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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Winnetka apartments

A bedroom with a bed, a nightstand, a lamp, and a window with blinds.

1. Well-Equipped 2BR Unit with Parking

Well-Equipped 2BR Unit with Parking
North Evanston
10.0 out of 10, Exceptional, (5 reviews)
"Great place. Super clean and easy off street parking. Thanks !"
United States
Ann N.
The price is CA $227
CA $441 total
includes taxes & fees
Nov 8 - Nov 9
Well-Equipped 2BR Unit with Parking
A hotel room with a bed, two pillows, a nightstand with a lamp, and two abstract paintings on the wall.

2. 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 CA $111
CA $229 total
includes taxes & fees
Nov 3 - Nov 4
Chic Studio - In Downtown Highland Park, by Metra
A patio area with outdoor seating and solar-powered lights.

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

Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
South Evanston
10.0 out of 10, Exceptional, (60 reviews)
"A fabulous place to stay in Evanston! This home is beautifully appointed and pristine clean!We had everything we needed and very comfortable. The home is located in a very nice neighborhood. I wish all VRBO rentals were as excellent as this one!"
United States
Jennifer G.
The price is CA $169
CA $392 total
includes taxes & fees
Oct 26 - Oct 27
Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
An outdoor patio area with a wooden fence, outdoor seating with chairs and a table, and multiple ground lamps.

4. 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, (10 reviews)
"Everything was as described. I would stay here again."
United States
Brent S.
The price is CA $169
CA $392 total
includes taxes & fees
Oct 29 - Oct 30
Sunny Work From Home Apt: Near Northwestern-Chicago-Beaches-Loyola
A living room with a blue sofa, a glass coffee table, and a ceiling fan.

5. Spacious 2BR Close to it All - Chic Apt in Skokie

Spacious 2BR Close to it All - Chic Apt in Skokie
West Dempster
9.0 out of 10, Wonderful, (2 reviews)
"Excellent communication with the host. Easy and secure access to the unit. Well furnished and perfect for my trip. So clean! "
United States
Jean W.
The price is CA $188
CA $385 total
includes taxes & fees
Nov 4 - Nov 5
Spacious 2BR Close to it All - Chic Apt in Skokie
A bedroom with a bed, a chair, a desk, a bathroom with a bathtub, and a shower.

6. King Bed Non-Smoking

King Bed Non-Smoking
Chicago
10.0 out of 10, Exceptional, (289 reviews)
"Clean room and friendly staff made it a good stay."
United States
Anonymous traveller
The price is CA $95
CA $114 total
includes taxes & fees
Oct 26 - Oct 27
King Bed Non-Smoking
A modern kitchen with white cabinets, a microwave, and a stove. There is a yellow armchair with a white pillow next to a large gray and white flower painting on the wall.

7. 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 CA $104
CA $236 total
includes taxes & fees
Nov 18 - Nov 19
Stunning & Stylish Downtown Studio - Highland Park
A room with a bed, a dining table with chairs, a potted plant, and a view of a cityscape through a window.

8. Chic Studio in Downtown Highland Park near Metra

Chic Studio in Downtown Highland Park near Metra
Highland Park
7.8 out of 10, Good, (7 reviews)
"Nice and cozy! Easy access to the surrounding area."
United States
Jason H.
The price is CA $97
CA $221 total
includes taxes & fees
Nov 8 - Nov 9
Chic Studio in Downtown Highland Park near Metra
A modern interior with a dining area, seating, a fireplace, and large windows offering a view of buildings outside.

9. 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, (41 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 CA $295
CA $565 total
includes taxes & fees
Oct 26 - Oct 27
Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
A rooftop terrace with a brick wall, large windows, and a metal railing.

10. 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, (30 reviews)
"Very nice and clean place in a great location if you are going to Wrigley"
United States
Paul J.
The price is CA $93
CA $361 total
includes taxes & fees
Oct 26 - Oct 27
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
A modern dining area with a round table, black chairs, and a hanging light fixture.

11. Haus Of Hues: MDRN Bright Peaceful Private Apt

Haus Of Hues: MDRN Bright Peaceful Private Apt
South Evanston
9.6 out of 10, Exceptional, (25 reviews)
"This stay was exactly as listed. Very cute apartment and great location!"
United States
Bradie R.
The price is CA $292
CA $652 total
includes taxes & fees
Oct 26 - Oct 27
Haus Of Hues: MDRN Bright Peaceful Private Apt
A rooftop terrace with a brick wall, large windows, and a metal railing.

12. Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Uptown
10.0 out of 10, Exceptional, (60 reviews)
"Clean, efficient, and conveniently located to plenty of transportation and culture."
United States
Michael S.
The price is CA $128
CA $415 total
includes taxes & fees
Oct 29 - Oct 30
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
A compact kitchen with white cabinets, a black stove, a blue countertop, and a white refrigerator.

