Holiday rentals in North Side
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Top-rated holiday rentals in North Side
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for North Side holiday rentals
Other great holiday rentals in North Side
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Gorgeous, cozy 1-bedroom Suite in Andersonville
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Peaceful Portage Park Apartment
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NW Chicago Apartment in Safe Neighborhood
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Lovely Andersonville Apt with Ideal Location
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Adorable studio style unit - Self check in ⚡️
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Rental unit in Chicago
Bright family-friendly Lincoln Square 2-bed 1-bath
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Rental unit in Chicago
Spacious, light-drenched studio-private entrance!
Guest favourite
Rental unit in Chicago
Spacious 1BR apartment in a central location
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 Side Holiday rentals
- South Bend Holiday rentals
- New Buffalo Holiday rentals
- Chicago Holiday rentals
- Rentals with a patio North Side
- Apartment rentals North Side
- Rentals with breakfast North Side
- Rentals with beach access North Side
- Flat rentals North Side
- Monthly Rentals North Side
- Rentals with lake access North Side
- Rentals with a hot tub North Side
- Rentals with a washing machine and dryer North Side
- Family-friendly rentals North Side
- Beachfront rentals North Side
- Rentals with a fireplace North Side
- House rentals North Side
- Family-friendly rentals North Side
- Smoking-friendly rentals North Side
- Hotel rentals North Side
- Rentals with pools North Side
- Rentals with outdoor seating North Side
- Bed and breakfasts North Side
- Rentals with an EV charger North Side
- Rentals with a firepit North Side
- Fitness-friendly rentals North Side
- Rentals with a balcony North Side
- Townhouse rentals North Side
- Waterfront rentals North Side
- Private suite rentals North Side
- Pet-friendly rentals North Side
- Loft rentals North Side
- Yurt Rentals United States
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- Holiday Caravans United Kingdom
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- Luxury Cabins United Kingdom
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- Holiday Chalets United Kingdom
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- House Rentals with a Pool United States
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- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
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