Apartments in Crestwood

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Apartments in Crestwood

Bright & Roomy 4BR in Pilsen
Enjoy cooking and dining in this well-equipped kitchen with a refrigerator, microwave, and oven.

Bright & Roomy 4BR in Pilsen

7.8 out of 10, Good, (7)
The price is NZ$661
includes taxes & fees
11 Aug - 12 Aug
Bright & Roomy 4BR in Pilsen
Your Perfect 2BR Home w/ Parking
Prepare meals in the fully equipped kitchen with a gas stove, microwave, and dishwasher.

Your Perfect 2BR Home w/ Parking

8.0 out of 10, Very good, (4)
"Great location, close to United Center. Our host was super and was able to help me when I couldn't follow the instructions (lol). Wish I could have had a longer stay."
The price is NZ$421
includes taxes & fees
2 Sept - 3 Sept
Your Perfect 2BR Home w/ Parking
Skyline Serenity: Sauna, Hot Tub, Peloton, Views, Free Parking, Wifi
Relax in this stylish living room with a panoramic city view, featuring a comfortable sofa, coffee table, and chair.

Skyline Serenity: Sauna, Hot Tub, Peloton, Views, Free Parking, Wifi

10.0 out of 10, Exceptional, (14)
"Very clean, kitchen stocked with all necessary items, and beds were extremely comfortable."
Skyline Serenity: Sauna, Hot Tub, Peloton, Views, Free Parking, Wifi
4BR Modern Gem Sleek, Bright & Central
Smart TV, offices

4BR Modern Gem Sleek, Bright & Central

4BR Modern Gem Sleek, Bright & Central
3BR Complete and Spacious Apt
TV

3BR Complete and Spacious Apt

10.0 out of 10, Exceptional, (2)
"Spacious and well appointed. Great location with plenty of eating/drinking options within walking distance. "
The price is NZ$416
includes taxes & fees
11 Aug - 12 Aug
3BR Complete and Spacious Apt
Charming 2-bedroom apartment in marvelous Blue Island with WiFi
2 bedrooms, WiFi, wheelchair access

Charming 2-bedroom apartment in marvelous Blue Island with WiFi

2.0 out of 10, (1)
The price is NZ$569
includes taxes & fees
11 Aug - 12 Aug
Charming 2-bedroom apartment in marvelous Blue Island with WiFi
Stylish 1BR in West Loop
Enjoy cooking in this well-equipped kitchen with a gas stove, oven, and microwave.

Stylish 1BR in West Loop

10.0 out of 10, Exceptional, (3)
"We stayed for 4th of July weekend and had a wonderful time. Property is close to coffee shops, book stores, and within walking distance of nice restaurants. Easy paid parking nearby. The apartment was clean and everything we needed"
The price is NZ$435
includes taxes & fees
13 Aug - 14 Aug
Stylish 1BR in West Loop
1F Chicago's Little italy Graystone nearDowntown
Stately entrance with a black door, flanked by white columns and a potted plant with vibrant flowers.

1F Chicago's Little italy Graystone nearDowntown

10.0 out of 10, Exceptional, (150)
"This is an awesome place to stay in Chicago."
1F Chicago's Little italy Graystone nearDowntown
Your 2BR Home in the City
TV

Your 2BR Home in the City

10.0 out of 10, Exceptional, (1)
"Visited my daughter who lives near by in Ukrainian Village Everything was great! Would definitely stay again "
The price is NZ$417
includes taxes & fees
18 Aug - 19 Aug
Your 2BR Home in the City
Upscale 4BR Retreat: Wicker Park
Kitchen features a microwave, stove, oven, and sink with a faucet.

Upscale 4BR Retreat: Wicker Park

9.0 out of 10, Wonderful, (4)
"Place was clean, safe, parking was easy along side streets. Very spacious and reasonably priced! Will stay again! "
The price is NZ$667
includes taxes & fees
11 Aug - 12 Aug
Upscale 4BR Retreat: Wicker Park
Cozy Studio in Hyde Park-Walk to Lake & University
Compact kitchen with a stainless steel sink, gas stove, and ample countertop space.

Cozy Studio in Hyde Park-Walk to Lake & University

10.0 out of 10, Exceptional, (2)
"This place was nice and clean and close to what I needed to do. I appreciated that it was affordable. "
The price is NZ$329
includes taxes & fees
11 Aug - 12 Aug
Cozy Studio in Hyde Park-Walk to Lake & University
Stylish Hyde Park 1BR near UChicago
Relax in a serene space with a large bed, two bedside tables, and abstract artwork.

