House vacation rentals in North Side
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Top-rated house rentals in North Side
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 North Side house rentals
House rentals with a pool
Home in Chicago
4.86 out of 5 average rating, 37 reviewsLuxury Cabin in Lakeview
Home in Schaumburg
5.0 out of 5 average rating, 3 reviewsParadise 4BR w/ Pool & Games
Home in Schaumburg
4.93 out of 5 average rating, 14 reviewsSchaumburg Woodfield Pool House 4bedroom 2.5bath
Home in Glen Ellyn
4.94 out of 5 average rating, 17 reviewsGlen Ellyn Home
Home in Lake Forest
4.91 out of 5 average rating, 58 reviewsBeautiful 137 Year Old Farm Home (3night min)
Home in Gary
4.82 out of 5 average rating, 213 reviewsOasis , Near Beach, Hard Rock and Dunes
Home in Chicago
4.8 out of 5 average rating, 15 reviews2Bed+2Bath PentHouse in South Loop
Home in Carol Stream
4.55 out of 5 average rating, 20 reviewsAmazing Summer Pool Awaits You!
Weekly house rentals
Home in Chicago
4.92 out of 5 average rating, 111 reviewsSpacious Two Story Luxurious Home w/Outdoor Deck!
Home in Chicago
4.87 out of 5 average rating, 115 reviewsSoak Up Mid-Century Style in Wrigleyville and Boystown
Home in Chicago
4.98 out of 5 average rating, 175 reviewsThe Evergreen House
Home in Chicago
5.0 out of 5 average rating, 5 reviews1-bedroom with full kitchen, washer/dryer inside
Home in Chicago
4.88 out of 5 average rating, 65 reviewsChicago getaway for two!
Home in Chicago
4.91 out of 5 average rating, 89 reviewsBoho Chic Coach House 30Min to downtown W/ Parking
Home in Chicago
4.89 out of 5 average rating, 28 reviewsPrivate Condo in Chicago w/ Parking, Near Evanston
Home in Chicago
4.98 out of 5 average rating, 50 reviewsCity Cottage in Logan Square-Avondale
Private house rentals
Home in Chicago
5.0 out of 5 average rating, 12 reviewsCubby Blue home - Wrigley ~Free Parking~
Home in Chicago
4.98 out of 5 average rating, 56 reviews2BD/1 BA with summer patio in quiet Roscoe Village
Home in Chicago
4.98 out of 5 average rating, 62 reviewsVictorian House in Heart of Rogers Park
Home in Chicago
5.0 out of 5 average rating, 16 reviewsChicago Home by Midway near Downtown Attractions
Home in Berwyn
5.0 out of 5 average rating, 79 reviewsRetro Modern Bungalow | free parking | fire pit
Home in Chicago
4.89 out of 5 average rating, 36 reviewsBrand New Spacious Duplex
Home in Chicago
4.96 out of 5 average rating, 28 reviewsLakeview Condo
Home in Chicago
4.97 out of 5 average rating, 71 reviewsEntire first floor in Lincoln Square!
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- Family travel hub Tips and inspiration
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