Family-friendly holiday 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.
Holiday 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, 233 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
6 – 13 Jan
Home in Richmond
4.93 out of 5 average rating, 143 reviews"About Time" You will love it! -12 beds
1 – 8 Nov
Home in Chicago
4.85 out of 5 average rating, 292 reviewsLux Urban 3BR/3BA Duplex + Parking!
3 – 10 Sept
Home in Bristol
4.82 out of 5 average rating, 85 reviewsBeautiful Lakehouse sleeps 12 Boat/Pets/HotTub/Ski
19 – 26 Sept
Home in McHenry
4.93 out of 5 average rating, 217 reviewsRiver House with Deck and Hot Tub
17 – 24 June
Home in Lake Villa
4.87 out of 5 average rating, 38 reviewsLakeside Getaway
24 – 31 July
Condo in Chicago
4.78 out of 5 average rating, 46 reviewsChicago Suite 1BR/1BA (3709-G2)
11 – 18 Sept
Home in Genoa City
4.64 out of 5 average rating, 107 reviewsSpacious Cottage on Lake - Tons of Amenities
23 – 30 Oct
Family- and pet-friendly home rentals
Condo in Evanston
4.76 out of 5 average rating, 567 reviewsSpacious Evanston Unit - Walk to Northwestern U
3 – 10 Dec
Apartment in Wilmette
4.89 out of 5 average rating, 235 reviewsSpacious Garden Apartment with Sauna and Fireplace
28 June – 5 July
Apartment in Chicago
4.76 out of 5 average rating, 298 reviewsITALIAN garden apt/kids friendly/great location!!
25 Oct – 1 Nov
Apartment in Chicago
4.96 out of 5 average rating, 238 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
30 Dec – 6 Jan
Home in Chicago
4.89 out of 5 average rating, 332 reviewsPrivate 3rd Floor Apartment
27 Feb – 6 Mar
Apartment in Forest Park
4.92 out of 5 average rating, 112 reviewsVillage Cottage - Forest Park Studio Pets 72142F
9 – 16 May
Home in Forest Park
4.91 out of 5 average rating, 223 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
25 June – 2 July
Apartment in Chicago
4.89 out of 5 average rating, 339 reviewsSunny Logan Square Artists' home
19 – 26 Jan
Family-friendly home rentals with a pool
Apartment in Chicago
4.78 out of 5 average rating, 188 reviewsStylish Corner 2 Bedroom in the Heart of Chicago |
11 – 18 Sept
Chalet in Ingleside
4.84 out of 5 average rating, 369 reviews"A" Frame Brandenburg Lake
25 Oct – 1 Nov
Apartment in Chicago
4.87 out of 5 average rating, 156 reviewsStunning Panoramic Chicago Views & Free Parking
1 – 8 Jan
Apartment in Chicago
5.0 out of 5 average rating, 8 reviewsSTUNNING VIEWS, 5★AMENITY BUILDING, FREE PARKING
7 – 14 Jan
Apartment in Chicago
4.8 out of 5 average rating, 25 reviewsThe Professional's Playground
17 – 24 Nov
Home in Lake Forest
4.91 out of 5 average rating, 58 reviewsBeautiful 137 Year Old Farm Home (3night min)
28 Mar – 4 Apr
Guest suite in Chicago
4.96 out of 5 average rating, 79 reviewsSweet Home Chicago-9min downtown/pool/free parking
17 – 24 Jan
Guest suite in Berwyn
4.74 out of 5 average rating, 31 reviewsMusic Hot Spot’s Main Level
24 – 31 July
Quick stats about holiday rentals that are family-friendly in Highland Park
Total rentals
20 properties
Wi-Fi availability
20 properties include access to Wi-Fi
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
$138 AUD before taxes and fees
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Accommodation & holiday rentals
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- Family-friendly rentals United States
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- Rentals with a washing machine and dryer Highland Park
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