Family-friendly vacation rentals in Rolling Meadows

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Rolling Meadows

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

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Guest favourite

Guesthouse in Batavia

4.91 out of 5 average rating, 255 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.

Oct. 29 – Nov. 5

$130 CAD per night

Guest favourite

Guest suite in Wood Dale

4.9 out of 5 average rating, 430 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 .

Jul. 16 – 23

$185 CAD per night

Guest favourite

Home in St. Charles

4.95 out of 5 average rating, 190 reviews

“St Geneva” River View-10min to Lamplight Equestrn

Welcome to "St. Geneva"! I call it that because of the home's ideal location between 2 gorgeous and quaint towns-St. Charles and Geneva. Between the two towns there's plenty of shopping and night life to be had. The home is located along The Fox River. Just cross the two way street to access miles of biking/walking trails. Feel free to trolley my 2 kayaks over to the launch just a couple blocks away. Walk to the farmer’s market for fresh food to prepare in the fully equipped kitchen.

Sep. 4 – 11

$216 CAD per night

Superhost

Home in Des Plaines

4.78 out of 5 average rating, 307 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.

Aug. 11 – 18

$219 CAD per night

Guest favourite

Bungalow in Mundelein

4.87 out of 5 average rating, 184 reviews

Quaint Bungalow, near Great Lakes Naval Base

This cozy bungalow is located 41 miles north of Chicago; 60 miles south of Milwaukee, WI; and just 12 miles west of Great Lakes Naval Base. Nearby train stations make Chicago just a 45-minute train ride away. O'Hare Airport is a 30-40 minute commute from our home. Additional nearby sites include Great America, and shopping venues--from outlet malls in Gurnee and Kenosha, to quaint downtowns, like Libertyville. Location makes this home an ideal venue for Midwest sightseeing.

Sep. 21 – 28

$232 CAD per night

Guest favourite

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 294 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.

Feb. 19 – 26

$149 CAD per night

Guest favourite

Guest suite in Evanston

4.83 out of 5 average rating, 327 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 !

Apr. 14 – 21

$151 CAD per night

Guest favourite

Cabin in Kenosha

4.81 out of 5 average rating, 539 reviews

Lake Michigan Writer’s Cabin

Beautiful Lake Michigan retreat perfect for relaxing, boating, fishing, swimming and more! Fully remodeled. Perfect for ice fishing in the winter. A Sportsman’s paradise. Ideal for the adventurous. Relax, do some writing or work overlooking the breathtaking scenery. A stone's throw to the beach. Massive deck overlooking the tranquil landscape. A short walk to downtown shops, cafes and restaurants.

Oct. 21 – 28

$181 CAD per night

Guest favourite

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

Jun. 27 – Jul. 4

$193 CAD per night

Guest favourite

Apartment in Chicago

4.92 out of 5 average rating, 492 reviews

2BR Bursting w/ Character in Hip Logan Square!

The unit sits on our extra wide city lot in the center of hip Logan Square! The apartment is eclectic and well decorated, with vintage touches and full of charm. For a garden unit it feels spacious, clean, bright and comes with all of the desired amenities, including access to our spacious side yard!

Jan. 26 – Feb. 2

$156 CAD per night

Guest favourite

Guest suite in Chicago

4.9 out of 5 average rating, 421 reviews

Cozy, Quiet, Garden Getaway!

Quiet 1BD garden apartment in Northcenter/Lincoln Square. 10 minutes to the el and Lincoln Square, one of the best neighborhoods in Chicago. Full kitchen, bathroom, cable and internet. Tree lined street close to two parks and a river walk. ****WE DO NOT RENT TO FILM CREWS****

Jan. 8 – 15

$162 CAD per night

Guest favourite

Apartment in St. Charles

4.93 out of 5 average rating, 232 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.

Oct. 9 – 16

$152 CAD per night