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 West Town
4.89 out of 5 average rating, 473 reviewsiKlektik House Chicago / Robin
Sep 22 – 29
Apartment in Little Italy
4.98 out of 5 average rating, 199 reviewsSpacious 2BR on Quiet St - Free Park/Late Checkout
Jan 4 – 11
Apartment in Lincoln Square
4.96 out of 5 average rating, 323 reviewsBright family-friendly Lincoln Square 2-bed 1-bath
Dec 18 – 25
Apartment in East Rogers Park
4.89 out of 5 average rating, 105 reviewsLAKESIDE PIED `A TERRE STEPS TO BEACH
Mar 18 – 25
Apartment in West Loop
4.99 out of 5 average rating, 355 reviewsPeaceful River West Apt with free parking
Jun 7 – 14
Apartment in Lincoln Square
4.81 out of 5 average rating, 125 reviewsTranquil & Airy 1BR Apt in Lincoln Square
May 8 – 15
Apartment in Bridgeport
4.98 out of 5 average rating, 171 reviewsBridgeport Garden Apartment
Sep 4 – 11
Apartment in Irving Park
4.86 out of 5 average rating, 102 reviews⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Apr 4 – 11
Private apartment rentals
Apartment in Chicago
4.82 out of 5 average rating, 437 reviewsLovely Andersonville Apt with Ideal Location
Dec 27 – Jan 3
Apartment in West Town
4.9 out of 5 average rating, 125 reviewsSpacious & New Modern-Chic Condo Close to Downtown
Feb 9 – 16
Apartment in Chicago
4.84 out of 5 average rating, 175 reviewsThe Cottage
Oct 1 – 8
Apartment in Logan Square
4.91 out of 5 average rating, 373 reviewsThe Grotto of Logan Square
Sep 20 – 25
Apartment in Wicker Park
4.84 out of 5 average rating, 480 reviewsRelaxed Bucktown/Wicker Park 1B Apt
Sep 12 – 19
Apartment in Pilsen Historic District
4.89 out of 5 average rating, 202 reviewsSpectacular Pilsen Studio for 2!
Dec 8 – 15
Apartment in Logan Square
4.89 out of 5 average rating, 339 reviewsSunny Logan Square Artists' home
Feb 18 – 25
Apartment in Wicker Park
4.78 out of 5 average rating, 219 reviewsPrivate Studio Apt in the Heart of Wicker Park!
Mar 23 – 30
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
Oct 24 – 31
Apartment in Near South Side
4.87 out of 5 average rating, 156 reviewsStunning Panoramic Chicago Views & Free Parking
Nov 15 – 22
Apartment in Berwyn
4.91 out of 5 average rating, 203 reviews“Dream slice of urban homesteading.”
Oct 24 – 31
Apartment in Logan Square
4.91 out of 5 average rating, 32 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Nov 25 – Dec 2
Apartment in West Loop
5.0 out of 5 average rating, 10 reviewsSkyline Oasis: City & Lake Views
Sep 20 – 27
Apartment in The Loop
5.0 out of 5 average rating, 7 reviewsThe Downtown Oasis (2BD / 2BA)
Feb 10 – 17
Apartment in West Town
4.88 out of 5 average rating, 42 reviewsCloud 9 | Presidential Penthouse Suite | The Iris
Feb 24 – Mar 3
Apartment in West Rogers Park
4.9 out of 5 average rating, 20 reviewsSpacious Beautiful Condo
Oct 22 – 29
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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