Apartment holiday rentals in Woodlawn, Chicago
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Top-rated apartment rentals in Woodlawn, Chicago
Guests agree: these apartments are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Woodlawn, Chicago apartment rentals
Weekly apartment rentals
Flat in Portage Park
4.95 out of 5 average rating, 116 reviewsComfortable, modern apartment 20 Min from Downtown
Flat in East Rogers Park
4.89 out of 5 average rating, 108 reviewsLAKESIDE PIED `A TERRE STEPS TO BEACH
Flat in Pilsen Historic District
4.86 out of 5 average rating, 209 reviewsSpectacular Pilsen Studio for 2!
Flat in McKinley Park
4.84 out of 5 average rating, 264 reviewsCharming loft style suite
Flat in Chicago
4.9 out of 5 average rating, 175 reviewsHandicap accessible apartment w/Level-2 EV Charger
Flat in Chicago
4.92 out of 5 average rating, 152 reviewsUrban Pilsen Apt. near Downtown
Flat in Chicago
4.99 out of 5 average rating, 107 reviewsNewly Renovated, Spacious 2BR in Andersonville
Flat in West Town
4.96 out of 5 average rating, 266 reviewsTurquoise Wonder - Clean, Cozy & Stylish Apt
Private apartment rentals
Flat in Chicago
5.0 out of 5 average rating, 8 reviewsRenovated Retreat near U of Chicago
Flat in Chicago
4.9 out of 5 average rating, 69 reviewsEclipse: Apt. in Woodlawn | Near UChicago
Flat in Chicago
4.93 out of 5 average rating, 90 reviewsBeautiful European Apartment
Flat in Woodlawn
4.78 out of 5 average rating, 93 reviewsThe Woodlawn Grey - Large 3bd/3ba Apt by UChicago
Flat in Bronzeville
4.95 out of 5 average rating, 22 reviewsNEW Garden Unit Close to Downtown
Flat in Chicago
4.94 out of 5 average rating, 32 reviewsTravel To Chicago New City
Flat in Chicago
4.91 out of 5 average rating, 74 reviewsGround-Level Speakeasy: 1BR-1.5BA Near Everything!
Flat in Chicago
4.97 out of 5 average rating, 68 reviewsLocation! Location! Location!
Apartment rentals with a hot tub
Flat in Chicago
4.87 out of 5 average rating, 165 reviewsSkyline Serenity: Sauna, Hot Tub, Peloton, Views
Flat in West Town
4.88 out of 5 average rating, 402 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
Flat in Berwyn
4.91 out of 5 average rating, 209 reviews“Dream slice of urban homesteading.”
Flat in Chicago
4.92 out of 5 average rating, 38 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Flat in Chicago
5.0 out of 5 average rating, 10 reviewsThe Downtown Oasis (2BD / 2BA)
Flat in West Loop
New place to stayCloud9 | Co-Working+Golf|@Fulton Market |The Boho
Flat in Streeterville
5.0 out of 5 average rating, 12 reviewsLake, City, & River View Condo
Flat in Chicago
5.0 out of 5 average rating, 34 reviewsBelmont Pleasures - hot tub / arcade gaming room
Quick stats about flat rentals in Woodlawn, Chicago
Total rentals
100 properties
Wifi availability
100 properties include access to wifi
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
2.3K reviews
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