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Check prices for these dates

Next weekend
2 Jum. I - 4 Jum. I
In two weeks
9 Jum. I - 11 Jum. I
In one month
23 Jum. I - 25 Jum. I
In two months
20 Jum. II - 22 Jum. II

Compare 1522 Apartments in Crestwood with updated reviews, rates, and availability.

Sonder Onterie
Terrace/patio

Sonder Onterie

3.5 star property
8.4 out of 10, Very Good, (13)
"Nice quiet stay. The rooms are beautiful!"
The price is SAR 550
SAR 645 total
includes taxes & fees
26 May - 27 May
Sonder Onterie
Remodeled West Loop Apartment Near United Center
Interior

Remodeled West Loop Apartment Near United Center

9.2 out of 10, Wonderful, (35)
"Overall a great place that was super convenient, comfortable, and exactly what we were looking for!"
Remodeled West Loop Apartment Near United Center
Cozy, Comfortable and Convenient apartment. Close to everything!
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Cozy, Comfortable and Convenient apartment. Close to everything!

9.8 out of 10, Exceptional, (57)
"Amazing place and clean"
The price is SAR 450
SAR 1,027 total
includes taxes & fees
27 Apr - 28 Apr
Cozy, Comfortable and Convenient apartment. Close to everything!
The Logan Square Guest House - Classic Vintage Comfort With Free Parking!
Smart TV, fireplace, DVD player, books

The Logan Square Guest House - Classic Vintage Comfort With Free Parking!

10.0 out of 10, Exceptional, (25)
"Great stay and location!"
The Logan Square Guest House - Classic Vintage Comfort With Free Parking!
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Fridge, microwave, oven, stovetop

Stylish Luxe King bed w/Free Parkng near DT Oak Pk

9.6 out of 10, Exceptional, (81)
"Would definitely stay again!"
The price is SAR 338
SAR 758 total
includes taxes & fees
28 Apr - 29 Apr
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Perfect 4 Bedroom/3 Bath in the HEART of Old Town
Fridge, microwave, oven, stovetop

Perfect 4 Bedroom/3 Bath in the HEART of Old Town

10.0 out of 10, Exceptional, (58)
"Fantastic location in Old Town. Very spacious rental, check-in was easy, would definitely stay again and recommend!! "
Perfect 4 Bedroom/3 Bath in the HEART of Old Town
McCormick Place Luxurious 5 bed/3 bath HUGE Suite for groups/up to 12 guests
Interior

McCormick Place Luxurious 5 bed/3 bath HUGE Suite for groups/up to 12 guests

McCormick Place Luxurious 5 bed/3 bath HUGE Suite for groups/up to 12 guests
Animal House Near Sox Stadium
Terrace/patio

Animal House Near Sox Stadium

9.0 out of 10, Wonderful, (2)
"Stayed over Vday weekend— no complaints, space was nice and served my needs perfectly. Had lots of animal/pet related decor and gave the space a nice aesthetic. Owner was communicative and easy to work with! The space had nice amenities like towels, linens, projector, appliances, and etc. Neighborhood was very cute too, walking distance to a bunch of restaurants. "
Animal House Near Sox Stadium
Cozy 2 Bedroom 1 Bath. Centrally located with shared porch
Fridge, microwave, oven, stovetop

Cozy 2 Bedroom 1 Bath. Centrally located with shared porch

8.0 out of 10, Very Good, (7)
"The property had everything we needed, was very clean, and suited us perfectly. Thank you!"
Cozy 2 Bedroom 1 Bath. Centrally located with shared porch
Beautiful Downtown 3BR with Free Parking
Smart TV, fireplace

Beautiful Downtown 3BR with Free Parking

9.6 out of 10, Exceptional, (17)
"Very clean, good entry instructions, GREAT location in West Loop."
Beautiful Downtown 3BR with Free Parking
Clean and Comfy Updated Apt in Convenient Location
Property grounds

Clean and Comfy Updated Apt in Convenient Location

10.0 out of 10, Exceptional, (20)
"What an awesome place to stay. The house was cozy a within walking distance to shops and restaurants. We will be back in the summer to check out the waterslides and parks. "
Clean and Comfy Updated Apt in Convenient Location
Cozy Charming •Art 🎨 • Food🌮 Close to Train 🚉 • Parking!
Fridge, microwave, oven, stovetop

Cozy Charming •Art 🎨 • Food🌮 Close to Train 🚉 • Parking!

