
Family-friendly holiday rentals in Rosemont
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Rosemont
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

KNG+QN 2bdrm/1parking space /18 min O’hare/Alstate
Top/2nd floor apartment+ parking spot in adjacent lot & playground up street Shampoo & body wash, extra towels, coffee & tea, WI-FI, books & board games, fully stocked kitchen for cooking, toaster oven, ice, iron & iron board, workspace, large screen TV 17 min-airport 18 min-Allstate arena 30 min-DT Chicago Early check-in/late checkout possible Walk to restaurants & bars/shopping & groceries/movie theater & Plaza 3 grocery stores within 10 min walk. Oak Brook/Oak Park/Rosemont shopping~ 20 min

Best Deal in Chicago | Great Food & Free Parking
Clean & modern Avondale apt close to Blue Line, perfect for urban explorers! Stylish decor, comfy bed, and a cozy ambiance await. Explore nearby cafes, bars, and boutiques, or hop on the train for downtown adventures. Easy to access & great neighborhood. Easy permit parking (free passes provided) on street allows for the ability to drive or take public transportation wherever you want to explore. Avondale has been voted one of the best neighborhoods in Chicago! Come see what the fuss is about.

Peaceful Portage Park Apartment
You have the entire apartment all to yourself (kitchen, bathroom, 2 bedrooms and an office). Shared backyard. Portage park is located about halfway between O’hare airport and downtown. It is one of the safest neighborhoods in Chicago. Parking is easy! We’re 2 blocks away from a park (dog park, playground, walking/running path, tennis courts, indoor and Olympic sized outdoor pool). Fairly close to coffee shops and good places to eat We are family friendly House trained dogs are ok : $10/night

Spacious in-law Apt: 10 min to O'Hare and Downtown
Our family would love to share our in-law apt. (private entrance) in our Norwood Park house. A beautiful neighborhood, the convenience of O'Hare and the highway, and 3 ways to get downtown less than a mile away (blue line and metra). Great food, bars, grocery store, and parks all within walking distance. A great alternative to the hustle and bustle of the city but you can be in some of the best neighborhoods in the city in 15 min (Wicker Park, Lincoln Park, Logan Sq.) and downtown in 25.

Gorgeous Studio 15 Minutes From Ohare!
Private, cozy and spacious studio apartment. This wonderful apartment is clean and ready to be your home away from home in Chicago! Full kitchen and bath! Spacious Backyard! Free Parking! On a beautiful treelined street in the Dunning neighborhood. Great for couples & business travelers! Close to great restaurants and parks, Rosemont Convention Center (10 minutes), O’ Hare Aiport (15 minutes), Downtown (35-45minutes). *Travel times are non rush hour and can increase depending on time/events*

Modern Garden apartment (WHOLE UNIT)
Freshly Remodeled , Lower Level garden apartment one bedroom one bath. Older building with wooden floors. If hearing people upstairs walking can bother you , do NOT book it please .Very Spacious with its open concept layout. Parking is right next to the main entrance of the building. 24/7 perimeter monitoring cameras. The Condo is very close to the Metra Train. It is !5 min away from O'Hare airport and 10min to outlets Absolutely NO parties, NO gathering Quiet hours 10 pm till 6.00 am

Cozy guest studio, great for couples!
This unique place has a style all its own. Enjoy this beautiful, cozy guest studio with modern touches and well furnished living area, small kitchenette with mini fridge and microwave to reheat a quick bite before heading to the city, full bathroom with rainfall shower and handheld sprayer to help you relax after a long day. Flat screen TV with Xfinity streaming device so you can connect your accounts and enjoy your favorite shows and movies for a quiet stay in.

Simple, Comfortable Pilsen Apt w/ Artistic Touches
Enjoy a nicely updated studio in a safe, family-owned building located in Pilsen/Heart of Chicago conveniently located near Downtown, Chinatown, & Hyde Park to name a few. Public transportation is walking distance or you can go on a short drive to museums, parks, cafes, restaurants, bars, venues, and hip neighborhoods. Chicago has a full line up of festivals happening this year so feel confident in choosing my lovely space to be part of your experience.

