House vacation rentals in Northwest Side
Find and book unique houses on Airbnb
Top-rated house rentals in Northwest 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 Northwest Side house rentals
House rentals with a pool
Home in Plainfield
4.95 out of 5 average rating, 62 reviewsSpanish style Home (w/heated pool)
Oct. 19 – 26
Home in Schaumburg
4.93 out of 5 average rating, 14 reviewsSchaumburg Woodfield Pool House 4bedroom 2.5bath
Aug. 24 – 31
Home in Chicago
4.86 out of 5 average rating, 37 reviewsLuxury Cabin in Lakeview
Jul. 7 – 14
Home in Glen Ellyn
4.94 out of 5 average rating, 16 reviewsGlen Ellyn Home
Jul. 23 – 30
Home in Schaumburg
5.0 out of 5 average rating, 3 reviewsParadise 4BR w/ Pool & Games
Nov. 12 – 19
Home in Chicago
4.8 out of 5 average rating, 15 reviews2Bed+2Bath PentHouse in South Loop
Feb. 2 – 9
Home in Bartlett
5.0 out of 5 average rating, 4 reviewsFully Furnished Executive Home, Lux Amenities
Dec. 11 – 18
Home in Carol Stream
4.55 out of 5 average rating, 20 reviewsAmazing Summer Pool Awaits You!
Jul. 29 – Aug. 5
Weekly house rentals
Home in Chicago
4.87 out of 5 average rating, 63 reviewsChicago getaway for two!
Jan. 19 – 26
Home in Chicago
4.98 out of 5 average rating, 50 reviewsCity Cottage in Logan Square-Avondale
Oct. 3 – 10
Home in Chicago
4.9 out of 5 average rating, 20 reviewsNorthside Chicago Getaway
Mar. 26 – Apr. 2
Home in Chicago
5.0 out of 5 average rating, 5 reviews1-bedroom with full kitchen, washer/dryer inside
Dec. 4 – 11
Home in Chicago
4.89 out of 5 average rating, 35 reviewsBrand New Spacious Duplex
Sep. 14 – 21
Home in Wilmette
4.98 out of 5 average rating, 92 reviewsUnique porcelain-enamel paneled "Lustron" home
Sep. 11 – 18
Home in Chicago
4.98 out of 5 average rating, 87 reviews3BD Home Mins from Airport | Free Wi-Fi + Parking
Sep. 11 – 18
Home in Berwyn
5.0 out of 5 average rating, 78 reviewsRetro Modern Bungalow | free parking | fire pit
Nov. 15 – 22
Private house rentals
Home in Chicago
5.0 out of 5 average rating, 19 reviewsHome in Chicago
Jun. 11 – 18
Home in Chicago
4.97 out of 5 average rating, 77 reviewsUltra Modern, 2800 SQ Ft, Outdoor Gazebo Sleeps 14
Oct. 16 – 23
Home in Chicago
4.96 out of 5 average rating, 27 reviewsLakeview Condo
Dec. 6 – 13
Home in Chicago
4.97 out of 5 average rating, 69 reviewsCasita Rosalinda - 3BR/2BA Chicago Home
Sep. 4 – 11
Home in Chicago
5.0 out of 5 average rating, 32 reviewsBright & Spacious 4BR Home in Heart of Logan Sq!
Jan. 20 – 27
Home in Chicago
4.82 out of 5 average rating, 38 reviewsStunning & Spacious 7BD Home with garage!
Jan. 16 – 23
Home in Chicago
4.86 out of 5 average rating, 29 reviews3BD/2BA Chicago Avondale/Logan Square House
Oct. 22 – 29
Home in Maywood
4.83 out of 5 average rating, 60 reviewsMaywood Relaxation
Feb. 21 – 28
Destinations to explore
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- Rentals with a firepit Northwest Side
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