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
Home in Lake Villa
4.86 out of 5 average rating, 42 reviewsLakeside Getaway
Cottage in Antioch
4.93 out of 5 average rating, 150 reviews#4 Adorable Lake Cottage-Cypress Resort & Marine
Home in Kenosha
4.92 out of 5 average rating, 260 reviewsA Home for your Holiday! Hot tub/Chefs Kitchen
Home in West Town
4.85 out of 5 average rating, 307 reviewsLux Urban 3BR/3BA Duplex + Parking!
Loft in West Town
4.81 out of 5 average rating, 283 reviewsArtist Loft Duplex in a 1904 Former Factory
Home in Antioch
4.94 out of 5 average rating, 106 reviews#1 Old Lake House at Cypress Resort & Marine
Rental unit in Bronzeville
4.46 out of 5 average rating, 13 reviewsSpacious 2bdm unit 15min to Dwtn
Home in Lake Geneva
4.69 out of 5 average rating, 119 reviewsRestored Victorian w Hottub , 1block to shops
Family- and pet-friendly home rentals
Rental unit in Roscoe Village
4.96 out of 5 average rating, 278 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Guest suite in Logan Square
4.97 out of 5 average rating, 272 reviewsStylish Studio in Historic Logan Square
Rental unit in Lincoln Park
4.79 out of 5 average rating, 159 reviewsChicago Lincoln Park Getaway
Guest suite in Portage Park
4.95 out of 5 average rating, 149 reviewsCozy Home Living, Dogs, Kids, Free Parking, 420 OK
Rental unit in Andersonville
4.93 out of 5 average rating, 422 reviewsAndersonville Living
Rental unit in Logan Square
4.87 out of 5 average rating, 300 reviewsLogan Square Video Game Loft
Rental unit in Palos Hills
4.94 out of 5 average rating, 165 reviewsAunt Linda's Apartment with a View in Palos
Rental unit in Logan Square
4.96 out of 5 average rating, 102 reviewsGarden Unit Getaway-Bucktown
Family-friendly home rentals with a pool
Rental unit in The Loop
4.77 out of 5 average rating, 204 reviewsStylish Corner 2 Bedroom in the Heart of Chicago |
Guest suite in Bridgeport
4.96 out of 5 average rating, 82 reviewsSweet Home Chicago-9min downtown/pool/free parking
Villa in Lake Geneva
4.89 out of 5 average rating, 72 reviews2 Bedroom Villa at Lake Geneva's GRAND Resort
Home in Lake Forest
4.9 out of 5 average rating, 63 reviewsBeautiful 137 Year Old Farm Home (3night min)
Rental unit in The Loop
4.75 out of 5 average rating, 44 reviewsThe Professional's Playground
Guest suite in Berwyn
4.67 out of 5 average rating, 42 reviewsMusic Hot Spot’s Main Level
Condo in Lake Geneva
4.5 out of 5 average rating, 10 reviewsGrand Geneva in Lake Geneva
Quick stats about vacation rentals that are family-friendly in Highland Park
Total rentals
20 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
780 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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