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
Home in Kenosha
4.93 out of 5 average rating, 129 reviewsThe Retreat on Lake Michigan 6 bd/4bth 4000 sq ft
Home in Kenosha
4.91 out of 5 average rating, 239 reviewsCoastal Style Estate
Apartment in Logan Square
4.98 out of 5 average rating, 237 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
Cottage in Antioch
4.93 out of 5 average rating, 148 reviews#4 Adorable Lake Cottage-Cypress Resort & Marine
Home in Richmond
4.93 out of 5 average rating, 145 reviews"About Time" You will love it! -12 beds
Home in West Town
4.85 out of 5 average rating, 293 reviewsLux Urban 3BR/3BA Duplex + Parking!
Home in Bristol
4.82 out of 5 average rating, 87 reviewsBeautiful Lakehouse sleeps 12 Boat/Pets/HotTub/Ski
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
Apartment in Evanston
4.77 out of 5 average rating, 575 reviewsSpacious Evanston Unit - Walk to Northwestern U
Loft in Woodstock
4.96 out of 5 average rating, 171 reviewsCurated Loft Retreat in The Heart Of Woodstock
Rental unit in Logan Square
4.89 out of 5 average rating, 351 reviewsSunny Logan Square Artists' home
Rental unit in Roscoe Village
4.96 out of 5 average rating, 247 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Home in Forest Park
4.9 out of 5 average rating, 228 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Rental unit in Irving Park
4.76 out of 5 average rating, 302 reviewsITALIAN garden apt/kids friendly/great location!!
Guest suite in Logan Square
4.97 out of 5 average rating, 243 reviewsStylish Studio in Historic Logan Square
Rental unit in Irving Park
4.86 out of 5 average rating, 330 reviewsThe Avondale Garden Unit
Family-friendly home rentals with a pool
Chalet in Ingleside
4.84 out of 5 average rating, 369 reviews"A" Frame Brandenburg Lake
Rental unit in Chicago
4.87 out of 5 average rating, 165 reviewsSkyline Serenity: Sauna, Hot Tub, Peloton, Views
Cabin in Lake Geneva
4.84 out of 5 average rating, 100 reviewsLuxury Log Cabin retreat home
Rental unit in The Loop
4.77 out of 5 average rating, 191 reviewsStylish Corner 2 Bedroom in the Heart of Chicago |
Home in Lake Forest
4.91 out of 5 average rating, 58 reviewsBeautiful 137 Year Old Farm Home (3night min)
Apartment in Lake Geneva
4.65 out of 5 average rating, 254 reviewsFlexible rental In Lake Geneva Area
Rental unit in The Loop
5 out of 5 average rating, 8 reviewsThe Playwright's Palace
Villa in Lake Geneva
4.88 out of 5 average rating, 69 reviews2 Bedroom Villa at Lake Geneva's GRAND Resort
Quick stats about holiday 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
€ 84 before taxes and fees
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
- Evanston Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Side Holiday rentals
- South Bend Holiday rentals
- Chicago Holiday rentals
- Family-friendly rentals United States
- Family-friendly rentals Chicago
- Family-friendly rentals Downtown Chicago
- Family-friendly rentals Illinois
- Rentals with outdoor seating Highland Park
- House rentals Highland Park
- Pet-friendly rentals Highland Park
- Monthly Rentals Highland Park
- Rentals with a washing machine and dryer Highland Park
- Rentals with a patio Highland Park
- Family-friendly rentals Lake County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom