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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Winnetka apartments

Terrace/patio

1. Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More

Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
South Evanston
10.0 out of 10, Exceptional, (55 reviews)
"This place worked out great for my son who was doing a clinical at Northwestern. He loved the place and how close it was to everything. Great stay! Would definitely recommend and would stay again! "
United States
Heidi S.
The price is AED 466
AED 1,031 total
includes taxes & fees
31 Aug - 1 Sep
Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
Terrace/patio

2. Sunny Work From Home Apt: Near Northwestern-Chicago-Beaches-Loyola

Sunny Work From Home Apt: Near Northwestern-Chicago-Beaches-Loyola
South Evanston
10.0 out of 10, Exceptional, (9 reviews)
"It was a great experience! Very nice and clean place. Advertised exactly as seen. Parking was very easy and the location was great. Overall, would definitely stay again!"
United States
Sophia P.
The price is AED 413
AED 967 total
includes taxes & fees
31 Aug - 1 Sep
Sunny Work From Home Apt: Near Northwestern-Chicago-Beaches-Loyola
Interior

3. Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge

Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
Downtown Evanston
9.8 out of 10, Exceptional, (38 reviews)
"This is by far the best experience I’ve had with Abnbs! The place was as advertised, the host was very friendly, prompt and accommodating. "
United States
Brian W.
The price is AED 672
AED 1,343 total
includes taxes & fees
10 Aug - 11 Aug
Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
Interior

4. Stunning & Stylish Downtown Studio - Highland Park

Stunning & Stylish Downtown Studio - Highland Park
Highland Park
8.4 out of 10, Very Good, (7 reviews)
"Great location, quiet area, easy walking into town for breakfast etc"
United States
Tom B.
The price is AED 345
AED 697 total
includes taxes & fees
23 Aug - 24 Aug
Stunning & Stylish Downtown Studio - Highland Park
1 bedroom, iron/ironing board, WiFi (free), bed sheets

5. Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (89 reviews)
"It was small and cozy and perfect for a weekend trip in Chicago"
United States
Lilly L.
The price is AED 298
AED 594 total
includes taxes & fees
2 Sep - 3 Sep
Cozy studio in Andersonville Chicago
Dining

6. Haus Of Hues: MDRN Bright Peaceful Private Apt

Haus Of Hues: MDRN Bright Peaceful Private Apt
South Evanston
9.6 out of 10, Exceptional, (24 reviews)
"This stay was exactly as listed. Very cute apartment and great location!"
United States
Bradie R.
The price is AED 945
AED 1,941 total
includes taxes & fees
18 Aug - 19 Aug
Haus Of Hues: MDRN Bright Peaceful Private Apt
Iron/ironing board, travel crib, WiFi (free), bed sheets

7. Studio Near Wrigley • Sleeps 4 • Games + Fireplace

Studio Near Wrigley • Sleeps 4 • Games + Fireplace
Irving Park
10.0 out of 10, Exceptional, (4 reviews)
"Clean, comfortable bed, plenty of amenities. Steps and entry were a little awkward. Street parking only unless you paid extra for their garage which was a very tight fit for my sedan. Note older building so could hear neighbors but it wasn’t intrusive. Also note 3.6 miles to Wrigley was a 25 minute drive. Overall great place and would stay again."
United States
Meagan C.
The price is AED 209
AED 1,025 total
includes taxes & fees
31 Aug - 1 Sep
Studio Near Wrigley • Sleeps 4 • Games + Fireplace
1 bedroom, iron/ironing board, WiFi (free), bed sheets

8. Chic Studio - In Downtown Highland Park, by Metra

Chic Studio - In Downtown Highland Park, by Metra
Highland Park
8.4 out of 10, Very Good, (16 reviews)
"I enjoyed my stay at this property. It is in a great location, very unique and super clean! The host is really kind and helpful. "
United States
Deborah
The price is AED 309
AED 619 total
includes taxes & fees
23 Aug - 24 Aug
Chic Studio - In Downtown Highland Park, by Metra
Dining

9. "Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym
Downtown Evanston
10.0 out of 10, Exceptional, (17 reviews)
"We would recommend this location and suite to anyone who has a need to visit in the greater Chicago area as apposed to staying in the city."
United States
David W.
The price is AED 775
AED 1,515 total
includes taxes & fees
23 Aug - 24 Aug
"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym
Interior

10. Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake

Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake
Uptown
8.8 out of 10, Excellent, (18 reviews)
"I don’t know if I recommend that place! ends up charging fees that make the total cost much higher than the nightly room rate."
United States
flor
The price is AED 339
AED 1,099 total
includes taxes & fees
10 Aug - 11 Aug
Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake
Coffee/tea maker, fridge, microwave, oven

11. Cozy apartment with AC and WiFi in awesome Chicago

Cozy apartment with AC and WiFi in awesome Chicago
Rogers Park
7.8 out of 10, Good, (13 reviews)
"Cozy, private, clean. A quick walk to the train and busses. Would stay again."
United States
John D.
The price is AED 496
AED 1,314 total
includes taxes & fees
9 Aug - 10 Aug
Cozy apartment with AC and WiFi in awesome Chicago
Exterior detail

