House vacation rentals in Near North Side, Chicago
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Top-rated house rentals in Near North Side, Chicago
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Near North Side, Chicago house rentals
House rentals with a pool
Home in Highland Park
4.91 out of 5 average rating, 140 reviews2-Acre Highland Park Retreat with Heated Pool ~ 5*
Home in Glen Ellyn
4.94 out of 5 average rating, 18 reviewsGlen Ellyn Home
Home in Munster
5 out of 5 average rating, 8 reviewsMunster hide away
Home in Near South Side
4.86 out of 5 average rating, 29 reviews2Bed+2Bath PentHouse in South Loop
Home in Bloomingdale
4.94 out of 5 average rating, 36 reviewsWhole House with a Hot Tub!
Home in Schaumburg
4.85 out of 5 average rating, 13 reviewsSchaumburg Oasis with a Pool and Hidden Garden
Home in Glenwood
4.79 out of 5 average rating, 53 reviewsSpacious Family Glenwood Estates Home w/ Hot Tub!
Weekly house rentals
Home in Gold Coast
5 out of 5 average rating, 6 reviewsGold Coast Pristine 4BR/4.5BA Home | Free Parking.
Home in Lake View
4.95 out of 5 average rating, 111 reviewsEntire house 1 City block from Wrigley Field!
Home in Bridgeport
4.95 out of 5 average rating, 110 reviewsModern Lux Getaway w/ Hot Tub, Lrg Yard, Parking
Home in Humboldt Park
4.96 out of 5 average rating, 27 reviewsPrivate Logan Square Garden Apt
Home in Near North Side
4.96 out of 5 average rating, 26 reviewsPrivate Downtown Retreat with Rooftop Oasis
Home in Chicago Ridge
4.93 out of 5 average rating, 101 reviewsQuiet cul-de-sac with huge fenced in backyard
Home in Lake View
4.94 out of 5 average rating, 179 reviewsWrigleyville Greystone
Home in Lincoln Park
4.98 out of 5 average rating, 92 reviewsCharming 3-BED in Lincoln Park/ Old Town & Parking
Private house rentals
Home in Logan Square
4.97 out of 5 average rating, 73 reviewsCity Cottage in Logan Square-Avondale
Home in West Town
4.97 out of 5 average rating, 62 reviewsNEW! 3BR/2.5B Duplex in Noble Sq
Home in Lincoln Park
4.99 out of 5 average rating, 91 reviewsFlat in Lincoln Park 2-Flat Central to Everything
Home in Bridgeport
4.86 out of 5 average rating, 100 reviewsFree parking, close to public transit, dining
Home in Lincoln Square
4.98 out of 5 average rating, 94 reviewsEntire first floor in Lincoln Square!
Home in Pilsen Historic District
5 out of 5 average rating, 32 reviewsModern Family-Friendly Home in the Heart of Pilsen
Home in Lincoln Park
4.97 out of 5 average rating, 79 reviewsOpulent 3bdr2bth Old Town Luxury + Parking prmts
Home in Kenwood
4.84 out of 5 average rating, 31 reviewsModern, Cozy Stay in the Heart of Bronzeville
Quick stats about house rentals in Near North Side, Chicago
Total rentals
30 properties
Nightly prices starting at
$100 before taxes and fees
Total number of reviews
1.7K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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