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Family-friendly holiday 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
The open living area features a modern dining table set for four, complemented by a spacious kitchen visible in the background. A comfortable seating area is arranged with plush couches and decorative pillows, illuminated by natural light from large windows.
Home in Schaumburg

Modern Spacious Quiet Home Near O'Hare -Deck&Yard

Experience a modern and quiet retreat in our big 4 Bedroom 2.5 Bathroom home. Perfect blend of comfort and convenience. Sleeps 9 people. Master Suite. Bedrooms: 3 King and Two Full Beds. 6 Smart TVs. Open floor plan with fully equipped kitchen where you can cook and create experiences with family. Big Fenced Back yard with a Big Deck. Parking 3 cars. Close to restaurants, shopping, trails, and parks. 6 miles to Schaumburg Convention Center, 17 miles to O'Hare Airport, 5 miles to Woodfield Mall

FamilyIndoor spacesBackyard

4.97 out of 5 average rating, 195 reviews
Top Guest favourite
A treehouse elevated above ground showcases a wooden exterior with a balcony. An inviting staircase leads to the entrance, surrounded by lush greenery and vibrant leaves creating a natural setting. The sturdy structure is supported by wooden beams, blending harmoniously with the surrounding trees.
Treehouse in Schaumburg

Enchanted Garden Treehouse (Amenity*)

Fall's here, the treehouse is warm and cozy, and the hot tub ready for cool nights! Relax in our luxurious, 420 friendly, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall tumbles into the koi pond, and the fire table and torches blaze. The stream makes this a wildlife refuge, with many birds, squirrels, rabbit & fox. Come experience the magic and make a special memory! See why Chgo Magazine rates us top 3 staycations in Chgo!

Indoor spacesFamilyBackyard

4.94 out of 5 average rating, 899 reviews
Top Guest favourite
The image showcases a serene riverbank along the Fox River, with manicured green grass leading to the water's edge. Two decorative stone vases sit beside a paved area that meets the river, and trees line the opposite bank under a clear blue sky.
Home in South Elgin

Riverfront rental

Riverfront Rental Sits on a quiet street in downtown South Elgin. This home gives you complete access to the Fox River. The bedrooms are on the main level, along with a beautiful kitchen featuring cherry cabinets and an island with breakfast bar, and an awesome four-season porch overlooking the backyard and the beautiful river setting. The second-level loft has great natural light . Outside, you'll find concrete patio and walkway, and stairs leading down to the river and firepit. no pets

FamilyIndoor spacesDecor

4.92 out of 5 average rating, 323 reviews
Top Guest favourite
A spacious living area features a cozy gray sofa adorned with colorful cushions, complemented by two vibrant blue chairs. A wooden coffee table rests on a floral area rug, while a flat-screen TV is mounted on the wall above a modern fireplace. Natural light enters through large windows.
Home in Schaumburg

Modern & Clean 3 Bedroom Ranch House with Sunroom

Kick back and relax in this fully renovated and stylish space. House is stocked with new kitchenware, appliances, smart TVs. This rental has everything you need! 6 miles to Schaumburg Convention Center, 17 miles to O'Hare Airport, 5 miles to Woodfield Mall. Enjoy restaurants, parks, golf courses, Legoland, Medieval Times and much more. This is a 3 bedroom 1 bathroom house with a beautiful sunroom that sleeps up to 6 people (2 in each bedroom). Garage is not available for guests' use.

Indoor spacesFamilyAccess

4.97 out of 5 average rating, 121 reviews
Guest favourite
The spacious family room features a high vaulted ceiling with exposed wooden beams. A stone fireplace provides a central focal point, and a large TV is mounted above it. Comfortable seating is arranged for relaxation, complemented by a stylish area rug.
Home in Des Plains

NEW~2 Spa Baths~Game Room~Prime Area~Big Yard~

✅Updated Home- RARE 1/3+ Acre Fenced Yard 🏠 ✅Huge Vaulted Ceiling Family Room 🛋️ ✅2 Full Updated Bathrooms on Main Level🪥🛀 ✅Game Room w/Air Hockey & Basketball🏒🏀 ✅Dining Room Seats 10🪑 🍽️ ✅Quiet Neighborhood + Convenient Location🏘️ ✅Open Kitchen Floorplan 🍳👨‍🍳 ✅Outdoor Seating🌳 ✅EZ Driveway Parking for 4 Cars🚗🏎️ ✅Close to O’Hare Airport(8 Min)🛫 ✅Close to Stephens Convention Center(12 Min)👨‍👩‍👧‍👧 ✅Close to Allstate Arena(7 Min)🎤 ✅Close to River’s Casino(8 Min)♥️🎰

Indoor spacesKitchenWi-Fi

4.97 out of 5 average rating, 135 reviews
Guest favourite
A cozy living area features a black leather sofa paired with decorative pillows. A glass coffee table sits atop a patterned rug, complemented by a lamp and a small plant. The staircase leads to an upper level, with a wall map artwork enhancing the space.
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.

