Condo vacation rentals in North Side
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Top-rated condo rentals in North Side
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Vacation rentals for every style
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Popular amenities for North Side condo rentals
Weekly condo rentals
Condo in Chicago
4.86 out of 5 average rating, 191 reviewsBold Ukrainian Village 2 Bedroom w/Garage Parking
Jan. 2 – 9
Condo in Wrigleyville
4.97 out of 5 average rating, 119 reviewsWrigleyville Inn. Historic Greystone. Parking pass
Jan. 6 – 13
Condo in East Rogers Park
4.98 out of 5 average rating, 254 reviewsNorthside Chicago Favorite with parking!
Aug. 30 – Sep. 6
Condo in Chicago
4.84 out of 5 average rating, 303 reviewsPeaceful & Airy Modern-Chic Condo in Trendy Pilsen
Apr. 6 – 13
Condo in Chicago
4.91 out of 5 average rating, 233 reviewsModern/Spacious 2BR/2BA West Town
Nov. 13 – 20
Condo in Lincoln Square
4.96 out of 5 average rating, 112 reviewsBest Lincoln Square location. Spacious 2 bedroom
Jan. 11 – 18
Condo in Chicago
4.96 out of 5 average rating, 126 reviewsEast Lakeview Designer Condo with 2 Bd, 2 Bath
Jul. 8 – 15
Condo in Wrigleyville
4.94 out of 5 average rating, 111 reviewsClifton Garden Oasis 1 Min Walk to Wrigley
Sep. 15 – 22
Pet-friendly condo rentals
Condo in Evanston
4.76 out of 5 average rating, 565 reviewsSpacious Evanston Unit - Walk to Northwestern U
Dec. 2 – 9
Condo in Chicago
4.83 out of 5 average rating, 307 reviewsChic and Charming Vintage Condominium in Lincoln Park
Jan. 29 – Feb. 5
Condo in Chicago
4.99 out of 5 average rating, 212 reviews❤︎ of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D
Mar. 16 – 23
Condo in Chicago
4.91 out of 5 average rating, 296 reviewsSusie's Space. 2BR easy parking & pet friendly
Jul. 19 – 26
Condo in Chicago
4.95 out of 5 average rating, 128 reviewsThe Grand Kimball Lodge, Logan Square, Sleeps 14
Jan. 11 – 18
Condo in Chicago
4.82 out of 5 average rating, 177 reviewsCan't Beat This 2min Walk to Wrigley!
Nov. 21 – 28
Condo in Chicago
4.78 out of 5 average rating, 199 reviewsModern Luxury In Old Town - Sleeps 4
Nov. 18 – 25
Condo in Chicago
4.79 out of 5 average rating, 107 reviewsSpacious Home, Incredible Lakeview Location
Aug. 17 – 24
Condo rentals with a pool
Condo in Chicago
4.75 out of 5 average rating, 145 reviewsCentral Downtown Location-Modern 2BR Condo
Jul. 3 – 10
Condo in Evanston
4.91 out of 5 average rating, 102 reviewsChicago's Treasure "Heart of Evanston" 2bdr +1 Ba
Dec. 9 – 16
Condo in Lisle
4.95 out of 5 average rating, 42 reviewsPeaceful Condo in Lisle, Illinois
Feb. 8 – 15
Condo in Elk Grove Village
4.95 out of 5 average rating, 56 reviewsJust remodeled apartment close to airport and mall
Nov. 21 – 28
Condo in Downers Grove
4.9 out of 5 average rating, 52 reviewsUpscale, Washer Dryer, Smoke Free, Pet Free,
May 28 – Jun. 4
Condo in Uptown
4.75 out of 5 average rating, 16 reviewsLovely condo studio
Jan. 29 – Feb. 5
Condo in Chicago
4.7 out of 5 average rating, 27 reviews1 bedroom in the heart of downtown Chicago.
Jul. 7 – 14
Room in Naperville
4.5 out of 5 average rating, 6 reviewsPrivate Bedroom with Private Bath - 2nd floor
Jan. 6 – 13
Destinations to explore
- Downtown Chicago Vacation rentals
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