
Holiday houses in Crestwood
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Top-rated holiday rentals in Crestwood
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Crestwood

Apartment in Frankfort
5 out of 5 average rating, 3 reviewsStudio 2B at Das Kreger Haus
JorgeRating, 5 stars1 week ago
Really enjoyed my stay here. The place was clean, comfortable, and in a great location—super convenient for getting around. The host was great—very clear with instructions, super responsive, and genuinely helpful throughout the whole stay. Would definitely book again.

Home in Homewood
4.85 out of 5 average rating, 41 reviewsThe executive suite
GustavoRating, 5 stars2 weeks ago
The place was very nice if I come back to Chicago I will definitely be staying here again!
Guest favourite

Private room in Richton Park
4.85 out of 5 average rating, 243 reviewsUrbal retreat
RichardRating, 5 stars1 week ago
Great place to rest up for the night
Guest favourite

Home in Oak Forest
4.88 out of 5 average rating, 92 reviewsMy Prima Karina 4bd 2ba in Chicago Suburbs
HeatherRating, 5 stars2 weeks ago
I loved this place.. it's about a 35-40 min drive to downtown Chicago which was perfect for us. There's good restaurants in the area. The house is so much nicer than the photos even show and they have everything you could need including some seasonings already there. We loved it!

Home in Tinley Park
4.6 out of 5 average rating, 5 reviewsLuxury Townhome in Tinley Park Near Shops & Train
StevetteRating, 5 stars4 weeks ago
The home was a beautiful place. The Host was super helpful. My Family and I arrived Hours early ( 11:00a.m) and was aloud to check in once we had arrived. Danita was so helpful I truly appreciated the communication. The home was lovely, warm and cozy. The home was spacious and pleasing. I so recommend staying here. Because once I return back to Chicago I will be rebooting myself another stay. Thank you again Danita for being a fantastic Host
Guest favourite

Private room in Blue Island
4.9 out of 5 average rating, 231 reviewsChicago commuter room
MargaretRating, 5 stars1 week ago
I throughly enjoyed my stay at Karen’s house. She knew Chicago very well and was helpful in guiding us to where we needed to go. Her home was very comfortable and we really felt at home.
Guest favourite

Home in Markham
4.81 out of 5 average rating, 32 reviewsSpacious Home | Backyard & Fireplace
BrianRating, 5 stars1 week ago
Maurice’s home was beyond my expectations. The home was beautiful and clean. Easy to access and had plenty to offer for our stay. The home kept us housed and safe. The home is also close to a lot of stores and it’s only a 30 minute drive to the heart of Chicago. Not to mention it is located in a quiet neighborhood. Maurice was fast at responding and was so kind. Definitely, one of my favorite host thus far since booking through AirBnB. Easy to communicate with and gave clear instructions. Can’t wait to return again someday and possibly book my stay here again!

Home in Homewood
4.74 out of 5 average rating, 99 reviewsCottage Feel 2 bedroom Home!
SusanRating, 5 stars6 months ago
Love this cozy cottage type home. Very comfortable and great location in Homewood and easy access to Metra. Enjoy walking in the neighborhood, felt very safe! Marcia is WONDERFUL, very nice person & superb hostess!
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Lincoln Park Zoo
- Wicker Park
- Brookfield Zoo
- Washington Park Zoo
- The 606
- The Beverly Country Club
- Flossmoor Golf Club
- Chicago Cultural Center