Apartments in Crestwood

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Our top choices for Crestwood apartments

Apartment in Downtown Chicago

1BR Modern Luxe Apt with In-Unit Laundry
10.0 out of 10, Exceptional, (1)
"Great experience for me and my wife I would definitely come back "
United States
ShowtimeFam1
The price is NZ$289
includes taxes & fees
6 Jan - 7 Jan 2026
1BR Modern Luxe Apt with In-Unit Laundry

Apartment in Downtown Chicago

Gold Coast Living: Modern Studio Unit
10.0 out of 10, Exceptional, (5)
"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 NZ$284
includes taxes & fees
4 Jan - 5 Jan 2026
Gold Coast Living: Modern Studio Unit

Apartment in Downtown Chicago

West Loop Living – Bright 1BR
10.0 out of 10, Exceptional, (5)
"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 NZ$289
includes taxes & fees
4 Jan - 5 Jan 2026
West Loop Living – Bright 1BR

Apartment in Downtown Chicago

Stylish 1BR in West Loop
10.0 out of 10, Exceptional, (10)
"Great host comfortable bed close to restaurants and parks"
United States
Alana C.
The price is NZ$289
includes taxes & fees
1 Jan - 2 Jan 2026
Stylish 1BR in West Loop
9.8 out of 10, Exceptional, (16)
"The neighborhood was so clean and quiet. Friendly neighbors. Perfect location, not far from everything downtown. "
United States
Shederia P.
The price is NZ$326
includes taxes & fees
1 Jan - 2 Jan 2026
Twice as Nice: Chic 2BR Stay with Style & Space

Apartment in Downtown Chicago

Sun-Drenched 1BR Apartment
10.0 out of 10, Exceptional, (2)
"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 NZ$289
includes taxes & fees
4 Jan - 5 Jan 2026
Sun-Drenched 1BR Apartment
2.0 star property
The price is NZ$289
includes taxes & fees
5 Jan - 6 Jan 2026
Chicago-Themed 1BR in a Central Spot near Downtown

Apartment in Downtown Chicago

The One: A 1BR Stay That Feels Like Home
8.4 out of 10, Very good, (5)
"Very nice condo in a quiet neighborhood"
Canada
Patrick
The price is NZ$289
includes taxes & fees
7 Jan - 8 Jan 2026
The One: A 1BR Stay That Feels Like Home
9.6 out of 10, Exceptional, (4)
"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 NZ$538
includes taxes & fees
5 Jan - 6 Jan 2026
River North Rooftop With In and Out Parking 3

Apartment in Hyde Park

Bright South Hyde Park Studio
10.0 out of 10, Exceptional, (1)
"Comfortable space in a nice neighborhood. I highly recommend."
United States
BiggDas M.
The price is NZ$260
includes taxes & fees
7 Jan - 8 Jan 2026
Bright South Hyde Park Studio

Apartment in Downtown Chicago

Sleek 1BR Apt w/ Laundry
10.0 out of 10, Exceptional, (1)
"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 traveller
The price is NZ$289
includes taxes & fees
4 Jan - 5 Jan 2026
Sleek 1BR Apt w/ Laundry

Apartment in Hyde Park

Modern Studio Near UChicago
9.6 out of 10, Exceptional, (11)
"Clean room and convenient location! "
United States
Gabriela
The price is NZ$260
includes taxes & fees
4 Jan - 5 Jan 2026
Modern Studio Near UChicago
10.0 out of 10, Exceptional, (1)
"We stayed in this comfortable, quiet apartment for four weeks when my husband was undergoing radiation treatments for cancer at the University of Chicago Medical Center. It was just what we needed. The location—a block from Lake Michigan with its endless miles of parks and green spaces—was spectacular, and we spent long hours walking our dogs and biking along the lake on the beautifully landscaped walking and biking trails. The apartment itself is well appointed, clean, and blessedly quiet...
United States
Heidi H.
The price is NZ$304
includes taxes & fees
4 Jan - 5 Jan 2026
Contemporary 2BR Apartment in Vibrant Hyde Park
10.0 out of 10, Exceptional, (2)
"Location was just perfect!"
United States
Meg D.
The price is NZ$260
includes taxes & fees
4 Jan - 5 Jan 2026
Studio Unit | Chic + Prime Location

Apartment in Downtown Chicago

Vintage Studio in Chicago’s Gold Coast
The price is NZ$284
includes taxes & fees
4 Jan - 5 Jan 2026
Vintage Studio in Chicago’s Gold Coast

Apartment in Hyde Park

Sleek & Functional 2-Bedroom Apt
9.6 out of 10, Exceptional, (4)
"Nice place for a girls trip weekend. "
United States
Madonna A.
The price is NZ$322
includes taxes & fees
14 Jan - 15 Jan 2026
Sleek & Functional 2-Bedroom Apt

Apartment in Downtown Chicago

Stylish Gold Coast 1BR with Vintage Flair
The price is NZ$289
includes taxes & fees
6 Jan - 7 Jan 2026
Stylish Gold Coast 1BR with Vintage Flair

Apartment in Hyde Park

Charming 1BR/1BA Apt in Chicago
10.0 out of 10, Exceptional, (1)
The price is NZ$289
includes taxes & fees
4 Jan - 5 Jan 2026
Charming 1BR/1BA Apt in Chicago

Apartment in Hyde Park

Cozy Charm Studio Apt in Chicago
10.0 out of 10, Exceptional, (1)
The price is NZ$260
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Charm Studio Apt in Chicago

Apartment in Downtown Chicago

Complete 1BR Home Sum
The price is NZ$289
includes taxes & fees
1 Jan - 2 Jan 2026
Complete 1BR Home Sum
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 Crestwood Hotel Reviews

Find out more about Crestwood

Crestwood Apartments information

Number of reviews
62
Accommodation
1806 Apartments
Lowest Price
NZ$260
Highest Price
NZ$538

Frequently asked questions

What's it like to stay at an apartment in Crestwood?
There are plenty of places to stay in the larger Chicago area, with 5606 hotels and accommodation options including 1709 apartments. You might want to visit the area's shops and enjoy its restaurants. Discover the region's top sights such as Soldier Field.
How do you know if an apartment is the right choice for you?
An apartment features a kitchen for convenient meals, and is usually more spacious 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 a favourite apartment for a stay in Crestwood?
Below are some of the favourite apartments in the area to choose from: Twice as Nice: Chic 2BR Stay with Style & Space: Situated in Chicago , 17.4 mi/28 km from the heart of Crestwood. 3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place: Located 15.3 mi/24.5 km away in Chicago . Free WiFi and a Smart TV are included . Access to on-site laundry facilities is available on site . Modern West Loop Gem-City Views & Prime Location 6: It's situated in Chicago , 15.9 mi/25.5 km from Crestwood.
What can I expect from the weather when I travel to Crestwood?
Weather is only one factor, but it can really affect your travel plans, especially when you're planning an extended stay in Crestwood. The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Crestwood is 1187 mm.
What should I see in Crestwood?
Crestwood is known for its restaurants and shops. Explore the area and cultural attractions such as Moraine Valley Community College Fine and Performing Arts Center, or visit one of the family-friendly sights such as Hollywood Park. In the wider area, you'll find Soldier Field and Trinity Christian College.
What's the best way to get to and around Crestwood?
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 8.8 mi (14.2 km) away from the city centre. Otherwise, you can search for flights to Chicago O'Hare International Airport (ORD), which is 23.2 mi (37.3 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

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