House vacation rentals in Woodlawn, Chicago
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Top-rated house rentals in Woodlawn, Chicago
Guests agree: these houses 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 Woodlawn, Chicago house rentals
House rentals with a pool
Home in Gary
4.93 out of 5 average rating, 126 reviewsBayless Dune Lodge at West Beach - Indiana Dunes!
Home in Crown Point
5.0 out of 5 average rating, 29 reviewsLittle Pink House Downtown
Home in Schaumburg
4.93 out of 5 average rating, 14 reviewsSchaumburg Woodfield Pool House 4bedroom 2.5bath
Home in Chicago
4.87 out of 5 average rating, 38 reviewsLuxury Cabin in Lakeview
Home in Schaumburg
5.0 out of 5 average rating, 4 reviewsParadise 4BR w/ Pool & Games
Home in Glen Ellyn
4.94 out of 5 average rating, 17 reviewsGlen Ellyn Home
Home in Chicago Heights
Olympia field -matteson IL- homewood, park forest
Home in Gary
4.82 out of 5 average rating, 214 reviewsOasis , Near Beach, Hard Rock and Dunes
Weekly house rentals
Home in Chicago
4.98 out of 5 average rating, 175 reviewsThe Evergreen House
Home in Homewood
4.91 out of 5 average rating, 106 reviewsPeaceful & Private Hot Tub Vacation Home Getaway
Home in Bolingbrook
4.92 out of 5 average rating, 100 reviewsThe Sunshine Spot
Home in Chicago
4.91 out of 5 average rating, 90 reviewsBoho Chic Coach House 30Min to downtown W/ Parking
Home in Chicago
4.9 out of 5 average rating, 31 reviewsCheerful 3 Bedroom, City Oasis
Home in Chicago
4.9 out of 5 average rating, 31 reviewsCheerful 2 Bedroom Residential Home with Finished Basement, full kitchen and Dining Room. 2 Residential Parking passes per 24 hour stay!
Home in Chicago
4.86 out of 5 average rating, 14 reviewsGarden Apartment in Gated Home
Home in Chicago
4.84 out of 5 average rating, 83 reviewsFree parking, close to public transit, dining
Private house rentals
Home in Robbins
4.95 out of 5 average rating, 40 reviewsComfy Updated 3 Bdrm/2Bth -Near SXU, MVC & MDW
Home in Chicago
5.0 out of 5 average rating, 18 reviewsChicago Home by Midway near Downtown Attractions
Home in Munster
5.0 out of 5 average rating, 17 reviewsCozy Farmhouse in Munster
Home in Chicago
5.0 out of 5 average rating, 11 reviewsModern retreat near I-94
Home in Wilmette
4.98 out of 5 average rating, 96 reviewsUnique porcelain-enamel paneled "Lustron" home
Home in Chicago
4.96 out of 5 average rating, 26 reviewsCharming and Classic Brick Home in Bridgeport
Home in Chicago Ridge
4.88 out of 5 average rating, 58 reviewsQuiet cul-de-sac with huge fenced in backyard
Home in Chicago
5.0 out of 5 average rating, 14 reviewsModern Family Townhouse
Quick stats about house rentals in Woodlawn, Chicago
Total rentals
40 properties
Wifi availability
40 properties include access to wifi
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.5K reviews
Nightly prices starting at
$20 before taxes and fees
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