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
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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
Home in Lake View
4.98 out of 5 average rating, 208 reviewsWrigleyville Southport Studio
Guest favourite
Condo in Lake View
4.99 out of 5 average rating, 567 reviewsUrban Comfort in the Heart of Chicago
Superhost
Apartment in Lincoln Park
4.8 out of 5 average rating, 122 reviewsThe Biddle House (#2)
Guest favourite
Townhouse in Lincoln Park
4.91 out of 5 average rating, 131 reviewsCheerful 3 story townhouse Old Town/LP
Guest favourite
Apartment in West Town
4.96 out of 5 average rating, 266 reviewsTurquoise Wonder - Clean, Cozy & Stylish Apt
Guest favourite
Apartment in Lincoln Park
4.83 out of 5 average rating, 213 reviewsCozy Lincoln Park Studio - Steps to Zoo!
Guest favourite
Guesthouse in Little Italy
4.99 out of 5 average rating, 791 reviewsPolk Street Coach House Apartment, Little Italy/Medical Dist
Quick stats about accommodation 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
$106 AUD before taxes and fees
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