Apartment vacation rentals in North Side
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Top-rated apartment rentals in North Side
Guests agree: these apartments are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for North Side apartment rentals
Weekly apartment rentals
Apartment in Logan Square
4.91 out of 5 average rating, 371 reviewsThe Grotto of Logan Square
Oct. 1 – 6
Apartment in Chicago
4.93 out of 5 average rating, 187 reviewsTaj Ma-small at Wrigley
Feb. 15 – 22
Apartment in Irving Park
4.86 out of 5 average rating, 101 reviews⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Feb. 7 – 14
Apartment in Lake View
4.86 out of 5 average rating, 201 reviewsPrivate Queen Bedroom and En Suite Bath
Jul. 14 – 21
Apartment in Logan Square
4.96 out of 5 average rating, 255 reviewsLogan Square 2nd Floor Chicago Victorian
Dec. 17 – 24
Apartment in Logan Square
4.87 out of 5 average rating, 484 reviewsLogan Square Studio
Feb. 6 – 13
Apartment in Logan Square
4.9 out of 5 average rating, 283 reviewsModern Logan Square Apartment, steps from train!
Apr. 19 – 26
Apartment in Chicago
4.82 out of 5 average rating, 436 reviewsLovely Andersonville Apt with Ideal Location
Jan. 12 – 19
Private apartment rentals
Apartment in Norwood Park
4.95 out of 5 average rating, 195 reviewsFree Parking & King Bed in Desirable Norwood Park!
Oct. 17 – 24
Apartment in Logan Square
4.89 out of 5 average rating, 339 reviewsSunny Logan Square Artists' home
Dec. 1 – 8
Apartment in Logan Square
4.81 out of 5 average rating, 105 reviewsWelcome Chez Moi
Aug. 13 – 20
Apartment in Andersonville
4.96 out of 5 average rating, 252 reviewsSunny, Cozy, Colorful Andersonville
Sep. 29 – Oct. 6
Apartment in Lake View
4.88 out of 5 average rating, 188 reviewsComfort zone
Feb. 9 – 16
Apartment in Andersonville
4.96 out of 5 average rating, 483 reviewsStunning Retro Apartment in Andersonville
Dec. 14 – 21
Apartment in Park Ridge
4.79 out of 5 average rating, 322 reviewsModern Garden apartment (WHOLE UNIT)
Apr. 16 – 23
Apartment in Chicago
4.86 out of 5 average rating, 324 reviewsThe Avondale Garden Unit
Apr. 4 – 11
Apartment rentals with a hot tub
Apartment in West Town
4.88 out of 5 average rating, 393 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
Oct. 9 – 16
Apartment in Chicago
4.87 out of 5 average rating, 156 reviewsStunning Panoramic Chicago Views & Free Parking
Oct. 4 – 11
Apartment in Berwyn
4.91 out of 5 average rating, 202 reviews“Dream slice of urban homesteading.”
Feb. 10 – 17
Apartment in West Loop
4.87 out of 5 average rating, 106 reviewsCloud9 |XL Penthouse+Movie Theater+Gym |The Harper
Mar. 1 – 8
Apartment in Logan Square
4.9 out of 5 average rating, 30 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Mar. 11 – 18
Apartment in West Rogers Park
5.0 out of 5 average rating, 17 reviewsSpacious Beautiful Condo
Oct. 14 – 21
Apartment in Streeterville
5.0 out of 5 average rating, 10 reviewsLake, City, & River View Condo
Jul. 9 – 16
Apartment in Belmont Cragin
5.0 out of 5 average rating, 25 reviewsBelmont Pleasures - hot tub / arcade gaming room
Nov. 7 – 14
Destinations to explore
- Downtown Chicago Vacation rentals
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