
Apartment holiday rentals in North Side
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Top-rated apartment rentals in North Side
Guests agree: these apartments are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for North Side apartment rentals
Weekly apartment rentals

Chic retreat near the best of Lakeview & Wrigley

Bright two bedroom garden apartment

Comfortable Vintage North Side Retreat for 8

Vibrant Lg Chicago 2BR Close 2 Everything & Nature

Cool and Modern Chicago Apartment near Transit

*Comfortable & Spacious Home Close to Downtown*

Oasis Collection's Mid-Century 3 Bd Wicker Park.

BERNARD CHATEAU - LOGAN SQUARE
Private apartment rentals

Modern 3BR with Private Rooftop & Free Parking

Private Garden Apartment GATED FREE Parking

Lovely 2bedroom 1bath Apt and outdoor seating.

Avondale Gem: 2BR, Stylish Kitchen, Transit Nearby

North Side Pied-à-terre

Adorable 1BR apartment near Northwestern

New apartment

Stylish & Modern 2 Bedroom Lincoln Square Condo
Apartment rentals with a hot tub

The Areal Oasis

Spacious Beautiful Condo

Minutes to Wrigley Amazing Location - Sleeps 6

Skyline Oasis: City & Lake Views

Rooftop HotTub As Seen On "Married At First Sight"

Large Studio Apartment with no cleaning fee

Luxurious 3BD Penthouse- Private Patio+Gym+Rooftop

Belmont Pleasures - hot tub / arcade gaming room
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- West Side Holiday rentals
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- South Haven Holiday rentals
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- Chicago Holiday rentals
- Rentals with lake access North Side
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- House rentals North Side
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- Rentals with outdoor seating North Side
- Rentals with an EV charger North Side
- Rentals with a hot tub North Side
- Rentals with a balcony North Side
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Shedd Aquarium
- Guaranteed Rate Field
- Frank Lloyd Wright Home and Studio
- Wilmot Mountain Ski Resort
- Humboldt Park
- Six Flags Great America
- Museum of Science and Industry
- Chicago History Museum
- Lincoln Park Zoo
- The Field Museum
- 875 North Michigan Avenue
- Wicker Park
- Willis Tower
- Skokie Country Club
- Garfield Park Conservatory
- Lincoln Park
- Chicago Cultural Center
- Promontory Point
- Odyssey Fun World
- Flossmoor Golf Club
- Things to do North Side
- Art and culture North Side
- Wellness North Side
- Food and drink North Side
- Things to do Illinois
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