Apartment vacation rentals in Near North Side, Chicago
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Top-rated apartment rentals in Near North Side, 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 Near North Side, Chicago apartment rentals
Weekly apartment rentals
Apartment in East Rogers Park
4.89 out of 5 average rating, 105 reviewsLAKESIDE PIED `A TERRE STEPS TO BEACH
Dec 12 – 19
Apartment in Logan Square
4.96 out of 5 average rating, 257 reviewsLogan Square 2nd Floor Chicago Victorian
Apr 15 – 22
Apartment in Chicago
4.8 out of 5 average rating, 385 reviews'Secret Garden' Apartment in Wrigleyville
Oct 4 – 11
Apartment in Lake View
4.86 out of 5 average rating, 201 reviewsPrivate Queen Bedroom and En Suite Bath
Jul 25 – Aug 1
Apartment in Lincoln Square
4.96 out of 5 average rating, 323 reviewsBright family-friendly Lincoln Square 2-bed 1-bath
Dec 14 – 21
Apartment in Irving Park
4.97 out of 5 average rating, 251 reviewsSpacious 1BR apartment in a central location
Oct 1 – 8
Apartment in Near West Side
4.81 out of 5 average rating, 270 reviewsThe Banksy-Greystone Rooftop Firepit United Center
Apartment in Chicago
4.97 out of 5 average rating, 457 reviewsFully Furnished Apartment Wicker Park Free Parking
Jul 28 – Aug 2
Private apartment rentals
Apartment in Irving Park
4.86 out of 5 average rating, 102 reviews⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Apr 4 – 11
Apartment in Chicago
4.98 out of 5 average rating, 131 reviewsModern Apt with style & comfort in Pilsen Chicago
Jul 5 – 12
Apartment in Logan Square
4.91 out of 5 average rating, 373 reviewsThe Grotto of Logan Square
Sep 3 – 8
Apartment in West Town
4.92 out of 5 average rating, 326 reviewsBright, Modern Apartment in a Vintage Greystone
Mar 4 – 11
Apartment in Chicago
4.84 out of 5 average rating, 175 reviewsThe Cottage
Sep 26 – Oct 3
Apartment in Logan Square
4.85 out of 5 average rating, 111 reviewsConvenient local, private apt. on the Northside!
Apartment in Portage Park
4.95 out of 5 average rating, 109 reviewsComfortable, modern apartment 20 Min from Downtown
Mar 8 – 15
Apartment in Pilsen Historic District
4.89 out of 5 average rating, 202 reviewsSpectacular Pilsen Studio for 2!
Dec 8 – 15
Apartment rentals with a hot tub
Apartment in West Town
4.88 out of 5 average rating, 394 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
Jul 10 – 17
Apartment in Chicago
4.87 out of 5 average rating, 156 reviewsStunning Panoramic Chicago Views & Free Parking
Mar 27 – Apr 3
Apartment in West Loop
4.87 out of 5 average rating, 106 reviewsCloud9 |XL Penthouse+Movie Theater+Gym |The Harper
Apr 8 – 15
Apartment in Berwyn
4.91 out of 5 average rating, 203 reviews“Dream slice of urban homesteading.”
Oct 3 – 10
Apartment in Logan Square
4.91 out of 5 average rating, 32 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Nov 7 – 14
Apartment in West Loop
5.0 out of 5 average rating, 10 reviewsSkyline Oasis: City & Lake Views
Jul 26 – Aug 2
Apartment in The Loop
5.0 out of 5 average rating, 6 reviewsThe Downtown Oasis (2BD / 2BA)
Feb 10 – 17
Apartment in West Rogers Park
4.95 out of 5 average rating, 19 reviewsSpacious Beautiful Condo
Oct 14 – 21
Quick stats about apartment rentals in Near North Side, Chicago
Total rentals
890 properties
Rentals with dedicated workspaces
580 properties have a dedicated workspace
Rentals with a pool
450 properties have a pool
Pet-friendly rentals
480 properties allow pets
Family-friendly rentals
270 properties are a good fit for families
Total number of reviews
26K reviews
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