Crestwood Vacation Rentals from ￥14,106: Search Short-Term Rentals

Q: What are some of the best vacation home rentals in Crestwood?

HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony : Visitors like this Crestwood vacation home rental. It is located in the city center and has a balcony, an arcade game room, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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Vacation Rentals in Crestwood

"The staff was extremely helpful and the rooms are clean with a beautiful view of downtown and the lake. I will definitely stay here again. "

￥35,113 total

includes taxes & fees

Sep 25 - Sep 26

49-inch Smart TV with digital channels, TV, streaming services

"Very great place to stay!"

"Real nice place 5 stars ill be back."

36-inch flat-screen TV with digital channels, TV

"Dangerous area at times… but not always bad. And a quick walk to the safe areas for sure!!! I would definitely stay here again."

￥29,310 total

includes taxes & fees

Oct 7 - Oct 8

1 bedroom, individually decorated, individually furnished, desk

"Great stay!"

￥23,420 total

includes taxes & fees

Oct 19 - Oct 20

Deluxe Apartment, 1 Bedroom, Non Smoking, Balcony (Self Check-in with Virtual Front Desk) | Balcony

"It was a really nice and secure property. "

"Great location and lovely amenities. "

￥33,728 total

includes taxes & fees

Oct 23 - Oct 24

"This place was perfect "

1 bedroom, individually furnished, desk, iron/ironing board

"Place was in a great location close to good restaurants "

￥29,310 total

includes taxes & fees

Oct 19 - Oct 20

"This place has everything for a multi-night stay."

Comfort Double Room | Desk, laptop workspace, blackout drapes, free WiFi

"Good "

￥14,106 total

includes taxes & fees

Sep 25 - Sep 26

50-inch flat-screen TV with digital channels, TV

"Great location!!!"

￥31,016 total

includes taxes & fees

Oct 1 - Oct 2

"Super convenient location. Lots of parking options and able to walk to all sites in this area."

￥25,628 total

includes taxes & fees

Oct 21 - Oct 22

Design Townhome, 3 Bedrooms, Kitchen, City View | Terrace/patio

" "

￥33,342 total

includes taxes & fees

Sep 30 - Oct 1

Microwave, oven, stovetop, coffee/tea maker

"This place was nice and clean and close to what I needed to do. I appreciated that it was affordable. "

￥26,159 total

includes taxes & fees

Oct 1 - Oct 2

"Its was in a good location for anyone who has family close by. Bed was wonderful. "

￥19,776 total

includes taxes & fees

Sep 30 - Oct 1

Apartment, 1 Bedroom | Living room | 40-inch flat-screen TV with digital channels, TV

"loved our stay there. close to UIC and Greektown. will stay again"

￥32,750 total

includes taxes & fees

Sep 28 - Sep 29

" The location was excellent and very convenient. The room was spacious and clean, which we really appreciated. The soundproofing could be improved, as traffic noise and the AC unit sometimes disturbed our sleep. Check-in was a bit challenging since we arrived later than planned and had to wait about 20 minutes for a response by email, but once resolved, everything went smoothly. Overall, a good stay with some room for improvement. "

￥33,136 total

includes taxes & fees

Oct 1 - Oct 2

￥37,045 total

includes taxes & fees

Sep 30 - Oct 1

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Top Crestwood Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"This hotel was clean and the staff was very helpful and friendly. Parking is expensive, but that’s the case everywhere in Chicago. The view of the lake and surrounding buildings is very nice! The location is excellent and easy walking distance to everything you want to do in Chicago."

Hyatt Regency Chicago

10/10 Excellent

"Our stay at the Hyatt Regency Chicago was absolutely amazing! The hotel was spotless, and the cleanliness throughout really stood out. Every staff member we encountered was professional, friendly, and went out of their way to make us feel welcome. We loved the convenience of having plenty of on-site food options, which made it easy to grab a quick bite or sit down for a nice meal without leaving the property. The location couldn’t be better—just steps away from the Magnificent Mile and close to so many of Chicago’s top tourist attractions. Overall, the Hyatt Regency Chicago exceeded our expectations, and we’ll definitely stay here again on our next trip!"

Freehand Chicago

10/10 Excellent

"The hotel was beautiful and unique, and the staff were friendly! We enjoyed the cocktail lounge on the first floor. My only complaint is that our Air Conditioning unit didn’t work, but we also didn’t bring that to the attention of the front desk because we had reservations somewhere and weren’t back until late, so I can’t really complain!"

Find out more about Crestwood

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Frequently asked questions

Can I find a vacation rental in Crestwood?

Yes, there are vacation rentals in Crestwood close to Hollywood Park, or you can go with a more remote 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 are some of the best vacation home rentals in Crestwood?

HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony: Visitors like this Crestwood vacation home rental. It is located in the city center and has a balcony, an arcade game room, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 larger area, you’ll find Soldier Field and Trinity Christian College.

What are vacation rentals like in Crestwood?

Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in Crestwood. Vacation rentals offer amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family trip or a small group gathering.

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Crestwood Vacation Rentals

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Vacation Rentals in Crestwood

Sentral Michigan Avenue

Kasa Magnificent Mile Chicago

Level Chicago – Old Town

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

Kasa South Loop Chicago

Sonder by Marriott Bonvoy The Burnham Apartments Loop

The Neighborhood Hotel-Little Italy

Sonder by Marriott Bonvoy The Opal Apartments River North

Kasa River North Chicago

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

Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

Art Villa

Stylish 1BR in West Loop

Cozy Studio in Hyde Park-Walk to Lake & University

Ground Floor Studios in Chicago by 747 Lofts

Sonder by Marriott Bonvoy Greektown Apartments

Twice as Nice: Chic 2BR Stay with Style & Space

Stylish Apartment near Chicago Downtown

Top Crestwood Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

citizenM Chicago Downtown

Hyatt Regency Chicago

The Whitehall Hotel, BW Premier Collection

Congress Plaza Hotel

Hotel Felix River North/Magnificent Mile

Warwick Allerton - Chicago

InterContinental Chicago Magnificent Mile by IHG

Freehand Chicago

Find out more about Crestwood

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