
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

Full Luxury Home in Wrigleyville

Luxury Loft Collection 01 - Terrace - River North

*NEW* West Loop GreenLine 1br w/Backyard-near CTA

Cozy Lincoln Park Studio - Steps to Zoo!

Chic N. Chicago Hideaway; Private Oasis w/ Parking

Loft-Inspired Retreat | Stylish Stay Near Downtown

Edgewater Studio on Paulina

Luxury Downtown Chicago 2BD-2BA View-Gym-Rooftop
Private apartment rentals

KNG+QN 2bdrm/1parking space /18 min O’hare/Alstate

Bright Colorful Boho-Chic Studio in Lincoln Square

Chic retreat near the best of Lakeview & Wrigley

Spectacular Pilsen Studio for 2!

Cute & comfortable apartment on quiet street

1BR South Loop Loft I SuperHost + Top Rated!

Private Logan Square Studio

Great Location! Gold Coast! 07
Apartment rentals with a hot tub

Luxe Ranch & Spa, Euro Opulence, a 4-Season Oasis

The Areal Oasis

Spacious Beautiful Condo

Luxurious 3BD Penthouse- Private Patio+Gym+Rooftop

Skyline Oasis: City & Lake Views

Penthouse Near Fulton: Skyline, Spacious

1 BR Garden Unit-Kid& Pet Friendly-Garage PArking

2Bed 2Bath 15min to Wrigley with Parking& Balcony
Quick stats about apartment rentals in Chicago
Total rentals
6.3K properties
Total number of reviews
299K reviews
Family-friendly rentals
3.1K properties are a good fit for families
Pet-friendly rentals
2.2K properties allow pets
Rentals with a pool
840 properties have a pool
Rentals with dedicated workspaces
3.8K properties have a dedicated workspace
Destinations to explore
- Downtown Chicago Vacation rentals
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- Oak Street Beach
- Humboldt Park
- Shedd Aquarium
- Frank Lloyd Wright Home and Studio
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Washington Park Zoo
- Brookfield Zoo
- Museum of Science and Industry
- Illinois Beach State Park
- Garfield Park Conservatory
- Wicker Park
- Willis Tower
- Lincoln Park Zoo
- Raging Waves Waterpark
- The 606
- The Beverly Country Club
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