Kid-friendly vacation rentals in Woodlawn, Chicago
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Woodlawn, Chicago
Guests agree: these kid-friendly rentals 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 Woodlawn, Chicago kid-friendly rentals
Kid-friendly house rentals
Home in Whiting
4.8 out of 5 average rating, 231 reviewsWhiting Getaway
Home in West Loop
4.98 out of 5 average rating, 322 reviewsCozy garden apartment historic Jackson Bvld.
Home in West Town
4.95 out of 5 average rating, 179 reviewsParadise on the Park
Home in Berwyn
4.91 out of 5 average rating, 263 reviewsPrivate apartment with retro vibe
Home in Logan Square
4.97 out of 5 average rating, 362 reviewsTop Floor Escape | Modern Amenities | Lush Garden
Home in Uptown
4.9 out of 5 average rating, 339 reviewsPrivate 3rd Floor Apartment
Home in Lake View
4.98 out of 5 average rating, 211 reviewsWrigleyville Southport Studio
Home in Wilmette
4.98 out of 5 average rating, 101 reviewsUnique porcelain-enamel paneled "Lustron" home
Kid-friendly apartment rentals
Rental unit in Chicago
4.85 out of 5 average rating, 169 reviewsYour brand new Chicago suite (unit 1F)
Rental unit in Chicago
4.98 out of 5 average rating, 141 reviewsModern Apt with style & comfort in Pilsen Chicago
Rental unit in Chicago
4.84 out of 5 average rating, 178 reviewsThe Cottage
Rental unit in Chicago
4.96 out of 5 average rating, 104 reviewsCute, Clean, Cozy Apartment in Pilsen
Rental unit in West Loop
4.87 out of 5 average rating, 221 reviewsGarden Apartment in the Historic Heart of the City
Rental unit in Chicago
4.82 out of 5 average rating, 147 reviewsThe Posh Apt. Mins to Downtown & Hyde Park
Rental unit in Little Italy
4.98 out of 5 average rating, 204 reviewsSpacious 2BR on Quiet St - Free Park/Late Checkout
Rental unit in Lincoln Park
4.98 out of 5 average rating, 307 reviewsRedesigned Lower Level Studio in Historic Building
Kid-friendly condo rentals
Condo in Chicago
4.86 out of 5 average rating, 123 reviewsQuiet, Modern, Convenient 2 bedroom condo
Condo in Chicago
4.86 out of 5 average rating, 341 reviewsNear McCormick Place and Minutes from Downtown!
Condo in Little Italy
4.96 out of 5 average rating, 131 reviewsPrivate hot tub - King bed suite - Free parking
Condo in Lincoln Square
4.97 out of 5 average rating, 339 reviewsLincoln Square Gem!
Condo in Lincoln Park
4.96 out of 5 average rating, 448 reviewsUnique Lincoln Park Duplex Apt
Condo in Humboldt Park
4.87 out of 5 average rating, 130 reviews3D Tour! Designer Condo near Logan Square
Condo in Chicago
4.9 out of 5 average rating, 104 reviewsModern designed 2bed/2bath | Heart of Bronzeville!
Condo in Lake View
4.99 out of 5 average rating, 578 reviewsUrban Comfort in the Heart of Chicago
Quick stats about vacation rentals that are kid-friendly in Woodlawn, Chicago
Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.4K reviews
Nightly prices starting at
$50 before taxes and fees
Destinations to explore
- Kid-friendly rentals United States
- Kid-friendly rentals Chicago
- Kid-friendly rentals Chicago
- Kid-friendly rentals Downtown Chicago
- Kid-friendly rentals Milwaukee
- Kid-friendly rentals Illinois
- Apartment rentals Woodlawn
- Rentals with a patio Woodlawn
- Pet-friendly rentals Woodlawn
- House rentals Woodlawn
- Rentals with lake access Woodlawn
- Rentals with outdoor seating Woodlawn
- Rentals with a washer and dryer Woodlawn
- Rentals with a fireplace Woodlawn
- Condo rentals Woodlawn
- Family-friendly rentals Woodlawn
- Monthly Rentals Woodlawn
- Rentals with beach access Woodlawn
- Kid-friendly rentals Cook County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- 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
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes