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Our top choices for Winnetka apartments

Sun-Drenched 1BR Apartment

Sun-Drenched 1BR Apartment
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
United States
Tyler B.
The price is AED 415
AED 848 total
includes taxes & fees
9 Mar - 10 Mar
Sun-Drenched 1BR Apartment

Sleek 1BR Apartment w/ In-unit Laundry

Sleek 1BR Apartment w/ In-unit Laundry
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"I was a little hesitant since I didn’t see any reviews, and was bit nervous. However, all that was put to rest when we arrived. Everything was as described and the photos were accurate. It was clean and minimalistic. Nice space for two for a week. Having the full kitchen was great. About 15 min walk to the brown line and 25 to the blue Line and not a lot of restaurants close by is about the only complaint. Bed could have been more comfortable too."
United States
Anonymous traveler
The price is AED 415
AED 834 total
includes taxes & fees
18 Mar - 19 Mar
Sleek 1BR Apartment w/ In-unit Laundry

Modern Comfort: 1BR Unit w/ Laundry

Modern Comfort: 1BR Unit w/ Laundry
Downtown Chicago
9.2 out of 10, Wonderful, (15 reviews)
"Great host comfortable bed close to restaurants and parks"
United States
Alana C.
The price is AED 415
AED 857 total
includes taxes & fees
12 Mar - 13 Mar
Modern Comfort: 1BR Unit w/ Laundry

3BR Luxury Suite w/Gym and Balcony

3BR Luxury Suite w/Gym and Balcony
Downtown Chicago
9.6 out of 10, Exceptional, (22 reviews)
"A wonderful place to stay and everything was so perfect! Could not recommend staying here enough! "
United States
Cassidy L.
3BR Luxury Suite w/Gym and Balcony

River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.6 out of 10, Exceptional, (4 reviews)
"We had a very comfortable stay here. The hosts are exceptionally communicative and helpful. Loved having a place to park my car, and the hosts set it up so my license plate was recognized at the gate so that parking was free. The unit was very clean and spacious. Note, the kitchen does not have pots or pans to cook, so plan on eating out!"
United States
Jennifer M.
The price is AED 551
AED 1,408 total
includes taxes & fees
8 Mar - 9 Mar
River North Rooftop With In and Out Parking 3

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (7 reviews)
"Well-outfitted, nice apartment. Nearby (walkable) Jewel-Osco grocery, restaurants, and pay-parking. Moderate noise from nearby Chicago "L" Green Line."
United States
Jeffrey
The price is AED 415
AED 852 total
includes taxes & fees
8 Mar - 9 Mar
West Loop Living – Bright 1BR

Chic Studio in the Heart of the Gold Coast

Chic Studio in the Heart of the Gold Coast
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"We had a wonderful stay at this Vrbo! The home was spotless, cozy, and exactly as described. The host was friendly, responsive, and made everything easy from check-in to check-out. We would absolutely stay here again. Highly recommend!"
United States
Brianna K.
The price is AED 415
AED 806 total
includes taxes & fees
8 Mar - 9 Mar
Chic Studio in the Heart of the Gold Coast

1BR Modern Luxe Apt with In-Unit Laundry

1BR Modern Luxe Apt with In-Unit Laundry
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Great experience for me and my wife I would definitely come back "
United States
ShowtimeFam1
The price is AED 415
AED 852 total
includes taxes & fees
8 Mar - 9 Mar
1BR Modern Luxe Apt with In-Unit Laundry

2-bedroom apartment just 2 minutes drive to Wrigley Field

2-bedroom apartment just 2 minutes drive to Wrigley Field
North Center
9.6 out of 10, Exceptional, (59 reviews)
"Nice property, great location, super helpful host!"
United States
Carin O.
The price is AED 426
AED 1,106 total
includes taxes & fees
8 Mar - 9 Mar
2-bedroom apartment just 2 minutes drive to Wrigley Field

Great Layout – Spacious 2BR Apt

Great Layout – Spacious 2BR Apt
Rogers Park
10.0 out of 10, Exceptional, (5 reviews)
"Clean, comfortable, and would definitely stay again!"
United States
KM W.
The price is AED 320
AED 786 total
includes taxes & fees
8 Mar - 9 Mar
Great Layout – Spacious 2BR Apt

Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (62 reviews)
"Great room and host"
United States
Kathy T.
The price is AED 257
AED 544 total
includes taxes & fees
8 Mar - 9 Mar
Cozy studio in Andersonville Chicago

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
Northlake
10.0 out of 10, Exceptional, (4 reviews)
"Had a great experience here, and also close to the airport!"
United States
Yafeat D.
The price is AED 349
AED 452 total
includes taxes & fees
10 Mar - 11 Mar
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Homey 1BR Space Apartment

Homey 1BR Space Apartment
Lincoln Square
9.8 out of 10, Exceptional, (14 reviews)
"Clean and great location"
United States
Margo M.
The price is AED 253
AED 645 total
includes taxes & fees
8 Mar - 9 Mar
Homey 1BR Space Apartment

Chic 2BR Haven Near Irving Park

Chic 2BR Haven Near Irving Park
Irving Park
9.8 out of 10, Exceptional, (10 reviews)
"Ample accommodations for two adults. Clean and in great condition!"
United States
Kathy D.
The price is AED 275
AED 726 total
includes taxes & fees
9 Mar - 10 Mar
Chic 2BR Haven Near Irving Park

1BR Apartment in Chicago

1BR Apartment in Chicago
North Center
9.0 out of 10, Wonderful, (17 reviews)
"Very clean and the host was easy to work with. "
United States
Scott S.
The price is AED 253
AED 645 total
includes taxes & fees
8 Mar - 9 Mar
1BR Apartment in Chicago

Your Perfect 2BR Home

Your Perfect 2BR Home
Near West Side
8.4 out of 10, Very Good, (15 reviews)
"Great location! "
United States
Kourtney K.
The price is AED 397
AED 913 total
includes taxes & fees
8 Mar - 9 Mar
Your Perfect 2BR Home

Uptown Studio Gem Sum

Uptown Studio Gem Sum
Uptown
7.4 out of 10, Good, (6 reviews)
"The neighborhood was perfect for me. I’d like to book the same property again because of the location.The only problem was checking in. The address was wrong and if I wasn’t raised in that part of Chicago I would have been very confused.Plus I checked in late at night. It wasn’t an easy process. Next time it will be diffeeent."
United States
Darryl C.
The price is AED 345
AED 715 total
includes taxes & fees
8 Mar - 9 Mar
Uptown Studio Gem Sum

5 Minutes to Wrigley and Beach - Games and Arcades - Garage - Sleeps 10

5 Minutes to Wrigley and Beach - Games and Arcades - Garage - Sleeps 10
Lakeview
9.2 out of 10, Wonderful, (5 reviews)
"This was a wonderful stay! The apartment was clean, well furnished, and the communication with the manager was wonderful. My son and I really enjoyed the video games, especially golden tee. The location is fantastic, giving us access to most everything in the Lincoln Park area, as well as Wrigley Field. I can’t recommend this enough. We had a wonderful time!"
United States
Matthew B.
The price is AED 367
AED 1,161 total
includes taxes & fees
23 Mar - 24 Mar
5 Minutes to Wrigley and Beach - Games and Arcades - Garage - Sleeps 10

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

Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Oak Park
9.6 out of 10, Exceptional, (98 reviews)
"Cozy place, host was very helpful and responded quickly to all my concerns. I would definitely stay there again. "
United States
Deborah R.
The price is AED 506
AED 1,079 total
includes taxes & fees
8 Mar - 9 Mar
Stylish Luxe King bed w/Free Parkng near DT Oak Pk

Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (9 reviews)
"Great location, comfortable room, welcoming host."
United States
Treseanne A.
The price is AED 2,568
AED 4,487 total
includes taxes & fees
11 Mar - 12 Mar
Spacious 4BR Central Apartment w/ Skyline Views
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

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 5640 lodging choices including 1643 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?
Listed below are some of the favorite apartments in the area: Urban Farm Fun with Goats 10 Minutes To Downtown!: Located in Chicago, 15.3 mi/24.6 km from the heart of Winnetka. Includes Smart TVs. Access to onsite laundry facilities is available on site. Lakeview 2BR Cozy Apartment: Located 12.7 mi/20.4 km away in Chicago. 2-bedroom apartment just 2 minutes drive to Wrigley Field: Located in Chicago, 11 mi/17.7 km away. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site. Historic and Unique Brownstone in Gold Coast - 3: 15.3 mi/24.6 km away in Chicago.
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.

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