Apartment vacation rentals in Old Town, Chicago
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Top-rated apartment rentals in Old Town, Chicago
Guests agree: these apartments 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 apartment rentals
Weekly apartment rentals
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4.96 out of 5 average rating, 278 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
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4.87 out of 5 average rating, 278 reviewsWELCOME TO NANCY'S PAD!
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4.88 out of 5 average rating, 139 reviewsCharming Two Bedroom in Wicker Park
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4.92 out of 5 average rating, 346 reviewsSpacious & private! Free parking! Great location!
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4.87 out of 5 average rating, 300 reviewsLogan Square Video Game Loft
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4.97 out of 5 average rating, 278 reviewsThe Garden on Wayne
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4.87 out of 5 average rating, 179 reviewsLovely and Cozy Suite on Southport !
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4.98 out of 5 average rating, 256 reviewsUkrainian Village Garden Retreat
Private apartment rentals
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4.96 out of 5 average rating, 357 reviewsBright family-friendly Lincoln Square 2-bed 1-bath
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4.96 out of 5 average rating, 416 reviewsKing Bed, Huge Spa Shower, Dining Destination
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4.93 out of 5 average rating, 143 reviewsSun drenched 2 bedroom 1 bath with Kitchen & W/D
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4.97 out of 5 average rating, 144 reviewsDesigner Avondale Attic
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4.82 out of 5 average rating, 407 reviewsWESTERN AVE ARTISTS LOFTS- Park Free
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4.98 out of 5 average rating, 222 reviewsSpacious 2BR on Quiet St - Free Park/Late Checkout
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4.93 out of 5 average rating, 413 reviewsRavenswood Guest House Annex
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4.94 out of 5 average rating, 143 reviews*Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D
Apartment rentals with a hot tub
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New place to stayDepaul SelfCheckin WasherDryer 15minsdowntown
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4.88 out of 5 average rating, 50 reviewsSpacious Beautiful Condo
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4.85 out of 5 average rating, 53 reviewsPrivate Rooftop Views from Penthouse Suite
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5 out of 5 average rating, 20 reviewsSkyline Oasis: City & Lake Views
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4.99 out of 5 average rating, 74 reviewsBelmont Pleasures - hot tub / arcade gaming room
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5 out of 5 average rating, 21 reviewsLake, City, & River View Condo
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4.94 out of 5 average rating, 49 reviews420 friendly apt with 2 queens,1full roller,1 twin
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4.75 out of 5 average rating, 44 reviewsThe Professional's Playground
Quick stats about apartment rentals in Old Town, Chicago
Total rentals
30 properties
Nightly prices starting at
€ 96 before taxes and fees
Total number of reviews
3.5K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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