Family-friendly holiday rentals in Homewood
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Homewood
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 Homewood family-friendly rentals
Family-friendly home rentals with a hot tub
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 Miller
4.55 out of 5 average rating, 127 reviewsSmart Home, Hot Tub, direct Beach/Nat’l Park access, luxury amenities
Rental unit in Bronzeville
4.46 out of 5 average rating, 13 reviewsSpacious 2bdm unit 15min to Dwtn
Cottage in Valparaiso
4.93 out of 5 average rating, 397 reviewsThe Lake Escape -Cozy Lakefront Cottage Valparaiso
Home in Miller
4.53 out of 5 average rating, 154 reviewsSecluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park
Rental unit in The Loop
4.75 out of 5 average rating, 44 reviewsThe Professional's Playground
Home in Beverly Shores
4.91 out of 5 average rating, 133 reviewsDunes Vacation Rental
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
Home in Lincoln Park
4.84 out of 5 average rating, 158 reviewsHistoric Old Town, Fabulous 4 Bedroom Home
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 Logan Square
4.87 out of 5 average rating, 300 reviewsLogan Square Video Game Loft
Rental unit in Logan Square
4.96 out of 5 average rating, 102 reviewsGarden Unit Getaway-Bucktown
Home in Lincoln Park
4.82 out of 5 average rating, 222 reviewsSpacious Luxury Townhouse - Old Town
Family-friendly home rentals with a pool
Cottage in Long Beach
5 out of 5 average rating, 61 reviewsBeach Walk w/ Pond Views. Steps to Beach & Pool
Home in Michigan City
4.92 out of 5 average rating, 106 reviewsBeautiful home with beach access
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
Home in Lake Forest
4.9 out of 5 average rating, 63 reviewsBeautiful 137 Year Old Farm Home (3night min)
Home in Michigan City
5 out of 5 average rating, 9 reviewsPet Friendly in Beachwalk Resort - Walk to Beach,
Cottage in Michigan City
4.86 out of 5 average rating, 44 reviewsManatee's Retreat Michigan City
Guest suite in Berwyn
4.67 out of 5 average rating, 42 reviewsMusic Hot Spot’s Main Level
Quick stats about holiday rentals that are family-friendly in Homewood
Total rentals
30 properties
Nightly prices starting at
$171 NZD before taxes and fees
Total number of reviews
730 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
30 properties include access to Wi-Fi
Destinations to explore
- Downtown Chicago Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
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- Family-friendly rentals United States
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- Monthly Rentals Homewood
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