KitchenFamilyCheckout

4.9 out of 5 average rating, 397 reviews
Top Guest favourite
A charming cottage is framed by lush greenery and colorful flower planters. The white exterior features multiple windows, allowing ample natural light. A welcoming front porch leads to the entrance, adorned with patriotic bunting, inviting guests to enjoy the serene surroundings.
Cottage in Barrington

Cozy French Inspired Cottage in rural setting

Relax and escape to our charming, one of a kind cottage. Beautifully decorated with period furniture and tastefully updated with modern amenities. The cottage offers slate tile and hardwood floors. Original pine floors line the upstairs loft bedrooms. Cook in a French inspired country kitchen with butcher block counter tops. Rural setting, yet minutes away from everything! Downtown is a 20 min. walk and the Metra will take you to the city in 45 minutes!

KitchenIndoor spacesQuiet

4.99 out of 5 average rating, 144 reviews
Top Guest favourite
The exterior of a modern ranch-style home is showcased, featuring a strategic arrangement of greenery and colorful landscaping. A paved driveway leads to a welcoming entrance, flanked by two garage doors. The home is complemented by a clear blue sky and mature trees in the background.
Home in Schaumburg

Cozy Schaumburg 5 br/3.5ba w/ bonus rooms/office

Luxurious–Cozy Ranch Stunning 5-bedroom, 3.5-bath home offers spacious modern living on a quiet cul-de-sac. The home features a gourmet kitchen with a Viking 48” stove and Omega cabinets, a master suite with a coffee bar, his-and-hers bathrooms, and a jacuzzi tub. Enjoy two fireplaces, three wet bars, and a basement with a pool table, arcade games, an 85” TV, and a kids' playroom. Outside, the backyard has a patio, gazebo, and firepit.

FamilyKitchenCheckout

4.93 out of 5 average rating, 103 reviews
Superhost
A stylish living room features a comfortable gray sofa adorned with colorful cushions. A round coffee table sits in front, complemented by a unique wooden chair and playful orange poufs. Large windows allow natural light, while a decorative mural of angel wings graces the dark feature wall.
Home in Schaumburg

InstaWorthy! Modern Gem, Perfect Family Getaway-Pe

Have fun with the whole family at this stylish place! - Minutes away from Woodfield Mall, Legoland Waterworks Indoor Water Park, Golf, Outdoors, and more! - Private Driveway - Blazing Fast 1GB internet speed - 60 4K Smart TV w/ Roku Live TV - Pack n Play, High Chair, Stroller - Stocked Kitchen with Coffee and Waffle Bar! - Outdoor Patio Area w/ games - Working Desk Area. - Firepit, Corn Hole, Pool Table - King Size Bed in Main

Indoor spacesFamilyQuiet

4.88 out of 5 average rating, 140 reviews
Top Guest favourite
A welcoming living room is highlighted by a comfortable sectional sofa with decorative pillows. A patterned area rug covers the hardwood floor, and a reading nook features a unique egg chair. Artwork adorns the walls, complemented by greenery from potted plants.
Home in Lombard

Modern Boho house in Lombard 7 min to Metra

Kick back and relax in this calm, stylish space. Visiting family in Chicagoland area? Traveling for work? Lombard is centrally located 30 min to everywhere! The house is only 6 min to Oakbrook Shopping and Business Center and upscale shopping and fabulous restaurants like RH with rooftop restaurant, 8 min to Yorktown Shopping Center. Whatever your travel purpose is, we will be happy to host you! Welcome home!

KitchenIndoor spacesSleep quality

4.99 out of 5 average rating, 161 reviews
Guest favourite
The living area features a comfortable gray sofa facing a modern TV stand. A light rug lies beneath a white coffee table adorned with a small plant. Natural light filters through a large window, complemented by soft curtains. A desk and chair are positioned in the corner.
Condo in Elk Grove Village

Just remodeled apartment close to airport and mall

This is just remodeled first floor 1 bedroom apartment that has everything you need for a comfortable stay. Conveniently located 14 min from O'hare airport and 10 min from Woodfield mall that has to offer variety of stores and huge amount of restaurants. All kitchenware for cooking your meals, board games for fun, pool to relax on summer so you get most out of your stay here.

