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Old Town, Chicago vacation rentals
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Top-rated vacation rentals in Old Town, Chicago
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Old Town, Chicago vacation rentals
Other great vacation rentals in Old Town, Chicago
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Home in West Loop
4.98 out of 5 average rating, 322 reviewsCozy garden apartment historic Jackson Bvld.
![](https://a0.muscache.com/im/pictures/miso/Hosting-21356462/original/3c7a6490-33bf-42f2-b253-f024267a9a78.jpeg?im_w=720)
Home in Lake View
4.98 out of 5 average rating, 212 reviewsWrigleyville Southport Studio
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Rental unit in Logan Square
4.91 out of 5 average rating, 264 reviewsBright & Lofty Bucktown 1br
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Rental unit in Lincoln Park
4.98 out of 5 average rating, 311 reviewsLincoln Pk-parking-wifi-King bd-crib-kid friendly
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Rental unit in Near North Side
4.82 out of 5 average rating, 492 reviewsGreat Location Studio II
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Guest suite in Lincoln Square
4.99 out of 5 average rating, 303 reviewsPrivate Lincoln Square one bed+bath studio apt.
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Townhouse in Lincoln Park
4.98 out of 5 average rating, 234 reviewsBeautiful Lincoln Park/ De Paul Complimentary Parking Permit
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Rental unit in Lincoln Park
4.87 out of 5 average rating, 277 reviewsHistoric Old Town Flat - Minutes from Downtown!
Other great vacation rentals in Old Town, Chicago
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Townhouse in Lincoln Park
4.91 out of 5 average rating, 133 reviewsCheerful 3 story townhouse Old Town/LP
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Guest suite in Lake View
4.91 out of 5 average rating, 364 reviewsContemporary, private suite w fireplace
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Rental unit in Wicker Park
4.95 out of 5 average rating, 179 reviewsWicker Park/Bucktown Location
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Condo in Lincoln Park
4.78 out of 5 average rating, 89 reviewsStylish Stay Steps from Old Town + Lincoln Park
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Serviced apartment in Lincoln Park
4.96 out of 5 average rating, 77 reviewsEnglish garden apt. in the heart of Lincoln Park
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Rental unit in Lincoln Park
4.82 out of 5 average rating, 33 reviewsOld Town Chicago Home
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Home in Lincoln Park
5 out of 5 average rating, 57 reviewsCharming 3-BED in Lincoln Park/ Old Town & Parking
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Guest suite in Old Town
4.99 out of 5 average rating, 83 reviewsTravelers Retreat in Old Town Chicago
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
$70 before taxes and fees
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