Stylish Hyde Park 1BR near UChicago

5.0 out of 10, (2)
"This is exactly what we were looking for. Location is good near beautiful side streets and walking distance from shops and good restaurants. Very responsive host. Nice decorative touches and clean, efficient cooking area. Clean apartment which could use updating but if you want updates you’ll just have to pay more. This was our second stay in this general area and we liked this one better. Definitely a reasonable price for this area. Ad is accurate regarding the apartment. "
The price is NZ$346
includes taxes & fees
11 Aug - 12 Aug
Stylish Hyde Park 1BR near UChicago
Spacious, lovely 2bed 1bath with free parking
Cozy retreat with a warm fireplace, wooden paneling, and traditional decor.

Spacious, lovely 2bed 1bath with free parking

9.8 out of 10, Exceptional, (9)
"Great location and Tiffany did a wonderful job helping with details and questions."
The price is NZ$620
includes taxes & fees
18 Aug - 19 Aug
Spacious, lovely 2bed 1bath with free parking
Cozy & Colorful garden unit in Logan Square
Enjoy a compact living space with a kitchenette, dining area, and seating area featuring a sofa.

Cozy & Colorful garden unit in Logan Square

2.0 star property
10.0 out of 10, Exceptional, (6)
"Our stay was great - lovely little spot in a great neighborhood, close to trains and restaurants. No issues here, host was great at communicating and made sure we were doing okay. Would absolutely stay here again. "
Cozy & Colorful garden unit in Logan Square
Perfect 1BR Spot near Attractions
TV

Perfect 1BR Spot near Attractions

7.4 out of 10, Good, (3)
"Freshly painted and clean. Hosts were responsive. Everything we needed for our stay. Walkable area. "
The price is NZ$346
includes taxes & fees
11 Aug - 12 Aug
Perfect 1BR Spot near Attractions
3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
Enjoy meals under the shade of red umbrellas in a serene outdoor dining area surrounded by trees and a fence.

3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place

10.0 out of 10, Exceptional, (247)
"It was a great stay. The host is great. I would book again. "
3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
Stylish 4BR Stay-Prime Location - State rep
4 bedrooms, iron/ironing board, travel cot, WiFi

Stylish 4BR Stay-Prime Location - State rep

The price is NZ$724
includes taxes & fees
11 Aug - 12 Aug
Stylish 4BR Stay-Prime Location - State rep
Walk Everywhere! 5 mins to Magnificent Mile, River
Relax in this stylish living space with a large dining table and city views.

Walk Everywhere! 5 mins to Magnificent Mile, River

10.0 out of 10, Exceptional, (1)
"Excellent "
Walk Everywhere! 5 mins to Magnificent Mile, River
Chic 1-bedroom apartment,15mims from downtown
Relax in this stylish living room with a tufted sofa, framed artwork, and a coffee table.

Chic 1-bedroom apartment,15mims from downtown

9.0 out of 10, Wonderful, (2)
"Stayed here to work C2E2 for the weekend. Great big space with everything I needed to rest up after a long day of work."
Chic 1-bedroom apartment,15mims from downtown
Charming 1-bedroom apartment in brilliant Berwyn with AC, WiFi
1 bedroom, WiFi, bed sheets

Charming 1-bedroom apartment in brilliant Berwyn with AC, WiFi

Charming 1-bedroom apartment in brilliant Berwyn with AC, WiFi
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

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

10/10 Excellent
"I liked this hotel, the rooms are cleaning and beautiful, the staff is nice, and the hotel is located near amazing restaurants, cafes, and tourist places."
Lilian 3-night trip
Posted 18 hours ago
Hotel Felix River North/Magnificent Mile

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 5403 hotels and accommodation options including 2700 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?
Here are some of the favourite apartments in the area to choose from: Bright & Roomy 4BR in Pilsen: Located 14.4 mi/23.2 km away in Chicago . Your Perfect 2BR Home w/ Parking: It's located in Chicago , 15.6 mi/25.2 km away. Come experience The Lake Shore!: Located 12.1 mi/19.5 km away in Chicago . A dining area and a Smart TV are included . Access to on-site laundry facilities is available on site . Charming 2-bedroom apartment in marvelous Blue Island with WiFi: It's located in Blue Island , 3.6 mi/5.8 km from Crestwood. Includes a patio and a Smart TV .
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.