13. Chic apartment with fitness room and AC in beautiful Chicago

Chic apartment with fitness room and AC in beautiful Chicago
Rogers Park
6.4 out of 10, (7 reviews)
"Everything was smooth and efficient "
United States
Brande M.
The price is CA $151
CA $449 total
includes taxes & fees
Oct 30 - Oct 31
Chic apartment with fitness room and AC in beautiful Chicago
A modern living room with a fireplace, a round coffee table with books and wine glasses, a television above the fireplace, and a kitchen in the background.

14. Studio Near Wrigley • Sleeps 4 • Games • Fireplace

Studio Near Wrigley • Sleeps 4 • Games • Fireplace
Irving Park
10.0 out of 10, Exceptional, (7 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 CA $60
CA $384 total
includes taxes & fees
Nov 5 - Nov 6
Studio Near Wrigley • Sleeps 4 • Games • Fireplace
A modern bedroom with a bed, a window, and a view of an outdoor area.

15. The Lincoln Square Hideaway

The Lincoln Square Hideaway
Lincoln Square
10.0 out of 10, Exceptional, (27 reviews)
"Great place! Highly recommended."
United States
Ian
The price is CA $165
CA $577 total
includes taxes & fees
Oct 26 - Oct 27
The Lincoln Square Hideaway
A modern bedroom with a bed, a sofa, and a hanging plant.

16. Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (105 reviews)
"Great location for us near the Edgewood neighborhood. Property was very clean, bed comfy, and owner responsive. We’d stay here again!"
United States
Sherry M.
The price is CA $101
CA $211 total
includes taxes & fees
Nov 3 - Nov 4
Cozy studio in Andersonville Chicago
A living room with a flat-screen TV on a wooden cabinet, a dark sofa, a coffee table, a floor lamp, and a potted plant.

17. 1BR/1BA City Comfort

1BR/1BA City Comfort
Lincoln Square
8.4 out of 10, Very good, (12 reviews)
"good place to stay clean and comfortable!"
United States
patricia r.
The price is CA $120
CA $274 total
includes taxes & fees
Nov 23 - Nov 24
1BR/1BA City Comfort
A modern living room with a blue sofa, a patterned rug, and a television.

18. Great Area Logan Square Apt Games Pets - Sleeps 5

Great Area Logan Square Apt Games Pets - Sleeps 5
Avondale
10.0 out of 10, Exceptional, (2 reviews)
"Place was nice and clean. Great communication from the host! Would stay here again!"
United States
Deborah J.
The price is CA $84
CA $286 total
includes taxes & fees
Nov 10 - Nov 11
Great Area Logan Square Apt Games Pets - Sleeps 5
A table with a book titled "MANIFEST & EXECUTE," a cup of coffee, a bowl of raspberries, a small potted plant, and a vase with white flowers.

19. 2BR Fitness Pad • Private Gym • Sleeps 7

2BR Fitness Pad • Private Gym • Sleeps 7
Irving Park
9.4 out of 10, Exceptional, (8 reviews)
"Great property in a central location. Neighborhood was quiet and safe with good parks nearby. Apartment had good amenities and perfect for our stay. Communication with host was excellent"
United States
Carey M.
The price is CA $99
CA $436 total
includes taxes & fees
Oct 26 - Oct 27
2BR Fitness Pad • Private Gym • Sleeps 7
A modern interior with a dining area, seating, a fireplace, and large windows offering a view of buildings outside.

20. "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, (18 reviews)
"Great spot to stay in Evanston, definitely recommend!"
United States
Surath G.
The price is CA $340
CA $642 total
includes taxes & fees
Oct 28 - Oct 29
"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym
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

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"I really enjoyed my stay here! One of the first things I noticed was how clean and well-kept everything was, which made me feel comfortable right away. The staff was amazing, always friendly, welcoming, and willing to help with anything I needed. I also really appreciated how convenient the location was. It made getting around so much easier. It's always nice to stay somewhere that feels comfortable and where you're treated well. I had a great experience overall and would definitely stay here again. Highly recommend!"
Jorje 1-night trip
Posted less than an hour ago
Fairmont Chicago at Millennium Park

Find out more about Winnetka

Winnetka Apartments information

Number of reviews
558
Accommodation
1303 Apartments
Lowest Price
CA $114
Highest Price
CA $652

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 5431 lodging choices including 1775 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 top apartments in the area: King Bed Non-Smoking: It's situated in Des Plaines, 8.9 mi/14.3 km away. Includes Smart TVs. Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley: Located 11 mi/17.7 km away in Chicago. Free WiFi and Smart TVs are included. Access to onsite laundry facilities is available on site. Charming Wrigleyville Home Close to the Cubs!: Located in Chicago, 11.4 mi/18.4 km from Winnetka. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site.
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 get outside and enjoy nature. Wrigley Field and Navy Pier 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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