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Our top choices for Westchester apartments

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 1,217 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
15 Feb - 16 Feb
Modern Comfort: 1BR Unit w/ Laundry

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

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
16 Feb - 17 Feb
West Loop Living – Bright 1BR

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

Cozy & Furnished 2BR Unit

Cozy & Furnished 2BR Unit
Lincoln Square
9.2 out of 10, Wonderful, (16 reviews)
"Nice location "
United States
tom b.
The price is AED 268
AED 726 total
includes taxes & fees
15 Feb - 16 Feb
Cozy & Furnished 2BR Unit

Chic 2BR Haven Near Irving Park

Chic 2BR Haven Near Irving Park
Irving Park
9.8 out of 10, Exceptional, (9 reviews)
"Ample accommodations for two adults. Clean and in great condition!"
United States
Kathy D.
The price is AED 253
AED 700 total
includes taxes & fees
24 Feb - 25 Feb
Chic 2BR Haven Near Irving Park

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
15 Feb - 16 Feb
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Nice 1BR Spot, Unwind & Relax

Nice 1BR Spot, Unwind & Relax
Lincoln Square
9.8 out of 10, Exceptional, (26 reviews)
"Great stay"
United States
Kayla K.
The price is AED 231
AED 619 total
includes taxes & fees
15 Feb - 16 Feb
Nice 1BR Spot, Unwind & Relax

Your Perfect 2BR Home

Your Perfect 2BR Home
Near West Side
8.2 out of 10, Very Good, (14 reviews)
"Great location! "
United States
Kourtney K.
The price is AED 320
AED 818 total
includes taxes & fees
15 Feb - 16 Feb
Your Perfect 2BR Home

The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
10.0 out of 10, Exceptional, (5 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is AED 467
AED 943 total
includes taxes & fees
15 Feb - 16 Feb
The Oak Park Loft

Stylish and Roomy 2BR in Chicago

Stylish and Roomy 2BR in Chicago
Edgewater
9.0 out of 10, Wonderful, (14 reviews)
"Location was perfect for the weekend festivities. The unit was clean and well appointed. Communication with the host was easy and timely. "
United States
Maribeth
The price is AED 268
AED 726 total
includes taxes & fees
15 Feb - 16 Feb
Stylish and Roomy 2BR in Chicago

1BR Apartment in Chicago

1BR Apartment in Chicago
North Center
9.0 out of 10, Wonderful, (16 reviews)
"Good location for us. Host was easy to communicate with"
United States
Kayla K.
The price is AED 253
AED 645 total
includes taxes & fees
24 Feb - 25 Feb
1BR Apartment in Chicago

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, (58 reviews)
"Nice property, great location, super helpful host!"
United States
Carin O.
The price is AED 327
AED 948 total
includes taxes & fees
15 Feb - 16 Feb
2-bedroom apartment just 2 minutes drive to Wrigley Field

Charming 2BR in Vibrant Lakeview

Charming 2BR in Vibrant Lakeview
Lakeview
9.2 out of 10, Wonderful, (44 reviews)
"We have stayed at this property several times. It’s a great location. The apartment is cute and comfortable. "
United States
Susie B.
The price is AED 257
AED 704 total
includes taxes & fees
15 Feb - 16 Feb
Charming 2BR in Vibrant Lakeview

Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (61 reviews)
"Great room and host"
United States
Kathy T.
The price is AED 239
AED 521 total
includes taxes & fees
16 Feb - 17 Feb
Cozy studio in Andersonville Chicago

Smart & Stylish 2-Bedroom Unit

Smart & Stylish 2-Bedroom Unit
Lakeview
9.4 out of 10, Exceptional, (3 reviews)
"Good, walkable neighborhood. Nice room. "
United States
Dawn N.
The price is AED 257
AED 704 total
includes taxes & fees
15 Feb - 16 Feb
Smart & Stylish 2-Bedroom Unit

Bridgeport Boho Chic Vibes

Bridgeport Boho Chic Vibes
Bridgeport
9.8 out of 10, Exceptional, (13 reviews)
"Wonderful location and wonderful stay. "
United States
Betsy B.
The price is AED 428
AED 1,701 total
includes taxes & fees
15 Feb - 16 Feb
Bridgeport Boho Chic Vibes
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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