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
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
Apartment in Lincoln Park
4.98 out of 5 average rating, 300 reviewsLincoln Pk-parking-wifi-King bd-crib-kid friendly
Apartment in West Town
4.96 out of 5 average rating, 262 reviewsTurquoise Wonder - Clean, Cozy & Stylish Apt
Condo in Lincoln Park
4.91 out of 5 average rating, 246 reviewsOld Town Pied-à-Terre w/Pvt Terrace and Parking
Apartment in Roscoe Village
4.96 out of 5 average rating, 237 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Apartment in Lincoln Park
4.98 out of 5 average rating, 296 reviewsRedesigned Lower Level Studio in Historic Building
Apartment in Wicker Park
4.97 out of 5 average rating, 236 reviewsStylish First Flr. Studio. Best Location Division+Hermitage.
Guest suite in Lincoln Square
4.94 out of 5 average rating, 177 reviewsLincoln Square In-laws Suite: Private Entrance
Apartment in Humboldt Park
4.98 out of 5 average rating, 106 reviewsHumboldt Park Loft
Other great vacation rentals in Old Town, Chicago
Home in Uptown
4.89 out of 5 average rating, 332 reviewsPrivate 3rd Floor Apartment
Condo in Lincoln Park
4.78 out of 5 average rating, 83 reviewsStylish Stay Steps from Old Town + Lincoln Park
Apartment in Lincoln Park
4.91 out of 5 average rating, 23 reviewsOld Town Chicago Home
Apartment in Lincoln Park
4.9 out of 5 average rating, 42 reviewsEntire Apartment in Lincoln Park
Condo in Lincoln Park
4.94 out of 5 average rating, 50 reviewsNEW luxury Old Town 1-Bedroom condo
Home in Lincoln Park
5.0 out of 5 average rating, 45 reviewsCharming 3-BED in Lincoln Park/ Old Town & Parking
Apartment in Old Town
4.94 out of 5 average rating, 54 reviewsBreathtaking & Chic Oasis Loc in Desirable Old Twn
Apartment in Lincoln Park
4.97 out of 5 average rating, 93 reviewsElegant Depaul Apt on Jonquil 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
$70 before taxes and fees
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