
Apartment vacation rentals in Woodlawn
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Top-rated apartment rentals in Woodlawn
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Woodlawn apartment rentals
Weekly apartment rentals

Roomy and Comfortable Apartment with everything UN

Perfect 1BR Spot near Attractions

W2 15MinsDowntown NexttoUniversity/Train/Park Desk

Cozy Woodlawn Retreat 1

NEW Eco Stay by UChicago, Lakefront & Hyde Park!

Charming 1BR/1BA Apt in Chicago

Charming & Stylish 1BR/1BA

2 BR•420 & Pet Friendly•Long/Short Term•Parking
Private apartment rentals

Ultra Modern Beverly Suite

Modern Apt with style & comfort in Pilsen Chicago

Chic retreat near the best of Lakeview & Wrigley

The Posh Apt. Mins to Downtown & Hyde Park

The "Nest", unconventionally modern yet vintage.

Dugout in Wrigleyville

Chicago Charming Historic Beverly Retreat

Modern Retreat near University of Chicago Campus
Apartment rentals with a hot tub

Luxe 67th Flr 2BR: Endless Lake Views, Top Skydeck

The Aerial Oasis

Spacious Beautiful Condo

Skyline Oasis: City & Lake Views

Level One Bedroom Suite | Fulton Market

Modern 4BR Retreat in Vibrant West Town

Chic1 BR Unit|1 FREE Parking& Laundry|Self Checkin

Belmont Pleasures - hot tub / arcade gaming room
Quick stats about apartment rentals in Woodlawn
Total rentals
140 properties
Nightly prices starting at
$42 CAD before taxes and fees
Total number of reviews
2.4K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
100 properties have a dedicated workspace
Destinations to explore
- Rentals with a washer and dryer Woodlawn
- Rentals with a patio Woodlawn
- Condo rentals Woodlawn
- Fitness-friendly rentals Woodlawn
- Rentals with outdoor seating Woodlawn
- Rentals with lake access Woodlawn
- Rentals with beach access Woodlawn
- Rentals with a fireplace Woodlawn
- Family-friendly rentals Woodlawn
- Pet-friendly rentals Woodlawn
- House rentals Woodlawn
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- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Navy Pier
- Six Flags Great America
- Shedd Aquarium
- 875 North Michigan Avenue
- Humboldt Park
- Guaranteed Rate Field
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- The Field Museum
- Wicker Park
- Garfield Park Conservatory
- Lincoln Park Zoo
- Brookfield Zoo
- Museum of Science and Industry
- Illinois Beach State Park
- Washington Park Zoo
- Willis Tower
- The Beverly Country Club
- Raging Waves Waterpark
- The 606