9.8 out of 10, Exceptional, (83)
"Great location - convenient to two L-stops, large park down the street, and good, inexpensive restaurants nearby. Perfect for short stay."
Cozy Charming •Art 🎨 • Food🌮 Close to Train 🚉 • Parking!
Clarendon Hills Garden
Exterior

Clarendon Hills Garden

8.6 out of 10, Excellent, (7)
"Perfect for 1 night"
Clarendon Hills Garden
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
3 bedrooms, iron/ironing board, travel crib, free WiFi

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

10.0 out of 10, Exceptional, (286)
"Our family had a very nice stay. Clean and comfortable. There are lots of great places to eat right outside your door. Excellent location for seeing Chicago."
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
Chic 2-bedroom in center of Lincoln Park/Depaul/Wrigley + Parking
Fridge, microwave, oven, stovetop

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

2.0 star property
7.6 out of 10, Good, (9)
"Affordable, easy to travel around, great communication, and lovely neighborhood. "
Chic 2-bedroom in center of Lincoln Park/Depaul/Wrigley + Parking
Spacious brand new condo - 15 min from downtown Chicago! Sleeps 6
Fridge, microwave, oven, stovetop

Spacious brand new condo - 15 min from downtown Chicago! Sleeps 6

10.0 out of 10, Exceptional, (8)
"Awesome property."
Spacious brand new condo - 15 min from downtown Chicago! Sleeps 6
4 Bedroom Penthouse Loft in Heart of Wicker Park with Parking
Smart TV, fireplace, books

4 Bedroom Penthouse Loft in Heart of Wicker Park with Parking

9.4 out of 10, Exceptional, (10)
"The property was exactly as pictured and very clean. Great location! We would absolutely stay here again!"
4 Bedroom Penthouse Loft in Heart of Wicker Park with Parking
Luxury Loft Collection 703 - Terrace - River North
Property grounds

Luxury Loft Collection 703 - Terrace - River North

2.0 star property
9.8 out of 10, Exceptional, (8)
"This property was perfect for our mother-daughter weekend. It was clean, a great location, and just the space we needed to play games, watch a movie, eat together, and sleep well."
Luxury Loft Collection 703 - Terrace - River North
Prime Location - Close to Public Transit, Little Italy, the Medical District and UIC by AllSet Turnover
Fridge, microwave, oven, dishwasher

Prime Location - Close to Public Transit, Little Italy, the Medical District and UIC by AllSet Turnover

8.0 out of 10, Very Good, (15)
"Excellent ,nice and quiet area. Liked the safe and security of exiting and entering the property."
Prime Location - Close to Public Transit, Little Italy, the Medical District and UIC by AllSet Turnover
Luxury Designer Penthouse West |Pool| Gold Coast
Fridge, microwave, oven, stovetop

Luxury Designer Penthouse West |Pool| Gold Coast

2.0 star property
10.0 out of 10, Exceptional, (2)
"very clean, spectacular view, spacious, friendly building, excellent location in the middle of shopping, eating, site seeing"
Luxury Designer Penthouse West |Pool| Gold Coast
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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Other property types in Crestwood

Sentral Michigan Avenue
Indoor pool

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (737)
"Great family place to stay. "
The price is SAR 507
SAR 705 total
includes taxes & fees
30 Apr - 1 May
Sentral Michigan Avenue
Sonder South Wabash
36-inch flat-screen TV with digital channels, TV

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (482)
"Great stay "
The price is SAR 463
SAR 544 total
includes taxes & fees
26 May - 27 May
Sonder South Wabash
Sonder Market Hall
City view from property

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (274)
"Charming, minimalist, accessible and modern, just what I needed, ideal for couples or single people who want to enjoy the city."
The price is SAR 496
SAR 582 total
includes taxes & fees
26 May - 27 May
Sonder Market Hall
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.

Frequently asked questions

What's it like to stay at an apartment in Crestwood?
There are plenty of places to stay with in the larger Chicago area, with 4929 lodging choices including 2490 apartments. You might want to visit the area’s shops and enjoy its restaurants. Make time to visit the region’s favorite sights like Soldier Field.
How do you know if an apartment is the right choice for you?
Offering a kitchen for convenient meals, an apartment usually is more spacious than a traditional hotel room. Apartments are a good option for solo travelers who want to stay in at night and plan out their next day, but also for families who want the conveniences of home.
What's a favorite apartment for my stay in Crestwood?
Here’s a top apartment in the area to consider: Sonder Onterie: Situated in Chicago, 17.5 mi/28.2 km from the heart of Crestwood.
What can I expect from the weather during my trip 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 temp of 71°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Crestwood is 47 inches.
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 a family-friendly sight such as Hollywood Park. In the larger 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 heart of the city. Otherwise, you can search for flights to Chicago O’Hare Intl. 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.