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
Home in Highland Park
4.9 out of 5 average rating, 125 reviews2-Acre Highland Park Retreat with Heated Pool ~ 5*
Home in Schaumburg
5.0 out of 5 average rating, 3 reviewsParadise 4BR w/ Pool & Games
Home in Plainfield
4.95 out of 5 average rating, 62 reviewsUnique Spanish style Home (w/heated pool)
Home in Schaumburg
4.93 out of 5 average rating, 14 reviewsSchaumburg Woodfield Pool House 4bedroom 2.5bath
Home in Chicago
4.86 out of 5 average rating, 37 reviewsLuxury Cabin in Lakeview
Home in Glen Ellyn
4.94 out of 5 average rating, 17 reviewsGlen Ellyn Home
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
4.88 out of 5 average rating, 64 reviewsChicago getaway for two!
Home in Chicago
4.98 out of 5 average rating, 50 reviewsCity Cottage in Logan Square-Avondale
Home in Wilmette
4.98 out of 5 average rating, 92 reviewsUnique porcelain-enamel paneled "Lustron" home
Home in Chicago
4.89 out of 5 average rating, 36 reviewsBrand New Spacious Duplex
Home in Chicago
4.98 out of 5 average rating, 87 reviews3BD Home Mins from Airport | Free Wi-Fi + Parking
Home in Berwyn
5.0 out of 5 average rating, 79 reviewsRetro Modern Bungalow | free parking | fire pit
Home in Chicago
5.0 out of 5 average rating, 5 reviews1-bedroom with full kitchen, washer/dryer inside
Home in Oak Park
4.95 out of 5 average rating, 37 reviewsCozy & comfy w/free parking & W/D
Private house rentals
Home in Chicago
5.0 out of 5 average rating, 33 reviewsBright & Spacious 4BR Home in Heart of Logan Sq!
Home in Chicago
4.8 out of 5 average rating, 15 reviewsLuxury 1BR Suite | Lincoln Square
Home in Chicago
4.97 out of 5 average rating, 34 reviewsSingle Family Home in Logan w/ 2 Car Garage
Home in Chicago
4.86 out of 5 average rating, 29 reviews3BD/2BA Chicago Avondale/Logan Square House
Home in Chicago
4.79 out of 5 average rating, 39 reviewsStunning & Spacious 7BD Home with garage!
Home in Chicago
4.97 out of 5 average rating, 71 reviewsEntire first floor in Lincoln Square!
Home in Chicago
4.91 out of 5 average rating, 89 reviewsBoho Chic Coach House 30Min to downtown W/ Parking
Home in Chicago
4.96 out of 5 average rating, 28 reviewsLakeview Condo
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
- Evanston Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Side Holiday rentals
- South Bend Holiday rentals
- New Buffalo Holiday rentals
- Chicago Holiday rentals
- Townhouse rentals United States
- Earth house rentals United States
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- Townhouse rentals Chicago
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- House rentals Chicago
- Lakehouse rentals Chicago
- Townhouse rentals Downtown Chicago
- House rentals Downtown Chicago
- Lakehouse rentals Milwaukee
- House rentals Milwaukee
- Treehouse rentals Illinois
- Guest house rentals Illinois
- House rentals Illinois
- Lakehouse rentals Illinois
- Tiny house rentals Illinois
- Townhouse rentals Illinois
- Private suite rentals Northwest Side
- Rentals with outdoor seating Northwest Side
- Flat rentals Northwest Side
- Rentals with breakfast Northwest Side
- Pet-friendly rentals Northwest Side
- Rentals with a patio Northwest Side
- Apartment rentals Northwest Side
- Fitness-friendly rentals Northwest Side
- Smoking-friendly rentals Northwest Side
- Family-friendly rentals Northwest Side
- Rentals with a washing machine and dryer Northwest Side
- Rentals with a firepit Northwest Side
- Monthly Rentals Northwest Side
- Rentals with a fireplace Northwest Side
- Family-friendly rentals Northwest Side
- Townhouse rentals Cook County
- Guest house rentals Cook County
- House rentals Cook County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
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- Mansion Rentals United States
- Villa Rentals United Kingdom
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- Condo Rentals United States
- Holiday Apartments Australia
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- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
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- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
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- Beach Cabins United States
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