KitchenIndoor spacesAccuracy

4.91 out of 5 average rating, 128 reviews
Top Guest favourite
A covered outdoor living space features a large dining table surrounded by soft lighting from hanging bulbs. Potted greenery adds a vibrant touch, while natural stone accents enhance the atmosphere. The space is designed for relaxation and socializing, with an inviting layout.
Cottage in Fox River Grove

Little Fox Cottage - A Cozy Riverview Getaway

A cozy getaway in the Northwest Suburbs of Chicago. Located 40 miles from the city and just 1.25 miles from the Fox River Grove Metra stop. Get away from the city or 'work from home' in our 1 bedroom cottage with a giant covered outdoor space tucked against the slope of a beautifully terraced hill.

Indoor spacesFamilyView

4.98 out of 5 average rating, 134 reviews

Popular amenities for Rolling Meadows family-friendly rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top Guest favourite
An outdoor patio is illuminated by string lights, creating a cozy ambiance. The hot tub is set against a backdrop of snowy ground, with comfortable seating arrangements nearby. The lake is visible in the background, enhancing the tranquil atmosphere.
Home in Carol Stream

Lake House Escape •Hot Tub, Bar, Fishing, Firepit

FamilyIndoor spacesDecor

4.92 out of 5 average rating, 128 reviews
Top Guest favourite
A well-defined stone pathway leads to the entrance of the prairie-style home, bordered by lush green grass and neatly trimmed hedges. Hanging flower baskets add vibrant touches above the cozy seating area, surrounded by the serene backdrop of towering oak trees.
Guest suite in Riverwoods

Master qtr close to nature & easy urban facilities

Indoor spacesFamilyLayout

4.95 out of 5 average rating, 511 reviews
Guest favourite
The exterior of a two-story home is displayed, featuring a spacious deck above the entrance. A well-maintained lawn surrounds the property, accented by trees and shrubbery. The driveway leads to a two-car garage, and a pathway leads towards the entrance of the house.
Home in Algonquin

On the Fox River Front/Sauna/Hot Tub/Kayaks/Grills

KitchenFamilyCheckout

4.89 out of 5 average rating, 115 reviews
Guest favourite
Home in McHenry

River House with Deck and Hot Tub

Indoor spacesKitchenBackyard

4.92 out of 5 average rating, 297 reviews
Guest favourite
Home in Montgomery

Skip the hotel! Relax here!

KitchenIndoor spacesCleanliness

4.91 out of 5 average rating, 148 reviews
Guest favourite
A spacious living room features a rich blue accent wall and mid-century modern furniture. Two armchairs and a plush sofa are arranged around a low coffee table. A television is mounted on the wall, complemented by decorative wall art. Natural light fills the room.
Home in Westchester

Modern 2Bdrm Westchester/Chicago Home.With Hot tub

Indoor spacesFamilyNearby

4.88 out of 5 average rating, 104 reviews
Guest favourite
Home in Woodstock

The Tailor House: 2BR w/ Hot Tub near Woodstock Sq

KitchenIndoor spacesDecor

4.94 out of 5 average rating, 293 reviews
Superhost
A tranquil evening scene showcases a hot tub on the deck, with two glasses positioned on the edge. The vibrant sunset casts warm colors over the lake, reflecting off the water where a pier extends into the distance. Soft grassy areas are visible in the foreground.
Home in Ingleside

Chain O' Lakes Nautical 2/2 Lake House w/ Hot Tub

FamilyKitchenWi-Fi

4.88 out of 5 average rating, 176 reviews

Family- and pet-friendly home rentals

Top Guest favourite
A modern kitchen showcases dark wood cabinetry and stainless steel appliances, including a refrigerator and gas stove. A granite countertop extends into a bar area with three metal stools. A microwave and kettle are placed on the counter, illuminated by overhead lighting.
Guest suite in Wood Dale

The Deer Suite

Indoor spacesFamilyHeating

4.92 out of 5 average rating, 571 reviews
Top Guest favourite
A comfortable living room is highlighted by dark leather sofas and contemporary side tables. A large flat-screen TV is mounted on the wall, opposite a stylish coffee table set atop a patterned area rug. Soft lighting enhances the inviting space, with blinds covering the window.
Home in Streamwood

Cozy Family Retreat: King Beds, Garage, Fast WiFi

FamilyIndoor spacesLaundry

4.95 out of 5 average rating, 99 reviews
Guest favourite
A spacious living area features an array of seating options, including a light gray sofa and colorful accent chairs. Natural light floods in through multiple windows, highlighting the wood flooring and inviting decor. A dining table is situated nearby, along with a small coffee station.
Home in Elmhurst

Cozy Ranch w/ King Bed & 3 Baths – Great Location!

