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, 35 reviewsWhole House with a Hot Tub!
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5 out of 5 average rating, 16 reviewsNew! Arcade+Sauna+Slots+Karaoke+more by O’Hare
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4.83 out of 5 average rating, 12 reviewsSchaumburg Oasis with a Pool and Hidden Garden
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4.93 out of 5 average rating, 75 reviewsSpanish style Home (w/inground pool)
Weekly house rentals
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4.97 out of 5 average rating, 73 reviewsCity Cottage in Logan Square-Avondale
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4.94 out of 5 average rating, 17 reviewsWrigley classic+trendy+2garage
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5 out of 5 average rating, 65 reviewsNo Cleaning Fee Private Apt. Parking Near Airport
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4.98 out of 5 average rating, 94 reviewsEntire first floor in Lincoln Square!
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5 out of 5 average rating, 11 reviewsNEW! Large/Beautiful Home with 6BDS/4BTH + Garage!
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4.96 out of 5 average rating, 27 reviewsPrivate Logan Square Garden Apt
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4.82 out of 5 average rating, 62 reviewsLogan Square Portrait Room
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4.89 out of 5 average rating, 53 reviewsBrand New Spacious Duplex
Private house rentals
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5 out of 5 average rating, 6 reviewsGold Coast Pristine 4BR/4.5BA Home | Free Parking.
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4.9 out of 5 average rating, 48 reviews3BD/2BA Chicago Avondale/Logan Square House
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5 out of 5 average rating, 11 reviewsCasa 22 | Luxury Modern House for 6 | 3 Bed,2 Bath
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4.88 out of 5 average rating, 84 reviewsLuxe-Haus of Love—The 1938 Cape Cod |Heated FLRS |
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4.96 out of 5 average rating, 47 reviewsCulinary DREAM - Pizza Oven/BBQ/Smoker
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5 out of 5 average rating, 33 reviewsOak Park - Wine House!
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4.97 out of 5 average rating, 99 reviewsUltra Modern, 2800 SQ Ft, Outdoor Gazebo Sleeps 14
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4.93 out of 5 average rating, 86 reviewsHistoric 1920s bungalow near Logan Square !
Destinations to explore
- Downtown Chicago Holiday rentals
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- Rentals with a patio Northwest Side
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