Apartment vacation rentals in Northwest Side
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Top-rated apartment rentals in Northwest Side
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 Northwest Side apartment rentals
Weekly apartment rentals
Apartment in Logan Square
4.96 out of 5 average rating, 219 reviewsSpacious apartment in Logan Square
Oct 22 – 29
Apartment in Oak Park
4.85 out of 5 average rating, 530 reviewsLong stays welcome@warm&cute vintage 2BR
Oct 20 – 27
Apartment in Chicago
4.91 out of 5 average rating, 226 reviewsSkylights, King Bed, 2 bedrooms
Feb 20 – 27
Apartment in Logan Square
4.9 out of 5 average rating, 283 reviewsModern Logan Square Apartment, steps from train!
Mar 27 – Apr 3
Apartment in Lincoln Square
4.96 out of 5 average rating, 323 reviewsBright family-friendly Lincoln Square 2-bed 1-bath
Jan 4 – 11
Apartment in Chicago
4.89 out of 5 average rating, 177 reviewsHistoric Chicago neighborhood flat
Dec 1 – 8
Apartment in Chicago
4.96 out of 5 average rating, 344 reviewsLovely, bright, 3-bedroom Avondale flat. Private.
Aug 23 – 30
Apartment in Avondale
4.86 out of 5 average rating, 175 reviewsAttic apartment in a hip neighborhood!
Sep 24 – Oct 1
Private apartment rentals
Apartment in Chicago
4.9 out of 5 average rating, 270 reviewsTree top 2nd floor 3 bedrm Apt
Nov 8 – 15
Apartment in Chicago
4.93 out of 5 average rating, 187 reviewsTaj Ma-small at Wrigley
Jan 24 – 31
Apartment in Logan Square
4.87 out of 5 average rating, 287 reviewsSawyer Get-Away in Logan Square
Sep 21 – 28
Apartment in Oak Park
4.89 out of 5 average rating, 335 reviewsCharming Chicago-Style, Vintage, Tv NFL PASS
Jan 6 – 13
Apartment in Chicago
4.86 out of 5 average rating, 324 reviewsThe Avondale Garden Unit
Jun 27 – Jul 4
Apartment in Avondale
4.81 out of 5 average rating, 112 reviewsCozy Avondale apt right by Belmont blue line stop
Jul 7 – 14
Apartment in Chicago
4.81 out of 5 average rating, 124 reviewsTranquil & Airy 1BR Apt in Lincoln Square
May 7 – 14
Apartment in Forest Park
4.92 out of 5 average rating, 112 reviewsVillage Cottage - Forest Park Studio Pets 72142F
May 7 – 14
Apartment rentals with a hot tub
Apartment in Chicago
4.88 out of 5 average rating, 394 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
Jun 27 – Jul 4
Apartment in Berwyn
4.91 out of 5 average rating, 203 reviews“Dream slice of urban homesteading.”
Oct 22 – 29
Apartment in Chicago
4.87 out of 5 average rating, 156 reviewsStunning Panoramic Chicago Views & Free Parking
Nov 29 – Dec 6
Apartment in Chicago
4.9 out of 5 average rating, 30 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Mar 19 – 26
Apartment in Belmont Cragin
5.0 out of 5 average rating, 25 reviewsBelmont Pleasures - hot tub / arcade gaming room
Mar 15 – 22
Apartment in Chicago
4.94 out of 5 average rating, 18 reviewsSpacious Beautiful Condo
Oct 20 – 27
Apartment in Avondale
4.8 out of 5 average rating, 10 reviewsSpacious & Homey Chicago 2BR Apartment
Aug 21 – 28
Apartment in Chicago
5.0 out of 5 average rating, 10 reviewsLake, City, & River View Condo
Jul 19 – 26
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- Family travel hub Tips and inspiration
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