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.

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Guest favorite

Guesthouse in Batavia

4.91 out of 5 average rating, 254 reviews

Quaint Batavia Coach House

I am creating an airbnb account for my two lovely parents, who are empty nesters for the first time in thirty-two years. We, myself and my five siblings, were blessed to be raised in the quaint city of Batavia, IL, which boasts river paths, close proximity to a train station that will take you into Chicago, and historic neighborhoods such as our own. Our property consists of two homes, our own and a coach house, which we would love for you to stay in! Both are situated on a family-friendly old-fashioned alley with mature maple trees. We thank you and wish you a pleasant stay regardless of where you choose to stay the night. All our best.

Nov 17 – 24

R1,565 ZAR per night

Guest favorite

Guest suite in Wood Dale

4.9 out of 5 average rating, 427 reviews

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 .

Oct 17 – 24

R2,254 ZAR per night

Guest favorite

Home in Forest Park

4.91 out of 5 average rating, 223 reviews

Charming dog friendly 2-Bath Bungalow Near Chicago

Steps from the cobblestone streets of Forest Park into our cheery bungalow, perfect for artistic souls and business travelers alike. Inside is a design savvy mix of mid-century furniture, comfy beds, and art from around the globe. Built in 1908, it boasts modern amenities you desire without sacrificing vintage charm. Minutes away from local shops, restaurants. Just off I-290, Blue Line CTA, 20. min drive to ORD, Midway & Downtown Chicago. Plus we’re dog-friendly-- bring up to 2 pups!

Jun 20 – 27

R2,644 ZAR per night

Guest favorite

Guest suite in Chicago

4.95 out of 5 average rating, 242 reviews

Great location, private entry and patio!

Large 1 bedroom space tastefully decorated and well equipped. Sleeps 4 (5 with available inflatable). Queen bed in BR, full size futon in LR. Spacious enough for 2 to work comfortably. Use of the patio, fire pit and grill. Located in vibrant Lincoln Square. Steps to the Rockwell brown line el station, restaurants, a bagel shop, and yoga/massage studio. A few blocks away are shops, restaurants and a movie theater! Easy street parking with free permits. Ask about winter specials!

Dec 1 – 8

R1,838 ZAR per night

Guest favorite

Guest suite in Evanston

4.97 out of 5 average rating, 213 reviews

A guest suite centrally located, but so quiet...

IF... you want to race into the city to see a play, go for a jog along the lake, have a quick coffee with a friend or enjoy a fine restaurant to celebrate a special occasion, it's all here in the lovely lakeside town of EVANSTON, IL. You can enjoy it all while living in my guest suite w/private kitchen, private bath, private entry, shared laundry area and......., if you need it, garage parking, too! Enjoy my garden on warm summer days; in winter, you will love the heated floor!

Dec 7 – 14

R1,954 ZAR per night

Superhost

Home in Des Plaines

4.78 out of 5 average rating, 305 reviews

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.

Feb 25 – Mar 4

R2,202 ZAR per night

Guest favorite

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 293 reviews

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 27 – Dec 4

R1,828 ZAR per night

Guest favorite

Guest suite in Evanston

4.83 out of 5 average rating, 326 reviews

Huge, cozy one bedroom semi-basement apartment

1000 SF Close both to Chicago area and the lake and the suburbs. It has a side separate entrance from the main house. One bedroom with one queen bed. A pull out couch too. A fully equipped kitchen. One full bathroom with a shower , no tub. A cozy living room with TV. This propery has surveillance cameras . Strict rules will be applied to violation of maximum capacity of 4 people. The place is not rented for parties !

Oct 13 – 20

R1,729 ZAR per night

Superhost

Home in Des Plaines

4.83 out of 5 average rating, 167 reviews

Exotic House - Few minutes from O'Hare and Chicago

Located in the heart of Des Plaines and close to Chicago, not only is the house comfortable but it is also convenient due to the accessibility to various locations including O’Hare International Airport, Downtown Chicago, I-90 and I-294 Expressways, Rivers Casino, Allstate Arena, Fashion Outlets of Chicago, a chain of restaurants within 2-mile radius, Des Plaines Metra Station, Lake Park and Lake Opeka, etc.

Apr 20 – 27

R5,800 ZAR per night

Guest favorite

Guest suite in Highland Park

4.96 out of 5 average rating, 111 reviews

Charming in-law suite w/ use of deck and yard

Charming little house in Highland Park. In-law suite is in the basement and has it's own full size kitchen bathroom. We live up-stairs with our 3 little dogs so we will be available if you need anything during your stay. The in-law suite is set up like a studio and has one queen bed and a separate closet area. Please note- the suite is in the basement. You have shared use of the deck/yard

Oct 6 – 13

R2,392 ZAR per night

Guest favorite

Bungalow in Chicago

4.84 out of 5 average rating, 152 reviews

Your Cozy 2nd Home!/Near Rosemount /O'Hare Airport

O'Hare Airport 14 mins/6 miles to downtown/9+mins-All-State Arena, D.Stephen Convention Rosemont Theater & Village Park Entertainment District.Bus stop 25 ft. Free street Parking. If you love a cozy place & a well-spaced single-family home w/ an excellent neighborhood this place is for you. Free parking is available along the street and is never an issue.

Oct 8 – 15

R2,935 ZAR per night

Guest favorite

Apartment in St. Charles

4.93 out of 5 average rating, 231 reviews

Upstairs get-away!

Bright upstairs apartment close to downtown, river, bike path, and parks in quiet and safe neighborhood. You are only blocks from coffee shops, shopping, dining and night life. Walking distance to live shows at the Arcada Theater. Just a short 9 minute drive to Q center.

Aug 8 – 15

R1,854 ZAR per night