Crestwood Holiday Rentals

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Check prices for these dates

Tonight
9 Jun - 10 Jun
Tomorrow
10 Jun - 11 Jun
This weekend
13 Jun - 15 Jun
Next weekend
20 Jun - 22 Jun

Holiday Rentals in Crestwood

Sentral Michigan Avenue
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (776)
"we enjoyed the stay"
The price is S$281
includes taxes & fees
29 Jun - 30 Jun
Sentral Michigan Avenue
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
36-inch flat-screen TV with digital channels, TV

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

3.5 star property
8.8 out of 10, Excellent, (528)
"Love the place "
The price is S$179
includes taxes & fees
1 Jul - 2 Jul
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
1 bedroom, individually decorated, individually furnished, desk

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 star property
8.6 out of 10, Excellent, (299)
"Super cool spot in a great part of the city."
The price is S$146
includes taxes & fees
8 Jul - 9 Jul
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
Level Chicago – Old Town
Front of property – evening/night

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (319)
"was very nice, lots of amenities, and clean."
The price is S$494
includes taxes & fees
15 Jun - 16 Jun
Level Chicago – Old Town
Kasa Magnificent Mile Chicago
49-inch Smart TV with digital channels, TV, streaming services

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (415)
"Great stay "
Kasa Magnificent Mile Chicago
Sonder by Marriott Bonvoy The Burnham Apartments Loop
1 bedroom, premium bedding, individually decorated

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 star property
8.8 out of 10, Excellent, (181)
"Easy and great for extended stay."
The price is S$259
includes taxes & fees
29 Jun - 30 Jun
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
View from property

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

3.5 star property
8.4 out of 10, Very good, (105)
"Awesome"
The price is S$209
includes taxes & fees
7 Jul - 8 Jul
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
The Neighborhood Hotel-Little Italy
Front of property

The Neighborhood Hotel-Little Italy

4.0 star property
9.8 out of 10, Exceptional, (164)
"wonderful stay- loved this place incredibly clean and great communication "
The Neighborhood Hotel-Little Italy
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
Property amenity

Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

3.5 star property
8.4 out of 10, Very good, (161)
"Great location and much larger space than I expected. Great location in the Loop with access to public transit and walkable. "
The price is S$203
includes taxes & fees
1 Jul - 2 Jul
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
Kasa South Loop Chicago
City view

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (301)
"Wonderful stay and view"
Kasa South Loop Chicago
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
1 bedroom, desk, laptop workspace, blackout curtains

Comfort Inn Chicago Southland I-80 & I-294 Near Casino

2.5 star property
3.6 out of 10, (35)
"Nice inside room but it’s not safe outside area"
The price is S$123
includes taxes & fees
24 Jun - 25 Jun
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
Sonder by Marriott Bonvoy The Opal Apartments River North
42-inch flat-screen TV with digital channels, TV, streaming services

Sonder by Marriott Bonvoy The Opal Apartments River North

3.5 star property
8.8 out of 10, Excellent, (39)
"This is a perfect location to walk around downtown, have dining options at walking distance. Everything was perfect for my family trip. The only issue is the noise its close to walgreens that gets deliveries at like 5am and the noise is so bad it wakes you up."
The price is S$237
includes taxes & fees
30 Jun - 1 Jul
Sonder by Marriott Bonvoy The Opal Apartments River North
Kasa River North Chicago
Library

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (148)
"Great stay, clean room!"
Kasa River North Chicago
Sonder by Marriott Bonvoy Greektown Apartments
40-inch flat-screen TV with digital channels, TV

Sonder by Marriott Bonvoy Greektown Apartments

3.5 star property
9.0 out of 10, Wonderful, (52)
"Great location, easy stay!"
The price is S$249
includes taxes & fees
29 Jun - 30 Jun
Sonder by Marriott Bonvoy Greektown Apartments
Ground Floor Studios in Chicago by 747 Lofts
Exterior

Ground Floor Studios in Chicago by 747 Lofts

2.0 star property
9.6 out of 10, Exceptional, (14)
"Its was in a good location for anyone who has family close by. Bed was wonderful. "
Ground Floor Studios in Chicago by 747 Lofts
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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Frequently asked questions

Can I find a holiday rental in Crestwood?

Yes, there are holiday rentals in Crestwood close to Hollywood Park, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Crestwood. Make sure you have time to check out the entertainment choices while you're in the area.

What can I see and do in Crestwood?

While exploring the area, visit family-friendly sights like Hollywood Park, or get outside and enjoy nature at Lake Katherine Nature Center. In the wider area, you’ll find Soldier Field and Trinity Christian College.

What are holiday rentals like in Crestwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Crestwood. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a family getaway.