
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
Apartment rentals with air conditioning

Chic Gold Coast Suite - Steps to Mag Mile & Lake

Charming, Sunny Apartment with Backyard Garden

Bright Boho Haven free parking

Bright & Spacious| Free Parking |Trendy Bridgeport

Loft-Inspired Retreat | Stylish Stay Near Downtown

Darling Flat Walk to OP

River North | Private Balcony With In&Out Parking

Sentral Studio Apt in South Loop Chicago
Family-friendly apartment rentals

A Quiet Stay While You Are Away Oak Park

Edgewater, private, charming coach house 1 (of 2) Licensed by the City of Chicago 2209375

Relax and Enjoy Chicago in an Updated and Private Apartment in Roscoe Village

Charming Unique 2 Bdrm Apartment in Victorian Home

Logan Square Studio

Garden Unit Getaway-Bucktown

Tiny Studio Apartment 94 Walk Score

Tidy Designer Flat in Heart of Lincoln Square
Weekly apartment rentals

Spacious Studio in Little Italy, Near West Loop

Spacious New Studio: Kitchenette, Laundry & Office

Humboldt Park Retreat: Skylights & Queen Beds

Private Garden APT/ Cozy/Warm

The Heart of Bucktown

Lovely Garden Studio Apartment.

Luxury Downtown Chicago 2BD-2BA View-Gym-Rooftop

Nice 1BR Spot, Unwind & Relax
Quick stats about apartment rentals in Chicago
Total rentals
6.4K properties
Total number of reviews
306K 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
3.9K properties have a dedicated workspace
Destinations to explore
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Oak Street Beach
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Museum of Science and Industry
- Garfield Park Conservatory
- Washington Park Zoo
- Wicker Park
- Illinois Beach State Park
- Lincoln Park Zoo
- Willis Tower
- Raging Waves Waterpark
- The 606
- The Beverly Country Club
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- Family travel hub Tips and inspiration
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- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes