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
Dec 15 – 22
Home in Chicago
4.85 out of 5 average rating, 292 reviewsLux Urban 3BR/3BA Duplex + Parking!
Apr 14 – 21
Home in Beverly Shores
4.91 out of 5 average rating, 128 reviewsDunes Vacation Rental
Jun 3 – 10
Cottage in Valparaiso
4.93 out of 5 average rating, 373 reviewsThe Lake Escape -Cozy Lakefront Cottage Valparaiso
Dec 22 – 29
Condo in Chicago
4.78 out of 5 average rating, 46 reviewsChicago Suite 1BR/1BA (3709-G2)
Nov 4 – 11
Home in Miller Beach
4.54 out of 5 average rating, 150 reviewsSecluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park
Apr 23 – 30
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 4 – 11
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 5 – 12
Condo in Evanston
4.76 out of 5 average rating, 568 reviewsSpacious Evanston Unit - Walk to Northwestern U
Oct 27 – Nov 3
Home in Forest Park
4.91 out of 5 average rating, 223 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Jun 23 – 30
Guest suite in Gary
4.95 out of 5 average rating, 288 reviewsMiller Mermaid Suite-100 yds from the beach!
Mar 25 – Apr 1
Apartment in Chicago
4.96 out of 5 average rating, 238 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Nov 19 – 26
Apartment in Chicago
4.89 out of 5 average rating, 339 reviewsSunny Logan Square Artists' home
Feb 18 – 25
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!
Dec 7 – 14
Family-friendly home rentals with a pool
Apartment in Chicago
4.87 out of 5 average rating, 156 reviewsStunning Panoramic Chicago Views & Free Parking
Nov 15 – 22
Apartment in Chicago
4.78 out of 5 average rating, 188 reviewsStylish Corner 2 Bedroom in the Heart of Chicago |
Nov 26 – Dec 3
Apartment in Chicago
4.81 out of 5 average rating, 26 reviewsThe Professional's Playground
Nov 17 – 24
Home in Lake Forest
4.91 out of 5 average rating, 58 reviewsBeautiful 137 Year Old Farm Home (3night min)
Apr 8 – 15
Apartment in Chicago
5.0 out of 5 average rating, 8 reviewsSTUNNING VIEWS, 5★AMENITY BUILDING, FREE PARKING
Jan 11 – 18
Guest suite in Berwyn
4.74 out of 5 average rating, 31 reviewsMusic Hot Spot’s Main Level
Aug 7 – 14
Home in Cedar Lake
4.85 out of 5 average rating, 72 reviewsBeautiful Home Oasis
Mar 2 – 9
Guest suite in Chicago
4.96 out of 5 average rating, 79 reviewsSweet Home Chicago-9min downtown/pool/free parking
Dec 18 – 25
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
ﺩ.ﺇ367 before taxes and fees
Destinations to explore
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