Newly Renovated, Safe, 1 Bdrm, Self Check-in
This gorgeous first-floor apartment is located only 10 minutes from O'Hare International Airport. Located near Des Plaines River Road and Toughy Ave., you will be close to not only the airport but 7 minutes to Rivers Casino, 10 minutes from the Rosemont Entertainment District, and 30 minutes from downtown Chicago. The apartment is minutes away from two major highway interstates, which makes this a commuters ideal location.

Bright Apartment
Relax in this sunny one-bedroom garden apartment in Albany Park (Not recommended for taller than 6'3"). Our apartment is perfectly located between downtown Chicago & O'Hare airport. You can go just about anywhere in the city in about 20-30 min as we are 5 minutes away from the Montrose blue line train stop, Kimball brown line train stop, and the I90/94 interstate. Please note, some areas have lower soffit ceilings.

Charming Chicago Apartment | Near O’Hare+Blue Line
Bright, private upstairs apartment in a quiet NW Chicago neighborhood—just 10 minutes from O’Hare and close to the Blue Line. Enjoy a comfy king bed, full kitchen, fast WiFi, and smart TV. Walking distance to shops, restaurants, and Harlem-Irving Plaza. Free street parking, private entrance, and self check-in make your stay easy and relaxed. Ideal for solo travelers, couples, or remote work.

3BD Home Mins from Airport | Free Wi-Fi + Parking
Cozy home near O'Hare airport with a huge park just behind the backyard, located in one of the safest neighborhoods in the City of Chicago. Quick access to the expressway and short walk to the CTA Blue Line train/bus station. Conveniently located within 5 miles of: - O'Hare Airport - Rosemont/Donald E. Stephens Convention Center - All-State Arena - Fashion Outlets of Chicago
Popular amenities for Rosemont family-friendly rentals
Family-friendly home rentals with a hot tub

The River House Sauna/Kayaks/Hot Tub/Fire Pit

Private Coach house near Lincoln Square!

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Parking

Master qtr close to nature & easy urban facilities

Tea Studio in Wicker Park Spring Factory

The Spa of Downtown Whiting

Belmont Pleasures - hot tub / arcade gaming room

Private hot tub - King bed suite - Free parking
Family- and pet-friendly home rentals

Bright family-friendly Lincoln Square 2-bed 1-bath

Sunny Logan Square Artists' home

Heart of Logan Sleeps 5 - Games - Great Area

Retro Modern Bungalow | free parking | fire pit

Cozy Home Living, Dogs, Kids, Free Parking, 420 OK

1920s fully updated unique open artist loft space

Entire 1st Floor Apt near O'Hare/ORD & Blue Line

NEW~2 Spa Baths~Game Room~Prime Area~Big Yard~
Family-friendly home rentals with a pool

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

Top of River West: Luxe Penthouse for Groups

Dtown Penthouse 11+Parking, Gym, Pvt Patio, Pool

Stunning 3BR Penthouse in the Loop | Roof Deck

Whole Flat in Private Club. Walk to L, Dining & Shows

The Executive's Escape (Fitness Center • Sauna)

Peaceful Private Coach-House in St. Charles

50th Floor Mag Mile Views, Balcony, Pool, Gym
Quick stats about holiday rentals that are family-friendly in Rosemont

Total holiday rentals
Explore 10 holiday rentals in Rosemont

Nightly prices starting at
Rosemont holiday rentals start at $140 SGD per night before taxes and fees

Verified guest reviews
Over 700 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Rosemont holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Rosemont rentals

4.5 Average rating
Rosemont stays receive an average rating of 4.5 out of 5 from guests
Destinations to explore
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Soldier Field
- Guaranteed Rate Field
- The Field Museum
- Wicker Park
- Oak Street Beach
- Garfield Park Conservatory
- Wilmot Mountain Ski Resort
- Lincoln Park Zoo
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Brookfield Zoo
- Illinois Beach State Park
- Willis Tower
- The 606




