Vacation rentals in Near North Side, Chicago
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Top-rated vacation rentals in Near North Side, Chicago
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Vacation rentals for every style
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Popular amenities for Near North Side, Chicago vacation rentals
Other great vacation rentals in Near North Side, Chicago
Guest favorite
Apartment in Roscoe Village
4.95 out of 5 average rating, 241 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Guest favorite
Apartment in Humboldt Park
4.98 out of 5 average rating, 109 reviewsHumboldt Park Loft
Guest favorite
Apartment in Avondale
4.97 out of 5 average rating, 120 reviewsDesigner Avondale Attic
Guest favorite
Home in Bridgeport
4.95 out of 5 average rating, 123 reviewsCozy & Modern Chic Full House in Trendy Bridgeport
Guest favorite
Guest suite in Logan Square
4.97 out of 5 average rating, 226 reviewsPrivate Suite w/ offstreet pkg, at Logan Sq Blu Ln
Guest favorite
Loft in Lake View
4.96 out of 5 average rating, 422 reviewsLakeview Loft-Vintage Chicago, Modern Amenities
Guest favorite
Apartment in Lincoln Park
4.99 out of 5 average rating, 196 reviewsExplore Lincoln Park from a Polished Apartment
Guest favorite
Condo in Lincoln Square
4.97 out of 5 average rating, 332 reviewsLincoln Square Gem!
Quick stats about vacation rentals in Near North Side, Chicago
Total rentals
1.5K properties
Rentals with dedicated workspaces
980 properties have a dedicated workspace
Rentals with a pool
720 properties have a pool
Pet-friendly rentals
750 properties allow pets
Family-friendly rentals
480 properties are a good fit for families
Total number of reviews
52K reviews
Destinations to explore
- Rentals with an EV charger Near North Side
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- Hotel rentals Near North Side
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- Rentals with a home theater Near North Side
- Rentals with lake access Near North Side
- Kid-friendly rentals Near North Side
- Apartment rentals Near North Side
- Waterfront rentals Near North Side
- Monthly Rentals Near North Side
- Rentals with beach access Near North Side
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- Boutique hotel rentals Near North Side
- House rentals Near North Side
- Condo rentals Near North Side
- Rentals with a fireplace Near North Side
- Rentals with a washer and dryer Near North Side
- Rentals with pools Near North Side
- Rentals with a fire pit Near North Side
- Rentals with a hot tub Near North Side
- Rentals with a patio Near North Side
- Pet-friendly rentals Near North Side
- Family-friendly rentals Near North Side
- Townhouse rentals Near North Side
- Rentals with outdoor seating Near North Side
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