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Check prices for these dates

Next weekend
4 Rab. II - 6 Rab. II
In two weeks
11 Rab. II - 13 Rab. II
In one month
25 Rab. II - 27 Rab. II
In two months
23 Jum. I - 25 Jum. I

Compare 1573 Apartments in Crestwood with updated reviews, rates, and availability.

Sonder Onterie
Miscellaneous

Sonder Onterie

3.5 star property
9.4 out of 10, Exceptional, (9)
"The stove, washer/drier, plates, silverwear, beds, everything was obviously cleaned throughly. Was very impressed with how spotless everything was"
The price is SAR 374
SAR 438 total
includes taxes & fees
23 Apr - 24 Apr
Sonder Onterie
3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
Point of interest

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

10.0 out of 10, Exceptional, (228)
"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
Remodeled West Loop Apartment Near United Center
Interior

Remodeled West Loop Apartment Near United Center

9.2 out of 10, Wonderful, (34)
"Everything was nice and neat. They were super easy to communicate with. We had a little issue with the main building door keyless entry. Other than that everything was great."
Remodeled West Loop Apartment Near United Center
Chic & Historic Apartment Steps from Mag Mile
Fridge, microwave, oven, stovetop

Chic & Historic Apartment Steps from Mag Mile

9.8 out of 10, Exceptional, (32)
"I didn’t realize when I booked this unit that I would have to carry my luggage up two flight of stairs. Unit is spacious, bathroom is a little tight the only issue I experienced was NOISE, first two nights it was the heater (I think) the last night I could hear foot steps from above and on the early morning of Monday it sounded like construction. Location is great if you want to be steps from high end shopping and restaurants. "
Chic & Historic Apartment Steps from Mag Mile
Downtown Oak Park/Fast WIFI/Free Parking/ Victorian Home/Sleeps 6
Fridge, microwave, oven, stovetop

Downtown Oak Park/Fast WIFI/Free Parking/ Victorian Home/Sleeps 6

9.4 out of 10, Exceptional, (15)
"Perfect place to stay in Oak Park! Two bedrooms and very well kept condo. Host was super responsive and I definitely would stay here again! "
Downtown Oak Park/Fast WIFI/Free Parking/ Victorian Home/Sleeps 6
Oak Park Queen
Exterior

Oak Park Queen

9.4 out of 10, Exceptional, (13)
"This was a great place to stay! "
The price is SAR 506
SAR 959 total
includes taxes & fees
26 Mar - 27 Mar
Oak Park Queen
The Vibe Headquarters
Living area

The Vibe Headquarters

2.0 star property
9.0 out of 10, Wonderful, (2)
"Very clean and cozy! Home away from home!"
The Vibe Headquarters
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
Aerial view

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

10.0 out of 10, Exceptional, (281)
"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
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, (55)
"Quiet, fun place to stay. The apartment was clean, and exactly what we were looking for. Didn't see a single neighbor during our stay. There are a lot of stairs, just in case you overpack and have a gigantic suitcase. The beds were comfortable. One of the queen bedrooms does not have exterior windows, there's a window above the door, but that just made it the quietest room in the place. Very cute, we'll be back!"
Perfect 4 Bedroom/3 Bath in the HEART of Old Town
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)
"Cute spot, recommend host to remodel flooring and appliances. Refrigerator is noisy. Heater system was also very loud at night. Not sure if that’s common in most homes in older Chicago. Host was great in response rate. Overall enjoyed stay."
Cozy 2 Bedroom 1 Bath. Centrally located with shared porch
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
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, (7)
"We had an amazing stay at this VRBO in Chicago! The location was perfect - right in the heart of everything, making it easy to explore the city. The space itself was exactly what we needed for our group of 8, offering plenty of room for everyone. The floor to ceiling windows provided stunning views, which were an absolute highlight of our stay.A special shout out to the front desk, who provided impeccable service and made us feel at home. The host was also incredibly responsive and...
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

