House holiday rentals in Northwest Side
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Top-rated house rentals in Northwest Side
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Northwest Side
House rentals with a pool
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4.91 out of 5 average rating, 140 reviews2-Acre Highland Park Retreat with Heated Pool ~ 5*
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5 out of 5 average rating, 8 reviewsMunster hide away
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4.86 out of 5 average rating, 29 reviews2Bed+2Bath PentHouse in South Loop
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4.94 out of 5 average rating, 34 reviewsGiant Swimming Pool with Whole House!
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5 out of 5 average rating, 14 reviewsNew! Arcade+Sauna+Slots+Karaoke+more by O’Hare
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4.82 out of 5 average rating, 11 reviewsSchaumburg Oasis with a Pool and Hidden Garden
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4.93 out of 5 average rating, 74 reviewsBeautiful Spanish style Home (w/inground pool)
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New place to stayOceanFront Resort Studio at Garza Blanca Cancun MX
Weekly house rentals
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4.89 out of 5 average rating, 47 reviews3BD/2BA Chicago Avondale/Logan Square House
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5 out of 5 average rating, 63 reviewsNo Cleaning Fee Private Apt. Parking Near Airport
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4.88 out of 5 average rating, 90 reviewsA+amazing beauty, entire 2 BR Skokie historic stay
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4.82 out of 5 average rating, 62 reviewsLogan Square Portrait Room
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4.88 out of 5 average rating, 52 reviewsBrand New Spacious Duplex
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5 out of 5 average rating, 33 reviewsOak Park - Wine House!
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4.95 out of 5 average rating, 19 reviewsVintage Urban Retreat | Oak Park
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4.93 out of 5 average rating, 86 reviewsHistoric 1920s bungalow near Logan Square !
Private house rentals
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4.96 out of 5 average rating, 51 reviewsLuxe Limewash Getaway w/Sun Deck
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4.98 out of 5 average rating, 91 reviewsEntire first floor in Lincoln Square!
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4.93 out of 5 average rating, 27 reviewsEntire Home in Historic Logan Square
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4.88 out of 5 average rating, 24 reviewsBelmont Heights SFH Oasis
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4.88 out of 5 average rating, 82 reviewsLuxe-Haus of Love—The 1938 Cape Cod |Heated FLRS |
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4.98 out of 5 average rating, 49 reviewsLuxury Home - Pool Tbl/Bar/Patio
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4.94 out of 5 average rating, 96 reviewsCozy 2 bedroom house/w garage in Skokie
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4.92 out of 5 average rating, 78 reviews“North Shore Nest” by NU & downtown Chicago
Destinations to explore
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- Rentals with a washing machine and dryer Northwest Side
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