Family-friendly vacation rentals in Des Plaines

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Des Plaines

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Guest favourite
Guest suite in Wood Dale
The Deer Suite
This is a one bedroom apartment within the home. NOT FOR PARTY No Smoking , ABSOLUTELY No events, parties, or large gatherings. The apartment has a separate entrance from the home main entrance. The apartment also comes with comcast high speed internet. The living room couch can be turned into a double bed, that sleeps two. Large ,shower towels and shampoo included. The apartment includes washer and dryer.The bedroom sleeps two .It is about 30min drive to Downtown-Chicago and15min to O'hare .
Jul. 24 – 31
$167 CAD per night
4.9 out of 5 average rating, 417 reviews
Superhost
Home in Des Plaines
Urban Farmhouse near O'Hare
I am hosting a hundred year old farmhouse that has been completely renovated on the inside and outside. The beds are top quality and bought new. The neighborhood has unique places to dine and explore. It is close to Metra Rail Road to downtown Chicago. O'Hare International Airport is 7 miles from the house and Rosemont Convention Center is just 5 miles, both are accesable by car or public transportation. There is also a lot of parking. A great place to stay when you travel.
Jan. 23 – 30
$187 CAD per night
4.78 out of 5 average rating, 300 reviews
Guest favourite
Townhouse in Hoffman Estates
a SIMPLE place
Booking the entire house with 100% privacy. It has 2 driveway parking spaces and street parking. Garage may be available. CHECK-IN and OUT are flexible. I set checkout at 11am (text me if you need late checkout). The space is perfect for a family of 4. It is located about 20 minutes from O'Hare airport and 40 minutes from Chicago downtown. Infants and pets are welcome (please text me for over size pets or more than 2 pets) Play pan is available upon request.
Nov. 26 – Dec. 3
$147 CAD per night
4.91 out of 5 average rating, 284 reviews

Popular amenities for Des Plaines family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Apartment in Chicago
Amazing Location | Stunning Views | Free Parking
Dec. 12 – 19
$679 CAD per night
4.86 out of 5 average rating, 148 reviews
Superhost
Chalet in Ingleside
"A" Frame Brandenburg Lake
Feb. 11 – 18
$401 CAD per night
4.84 out of 5 average rating, 367 reviews
Guest favourite
Home in Richmond
"About Time" You will love it! -12 beds
Aug. 30 – Sep. 6
$1,525 CAD per night
4.93 out of 5 average rating, 140 reviews
Superhost
Home in Bristol
Beautiful Lakehouse sleeps 12 Boat/Pets/HotTub/Ski
Feb. 1 – 8
$833 CAD per night
4.82 out of 5 average rating, 85 reviews
Guest favourite
Loft in Chicago
Artist Loft Duplex in a 1904 Former Factory
Jun. 24 – Jul. 1
$1,205 CAD per night
4.81 out of 5 average rating, 278 reviews
Guest favourite
Cottage in Fontana-on-Geneva Lake
3bd 2ba cottage Abbey Springs on Lake Geneva
Jun. 13 – 20
$938 CAD per night
4.98 out of 5 average rating, 92 reviews
Guest favourite
Home in McHenry
River House with Deck and Hot Tub
May 16 – 23
$340 CAD per night
4.94 out of 5 average rating, 212 reviews
Home in Genoa City
Cottage on Lake - Large Open Concept
Nov. 18 – 25
$778 CAD per night
4.64 out of 5 average rating, 107 reviews
Guest favourite
Home in Lake Villa
Lakeside Getaway
May 9 – 16
$557 CAD per night
4.87 out of 5 average rating, 38 reviews
Apartment in Chicago
Spacious 2bdm unit 15min to Dwtn
Apr. 15 – 22
$258 CAD per night
4.5 out of 5 average rating, 6 reviews
Apartment in Evanston
Lovely Furnished Evanston Apt.
Mar. 18 – 25
$240 CAD per night
4.27 out of 5 average rating, 16 reviews
Condo in Chicago
Cozy 2bd unit,10mins 4m dwntwn,IDEAL FOR LONG STAY
Jul. 16 – 23
$243 CAD per night
4.41 out of 5 average rating, 73 reviews