Indoor spacesKitchenLaundry

4.78 out of 5 average rating, 160 reviews
Top Guest favourite
Apartment in Oak Park

Oak Park Space+Style Duplex Parking+Walk to Train

Indoor spacesFamilyBiking

5.0 out of 5 average rating, 104 reviews
Superhost
The modern kitchen features dark cabinetry and white countertops, complemented by stainless steel appliances. A central island with seating for four is visible. Natural light enters through a nearby window, and a wall clock adds a touch of functionality. The open design connects to a dining area.
Home in Wood Dale

King bed, dog friendly, right by O'hare airport!

KitchenIndoor spacesHeating

4.89 out of 5 average rating, 123 reviews
Top Guest favourite
The backyard features a well-maintained lawn surrounded by gray gravel. A patio area includes a dining table and umbrella. The house is painted in a soft blue, while a grill is positioned near the side of the house. A condo building is visible in the background.
Home in Wauconda

The Adorable "Blue Breeze"!

Indoor spacesFamilyBarbecue

4.97 out of 5 average rating, 105 reviews
Guest favourite
A spacious kitchen area is shown with modern stainless steel appliances and ample cabinet storage. A large wooden dining table is centered, set with decorative placemats. Soft light illuminates the room, complementing the neutral color scheme of the walls and cabinetry.
Home in Des Plains

Newly remodeled O’hare oasis

Indoor spacesFamilyAccess

4.97 out of 5 average rating, 126 reviews
Top Guest favourite
Apartment in West Dundee

Kildahl House - Boutique Farmhouse Suite #1

Indoor spacesKitchenHospitality

5.0 out of 5 average rating, 100 reviews

Family-friendly home rentals with a pool

Top Guest favourite
A red sofa is positioned in front of a brick fireplace, creating a cozy seating area. A wooden coffee table is placed in front of the sofa. Soft lighting is cast from a lamp beside the sofa, and framed photographs adorn the walls.
Guest suite in Bartlett

Cozy & Spacious Suite in Quiet Neighborhood

FamilyIndoor spacesParking

4.96 out of 5 average rating, 241 reviews
Top Guest favourite
An aerial view of a swimming pool surrounded by a spacious wooden deck. Six comfortable loungers are positioned around the pool, with additional seating areas visible. An umbrella-covered table is set for outdoor dining, harmonizing with the greenery in the yard.
Apartment in Logan Square

Fun & cozy getaway w/POOL/game room/FREE parking

FamilyKitchenBreakfast

4.98 out of 5 average rating, 172 reviews
Top Guest favourite
An open-concept living area features large windows that invite natural light and provide a view of the cityscape. A comfortable blue sofa is adorned with patterned pillows, while a light wood coffee table sits in front of it. A dining space with black chairs complements the modern kitchen.
Condo in Evanston

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux

Indoor spacesKitchenLocation

4.96 out of 5 average rating, 142 reviews
Guest favourite
The modern kitchen features white cabinetry and a spacious island with four bar stools. A stainless steel refrigerator stands next to a gas stove and microwave. Natural light filters through large windows, illuminating the elegant countertops and sleek finishes.
Apartment in West Town

Cozy Duplex Down in Wicker Park East w/ Parking

Indoor spacesKitchenLocation

4.93 out of 5 average rating, 131 reviews
Top Guest favourite
The charming Victorian home features a welcoming front porch adorned with hanging flower baskets and a large American flag. A brick pathway leads through manicured hedges and colorful flower beds, enhancing the inviting outdoor space surrounded by mature trees.
Home in Woodstock

Grand 1800s Victorian Gem: Updated/by Downtown

Indoor spacesKitchenTV

4.9 out of 5 average rating, 102 reviews
Superhost
Apartment in The Loop

Stylish Corner 2 Bedroom in the Heart of Chicago |

FamilyIndoor spacesWi-Fi

4.75 out of 5 average rating, 269 reviews
Guest favourite
A spacious bedroom features large floor-to-ceiling windows, allowing natural light to fill the room. A large bed with neutral bedding is complemented by a contemporary desk and chair setup, which is arranged near a wood-framed lamp. A subtle area rug lies beneath the bed.
Apartment in Downtown Chicago

50th Floor Mag Mile Views, Balcony, Pool, Gym

Indoor spacesKitchenBarbecue

4.9 out of 5 average rating, 143 reviews
Top Guest favourite
A rooftop pool area is shown, featuring a clear blue pool surrounded by lounge chairs in red and neutral tones. Sunlight reflects off the water, and tall buildings are visible in the background, contributing to a lively urban atmosphere.
Apartment in Downtown Chicago

Professional's Playground (Fitness Center • Sauna)

FamilyIndoor spacesNearby

4.92 out of 5 average rating, 133 reviews

Destinations to explore