Holiday houses in Old Town, Chicago
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Top-rated holiday rentals in Old Town, Chicago
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Old Town, Chicago holiday rentals
Other great holiday rentals in Old Town, Chicago
Guest favourite
Loft in Lake View
4.96 out of 5 average rating, 425 reviewsLakeview Loft-Vintage Chicago, Modern Amenities
Guest favourite
Home in Lake View
4.98 out of 5 average rating, 208 reviewsWrigleyville Southport Studio
Guest favourite
Apartment in Lincoln Park
4.98 out of 5 average rating, 307 reviewsLincoln Pk-parking-wifi-King bd-crib-kid friendly
Guest favourite
Apartment in West Town
4.97 out of 5 average rating, 458 reviewsFully Furnished Apartment Wicker Park Free Parking
Guest favourite
Condo in Lake View
4.99 out of 5 average rating, 573 reviewsUrban Comfort in the Heart of Chicago
Guest favourite
Apartment in Wicker Park
4.95 out of 5 average rating, 259 reviewsHeart of Bucktown
Guest favourite
Apartment in West Town
4.95 out of 5 average rating, 365 reviewsA Vintage Pink House in the Heart of Chicago
Guest favourite
Apartment in Lincoln Park
4.89 out of 5 average rating, 149 reviewsLincoln Paradise– Steps to Park & Zoo!
Quick stats about holiday rentals in Old Town, Chicago
Total rentals
70 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
5.5K reviews
Nightly prices starting at
$114 NZD before taxes and fees
Destinations to explore
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