
Family-friendly holiday rentals in North Chicago
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in North Chicago
Guests agree: These family-friendly homes 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 North Chicago family-friendly rentals
Family-friendly home rentals with a hot tub

Private Coach house near Lincoln Square!

Secluded in the Woods, Hot Tub

Tea Studio in Wicker Park Spring Factory

Living the Lakehouse Dream

Highwood Haven/Indoor Pool/Hot Tub/Arcade

COUNTRY RETREAT / SPACIOUS GROUNDS / LARGE HOT TUB

Belmont Pleasures - hot tub / arcade gaming room

Enchanted Garden Treehouse (Amenity*)
Family- and pet-friendly home rentals

Lakefront, beautiful views, spacious and private.

Peaceful Portage Park Apartment

TheGlassCabin @ HackmatackRetreat

Gorgeous Home Stay | 4BD 1.5BA

* Cozy Wauk-Townhse near navy base

Retro Modern Bungalow | fire pit | free parking

Adorable studio style unit - Self check in ⚡️

Cozy 1bdr Rogers Park, Loyola, Northwestern.
Family-friendly home rentals with a pool

River North 2BR: Balcony, Walk to Mag Mile, Pool

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

Paradiso Vacation

Stunning 3BR Penthouse in the Loop | Roof Deck

Whole Flat in Private Club. Walk to L, Dining & Shows

The Executive's Escape (2BD / 2BA)

In Ground Pool, Full Ranch Home

Peaceful Private Coach-House in St. Charles
Quick stats about holiday rentals that are family-friendly in North Chicago
Total rentals
30 properties
Nightly prices starting at
$170 AUD before taxes and fees
Total number of reviews
1.4K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wi-Fi availability
30 properties include access to Wi-Fi
Destinations to explore
- Chicago Holiday rentals
- Upper Peninsula of Michigan Holiday rentals
- Indianapolis Holiday rentals
- Downtown Chicago Holiday rentals
- Platteville Holiday rentals
- St. Louis Holiday rentals
- Detroit Holiday rentals
- Columbus Holiday rentals
- Cincinnati Holiday rentals
- Milwaukee Holiday rentals
- Wisconsin River Holiday rentals
- Windsor Holiday rentals
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- Shedd Aquarium
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- Alpine Valley Resort
- The Field Museum
- Illinois Beach State Park
- Wicker Park
- Garfield Park Conservatory
- Brookfield Zoo
- Museum of Science and Industry
- Lincoln Park Zoo
- Geneva National Resort & Club
- Willis Tower
- Milwaukee County Zoo
- The 606