Apartment vacation rentals in Chicago
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Top-rated apartment rentals in 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 Chicago apartment rentals
Weekly apartment rentals
Rental unit in Oak Park
4.87 out of 5 average rating, 269 reviewsCosmopolitan Nest in Oak Park North Side
Rental unit in Chicago
4.96 out of 5 average rating, 122 reviewsCute, Clean, Cozy Apartment in Pilsen
Rental unit in Roscoe Village
4.96 out of 5 average rating, 271 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Rental unit in Logan Square
4.89 out of 5 average rating, 161 reviewsCozy and Comfy 1BR Apartment in Logan Square!
Rental unit in Avondale
4.96 out of 5 average rating, 140 reviewsDesigner Avondale Attic
Rental unit in Lincoln Park
5 out of 5 average rating, 225 reviewsExplore Lincoln Park from a Polished Apartment
Rental unit in Lake View
4.93 out of 5 average rating, 195 reviewsCharming Apt. near Wrigley/Cubs, Ravenswood/Uptown
Rental unit in Near North Side
4.83 out of 5 average rating, 595 reviewsGreat Location! Gold Coast! 07
Private apartment rentals
Rental unit in Ukrainian Village
4.9 out of 5 average rating, 502 reviewsiKlektik House Chicago / Robin
Rental unit in North Center
4.9 out of 5 average rating, 186 reviewsSpacious Vintage 3 BR in Chicago's NorthCenter!
Rental unit in Andersonville
4.98 out of 5 average rating, 277 reviewsAndersonville Cozy 1 bedroom basement suite
Rental unit in Lake View
4.75 out of 5 average rating, 152 reviewsSteps from Wrigley Field - Sleeps 1-4 - Play Ball!
Rental unit in Lincoln Park
4.96 out of 5 average rating, 106 reviewsElegant Depaul Apt on Jonquil Park
Rental unit in Chicago
4.82 out of 5 average rating, 188 reviewsYour brand new Chicago suite (unit 1F)
Rental unit in Andersonville
4.96 out of 5 average rating, 283 reviewsSunny, Cozy, Colorful Andersonville
Rental unit in Logan Square
4.9 out of 5 average rating, 316 reviewsModern Logan Square Apartment, steps from train!
Apartment rentals with a hot tub
Rental unit in West Rogers Park
4.87 out of 5 average rating, 47 reviewsSpacious Beautiful Condo
Rental unit in Chicago
4.85 out of 5 average rating, 53 reviewsPrivate Rooftop Views from Penthouse Suite
Rental unit in West Loop
5 out of 5 average rating, 19 reviewsSkyline Oasis: City & Lake Views
Rental unit in Magnificent Mile
4.86 out of 5 average rating, 94 reviews4Br Gold Coast Duplex w Jacuzzi in the Bedroom!
Rental unit in Streeterville
5 out of 5 average rating, 20 reviewsLake, City, & River View Condo
Rental unit in Belmont Cragin
4.99 out of 5 average rating, 69 reviewsBelmont Pleasures - hot tub / arcade gaming room
Rental unit in West Town
4.87 out of 5 average rating, 429 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
Rental unit in Logan Square
4.92 out of 5 average rating, 66 reviewsLuxe Suite + Spa House! Key West Vibes 4-Seasons
Quick stats about apartment rentals in Chicago
Total rentals
6.1K properties
Total number of reviews
291K reviews
Family-friendly rentals
2.9K properties are a good fit for families
Pet-friendly rentals
2K properties allow pets
Rentals with a pool
730 properties have a pool
Rentals with dedicated workspaces
4K properties have a dedicated workspace
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