Holiday rentals in North Side
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Top-rated holiday rentals in North Side
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for North Side holiday rentals
Other great holiday rentals in North Side
Guest favourite
Flat in Edgewater
4.93 out of 5 average rating, 383 reviewsRavenswood Guest House Annex
Guest favourite
Guest suite in Andersonville
4.96 out of 5 average rating, 327 reviewsGorgeous, cozy 1-bedroom Suite in Andersonville
Guest favourite
Flat in Lincoln Square
4.96 out of 5 average rating, 324 reviewsBright family-friendly Lincoln Square 2-bed 1-bath
Guest favourite
Guest suite in Lincoln Square
4.91 out of 5 average rating, 426 reviewsCozy, Quiet, Garden Getaway!
Guest favourite
Flat in Wrigleyville
4.93 out of 5 average rating, 193 reviewsTaj Ma-small at Wrigley
Guest favourite
Guest house in Lincoln Square
4.88 out of 5 average rating, 233 reviewsPrivate Coach house near Lincoln Square!
Guest favourite
Flat in Avondale
4.97 out of 5 average rating, 124 reviewsDesigner Avondale Attic
Guest favourite
Guest suite in Portage Park
4.93 out of 5 average rating, 363 reviewsPeaceful Portage Park Apartment
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
- Fitness-friendly rentals North Side
- Rentals with lake access North Side
- Rentals with a hot tub North Side
- Rentals with a firepit North Side
- Rentals with outdoor seating North Side
- Rentals with a washing machine and dryer North Side
- Hotel rentals North Side
- Rentals with pools North Side
- Rentals with beach access North Side
- Monthly Rentals North Side
- Rentals with a balcony North Side
- Flat rentals North Side
- Private suite rentals North Side
- Townhouse rentals North Side
- Pet-friendly rentals North Side
- Rentals with a patio North Side
- Rentals with breakfast North Side
- Bed and breakfasts North Side
- Rentals with an EV charger North Side
- House rentals North Side
- Loft rentals North Side
- Family-friendly rentals North Side
- Smoking-friendly rentals North Side
- Beachfront rentals North Side
- Rentals with a fireplace North Side
- Waterfront rentals North Side
- Family-friendly rentals North Side
- Apartment rentals North Side
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