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Our top choices for Westchester apartments

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)
"The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!"
United States
Seynabou
The price is AED 246
AED 599 total
includes taxes & fees
16 Feb - 17 Feb
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 253
AED 645 total
includes taxes & fees
15 Feb - 16 Feb
1BR Modern Luxe Apt with In-Unit Laundry

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 253
AED 645 total
includes taxes & fees
11 Feb - 12 Feb
West Loop Living – Bright 1BR

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 253
AED 645 total
includes taxes & fees
17 Feb - 18 Feb
Sleek 1BR Apartment w/ In-unit Laundry

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 408
AED 1,213 total
includes taxes & fees
19 Feb - 20 Feb
River North Rooftop With In and Out Parking 3

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 253
AED 645 total
includes taxes & fees
16 Feb - 17 Feb
Sun-Drenched 1BR Apartment

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 253
AED 645 total
includes taxes & fees
16 Feb - 17 Feb
Modern Comfort: 1BR Unit w/ Laundry

Guild #2 | Gold Coast Mag Mile Best Location

Guild #2 | Gold Coast Mag Mile Best Location
Downtown Chicago
9.8 out of 10, Exceptional, (19 reviews)
"We loved our stay at this property. It’s in a fantastic location and is roomy and comfortable. We would definitely stay again!"
United States
laura s.
The price is AED 486
AED 1,301 total
includes taxes & fees
23 Feb - 24 Feb
Guild #2 | Gold Coast Mag Mile Best Location

Complete 1BR Home Sum

Complete 1BR Home Sum
Downtown Chicago
The price is AED 323
AED 726 total
includes taxes & fees
2 Mar - 3 Mar
Complete 1BR Home Sum

2BR Chic & Comfortable Furnished Unit

2BR Chic & Comfortable Furnished Unit
Hermosa
10.0 out of 10, Exceptional, (4 reviews)
"Comfortable beds, great location"
United States
Jason
The price is AED 253
AED 700 total
includes taxes & fees
11 Feb - 12 Feb
2BR Chic & Comfortable Furnished Unit

Cozy Charm Studio Apt in Chicago

Cozy Charm Studio Apt in Chicago
Hyde Park
10.0 out of 10, Exceptional, (3 reviews)
"Everying was great."
United States
Ryan D.
The price is AED 213
AED 561 total
includes taxes & fees
15 Feb - 16 Feb
Cozy Charm Studio Apt in Chicago

NEW Private West Loop 1br with Backyard near Green Line and CTA

NEW Private West Loop 1br with Backyard near Green Line and CTA
East Garfield Park
9.6 out of 10, Exceptional, (4 reviews)
"Very cozy stay. Host was great with communication and the place has everything needed. Would definitely book here again!"
United States
Eric H.
The price is AED 240
AED 885 total
includes taxes & fees
17 Feb - 18 Feb
NEW Private West Loop 1br with Backyard near Green Line and CTA

Spacious 3-bedroom apartment near downtown, FREE PARKING

Spacious 3-bedroom apartment near downtown, FREE PARKING
Near West Side
9.6 out of 10, Exceptional, (11 reviews)
"Great place to stay that was close to downtown"
United States
Michelle B.
The price is AED 224
AED 1,233 total
includes taxes & fees
23 Feb - 24 Feb
Spacious 3-bedroom apartment near downtown, FREE PARKING

Modern Studio Unit Near UChicago

Modern Studio Unit Near UChicago
Hyde Park
9.4 out of 10, Exceptional, (12 reviews)
"Clean room and convenient location! "
United States
Gabriela
The price is AED 213
AED 561 total
includes taxes & fees
16 Feb - 17 Feb
Modern Studio Unit Near UChicago

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, (3 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
13 Feb - 14 Feb
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade

W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
Brighton Park
9.4 out of 10, Exceptional, (9 reviews)
"Great location, spacious, and family friendly. Had cousins over and they had a blast playing the video games. "
United States
Jessica H.
The price is AED 202
AED 843 total
includes taxes & fees
11 Feb - 12 Feb
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade

Historic Oak Park Residence

Historic Oak Park Residence
2.0 star property
Oak Park
9.6 out of 10, Exceptional, (12 reviews)
"Absolutely awesome "
United States
Erik
The price is AED 294
AED 744 total
includes taxes & fees
15 Feb - 16 Feb
Historic Oak Park Residence

Historic Oak Park Home

Historic Oak Park Home
2.0 star property
Oak Park
10.0 out of 10, Exceptional, (5 reviews)
"Wanted a house in oak park and this was such a pleasant, comfortable and convenient place. Really comfortable beds too. Even a lovely piano. "
United States
judith
The price is AED 441
AED 912 total
includes taxes & fees
11 Feb - 12 Feb
Historic Oak Park Home

Private Chicago Apartment with Free Street Parking and In Unit Washer Dryer

Private Chicago Apartment with Free Street Parking and In Unit Washer Dryer
West Ridge
10.0 out of 10, Exceptional, (5 reviews)
"This spot was perfect for our Chicago visit where we mostly needed a place to sleep, not hang out. It seemed to have been refinished recently, so beds were comfy, bathroom lovely, and sitting area big enough for the two of us. "
United States
Deb B.
The price is AED 314
AED 1,036 total
includes taxes & fees
11 Feb - 12 Feb
Private Chicago Apartment with Free Street Parking and In Unit Washer Dryer

Private 1BR Haven in a Prime Area

Private 1BR Haven in a Prime Area
Hyde Park
9.0 out of 10, Wonderful, (7 reviews)
"Our stay was very nice, with simple checkin / check out, and excellent communication by our host. "
United States
Tom B.
The price is AED 253
AED 645 total
includes taxes & fees
11 Feb - 12 Feb
Private 1BR Haven in a Prime Area
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

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 5630 lodging choices including 1658 apartments. You might want to visit the area's shops and enjoy its restaurants. Discover top sights in the region such as United Center and Wrigley Field.
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 top apartments in the area to choose from: Urban Farm Fun with Goats 10 Minutes To Downtown!: Located in Chicago, 9.3 mi/14.9 km from the heart of Westchester. Includes Smart TVs. Access to onsite laundry facilities is available on site. Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-paid parking available!: Located 13.6 mi/21.8 km away in Chicago. Amenities include Smart TVs. Access to onsite laundry facilities is available on site. 3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place: Located in Chicago, 11.2 mi/18.1 km away. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site. Cozy studio in Andersonville Chicago: Located 14.4 mi/23.1 km away in Chicago. Amenities include free WiFi. Access to onsite laundry facilities is available on site. Great Location-Beautiful Friendly Andersonville Neighborhood: Located in Chicago, 13.8 mi/22.3 km from Westchester. Includes free WiFi, private patios, and separate dining areas. Access to onsite laundry facilities is available on site.
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 United Center and Wrigley Field 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.

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