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
4.89 out of 5 average rating, 144 reviewsLincoln Paradise– Steps to Park & Zoo!
Nov 26 – Dec 3
Apartment in Lincoln Park
4.8 out of 5 average rating, 121 reviewsThe Biddle House (#2)
Nov 1 – 8
Apartment in Wicker Park
4.95 out of 5 average rating, 172 reviewsWicker Park/Bucktown Location
Apartment in Wicker Park
4.97 out of 5 average rating, 236 reviewsStylish First Flr. Studio. Best Location Division+Hermitage.
Dec 4 – 11
Apartment in Lincoln Park
4.83 out of 5 average rating, 211 reviewsCozy Lincoln Park Studio - Steps to Zoo!
Oct 31 – Nov 7
Guest suite in Lincoln Square
5.0 out of 5 average rating, 295 reviewsPrivate Lincoln Square one bed+bath studio apt.
Oct 19 – 26
Guest suite in Lincoln Square
4.91 out of 5 average rating, 420 reviewsCozy, Quiet, Garden Getaway!
Mar 23 – 30
Guest suite in West Town
4.96 out of 5 average rating, 306 reviewsAugusta's Garden | Noble Square | Wicker Park
Aug 23 – 30
Other great vacation rentals in Old Town, Chicago
Guest suite in Lincoln Square
4.97 out of 5 average rating, 362 reviewsPrivate suite in Lincoln Square
Mar 1 – 8
Apartment in Lincoln Park
4.86 out of 5 average rating, 188 reviewsPerfect Lincoln Park Retreat - Walk to Depaul!
Jan 28 – Feb 4
Townhouse in Lincoln Park
4.91 out of 5 average rating, 124 reviewsCheerful 3 story townhouse Old Town/LP
Sep 24 – Oct 1
Guest suite in Lake View
4.91 out of 5 average rating, 359 reviewsContemporary, private suite w fireplace
Oct 30 – Nov 6
Condo in Lincoln Park
4.79 out of 5 average rating, 84 reviewsStylish Stay Steps from Old Town + Lincoln Park
Dec 28 – Jan 4
Apartment in Lincoln Park
4.91 out of 5 average rating, 23 reviewsOld Town Chicago Home
Jan 7 – 14
Home in Lincoln Park
5.0 out of 5 average rating, 46 reviewsCharming 3-BED in Lincoln Park/ Old Town & Parking
Jan 1 – 8
Apartment in Lincoln Park
4.91 out of 5 average rating, 43 reviewsEntire Apartment in Lincoln Park
Sep 22 – 29
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
€ 66 before taxes and fees
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