Family-friendly vacation 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.
Vacation 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
Condo in Chicago
4.98 out of 5 average rating, 234 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
Mar 18 – 25
Home in Chicago
4.85 out of 5 average rating, 292 reviewsLux Urban 3BR/3BA Duplex + Parking!
Nov 14 – 21
Home in Beverly Shores
4.91 out of 5 average rating, 128 reviewsDunes Vacation Rental
Jun 4 – 11
Cottage in Valparaiso
4.93 out of 5 average rating, 373 reviewsThe Lake Escape -Cozy Lakefront Cottage Valparaiso
Apr 2 – 9
Home in Miller Beach
4.54 out of 5 average rating, 150 reviewsSecluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park
Feb 17 – 24
Condo in Chicago
4.78 out of 5 average rating, 46 reviewsChicago Suite 1BR/1BA (3709-G2)
Mar 21 – 28
Apartment in Chicago
4.63 out of 5 average rating, 8 reviewsSpacious 2bdm unit 15min to Dwtn
Jul 5 – 12
Loft in Chicago
4.81 out of 5 average rating, 278 reviewsArtist Loft Duplex in a 1904 Former Factory
Aug 5 – 12
Family- and pet-friendly home rentals
Cottage in Gary
4.85 out of 5 average rating, 165 reviewsMidcentury Cottage 3bd IN Dunes Natl Park, Lake MI
Oct 4 – 11
Condo in Evanston
4.76 out of 5 average rating, 568 reviewsSpacious Evanston Unit - Walk to Northwestern U
Dec 2 – 9
Home in Forest Park
4.91 out of 5 average rating, 223 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Jun 23 – 30
Apartment in Chicago
4.96 out of 5 average rating, 238 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Oct 15 – 22
Apartment in Chicago
4.89 out of 5 average rating, 339 reviewsSunny Logan Square Artists' home
Jan 11 – 18
Condo in Portage
4.8 out of 5 average rating, 158 reviewsMarina Condo near Lake Michigan
Feb 14 – 21
Townhouse in Manteno
4.97 out of 5 average rating, 229 reviewsManteno clean 2 king beds great location!
Jan 1 – 8
Apartment in Forest Park
4.92 out of 5 average rating, 112 reviewsVillage Cottage - Forest Park Studio Pets 72142F
May 8 – 15
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 |
Oct 30 – Nov 6
Apartment in Chicago
4.87 out of 5 average rating, 156 reviewsStunning Panoramic Chicago Views & Free Parking
Mar 5 – 12
Home in Lake Forest
4.91 out of 5 average rating, 58 reviewsBeautiful 137 Year Old Farm Home (3night min)
Apr 6 – 13
Apartment in Chicago
4.81 out of 5 average rating, 26 reviewsThe Professional's Playground
Dec 18 – 25
Apartment in Chicago
5.0 out of 5 average rating, 8 reviewsSTUNNING VIEWS, 5★AMENITY BUILDING, FREE PARKING
Apr 12 – 19
Guest suite in Berwyn
4.74 out of 5 average rating, 31 reviewsMusic Hot Spot’s Main Level
Aug 8 – 15
Home in Cedar Lake
4.85 out of 5 average rating, 72 reviewsBeautiful Home Oasis
Mar 3 – 10
Guest suite in Chicago
4.96 out of 5 average rating, 79 reviewsSweet Home Chicago-9min downtown/pool/free parking
Jan 1 – 8
Quick stats about vacation rentals that are family-friendly in Homewood
Total rentals
30 properties
Wifi availability
30 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
540 reviews
Nightly prices starting at
$100 before taxes and fees
Destinations to explore
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