Family- and pet-friendly home rentals

Guest favourite
Condo in Evanston
Spacious Evanston Unit - Walk to Northwestern U
Oct. 23 – 30
$192 CAD per night
4.76 out of 5 average rating, 553 reviews
Superhost
Apartment in Chicago
ITALIAN garden apt/kids friendly/great location!!
Aug. 6 – 13
$165 CAD per night
4.76 out of 5 average rating, 290 reviews
Guest favourite
Guest suite in Chicago
Cozy Home Living, Dogs, Kids, Free Parking, 420 OK
Dec. 26 – Jan. 2
$173 CAD per night
4.95 out of 5 average rating, 118 reviews
Guest favourite
Home in Forest Park
Charming dog friendly 2-Bath Bungalow Near Chicago
May 23 – 30
$232 CAD per night
4.9 out of 5 average rating, 216 reviews
Guest favourite
Home in DeKalb
Cozy home in front of the park and close to NIU
Dec. 1 – 8
$176 CAD per night
4.95 out of 5 average rating, 236 reviews
Guest favourite
Home in Chicago
The Avondale Guesthouse
Feb. 6 – 13
$156 CAD per night
4.86 out of 5 average rating, 212 reviews
Guest favourite
Apartment in Chicago
Sunny Logan Square Artists' home
Sep. 5 – 12
$222 CAD per night
4.89 out of 5 average rating, 330 reviews
Guest favourite
Apartment in Chicago
Roscoe Village One Bed Lux Apartment Near Wrigley
Oct. 30 – Nov. 6
$191 CAD per night
4.96 out of 5 average rating, 232 reviews
Guest favourite
Condo in Chicago
Great location. Free parking.
Apr. 7 – 12
$189 CAD per night
4.97 out of 5 average rating, 690 reviews
Superhost
Apartment in Wilmette
Spacious Garden Apartment with Sauna and Fireplace
May 12 – 19
$380 CAD per night
4.89 out of 5 average rating, 231 reviews
Guest favourite
Guest suite in Chicago
Stylish Studio in Historic Logan Square
Jul. 18 – 25
$282 CAD per night
4.97 out of 5 average rating, 226 reviews
Guest favourite
Apartment in Chicago
Lovely, bright, 3-bedroom Avondale flat. Private.
Apr. 15 – 22
$275 CAD per night
4.96 out of 5 average rating, 335 reviews

Family-friendly home rentals with a pool

Superhost
Apartment in Chicago
Luxury Corner 2 Bedroom in the Loop | Roof Deck
Sep. 18 – 25
$859 CAD per night
4.77 out of 5 average rating, 197 reviews
Guest favourite
Apartment in Forest Park
Comfy & Cute-Oak Park Area - Parking +Public Trans
Mar. 10 – 17
$181 CAD per night
4.91 out of 5 average rating, 11 reviews
Guest favourite
Condo in Fontana-on-Geneva Lake
Abbey Villa D
Apr. 25 – May 2
$434 CAD per night
4.84 out of 5 average rating, 87 reviews
Superhost
Home in Lake Forest
Beautiful 137 Year Old Farm Home (3night min)
Jan. 23 – 30
$1,186 CAD per night
4.91 out of 5 average rating, 58 reviews
Superhost
Cabin in Union
Rustic Cabin with Patio Swing
Apr. 17 – 24
$119 CAD per night
4.71 out of 5 average rating, 58 reviews
Superhost
Bungalow in Fontana
North Shore Hideaway
Nov. 3 – 10
$809 CAD per night
4.5 out of 5 average rating, 4 reviews
Guest favourite
Apartment in Chicago
STUNNING VIEWS, 5★AMENITY BUILDING, FREE PARKING
Feb. 3 – 10
$1,094 CAD per night
5.0 out of 5 average rating, 6 reviews
Guest favourite
Condo in Fontana-on-Geneva Lake
2 BD 2 BA Abbey Villa with Pool
Oct. 12 – 19
$684 CAD per night
5.0 out of 5 average rating, 49 reviews
Guest suite in Berwyn
Music Hot Spot’s Main Level
Aug. 17 – 24
$191 CAD per night
4.74 out of 5 average rating, 31 reviews
Guest favourite
Guest suite in Chicago
Sweet Home Chicago-9min downtown/pool/free parking
Nov. 18 – 25
$345 CAD per night
4.96 out of 5 average rating, 79 reviews
Superhost
Apartment in Chicago
Stylish Corner 2 Bedroom in the Heart of Chicago |
Oct. 21 – 28
$885 CAD per night
4.77 out of 5 average rating, 181 reviews
Superhost
Camper/RV in Union
Travel Trailer
May 27 – Jun. 3
$151 CAD per night
4.67 out of 5 average rating, 3 reviews

Quick stats about vacation rentals that are family-friendly in Des Plaines

Total rentals

50 properties

Wifi availability

50 properties include access to wifi

Rentals with dedicated workspaces

40 properties have a dedicated workspace

Pet-friendly rentals

20 properties allow pets

Total number of reviews

1.9K reviews

Nightly prices starting at

$41 CAD before taxes and fees

Destinations to explore