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 Irving Park
4.92 out of 5 average rating, 593 reviewsExplore Chicago from an Urban Sanctuary with Free Parking
Sep 16 – 23
Apartment in Logan Square
4.87 out of 5 average rating, 287 reviewsSawyer Get-Away in Logan Square
Sep 9 – 16
Apartment in Chicago
4.89 out of 5 average rating, 177 reviewsHistoric Chicago neighborhood flat
Mar 1 – 8
Apartment in Chicago
4.91 out of 5 average rating, 226 reviewsSkylights, King Bed, 2 bedrooms
Feb 21 – 28
Apartment in Chicago
4.91 out of 5 average rating, 373 reviewsThe Grotto of Logan Square
Sep 20 – 25
Apartment in Logan Square
4.9 out of 5 average rating, 283 reviewsModern Logan Square Apartment, steps from train!
Sep 27 – Oct 4
Apartment in Logan Square
4.87 out of 5 average rating, 486 reviewsLogan Square Studio
Dec 1 – 8
Apartment in Oak Park
4.91 out of 5 average rating, 104 reviewsLovely, spacious 2bd, 1bath home w/free parking
Sep 23 – 30
Private apartment rentals
Apartment in Chicago
4.96 out of 5 average rating, 344 reviewsLovely, bright, 3-bedroom Avondale flat. Private.
Sep 3 – 10
Apartment in Chicago
4.87 out of 5 average rating, 124 reviewsRemodeled Boho Chic 1 Bed in Hip Logan Square
Jun 24 – Jul 1
Apartment in Chicago
4.89 out of 5 average rating, 152 reviewsHuge Pet Friendly East Albany Park Apartment
Jun 25 – Jul 2
Apartment in Park Ridge
4.79 out of 5 average rating, 322 reviewsModern Garden apartment (WHOLE UNIT)
Mar 20 – 27
Apartment in Avondale
4.81 out of 5 average rating, 113 reviewsCozy Avondale apt right by Belmont blue line stop
Jul 6 – 13
Apartment in Chicago
4.81 out of 5 average rating, 125 reviewsTranquil & Airy 1BR Apt in Lincoln Square
May 8 – 15
Apartment in Forest Park
5.0 out of 5 average rating, 222 reviewsLike a Treehouse!
Oct 24 – 31
Apartment in Chicago
4.96 out of 5 average rating, 163 reviews2BR Centrally Located in Cozy Hip Logan Square
Apr 26 – May 3
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
Oct 24 – 31
Apartment in Berwyn
4.91 out of 5 average rating, 203 reviews“Dream slice of urban homesteading.”
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 Chicago
4.91 out of 5 average rating, 32 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Nov 25 – Dec 2
Apartment in Belmont Cragin
5.0 out of 5 average rating, 26 reviewsBelmont Pleasures - hot tub / arcade gaming room
Oct 23 – 30
Apartment in Chicago
4.9 out of 5 average rating, 20 reviewsSpacious Beautiful Condo
Oct 22 – 29
Apartment in Avondale
4.8 out of 5 average rating, 10 reviewsSpacious & Homey Chicago 2BR Apartment
Oct 10 – 17
Apartment in The Loop
5.0 out of 5 average rating, 3 reviewsThe Playwright's Palace
Oct 31 – Nov 7
Destinations to explore
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