
Family-friendly vacation rentals in Near North Side
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Near North Side
Guests agree: these family-friendly homes 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 Near North Side family-friendly rentals
Family-friendly home rentals with a hot tub

Modern Wrigley Oasis with Parking!

Private Coach house near Lincoln Square!

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Parking

Lux Urban 3BR/3BA Duplex + Parking!

Master qtr close to nature & easy urban facilities

Luxe Ranch & Spa, Euro Opulence, a 4-Season Oasis

Downtown Chicago - Spa Bath, Patio, 3 blocks to L

Belmont Pleasures - hot tub / arcade gaming room
Family- and pet-friendly home rentals

Sounds Of The City

NEW luxury Old Town 1-Bedroom condo

Stunning Corner 2BR in Streeterville | Roof Deck |

Eddy Street Upstairs Apartment

Garden on Warren
Explore the City from an Elegant, Urban Retreat

Garden Unit Getaway-Bucktown

Charming 3-BED in Lincoln Park/ Old Town & Parking
Family-friendly home rentals with a pool

2-Acre Highland Park Retreat with Heated Pool ~ 5*

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux

High Rise Unit w/ Parking, Gym, Pool & Game Room

Level ◆ New Executive One Bedroom & Office

Luxury Designer Penthouse NW | Pool | Gold Coast

Skyline Oasis: City & Lake Views

Mag Mile Retreat: Stunning Views, High-End 2BR

Million Dollar Views! Luxury Downtown Skyhouse!
Quick stats about vacation rentals that are family-friendly in Near North Side
Total rentals
570 properties
Nightly prices starting at
€ 60 before taxes and fees
Total number of reviews
25K reviews
Pet-friendly rentals
260 properties allow pets
Rentals with a pool
220 properties have a pool
Rentals with dedicated workspaces
380 properties have a dedicated workspace
Destinations to explore
- Rentals with a sauna Near North Side
- Rentals with breakfast Near North Side
- Rentals with a home theater Near North Side
- Fitness-friendly rentals Near North Side
- Rentals with lake access Near North Side
- Rentals with an EV charger Near North Side
- Rentals with a hot tub Near North Side
- Pet-friendly rentals Near North Side
- Townhouse rentals Near North Side
- Apartment rentals Near North Side
- House rentals Near North Side
- Waterfront rentals Near North Side
- Kid-friendly rentals Near North Side
- Rentals with beach access Near North Side
- Rentals with pools Near North Side
- Loft rentals Near North Side
- Rentals with outdoor seating Near North Side
- Rentals with a patio Near North Side
- Rentals with a fire pit Near North Side
- Condo rentals Near North Side
- Rentals with a washer and dryer Near North Side
- Rentals with an accessible height bed Near North Side
- Rentals with a fireplace Near North Side
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- Oak Street Beach
- Shedd Aquarium
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- Guaranteed Rate Field
- 875 North Michigan Avenue
- Lincoln Park
- The Field Museum
- Washington Park Zoo
- Brookfield Zoo
- Museum of Science and Industry
- Illinois Beach State Park
- Garfield Park Conservatory
- Wicker Park
- Lincoln Park Zoo
- Willis Tower
- Raging Waves Waterpark
- The 606
- Chicago Cultural Center