Apartments in Crestwood

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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sept - 14 Sept

Featured Apartments in Crestwood

Your Perfect 2BR Home w/ Parking
Relax in a spacious living area with a comfortable sofa and dining table, and enjoy a convenient kitchen with microwave, stove, and sink.

Your Perfect 2BR Home w/ Parking

8.0 out of 10, Very good, (1)
"Our stay was great, the apartment was close to the bus line and the train. The beds were very comfortable and it was a good size for our family. It was nice to have the off street parking in the back although the rear entrance was a bit disheveled. The building was secure but not entirely sound proof, but that is expected in a basement appartment. I would stay here again on a trip to Chicago. "
The price is NZ$353
includes taxes & fees
5 Aug - 6 Aug
Your Perfect 2BR Home w/ Parking
Michigan Ave 2BR: Balcony, Exclusive Access
Relax by the pool surrounded by lush flower beds and a glass wall offering a city view.

Michigan Ave 2BR: Balcony, Exclusive Access

10.0 out of 10, Exceptional, (10)
"Roomy 2 bedroom with great hideaway beds.Excellent location easy to get everywhere. Super responsive hosts Nice building with gym and parking option for visitors "
Michigan Ave 2BR: Balcony, Exclusive Access
Spacious 3-bedroom apartment in gorgeous Chicago with WiFi, AC
Interior

Spacious 3-bedroom apartment in gorgeous Chicago with WiFi, AC

2.0 out of 10, (1)
"We showed up with our two grandchildren. The host does not have a working phone number in the account by the way. He said we didn’t actually have a reservation and would not give us access. We were left to find a hotel. Do not recommend 100%. "
Spacious 3-bedroom apartment in gorgeous Chicago with WiFi, AC
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

10.0 out of 10, Exceptional, (3)
"We had a great time and the host was very responsive. Pilsen is a great neighborhood, very safe, and super close to down town."
The price is NZ$508
includes taxes & fees
24 July - 25 July
Bright & Roomy 4BR in Pilsen
BIG Downtown Penthouse|Vintage 3bd (GYM+Balcony)
Relax in this open-plan living area with a comfortable sofa and dining table for four, featuring a well-equipped kitchen and a cozy side table.

BIG Downtown Penthouse|Vintage 3bd (GYM+Balcony)

9.4 out of 10, Exceptional, (16)
"Large and spacious shared space and living room, lots of amenities like blankets, pillows, and towels. Comfortable beds and many beds and couches. AC in every room. Fantastic place to stay"
BIG Downtown Penthouse|Vintage 3bd (GYM+Balcony)
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, (144)
"This is an awesome place to stay in Chicago."
1F Chicago's Little italy Graystone nearDowntown
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, (1)
"The building in itself is very beautiful and serene and the apartment is very well kept, clean and has all the amenities one needs. The hosts are also incredible and just a txt away."
The price is NZ$312
includes taxes & fees
22 July - 23 July
Cozy Studio in Hyde Park-Walk to Lake & University
Logan Square Oasis with 3 Beds and 2 Baths.
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel appliances, and ample cabinetry.

Logan Square Oasis with 3 Beds and 2 Baths.

9.4 out of 10, Exceptional, (19)
"It was amazing property. Anything and everything you could ever want. Perfect location "
Logan Square Oasis with 3 Beds and 2 Baths.
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

10.0 out of 10, Exceptional, (1)
"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
Spacious 3-bedroom apartment near downtown, FREE PARKING
Enjoy cooking in this kitchen with a central island, microwave, and coffee maker.

Spacious 3-bedroom apartment near downtown, FREE PARKING

10.0 out of 10, Exceptional, (1)
"Extremely clean space that was perfect for our group. We didn't spend a lot of time in the home during our stay, but when we did it was fantastic. Only minor gripe would be the upstairs neighbors, they were occasionally quite loud and woke us up a few times in the middle of the night. Would absolutely stay here again, if/when we come back to the area."
The price is NZ$592
includes taxes & fees
22 July - 23 July
Spacious 3-bedroom apartment near downtown, FREE PARKING
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
Relax in this serene space with a large bed and two bedside lamps.

Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC

10.0 out of 10, Exceptional, (296)
"Very clean, nice amenities, excellent designated parking..we have a ford flex...large car. "
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
1 Mi to University of Chicago: Urban Escape!
Stunning historic building with a classic facade and symmetrical windows, set amidst a charming neighborhood.

1 Mi to University of Chicago: Urban Escape!

10.0 out of 10, Exceptional, (5)
"Quiet area. The owner was very welcoming and we had a very pleasant stay. Place was spacious and clean"
1 Mi to University of Chicago: Urban Escape!
Brownstone in Gold Coast - Downtown
Enjoy cooking in this well-equipped kitchen with a gas stove, microwave, and dishwasher.

Brownstone in Gold Coast - Downtown

9.8 out of 10, Exceptional, (26)
"This was a wonderful location since it was downtown yet quiet and a great stay! Would recommend to people staying a few nights like I did! "
Brownstone in Gold Coast - Downtown
Sunny Coach House in Historic Oak Park
Enjoy cooking and dining in this kitchen with a central island, wooden cabinets, and a microwave and refrigerator.

Sunny Coach House in Historic Oak Park

9.8 out of 10, Exceptional, (61)
"Great place to stay to explore the architectural richness of Oak Park neighborhoods."
Sunny Coach House in Historic Oak Park
Chic 2-bedroom in center of Lincoln Park/Depaul/Wrigley + Parking
Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, and microwave.

Chic 2-bedroom in center of Lincoln Park/Depaul/Wrigley + Parking

2.0 star property
7.2 out of 10, Good, (13)
"Affordable, easy to travel around, great communication, and lovely neighborhood. "
Chic 2-bedroom in center of Lincoln Park/Depaul/Wrigley + Parking
52nd Floor MagMile Penthouse VIEWS Fireplace Pool
Pool

52nd Floor MagMile Penthouse VIEWS Fireplace Pool

10.0 out of 10, Exceptional, (397)
"Loved the views and location! We would definitely stay here again!"
52nd Floor MagMile Penthouse VIEWS Fireplace Pool
Spacious & private! Free parking! Great location!
Kitchen features a stainless steel refrigerator, oven, microwave, and sink with a faucet, along with white cabinetry and a black countertop.

Spacious & private! Free parking! Great location!

10.0 out of 10, Exceptional, (20)
"Good location and hosts were very responsive."
Spacious & private! Free parking! Great location!
Perfect 1BR in Lincoln Park - Steps to DePaul! by AllSet Turnover
Stylish residential building with a grid-patterned facade and large windows.

Perfect 1BR in Lincoln Park - Steps to DePaul! by AllSet Turnover

8.6 out of 10, Excellent, (19)
"Great little spot. Quiet when upstairs people aren't hm. Clean. Convenient."
Perfect 1BR in Lincoln Park - Steps to DePaul! by AllSet Turnover
Your 2BR Home in the City
2 bedrooms, iron/ironing board, travel cot, WiFi

Your 2BR Home in the City

The price is NZ$367
includes taxes & fees
27 July - 28 July
Your 2BR Home in the City
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

River Hotel

River Hotel

10/10 Excellent
"A"
Patrick 2-night trip
Posted 4 hours ago
River Hotel

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 5379 hotels and accommodation options including 2685 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 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.