
Family-friendly vacation rentals in Highland Park
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Highland Park
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 Highland Park family-friendly rentals
Family-friendly home rentals with a hot tub

Private Coach house near Lincoln Square!

Secluded in the Woods, Hot Tub

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

Highwood Haven/Indoor Pool/Hot Tub/Arcade

COUNTRY RETREAT / SPACIOUS GROUNDS / LARGE HOT TUB

Belmont Pleasures - hot tub / arcade gaming room

Private hot tub - King bed suite - Free parking

Chain O' Lakes Nautical 2/2 Lake House w/ Hot Tub
Family- and pet-friendly home rentals

Peaceful Portage Park Apartment

Executive Apartment on Lake Michigan with parking

Retro Modern Bungalow | fire pit | free parking

Adorable studio style unit - Self check in ⚡️

Cozy 1bdr Rogers Park, Loyola, Northwestern.

Eddy Street Upstairs Apartment

a SIMPLE place

Entire 1st Floor Apt near O'Hare/ORD & Blue Line
Family-friendly home rentals with a pool

Spectacular 2BR Penthouse in the Loop | Roof Deck

5-Star Gold Coast Experience in a Luxe 2BR Retreat

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

Living the High Life Pool House

50th Floor Mag Mile Studio
Quick stats about vacation rentals that are family-friendly in Highland Park
Total rentals
20 properties
Nightly prices starting at
€ 77 before taxes and fees
Total number of reviews
970 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Destinations to explore
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- Rentals with outdoor seating Highland Park
- Rentals with a washer and dryer Highland Park
- House rentals Highland Park
- Pet-friendly rentals Highland Park
- Rentals with a patio Highland Park
- Rentals with a fireplace Highland Park
- Family-friendly rentals Lake County
- Family-friendly rentals Illinois
- Family-friendly rentals United States
- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Navy Pier
- Six Flags Great America
- Shedd Aquarium
- 875 North Michigan Avenue
- Humboldt Park
- Guaranteed Rate Field
- Frank Lloyd Wright Home and Studio
- Alpine Valley Resort
- Oak Street Beach
- The Field Museum
- Wicker Park
- Garfield Park Conservatory
- Lincoln Park Zoo
- Brookfield Zoo
- Museum of Science and Industry
- Geneva National Resort & Club
- Illinois Beach State Park
- Willis Tower
- The Beverly Country Club
- Raging Waves Waterpark