7.8 out of 10, Good, (12)
"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
Cozy Apartment in Lincoln Park
Interior

Cozy Apartment in Lincoln Park

Cozy Apartment in Lincoln Park
Entire Below Level Studio w/ Private Sauna
Property grounds

Entire Below Level Studio w/ Private Sauna

10.0 out of 10, Exceptional, (35)
"I loved the private feel even though it’s a basement unit. The bed is really comfortable, and the shower has a nice deep jetted tub. Would highly recommend!"
Entire Below Level Studio w/ Private Sauna
1F Chicago's Little italy Graystone nearDowntown
Exterior

1F Chicago's Little italy Graystone nearDowntown

10.0 out of 10, Exceptional, (127)
"This Graystone property has a ton of charm and easily fit our family of 6. The owner has excellent communication. We were a 15 min drive to all museums. We were only 4 min from the El /Train to downtown. The property was clean and had many details others miss. Great place will stay again"
1F Chicago's Little italy Graystone nearDowntown
Family-friendly, stylish Chicago Apartment in Logan Square
Interior

Family-friendly, stylish Chicago Apartment in Logan Square

10.0 out of 10, Exceptional, (51)
"Perfect place to stay for a fun weekend in Chicago! The decor and overall setup of the space was very trendy, charming, and welcoming! Looks just as the listing describes and photos show. Neighborhood was pretty quiet and easy to find street parking close by. The host was very responsive when we had a question too! Kitchen had everything we needed, plenty of hot water for 5 people to shower, and the beds were firm but comfy! Would just recommend that the top bunk only be for a child or young...
Family-friendly, stylish Chicago Apartment in Logan Square
Roomy 2 bedroom Long-term Stay Apartment in Oak Park near downtown Chicago
TV

Roomy 2 bedroom Long-term Stay Apartment in Oak Park near downtown Chicago

10.0 out of 10, Exceptional, (1)
"when taking a shower the water didn't get hot enough for us. The location was great and apartment was spacious. I will love to stay again "
Roomy 2 bedroom Long-term Stay Apartment in Oak Park near downtown Chicago
2 Bed Apt in Heart of Logan !
Fridge, microwave, oven, stovetop

2 Bed Apt in Heart of Logan !

10.0 out of 10, Exceptional, (1)
"Very clean. Great location. Well stocked. I also really appreciated there were not 10 pages of check out instructions. 2 blocks to Starbucks. 2 blocks to the CTA. 1 block to a small grocery store/deli. Great diner 2 blocks away. It is above a popular neighborhood bar. Friday night was fairly loud, Saturday was not bad, Sunday was quiet. Overall great experience and would stay again if visit friends in this area of town. "
2 Bed Apt in Heart of Logan !
Trendy Wicker Park Loft with Parking
Fridge, microwave, oven, stovetop

Trendy Wicker Park Loft with Parking

9.0 out of 10, Wonderful, (2)
"Nice for a family plenty of room. Nice neighborhood. Not good for physically impaired"
Trendy Wicker Park Loft with Parking
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
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (705)
"Overall ok for long term stay, some things in the unit were broken (drains, microwave). "
The price is SAR 475
SAR 668 total
includes taxes & fees
26 Mar - 27 Mar
Sentral Michigan Avenue
Sonder South Wabash
Superior Apartment, 1 Bedroom, Balcony, City View | Living area | 36-inch flat-screen TV with digital channels, TV

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (453)
"Nice property, big clean rooms "
The price is SAR 350
SAR 411 total
includes taxes & fees
16 Apr - 17 Apr
Sonder South Wabash
Sonder Market Hall
Interior

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (267)
"Appartement spacieux, super fonctionnel, lit et divan lit très confortables. Très bien situé, à 2 min du metro dans un quartier hyper sécuritaire."
The price is SAR 400
SAR 470 total
includes taxes & fees
16 Apr - 17 Apr
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 4956 lodging choices including 2437 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.