Apartments in Westchester for Rent

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Apartments in Westchester

Our top choices for Westchester apartments

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 ￥20,489
￥41,934 total
includes taxes & fees
Sep 9 - Sep 10
Twice as Nice: Chic 2BR Stay with Style & Space
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 ￥15,333
￥31,920 total
includes taxes & fees
Sep 16 - Sep 17
The One: A 1BR Stay That Feels Like Home
Stylish 1BR in West Loop
Fridge, microwave, oven, stovetop

Stylish 1BR in West Loop

10.0 out of 10, Exceptional, (5)
The price is ￥17,692
￥34,868 total
includes taxes & fees
Sep 16 - Sep 17
Stylish 1BR in West Loop
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 ￥24,498
￥58,934 total
includes taxes & fees
Sep 22 - Sep 23
South Loop | Rooftop With In & Out Parking
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 ￥26,576
￥60,976 total
includes taxes & fees
Sep 29 - Sep 30
River North | Rooftop With In & Out Parking | 5
Your Chicago get Away
Interior

Your Chicago get Away

8.0 out of 10, Very Good, (3)
"Clean, fun space and responsive host! Loved the views from our room!"
The price is ￥33,086
￥66,945 total
includes taxes & fees
Oct 6 - Oct 7
Your Chicago get Away
Sun-Drenched 1BR Apartment
Fridge, microwave, oven, stovetop

Sun-Drenched 1BR Apartment

The price is ￥19,004
￥36,685 total
includes taxes & fees
Sep 22 - Sep 23
Sun-Drenched 1BR Apartment
1BR Modern Luxe Apt with In-Unit Laundry
1 bedroom, WiFi, bed sheets

1BR Modern Luxe Apt with In-Unit Laundry

The price is ￥15,333
￥31,920 total
includes taxes & fees
Sep 10 - Sep 11
1BR Modern Luxe Apt with In-Unit Laundry
3BR Luxury Modern Apartment
Property grounds

3BR Luxury Modern Apartment

2.0 star property
9.2 out of 10, Wonderful, (14)
"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."
The price is ￥53,895
￥111,945 total
includes taxes & fees
Sep 10 - Sep 11
3BR Luxury Modern Apartment
River North | Rooftop With In & Out Parking | 1
Fridge, microwave, oven, stovetop

River North | Rooftop With In & Out Parking | 1

The price is ￥25,653
￥59,512 total
includes taxes & fees
Sep 24 - Sep 25
River North | Rooftop With In & Out Parking | 1
West Loop Living – Bright 1BR
Fridge, microwave, oven, stovetop

West Loop Living – Bright 1BR

The price is ￥16,217
￥32,955 total
includes taxes & fees
Sep 10 - Sep 11
West Loop Living – Bright 1BR
Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.
1 bedroom, desk, iron/ironing board, WiFi

Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.

2.0 star property
9.6 out of 10, Exceptional, (4)
"Easy to locate shopping mall close by friendly neighborhood and safe. when you're looking at stay away from home that's where you want to be."
The price is ￥16,586
￥28,628 total
includes taxes & fees
Sep 8 - Sep 9
Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.
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 ￥12,089
￥28,119 total
includes taxes & fees
Oct 7 - Oct 8
Clean & Equipped 1BR Apt
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 ￥25,255
￥45,398 total
includes taxes & fees
Sep 21 - Sep 22
Historic Oak Park Home
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"
The price is ￥5,030
￥46,697 total
includes taxes & fees
Sep 10 - Sep 11
Studio- King Bed| HDTV| Airport| Safe Neighborhood
Sleek 1BR Apt w/ Laundry
Fridge, microwave, oven, stovetop

Sleek 1BR Apt w/ Laundry

The price is ￥17,544
￥34,695 total
includes taxes & fees
Sep 14 - Sep 15
Sleek 1BR Apt w/ Laundry
At Home in Oak Park
Apartment, Private Bathroom | Terrace/patio

At Home in Oak Park

3.5 star property
9.8 out of 10, Exceptional, (6)
"Great location in Oak Park- walkable, wondering area for restaurants and strolling through the beautiful neighborhoods."
The price is ￥32,629
￥51,653 total
includes taxes & fees
Oct 5 - Oct 6
At Home in Oak Park
Chic & Fully Furnished 2BR Apt!
2 bedrooms, WiFi, bed sheets

Chic & Fully Furnished 2BR Apt!

10.0 out of 10, Exceptional, (1)
"Our stay was great! The apartment is very clean and comfortable. Nicely furnished. On a residential street in a lovely neighborhood. Wifi and A/C units worked well (we were there in August). We found street parking pretty easily. And Kristine was a really responsive host. Would absolutely stay again!"
The price is ￥13,065
￥31,588 total
includes taxes & fees
Sep 7 - Sep 8
Chic & Fully Furnished 2BR Apt!
2-bedroom apartment just 2 minutes drive to Wrigley Field
Exterior

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.6 out of 10, Exceptional, (39)
"Great place to stay when you’re in town for the Cubbies! "
The price is ￥19,770
￥48,041 total
includes taxes & fees
Sep 7 - Sep 8
2-bedroom apartment just 2 minutes drive to Wrigley Field
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 ￥25,261
￥45,405 total
includes taxes & fees
Sep 14 - Sep 15
The Oak Park Loft
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 Westchester Hotel Reviews

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent
"Everything just fantastic at the Palmer house! A must place to stay in Chicago!"
Rodney 1-night trip
Posted 19 hours ago
Palmer House a Hilton Hotel

Find out more about Westchester

Find out more about Westchester

Westchester Apartments information

Number of reviews
Accommodation
2271 Apartments
Lowest Price
￥5,903
Highest Price
￥19,608

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What's it like to stay at an apartment in Westchester?
There are plenty of places to stay with in the larger Chicago area, with 5523 lodging choices including 2820 apartments. You might want to visit the area's shops and enjoy its restaurants. Discover top sights in the region such as Wrigley Field and Michigan Avenue.
Are you thinking about an apartment for your stay?
An apartment comes equipped with a kitchen, so you can cook some of your meals, and often has more space than a traditional hotel room. Apartments are a good option for couples who want a more local feel, but also for families who want the conveniences of home.
What's the top apartment for a stay in Westchester?
Here are some of the favorite apartments in the area to choose from: Charming 2BR in Vibrant Lakeview: Located 12.5 mi/20.1 km away in Chicago. Clean & Equipped 1BR Apt: It's located in Chicago, 12.7 mi/20.4 km away. Cozy, Fully Set-Up 1BR Space: 13.6 mi/21.9 km away in Chicago. Cozy Studio in Hyde Park-Walk to Lake & University: It's situated in Chicago, 15.4 mi/24.8 km from Westchester.
What can I expect from the weather in Westchester?
Weather is only one factor, but it can really affect your travel plans, especially if you are planning a longer stay in Westchester. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Westchester are January, November, February, and December, with each month seeing an average of 5 inches of snowfall.
What should I see and do in Westchester?
Westchester is known for its restaurants and shops. Explore the area and family-friendly sights such as Galloping Ghost, or get out into nature at a spot like Millennium Park. You'll find favorite places to visit like Wrigley Field and Michigan Avenue in the larger area.
What's the best way to get to and around Westchester?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Chicago Midway Airport (MDW), which is located 8.4 mi (13.4 km) from the heart of the city. Otherwise, look for flights into Chicago O'Hare Intl. Airport (ORD), which is 8.9 mi (14.3 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.