | 5

10.0 out of 10, Exceptional, (1)
"As advertised. Beautiful, well appointed apartment. Centrally located to restaurants, shopping and the L train. Hosts were very communicative and attentive to our needs. Highly recommend. "
The price is SAR 630
SAR 1,489 total
includes taxes & fees
22 Sep - 23 Sep
River North | Rooftop With In & Out Parking | 5
Cozy studio in Andersonville Chicago
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy studio in Andersonville Chicago

9.2 out of 10, Wonderful, (26)
"It was a great location, internet was a little spotty on streaming services but we were in walking distance to so much it was worth it "
The price is SAR 225
SAR 509 total
includes taxes & fees
3 Sep - 4 Sep
Cozy studio in Andersonville Chicago
Your Chicago get Away
Interior

Your Chicago get Away

10.0 out of 10, Exceptional, (2)
"Clean, fun space and responsive host! Loved the views from our room!"
The price is SAR 1,067
SAR 1,994 total
includes taxes & fees
18 Sep - 19 Sep
Your Chicago get Away
South Loop | Rooftop With In & Out Parking
Outdoor dining

South Loop | Rooftop With In & Out Parking

9.0 out of 10, Wonderful, (2)
"We loved the property! It was well kept, clean, with a seamless check in and check out process! I wish the parking garage would have been closer but otherwise everything was great! Shout out to the host for his promptness with all my questions! I would recommend this place if they are looking for a place to stay! "
The price is SAR 627
SAR 1,503 total
includes taxes & fees
22 Sep - 23 Sep
South Loop | Rooftop With In & Out Parking
Sun-Drenched 1BR Apartment
Fridge, microwave, oven, stovetop

Sun-Drenched 1BR Apartment

The price is SAR 402
SAR 826 total
includes taxes & fees
22 Sep - 23 Sep
Sun-Drenched 1BR Apartment
West Loop Living – Bright 1BR
Fridge, microwave, oven, stovetop

West Loop Living – Bright 1BR

The price is SAR 630
SAR 1,140 total
includes taxes & fees
16 Sep - 17 Sep
West Loop Living – Bright 1BR
River North | Rooftop With In & Out Parking | 1
Fridge, microwave, oven, stovetop

River North | Rooftop With In & Out Parking | 1

The price is SAR 585
SAR 1,427 total
includes taxes & fees
24 Sep - 25 Sep
River North | Rooftop With In & Out Parking | 1
1BR Modern Luxe Apt with In-Unit Laundry
1 bedroom, WiFi, bed sheets

1BR Modern Luxe Apt with In-Unit Laundry

The price is SAR 574
SAR 1,065 total
includes taxes & fees
15 Sep - 16 Sep
1BR Modern Luxe Apt with In-Unit Laundry
Historic Oak Park Home
Exclusive Apartment, Private Bathroom, Garden View (1st Floor) | Interior

Historic Oak Park Home

2.0 star property
10.0 out of 10, Exceptional, (4)
"The owner was awesome. Convenient parking and beautiful area! Will definitely make a reservation again."
The price is SAR 799
SAR 1,331 total
includes taxes & fees
28 Sep - 29 Sep
Historic Oak Park Home
Clean & Equipped 1BR Apt
1 bedroom, iron/ironing board, WiFi, bed sheets

Clean & Equipped 1BR Apt

8.8 out of 10, Excellent, (18)
"Good experience. Would stay there again "
The price is SAR 345
SAR 774 total
includes taxes & fees
3 Sep - 4 Sep
Clean & Equipped 1BR Apt
The Oak Park Loft
Design Apartment, Private Bathroom (The Oak Park Loft) | View from property

The Oak Park Loft

2.0 star property
10.0 out of 10, Exceptional, (5)
"This apartment was is so cute! Hosts were awesome."
The price is SAR 638
SAR 1,148 total
includes taxes & fees
14 Sep - 15 Sep
The Oak Park Loft
Nice 1BR Spot, Unwind & Relax
TV

Nice 1BR Spot, Unwind & Relax

10.0 out of 10, Exceptional, (15)
"Super clean. Cozy. SAFE. Short drive to nearly every big attraction! Host was very communicative and kind!!"
The price is SAR 319
SAR 738 total
includes taxes & fees
3 Sep - 4 Sep
Nice 1BR Spot, Unwind & Relax
3BR Luxury Modern Apartment
Property grounds

3BR Luxury Modern Apartment

2.0 star property
9.2 out of 10, Wonderful, (13)
"Our family of 5 really enjoyed our stay! The apartment was awesome with a great view of downtown Chicago, and the location was safe and close to the city."
3BR Luxury Modern Apartment
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Terrace/patio

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

10.0 out of 10, Exceptional, (39)
"This was convenient and check-in process was easy. We would stay here again."
The price is SAR 180
SAR 813 total
includes taxes & fees
3 Sep - 4 Sep
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Studio- King Bed| HDTV| Airport| Safe Neighborhood
Smart TV

Studio- King Bed| HDTV| Airport| Safe Neighborhood

10.0 out of 10, Exceptional, (4)
"The studio apartment was lovely, clean, and featured tasteful decor and a variety of useful appliances. Getting in and out was a breeze. It was the perfect place for my girlfriend and I to crash after either a day of traveling or vacation activities in the area"
Studio- King Bed| HDTV| Airport| Safe Neighborhood
Cozy Boho Chicago - 10 Minutes to Downtown Chicago
Fridge, microwave, oven, stovetop

Cozy Boho Chicago - 10 Minutes to Downtown Chicago

10.0 out of 10, Exceptional, (6)
"Very nice apartment close to downtown!"
Cozy Boho Chicago - 10 Minutes to Downtown Chicago
Montrose Studio:Your Uptown Base
Interior

Montrose Studio:Your Uptown Base

9.4 out of 10, Exceptional, (3)
"Nice little studio! Clean and easy to access. "
The price is SAR 296
SAR 665 total
includes taxes & fees
1 Oct - 2 Oct
Montrose Studio:Your Uptown Base
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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Top Winnetka Hotel Reviews

Hilton Chicago

Hilton Chicago

10/10 Excellent
"Incredibly helpful and personable staff. Comfortable, clean, well kept room. "
Laurel Elizabeth 1-night trip
Posted 1 day ago
Hilton Chicago

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 5532 lodging choices including 2829 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?
Below are some of the more popular apartments in the area: Charming 2BR in Vibrant Lakeview: Located 12.1 mi/19.5 km away in Chicago. Clean & Equipped 1BR Apt: It's located in Chicago, 11.8 mi/19.1 km away. Cozy, Fully Set-Up 1BR Space: 12.6 mi/20.3 km away in Chicago. Stylish 1BR in Lakeview Chicago: It's situated in Chicago, 12.1 mi/19.5 km from 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.