12. Chic Studio in Downtown Highland Park near Metra

Chic Studio in Downtown Highland Park near Metra
Highland Park
6.8 out of 10, (5 reviews)
"Nice and cozy! Easy access to the surrounding area."
United States
Jason H.
The price is AED 272
AED 599 total
includes taxes & fees
1 Sep - 2 Sep
Chic Studio in Downtown Highland Park near Metra
Terrace/patio

13. Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake

Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
Uptown
9.2 out of 10, Wonderful, (25 reviews)
"Was a great and clean place to stay.. "
United States
Ashly B.
The price is AED 401
AED 1,186 total
includes taxes & fees
23 Aug - 24 Aug
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
Coffee/tea maker, fridge, microwave, oven

14. Mins from O'Hare • Safe Location • Private Parking

Mins from O'Hare • Safe Location • Private Parking
O'Hare
8.0 out of 10, Very Good, (2 reviews)
"I had no issues at all, they were in constant contact if i needed anything. The area was really nice and relaxing. Everything was 10 minutes or less drive. Truly a primed rental, would definitely go back"
United States
Daniel H.
The price is AED 256
AED 1,076 total
includes taxes & fees
11 Aug - 12 Aug
Mins from O'Hare • Safe Location • Private Parking
Property grounds

15. Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley

Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley
North Center
9.6 out of 10, Exceptional, (90 reviews)
"Great place to stay. Within walking distance to breweries and restaurants. "
United States
Carrie K.
The price is AED 526
AED 1,256 total
includes taxes & fees
16 Aug - 17 Aug
Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley
Smart TV, computer monitors

16. 3BR Near O'Hare • Office • Coffee Bar • Sleeps 9

3BR Near O'Hare • Office • Coffee Bar • Sleeps 9
O'Hare
10.0 out of 10, Exceptional, (2 reviews)
"The space was comfortable, clean and inviting.The host was fabulous! I recommend this place when visiting the Chicago area."
United States
Megan K.
The price is AED 340
AED 1,678 total
includes taxes & fees
12 Aug - 13 Aug
3BR Near O'Hare • Office • Coffee Bar • Sleeps 9
Interior

17. Pine Beam Sloth Apartment next to Blue Line

Pine Beam Sloth Apartment next to Blue Line
Irving Park
10.0 out of 10, Exceptional, (7 reviews)
"The place was clean, cozy and exactly as described. Very responsive host and would definitely stay again. "
United States
Carlos J B.
The price is AED 712
AED 1,244 total
includes taxes & fees
12 Aug - 13 Aug
Pine Beam Sloth Apartment next to Blue Line
Dining

18. Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill

Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill
Belmont Cragin
9.2 out of 10, Wonderful, (5 reviews)
"Excellent place to stay for a family trip. Lovely neighborhood. Check in was a breeze. Very responsive with any questions I had!"
United States
Traci
The price is AED 340
AED 1,495 total
includes taxes & fees
11 Aug - 12 Aug
Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill
2 bedrooms, in-room safe, iron/ironing board, travel crib

19. Sacramento - Stylish 2BR Apt in Irving Park

Sacramento - Stylish 2BR Apt in Irving Park
Irving Park
10.0 out of 10, Exceptional, (15 reviews)
"Perfect locationWonderful responsive hostVery clean and coxy"
United States
Martha h.
The price is AED 624
AED 1,155 total
includes taxes & fees
21 Aug - 22 Aug
Sacramento - Stylish 2BR Apt in Irving Park
1 bedroom

20. Studio 6 Vernon Hills|Relax Queen Bed,Nsmk|Kitchen

Studio 6 Vernon Hills|Relax Queen Bed,Nsmk|Kitchen
Chicago
10.0 out of 10, Exceptional, (16 reviews)
"Great place to stay"
United States
Anonymous traveler
The price is AED 394
AED 436 total
includes taxes & fees
2 Sep - 3 Sep
Studio 6 Vernon Hills|Relax Queen Bed,Nsmk|Kitchen
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

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"Well located really close to train station and walking distance to river."
Laura 1-night trip
Posted 2 hours ago
Club Quarters Hotel, Central Loop, 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 5376 lodging choices including 1660 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: LIVN West Loop Chicago Queen Superior Studio: Located 16.6 mi/26.8 km away in Chicago. Cozy 2-bedroom apartment in welcoming Chicago in the Wicker Park area: Located in Chicago, 14.3 mi/23 km away. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site. Cozy studio in Andersonville Chicago: Located 9.2 mi/14.9 km away in Chicago. Free WiFi and separate dining areas are included. Access to onsite laundry facilities is available on site. Wicker Park by Downtown and the Salt Shed Last Minute Special 159.00 August 9-14: It's located in Chicago, 15 mi/24.2 km from Winnetka. Includes free WiFi and Smart TVs.
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 United Center 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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