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
Condo in Chicago
4.98 out of 5 average rating, 232 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
Home in Kenosha
4.93 out of 5 average rating, 125 reviewsThe Retreat on Lake Michigan 6 bd/4bth 4000 sq ft
Home in Kenosha
4.91 out of 5 average rating, 235 reviewsCoastal Style Estate
Home in Richmond
4.93 out of 5 average rating, 143 reviews"About Time" You will love it! -12 beds
Home in Chicago
4.85 out of 5 average rating, 292 reviewsLux Urban 3BR/3BA Duplex + Parking!
Home in Bristol
4.82 out of 5 average rating, 85 reviewsBeautiful Lakehouse sleeps 12 Boat/Pets/HotTub/Ski
Home in McHenry
4.93 out of 5 average rating, 217 reviewsRiver House with Deck and Hot Tub
Home in Miller Beach
4.55 out of 5 average rating, 149 reviewsSecluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park
Family- and pet-friendly home rentals
Condo in Evanston
4.76 out of 5 average rating, 565 reviewsSpacious Evanston Unit - Walk to Northwestern U
Apartment in Wilmette
4.89 out of 5 average rating, 235 reviewsSpacious Garden Apartment with Sauna and Fireplace
Apartment in Chicago
4.96 out of 5 average rating, 237 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Condo in Chicago
4.97 out of 5 average rating, 703 reviewsGreat location. Free parking.
Home in Chicago
4.89 out of 5 average rating, 332 reviewsPrivate 3rd Floor Apartment
Apartment in Chicago
4.89 out of 5 average rating, 339 reviewsSunny Logan Square Artists' home
Home in Forest Park
4.91 out of 5 average rating, 223 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Apartment in Chicago
4.76 out of 5 average rating, 296 reviewsITALIAN garden apt/kids friendly/great location!!
Family-friendly home rentals with a pool
Chalet in Ingleside
4.84 out of 5 average rating, 369 reviews"A" Frame Brandenburg Lake
Apartment in Chicago
4.86 out of 5 average rating, 154 reviewsStunning Panoramic Chicago Views & Free Parking
Apartment in Chicago
4.76 out of 5 average rating, 203 reviewsLuxury Corner 2 Bedroom in the Loop | Roof Deck
Home in Lake Forest
4.91 out of 5 average rating, 58 reviewsBeautiful 137 Year Old Farm Home (3night min)
Apartment in Forest Park
4.91 out of 5 average rating, 11 reviewsComfy & Cute-Oak Park Area - Parking +Public Trans
Apartment in Chicago
4.79 out of 5 average rating, 24 reviewsThe Professional's Playground
Apartment in Chicago
5.0 out of 5 average rating, 8 reviewsSTUNNING VIEWS, 5★AMENITY BUILDING, FREE PARKING
Villa in Lake Geneva
4.88 out of 5 average rating, 69 reviews2 Bedroom Villa at Lake Geneva's GRAND Resort
Quick stats about vacation rentals that are family-friendly in Highland Park
Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Total number of reviews
670 reviews
Nightly prices starting at
$90 before taxes and fees
Destinations to explore
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