Holiday rentals 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
Guest suite in Lincoln Square
4.99 out of 5 average rating, 300 reviewsPrivate Lincoln Square one bed+bath studio apt.
Guest favourite
Flat in Lincoln Park
4.96 out of 5 average rating, 382 reviewsSophisticated Flat in Historic Building
Guest favourite
Apartment in Lake View
4.99 out of 5 average rating, 569 reviewsUrban Comfort in the Heart of Chicago
Guest favourite
Flat in Roscoe Village
4.95 out of 5 average rating, 244 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Guest favourite
Home in Lincoln Park
4.81 out of 5 average rating, 199 reviewsSpacious Luxury Townhouse - Old Town
Guest favourite
Flat in West Town
4.95 out of 5 average rating, 365 reviewsA Vintage Pink House in the Heart of Chicago
Guest favourite
Flat in Lincoln Park
4.91 out of 5 average rating, 45 reviewsEntire Apartment in Lincoln Park
Superhost
Apartment in Lincoln Park
4.78 out of 5 average rating, 87 reviewsStylish Stay Steps from Old Town + Lincoln Park
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
$95 SGD before taxes and fees
Destinations to explore
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