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 Highland Park
4.91 out of 5 average rating, 141 reviews2-Acre Highland Park Retreat with Heated Pool ~ 5*
Home in Munster
5 out of 5 average rating, 9 reviewsMunster hide away
Home in Bloomingdale
4.95 out of 5 average rating, 38 reviewsWhole House with a Hot Tub!
Home in Schaumburg
4.86 out of 5 average rating, 14 reviewsSchaumburg Oasis with a Pool and Hidden Garden
Home in Gary
4.81 out of 5 average rating, 226 reviewsOasis , Near Beach, Hard Rock and Dunes
Home in Plainfield
4.93 out of 5 average rating, 75 reviewsBeautiful Spanish style Home (w/inground pool)
Home in Lake Forest
4.9 out of 5 average rating, 63 reviewsBeautiful 137 Year Old Farm Home (3night min)
Weekly house rentals
Home in Chicago
4.93 out of 5 average rating, 262 reviewsDuplex Home RoscoeVillage/Wrigley Free St Parking
Home in Lansing
4.81 out of 5 average rating, 107 reviewsHello 2025! -2bd/1bath Cozy Home
Home in Chicago
4.86 out of 5 average rating, 220 reviewsThe Avondale Guesthouse
Home in Streamwood
4.98 out of 5 average rating, 42 reviewsSuburban Serenity~Grill, Fire pit, Big yard~
Home in Whiting
4.83 out of 5 average rating, 144 reviewsThe Spa of Downtown Whiting
Home in Chicago
4.94 out of 5 average rating, 180 reviewsWrigleyville Greystone
Home in Justice
4.94 out of 5 average rating, 220 reviews3 Kng, 1 Qn, 1 Full, 3AirBd|Basktbll Crt|FreePrkin
Home in Winfield
4.98 out of 5 average rating, 153 reviewsCozy, Clean & Well-Stocked Home!
Private house rentals
Home in Lake Zurich
4.76 out of 5 average rating, 37 reviewsComfortable 4 bedroom home with indoor fireplace
Home in Aurora
4.94 out of 5 average rating, 32 reviewsSpacious family friendly home away from home
Home in Chicago
4.94 out of 5 average rating, 16 reviewsWarm bungalow in New City
Home in Bolingbrook
4.73 out of 5 average rating, 22 reviewsSerenity King|7 min -> Hwy & Mall|Backyard
Home in Chicago
4.95 out of 5 average rating, 39 reviewsGorgeous and Luxurious 3 BR Home
Home in Chicago
4.87 out of 5 average rating, 47 reviewsGrand Victorian Mansion in Austin Area
Home in Blue Island
4.81 out of 5 average rating, 183 reviewsWarm and comfortable inviting Suburban home !
Home in Chicago Ridge
4.94 out of 5 average rating, 109 reviewsQuiet cul-de-sac with huge fenced in backyard
Destinations to explore
- Downtown Chicago Vacation rentals
- Milwaukee Vacation rentals
- Lake Geneva Vacation rentals
- Lake Michigan Beach Vacation rentals
- Evanston Vacation rentals
- Saugatuck Vacation rentals
- South Haven Vacation rentals
- Naperville Vacation rentals
- South Bend Vacation rentals
- South Side Vacation rentals
- Schaumburg Vacation rentals
- Chicago Vacation rentals
- Lighthouse rentals United States
- Guesthouse rentals United States
- Earth house rentals United States
- Townhouse rentals United States
- House rentals United States
- Lakehouse rentals Chicago
- Townhouse rentals Chicago
- House rentals Chicago
- Townhouse rentals Downtown Chicago
- House rentals Downtown Chicago
- House rentals Milwaukee
- Lakehouse rentals Milwaukee
- Townhouse rentals Milwaukee
- Tiny house rentals Illinois
- Lakehouse rentals Illinois
- Guesthouse rentals Illinois
- Townhouse rentals Illinois
- House rentals Illinois
- Rentals with a hot tub Northwest Side
- Rentals with a washer and dryer Northwest Side
- Rentals with a fireplace Northwest Side
- Apartment rentals Northwest Side
- Rentals with outdoor seating Northwest Side
- Condo rentals Northwest Side
- Fitness-friendly rentals Northwest Side
- Smoking-friendly rentals Northwest Side
- Rentals with a patio Northwest Side
- Rentals with breakfast Northwest Side
- Pet-friendly rentals Northwest Side
- Hotel rentals Northwest Side
- Family-friendly rentals Northwest Side
- Monthly Rentals Northwest Side
- Kid-friendly rentals Northwest Side
- Rentals with a fire pit Northwest Side
- Private suite rentals Northwest Side
- Townhouse 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
- 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