Apartment holiday rentals in South Side
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Top-rated apartment rentals in South Side
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Holiday rentals for every style
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Popular amenities for South Side apartment rentals
Weekly apartment rentals
Apartment in Oak Park
Picture Perfect 3Bed Steps from Train and FLW
Apartment in Chicago
Secluded 2BR APT in Chinatown by McCormick/DWTN
Apartment in Chicago
The Upscale Getaway Near Downtown
Apartment in Chicago
Welcoming 2BR in Chicago's Best Neighborhood!
Apartment in Chicago
Cozy Apartment with Free On-Site Parking
Apartment in Chicago
Humboldt Park Traveler's Lodge
Apartment in Chicago
Spacious 4 Bedroom Condo
Apartment in Chicago
East Garfield Park 2 Bedroom
Pet-friendly apartment rentals
Apartment in Evanston
Spacious Evanston Unit - Walk to Northwestern U
Apartment in Chicago
Chic and Charming Vintage Condominium in Lincoln Park
Apartment in Chicago
Pvt 1bdr Rogers Park, Loyola, Northwestern.
Apartment in Chicago
❤︎ of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D
Apartment in Chicago
Susie's Space. 2BR easy parking & pet friendly
Apartment in Chicago
Charming Condo near U.C./Loop/McCormick Place
Apartment in Chicago
Modern Luxury In Old Town - Sleeps 4
Apartment in Chicago
MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba
Apartment rentals with a pool
Apartment in Chicago
Central Downtown Location-Modern 2BR Condo
Apartment in Evanston
Chicago's Treasure "Heart of Evanston" 2bdr +1 Ba
Apartment in Lisle
Peaceful Condo in Lisle, Illinois
Apartment in Elk Grove Village
Just remodeled apartment close to airport and mall
Apartment in Lombard
Pond View, Washer Dryer, Non Smoking, Pet Free
Apartment in Chicago
Lovely condo studio
Apartment in Chicago
1 bedroom in the heart of downtown Chicago.
Private room in Naperville
Private Bedroom with Private Bath - 2nd floor
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
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Bend Holiday rentals
- New Buffalo Holiday rentals
- Schaumburg Holiday rentals
- Chicago Holiday rentals
- Apartment rentals Chicago
- Apartment rentals Chicago
- Apartment rentals Downtown Chicago
- Rentals with pools South Side
- Waterfront rentals South Side
- Rentals with breakfast South Side
- Rentals with a washing machine and dryer South Side
- Private suite rentals South Side
- Monthly Rentals South Side
- Flat rentals South Side
- Pet-friendly rentals South Side
- Rentals with lake access South Side
- Rentals with beach access South Side
- Rentals with a firepit South Side
- Rentals with outdoor seating South Side
- Family-friendly rentals South Side
- Rentals with an EV charger South Side
- Smoking-friendly rentals South Side
- Rentals with a patio South Side
- Fitness-friendly rentals South Side
- House rentals South Side
- Rentals with a hot tub South Side
- Rentals with a fireplace South Side
- Family-friendly rentals South Side
- Townhouse rentals South Side
- Apartment rentals Milwaukee
- Apartment rentals Illinois
- Apartment rentals Cook County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom