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 reviewsRelaxing Spanish 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
New place to stayParadise 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, 77 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
- Downtown Chicago Vacation rentals
- Milwaukee Vacation rentals
- Lake Geneva Vacation rentals
- Lake Michigan Beach Vacation rentals
- Saugatuck Vacation rentals
- Evanston Vacation rentals
- South Haven Vacation rentals
- Naperville Vacation rentals
- South Side Vacation rentals
- South Bend Vacation rentals
- New Buffalo Vacation rentals
- Chicago Vacation rentals
- Townhouse rentals United States
- Guesthouse rentals United States
- House rentals United States
- Earth house rentals United States
- Lighthouse rentals United States
- Townhouse rentals Chicago
- Guesthouse rentals Chicago
- House rentals Chicago
- Lakehouse rentals Chicago
- House rentals Downtown Chicago
- House rentals Milwaukee
- Lakehouse rentals Milwaukee
- Townhouse rentals Illinois
- Lakehouse rentals Illinois
- Treehouse rentals Illinois
- Tiny house rentals Illinois
- House rentals Illinois
- Guesthouse rentals Illinois
- Rentals with a fire pit Northwest Side
- Monthly Rentals Northwest Side
- Pet-friendly rentals Northwest Side
- Rentals with a patio Northwest Side
- Condo rentals Northwest Side
- Private suite rentals Northwest Side
- Rentals with a fireplace Northwest Side
- Fitness-friendly rentals Northwest Side
- Apartment rentals Northwest Side
- Rentals with breakfast Northwest Side
- Kid-friendly rentals Northwest Side
- Rentals with a washer and dryer Northwest Side
- Rentals with outdoor seating Northwest Side
- Family-friendly rentals Northwest Side
- Smoking-friendly rentals Northwest Side
- Townhouse rentals Cook County
- House rentals Cook County
- Guesthouse 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
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- 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
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom