Holiday rentals 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
Get the amount of space that is right for you
Popular amenities for Old Town, Chicago holiday rentals
Other great holiday rentals in Old Town, Chicago
Guest favourite
Flat in Wicker Park
4.95 out of 5 average rating, 172 reviewsWicker Park/Bucktown Location
₹9,658 per night
Guest favourite
Loft in Lake View
4.96 out of 5 average rating, 420 reviewsLakeview Loft-Vintage Chicago, Modern Amenities
3–10 Nov
₹12,655 per night
Guest favourite
Flat in Lincoln Park
4.91 out of 5 average rating, 43 reviewsEntire Apartment in Lincoln Park
18–25 Nov
₹12,834 per night
Superhost
Apartment in Lincoln Park
4.79 out of 5 average rating, 84 reviewsStylish Stay Steps from Old Town + Lincoln Park
2–9 Nov
₹12,477 per night
Guest favourite
Home in Lincoln Park
5.0 out of 5 average rating, 46 reviewsCharming 3-BED in Lincoln Park/ Old Town & Parking
11–18 Dec
₹17,251 per night
Guest favourite
Flat in Lincoln Park
4.88 out of 5 average rating, 25 reviewsOld Town Chicago Home
15–22 Jan
₹13,735 per night
Guest favourite
Flat in Old Town
4.95 out of 5 average rating, 57 reviewsBreathtaking & Chic Oasis Loc in Desirable Old Twn
2–9 Sep
₹24,631 per night
Guest favourite
Guest suite in Old Town
4.99 out of 5 average rating, 76 reviewsTravelers Retreat in Old Town Chicago
24–31 Jul
₹17,495 per night
Quick stats about holiday 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
5.5T reviews
Nightly prices starting at
₹5,835 before taxes and fees
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