Vacation rentals in Old Town, Chicago
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Top-rated vacation rentals in Old Town, Chicago
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Old Town, Chicago vacation rentals
Other great vacation rentals in Old Town, Chicago
Guest favourite
Guest suite in Lincoln Square
4.99 out of 5 average rating, 301 reviewsPrivate Lincoln Square one bed+bath studio apt.
Guest favourite
Condo in Lake View
4.99 out of 5 average rating, 573 reviewsUrban Comfort in the Heart of Chicago
Guest favourite
Guesthouse in Lincoln Park
4.96 out of 5 average rating, 171 reviewsCoach House w/ Heated Garage & Pvt. Rooftop Deck
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
4.98 out of 5 average rating, 307 reviewsLincoln Pk-parking-wifi-King bd-crib-kid friendly
Guest favourite
Guest suite in Lake View
4.91 out of 5 average rating, 362 reviewsContemporary, private suite w fireplace
Guest favourite
Apartment in Lincoln Park
4.91 out of 5 average rating, 45 reviewsEntire Apartment in Lincoln Park
Quick stats about vacation 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 CAD before taxes and fees
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