
Family-friendly vacation rentals in Oak Brook
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Oak Brook
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Oak Brook family-friendly rentals
Family-friendly home rentals with a hot tub

Lux Urban 3BR/3BA Duplex + Parking!
Great stay! Thanks for making it so easy. Big space for lots of family to be together and have space.

Smart Home, Hot Tub, direct Beach/Nat’l Park access, luxury amenities
Everything was good just washing machine was not working and dish washer wasn’t operating good and there was enough toiletries

Spacious 2bdm unit 15min to Dwtn
i loved this airbnb, great spot if you just want to explore chicago. max was super quick with responses and helpful with any questions i had.

Bright and Beautiful Penthouse - Close to the lake
We had a great stay at Delphine's place in Uptown. The location is excellent, being on a tree-lined street, but very close to the Red Line, the Broadway bus, Andersonville, Little Asia, grocery stores and more. As we had a little kid, being right on top of the little park downstairs was also very convenient. On the flipside, it can get noisy in the summer with lots of kids/playgroups coming there, but as parents, we didn't mind. Delphine herself was very quick to respond via Whatsapp to all our queries before and during our stay. One thing to keep in mind at her place is that you are very much living in their home. If you are looking for an apartment that is only intended for guests, this is not it. While it is plenty big as a 2BR/2BA, it is full of stuff, furniture, photos, books, toys, etc. They have made a very nice office space in the main living area, but the drawback is that the living area is now very cramped. The main bedroom has 2 queen size beds in it, which is a bit weird, so we just ended up using one bed to keep our clothes on. The other bedroom with bunk beds is excellent for kids and more spacious. So overall, a great place and a great stay, and especially good if you are a couple with 1 or 2 kids. Just a bit cramped and crowded with stuff. We stayed for 2 weeks.

Restful Refuge, Hot Tub, Firepit, Dunes Nat’l Park
Our stay was fantastic! The house was gorgeous and clean and the view of the water was so nice. The beds were super comfy and the area where the property sat was peaceful. We had some issues with the internet going in and out while trying to watch a movie together, but we just turned the tv off and everyone went to bed. It's definitely a great location for any type of retreat or girl's trip. Thanks so much for a great vacation!

Secluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park
This was a lovely cottage and a great getaway from a busy Chicago life. We only spent a couple nights but we brought my dog and we just wanted to chill for a bit. Soaking in the hot tub was a must! The backyard was completely fenced in so my dog could roam and investigate while we enjoyed the hot tub under strings of yard lights, creating a peaceful vibe. Loved it! We cooked a lot (inside) since the weather was cool and windy and the well-stocked kitchen was much appreciated. Great coffee machine (bring your own coffee!) and dishwasher. They came in very handy. Comfortable beds, clean linens, adjustable thermostat with easy instructions, extra blankets and pillows... all you'll need to feel at home. Thank you for a great time and we can't wait to come back. Next time we're bringing our friends!

Urban Luxury 1BR/2BA Logan Square Condo w/Garage
This is a wonderful spot. The place was totally immaculate, Bryan was very responsive and accommodated us arriving early. The place has everything you could want/need. We would definitely stay again!

Dunes Nat 'l Park, HotTub, Sauna, Firepit, Foosball
Great house with lots amenities. Hilary was very responsive and accommodating.
Family- and pet-friendly home rentals

Sunny Logan Square Artists' home
Had an amazing stay. Would definitely recommend. Very cool and unique spot.

Stylish Studio in Historic Logan Square
Great stay. Liz and Martin suggested the farmers market down the street and was very impressed with it and brought some Chicago goodies back home with us . Property location was surrounded by decent restaurants. our room was nice and clean . we also hung out in the nice out door area right outside our door. nice and relaxing.

Andersonville Living
We loved this cute, Craftman-style apartment. It was so homey and well arranged, nicely furnished, and beautifully decorated that we seriously wanted to move in! The owners were very thoughtful about providing what visitors will need. (They even provided a spare umbrella!) Everything was exactly as described, and communication was friendly and prompt. The only issue we had was trying to find on-street parking. We had to park several blocks away and, sadly, our car was stolen from that parking spot. Otherwise, it was a lovely neighborhood and a convenient location. Despite the parking problems, I would stay there again.

2nd floor of 1908 brick two-flat in Logan Square
Lovely flat, excellent collection of games and books. Very well stocked, super clean. Hosts were very friendly and responsive.

Garden Unit Getaway-Bucktown
Keith’s place in Bucktown is a great find. The place itself is just as described- a spacious lower level apartment with a separate sitting area and well-stocked kitchen. The location is in a very walkable area among beautiful townhouses and plenty of restaurants, coffee shops and bars. Conveniently located to public transit to get to downtown and the airport. Would definitely stay here again!

Spacious Luxury Townhouse - Old Town
Lovely town house. Very comfortable and inviting. This was the perfect location. We parked our car for the duration and could walk almost everywhere. Excellent host who provided good info in a very timely manner. Very happy this was the place we chose.

Curated Loft Retreat in The Heart Of Woodstock
We both enjoyed choosing Susan’s residence, clean, quiet and just what we were hoping for. When we come back to town I hope we can stay at Susan’s again.

Spacious Evanston Unit - Walk to Northwestern U
Great place to stay when visiting Northwestern or anything else in the Evanston area! Lots of space and felt right at home. Highly recommend!
Family-friendly home rentals with a pool

Stylish Corner 2 Bedroom in the Heart of Chicago |
The location is perfect for getting to any part of Chicago. It's within walking distance of endless activities, and within one to two blocks of multiple "L" and subway lines that will take you anywhere. You are staying in the middle of the city, so you will hear the train and sirens throughout the night; however, the host provides disposable ear plugs which were very helpful. I had no problem sleeping throughout the night. Front desk staff is always friendly. The host is very responsive, and courteous. Washer and dryer in unit helped me with not having to pack as many cloths for my trip. Everything was spotless upon arrival. Would absolutely stay here again.

Beat-Town Flex Stays
Second stay. Rose accomplishes blending comfortable clean accommodations with a relaxed and folksy vibe. Recommended!

Trailer- Rental Unit
Absolutely loved staying at Sylvia's! The camper is very conveniently located within the park - close to all the amenities and activities! Easy to access, beautiful grounds and a very peaceful stay for my family and I.

Beautiful 137 Year Old Farm Home (3night min)
Beautiful and eclectic home. It was perfect for our group of girls visiting from all over the U.S to attend our HS Reunion. Plenty of lovely spaces to gather or a private, quiet nook to read or rest. The pool was wonderful. Beds were super comfortable. Kitchen was large enough and well stocked to prepare meals. Andy was very responsive with any issues or questions. Highly recommend!

Stylish 4 Bedroom / 4 bath in the Loop | Sleeps 12
Great location in downtown Chicago with easy access to the city.

Music Hot Spot’s Main Level
A great stay right near a Main Street. Tons of options for going out but still quiet in your space. Warning. You will smell the BBQ restaurant and you will salivating.

"A" Frame Brandenburg Lake
Stephen was a great host. The grounds are beautiful! Very peaceful and quiet. The house is nice and cozy. I will definitely stay there again!

Rustic Cabin
This place is great ! My kids loved it & can’t wait to go back ! Ty Sylvia & everyone there.
Quick stats about vacation rentals that are family-friendly in Oak Brook
Total rentals
10 properties
Nightly prices starting at
ﺩ.ﺇ514 before taxes and fees
Total number of reviews
440 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Lincoln Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Illinois Beach State Park
- Willis Tower
- Wicker Park
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Chicago Cultural Center
- Wilmot Mountain Ski Resort