Family-friendly holiday houses 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
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 Chicago
4.85 out of 5 average rating, 292 reviewsLux Urban 3BR/3BA Duplex + Parking!
3 – 10 Sept
Home in Beverly Shores
4.91 out of 5 average rating, 128 reviewsDunes Vacation Rental
29 Apr – 6 May
Cottage in Valparaiso
4.93 out of 5 average rating, 372 reviewsThe Lake Escape -Cozy Lakefront Cottage Valparaiso
31 Oct – 7 Nov
Home in Miller Beach
4.54 out of 5 average rating, 150 reviewsSecluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park
5 – 12 Jan
Condo in Chicago
4.78 out of 5 average rating, 46 reviewsChicago Suite 1BR/1BA (3709-G2)
11 – 18 Sept
Loft in Chicago
4.81 out of 5 average rating, 278 reviewsArtist Loft Duplex in a 1904 Former Factory
11 – 18 Oct
Apartment in Chicago
4.63 out of 5 average rating, 8 reviewsSpacious 2bdm unit 15min to Dwtn
5 – 12 July
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
30 Sept – 7 Oct
Home in Forest Park
4.91 out of 5 average rating, 223 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
25 June – 2 July
Condo in Evanston
4.76 out of 5 average rating, 567 reviewsSpacious Evanston Unit - Walk to Northwestern U
5 – 12 Jan
Guest suite in Gary
4.95 out of 5 average rating, 286 reviewsMiller Mermaid Suite-100 yds from the beach!
21 – 28 Mar
Apartment in Chicago
4.96 out of 5 average rating, 238 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
30 Dec – 6 Jan
Apartment in Forest Park
4.92 out of 5 average rating, 112 reviewsVillage Cottage - Forest Park Studio Pets 72142F
9 – 16 May
Apartment in Chicago
4.89 out of 5 average rating, 339 reviewsSunny Logan Square Artists' home
19 – 26 Jan
Townhouse in Manteno
4.97 out of 5 average rating, 229 reviewsManteno clean 2 king beds great location!
13 – 20 Jan
Family-friendly home rentals with a pool
Apartment in Chicago
4.76 out of 5 average rating, 203 reviewsLuxury Corner 2 Bedroom in the Loop | Roof Deck
8 – 15 Feb
Apartment in Chicago
4.87 out of 5 average rating, 156 reviewsStunning Panoramic Chicago Views & Free Parking
1 – 8 Jan
Home in Lake Forest
4.91 out of 5 average rating, 58 reviewsBeautiful 137 Year Old Farm Home (3night min)
28 Mar – 4 Apr
Apartment in Chicago
4.8 out of 5 average rating, 25 reviewsThe Professional's Playground
17 – 24 Nov
Apartment in Chicago
5.0 out of 5 average rating, 8 reviewsSTUNNING VIEWS, 5★AMENITY BUILDING, FREE PARKING
7 – 14 Jan
Guest suite in Berwyn
4.74 out of 5 average rating, 31 reviewsMusic Hot Spot’s Main Level
24 – 31 July
Guest suite in Chicago
4.96 out of 5 average rating, 79 reviewsSweet Home Chicago-9min downtown/pool/free parking
17 – 24 Jan
Home in Cedar Lake
4.85 out of 5 average rating, 72 reviewsBeautiful Home Oasis
6 – 13 Dec
Quick stats about accommodation & holiday rentals that are family-friendly in Homewood
Total rentals
30 properties
Wi-Fi availability
30 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
540 reviews
Nightly prices starting at
$153 AUD before taxes and fees
Destinations to explore
- Downtown Chicago Holiday rentals
- Lake Geneva Accommodation & holiday rentals
- Lake Michigan Beach Accommodation & holiday rentals
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- Chicago Accommodation & holiday rentals
- Family-friendly rentals United States
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