Apartment holiday rentals in Chicago
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Top-rated apartment rentals in Chicago
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Holiday rentals for every style
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Popular amenities for Chicago apartment rentals
Weekly apartment rentals
Apartment in Albany Park
Cozy Apartment with Free On-Site Parking
Apartment in Logan Square
Urban Luxury 1BR/2BA Logan Square Condo w/Garage
Apartment in East Rogers Park
Pvt 1bdr Rogers Park, Loyola, Northwestern.
Apartment in Wrigleyville
Wrigleyville Inn. Historic Greystone. Parking pass
Apartment in West Town
Humboldt Park Traveler's Lodge
Apartment in Oak Park
Peaceful Oak Park Condo Next to Green Line Metro
Apartment in Logan Square
Susie's Space. 2BR easy parking & pet friendly
Apartment in East Rogers Park
Northside Chicago Favorite with parking!
Pet-friendly apartment rentals
Apartment in Evanston
Spacious Evanston Unit - Walk to Northwestern U
Apartment in Lincoln Park
❤︎ of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D
Apartment in Wrigleyville
Clifton Garden Oasis 1 Min Walk to Wrigley
Apartment in Lincoln Park
Chic and Charming Vintage Condominium in Lincoln Park
Apartment in Logan Square
The Grand Kimball Lodge, Logan Square, Sleeps 14
Apartment in Lincoln Park
Modern Luxury In Old Town - Sleeps 4
Apartment in Wrigleyville
Can't Beat This 2min Walk to Wrigley!
Apartment in Chicago
Modern designed 2bed/2bath | Heart of Bronzeville!
Apartment rentals with a pool
Apartment in The Loop
Central Downtown Location-Modern 2BR Condo
Apartment in Evanston
Chicago's Treasure "Heart of Evanston" 2bdr +1 Ba
Apartment in Elk Grove Village
Just remodeled apartment close to airport and mall
Apartment in Lisle
Peaceful Condo in Lisle, Illinois
Apartment in Lombard
Pond View, Washer Dryer, Non Smoking, Pet Free
Apartment in Uptown
Lovely condo studio
Apartment in Near North Side
1 bedroom in the heart of downtown Chicago.
Private room in Naperville
Private Bedroom with Private Bath - 2nd floor
Quick stats about apartment rentals in Chicago
Total rentals
1.1K properties
Rentals with dedicated workspaces
630 properties have a dedicated workspace
Rentals with a pool
100 properties have a pool
Pet-friendly rentals
300 properties allow pets
Family-friendly rentals
640 properties are a good fit for families
Total number of reviews
61K reviews
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
- Evanston Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Side Holiday rentals
- South Bend Holiday rentals
- New Buffalo Holiday rentals
- Rentals with a cinema Chicago
- Rentals with outdoor seating Chicago
- Lakehouse rentals Chicago
- Rentals with an EV charger Chicago
- Loft rentals Chicago
- Rentals with breakfast Chicago
- Rentals with a firepit Chicago
- Family-friendly rentals Chicago
- Rentals with an accessible-height bed Chicago
- Monthly Rentals Chicago
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- Townhouse rentals Chicago
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- Hotel rentals Chicago
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- Rentals with lake access Chicago
- Rentals with a sauna Chicago
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- Rentals with a hot tub Chicago
- Waterfront rentals Chicago
- Family-friendly rentals Chicago
- Bed and breakfasts Chicago
- Rentals with a patio Chicago
- Boutique hotel rentals Chicago
- Rentals with a washing machine and dryer Chicago
- Flat rentals Chicago
- Rentals with beach access Chicago
- Apartment rentals Downtown Chicago
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- Apartment rentals Lake Geneva
- Apartment rentals Illinois
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