Kid-friendly holiday rentals in Northwest Side
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Northwest Side
Guests agree: these family-friendly rentals 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 Northwest Side family-friendly rentals
Kid-friendly house rentals
Home in Chicago
4.98 out of 5 average rating, 176 reviewsThe Evergreen House
Home in Berwyn
4.91 out of 5 average rating, 253 reviewsPrivate apartment with retro vibe
Home in Forest Park
4.91 out of 5 average rating, 225 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Home in Logan Square
4.97 out of 5 average rating, 360 reviewsTop Floor Escape | Modern Amenities | Lush Garden
Home in Chicago
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Home in Chicago
4.94 out of 5 average rating, 217 reviewsModern Home RoscoeVillage/Wrigley Free St Parking
Home in Chicago
4.9 out of 5 average rating, 338 reviewsPrivate 3rd Floor Apartment
Home in Bridgeport
4.95 out of 5 average rating, 126 reviewsCozy & Modern Chic Full House in Trendy Bridgeport
Family-friendly apartment rentals
Flat in Chicago
4.97 out of 5 average rating, 253 reviewsSpacious 1BR apartment in a central location
Flat in Chicago
4.97 out of 5 average rating, 170 reviewsElegant & Clean Cottage Apt 20 minutes from O’Hare
Flat in Oak Park
4.86 out of 5 average rating, 251 reviewsCosmopolitan Nest in Oak Park North Side
Flat in Chicago
4.89 out of 5 average rating, 346 reviewsSunny Logan Square Artists' home
Flat in Chicago
4.82 out of 5 average rating, 116 reviewsCozy Avondale apt right by Belmont blue line stop
Flat in Chicago
4.87 out of 5 average rating, 488 reviewsLogan Square Studio
Flat in Chicago
4.96 out of 5 average rating, 349 reviewsLovely, bright, 3-bedroom Avondale flat. Private.
Flat in Chicago
4.95 out of 5 average rating, 202 reviewsFree Parking & King Bed in Desirable Norwood Park!
Family-friendly apartment rentals
Apartment in Jefferson Park
4.82 out of 5 average rating, 126 reviews-CHICAGO STUDIO IN JEFFERSON PARK O'HARE ROSEMONT-
Apartment in Chicago
4.81 out of 5 average rating, 446 reviewsCozy Apartment with Free On-Site Parking
Apartment in Humboldt Park
4.87 out of 5 average rating, 128 reviews3D Tour! Designer Condo near Logan Square
Apartment in Oak Park
4.88 out of 5 average rating, 164 reviewsAttractive Flat - Historic Oak Park
Apartment in Oak Park
4.96 out of 5 average rating, 131 reviewsPicture Perfect 3Bed Steps from Train and FLW
Apartment in Chicago
4.98 out of 5 average rating, 237 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
Apartment in Chicago
4.97 out of 5 average rating, 107 reviewsStylish 3BR + Free Parking 10-15mins from Downtown
Apartment in Chicago
4.98 out of 5 average rating, 258 reviewsNorthside Chicago Favorite with parking!
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
- Family-friendly rentals United States
- Family-friendly rentals Chicago
- Family-friendly rentals Downtown Chicago
- Family-friendly rentals Milwaukee
- Family-friendly rentals Illinois
- Monthly Rentals Northwest Side
- Apartment rentals Northwest Side
- Fitness-friendly rentals Northwest Side
- Smoking-friendly rentals Northwest Side
- Rentals with a patio Northwest Side
- House rentals Northwest Side
- Rentals with a washing machine and dryer Northwest Side
- Rentals with breakfast Northwest Side
- Pet-friendly rentals Northwest Side
- Private suite rentals Northwest Side
- Hotel rentals Northwest Side
- Rentals with a firepit Northwest Side
- Family-friendly rentals Northwest Side
- Flat rentals Northwest Side
- Rentals with a fireplace Northwest Side
- Rentals with outdoor seating Northwest Side
- Family-friendly 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