
Kid-friendly holiday rentals in Oak Park
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Oak Park
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
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Popular amenities for Oak Park family-friendly rentals
Kid-friendly house rentals

Rooftop Access with Views and Gym - LCP Collection
Great place in a great location. Would definitely book again!

Modern Boho house in Lombard 7 min to Metra
Best Airbnb stay we have had to date. Incredibly comfortable, clean and quiet. Wonderful experience!

Private Logan Square Garden Apt
Was a very nice and relaxing place to stay after spending time in the city! Really close to multiple bus stops which made the public transport really easy to access. The inside was very clean and nice, the bed is extremely comfortable! Would stay again!

Retro Modern Bungalow | fire pit | free parking
This exquisite MCM GEM in Berwyn was the perfect home base for us while visiting Chicago. Every corner is curated with unique and authentic MCM touches, all with the contemporary creature comforts one could want and then some. Everything was sparkling clean and April was a superb host. We hope to come again, & highly recommend!!

Charming Oak Park 4bd/3.5ba and 2 Private Parking
David's place was great. It's very spacious, clean and comfortable. It's in a great, quiet neighborhood and walking distance to coffee shops and grocery stores. The backyard deck is also a great addition which we utilized. This was our second time visiting Oak Park and plan on coming back again and would definitely stay here again for sure. David was a great host and was very responsive and detailed with his instructions. I highly recommend this place!!

Oak Park - Wine House!
Excellent place to stay if you want to be in a “suburban-feel” of the city: you’re in a neighborhood that is steps away from a “main street” walkable area with shops. The two parking spots are very convenient and the main floor is so thoughtfully decorated and furnished. Everything is 5 stars, just want to make a few notes: be wary of the stairs as they can be a little slippery if you don’t have any grippy socks or slippers and there is only one full bathroom so you’ll have to share this with the other guests, also there are blinds but no blackout curtains so you’ll wake up with the sun. The neighbors are very nice, but if the kids are out and about you will hear them clearly. Would 100% book again!

Private Suite Quiet Safe OakPark
It’s a nice, quiet neighborhood. Definitely felt safe. The space was clean and comfortable. Perfect for a one night stay in Chicago.

Charming Retro 2BR Cottage/Train/Laundry/FREE PKG
Super cute house and would definitely stay here again, wish we could have stayed in town longer! Great location to Uber downtown for an evening.
Family-friendly apartment rentals

The Chicago Game Room (Oak Park, IL)
Nice neighborhood with a few parks within walking distance. We walked to get dinner the first night. We really liked the property. Keith and Valerie thought of everything.

Cozy guest studio, great for couples!
Lovely basement studio in very nice neighborhood. Easy drive to nearby neighborhoods or downtown area. Highly recommend if you’re looking for a comfortable stay!

Large Renovated 1st FL Suite Forest Park/Oak Park
We’ve stayed here a few times and I’m sure we will again. Close to everything in forest park, pretty seamless for our family of 5.

Cozy & Convenient Oak Park w Parking / Transit
Elizabeth’s place was perfect! So cozy and on a beautiful street. And Elizabeth’s hospitality is excellent. I can’t wait to stay again!

2 bedroom apartment in Lovely Victorian house/Deck
This was a great location for walkable access to downtown Oak Park and the El. Jeff was also an extremely helpful and responsive host! He accommodated an early check-in and was very quick to help us out when we had troubles initially getting into the unit. The space was perfect for our weekend visiting friends in the area!

Mid-Century Charm. Near Chicago. Low Cleaning Fee!
The house is decorated very warmly and is fully equipped. The host also thoughtfully prepared many little snacks. The check-in process was convenient, and communication with the host went smoothly. Highly recommend staying here!

Treetop Vista Space+Style+Parking by downtown Chi
Best Airbnb ever that we’ve stayed in. Super clean, everything looked brand new. Caroline gave us Helpful information and places to eat at. Are son loved so much, he wanted to stay longer there. We had everything we needed. The rooms were bigger then what it seem in the pictures. We had a great time !

Berwyn Musical Apartment
Had a great experience, Kara the host was extremely kind and responsive with my questions and the place listed was exactly as it looked.Overall had a great stay!
Family-friendly apartment rentals

Lovely top floor 2BR/2BA, steps from everything!
We had a great time here. The place is really cozy and located in a nice neighborhood with plenty of stuff in walking distance. Totally worth it.

3 BR Summer GetAway, 15mins to Loop+Gated Parking
Close to the green line for easy transportation.

Logan Square Beauty with 2 Bedrooms W/parking
Matt is a great host. Open, responsive and informative…everything you want really when on vacation

Newly updated 1BD/1B in Old Irving Chicago!
The time spent here was wonderful. This place has everything you need to feel at home away from home. Everything was clean and comfortable. The area was also really nice with tons of food and drinks within walking distance. The blue line is a short walk away and the busses run on the corner. I would definitely stay here again when coming back to Chicago.

3D Tour! Designer Condo near Logan Square
Walid was very kind, and the place is exactly as described. The beds are incredibly comfortable, and overall, the space is very pleasant. I definitely recommend it!

Susie's Space. 2BR easy parking & pet friendly
Susan’s home was comfortable, clean, well-equipped, and aesthetically pleasing. The bed I slept in was one of the most comfortable of my entire life—I prefer a soft mattress. As far as location goes, the street was quiet, good for walking our dog, and close enough to public transport. Plenty of buses were available. We used street parking for our car and never had problems with finding a close spot to the house whenever we did take the car out. We enjoyed the stay greatly and will stay again. Thank you, Susan!

Cabin 207 at 747 Lofts
Perfect little spot! So close to the blue line, necessities nearby, great for a quick solar work trip. Bed is small and a little uncomfortable, and some things were a little off (medicine cabinet not fully attached to wall), but neither bothered me. Knew bed would be small from photos! Just a heads up for anyone that would worry about those. Will definitely be staying again if in Chi!

Great location. Free parking.
Really lovely place to stay, comfortable flat in a quiet area. Couple of minutes' walk to buses and the blue line to get into the City. Ewa was very communicative and helpful, the place was clean, and I appreciated the selection of snacks and tea on arrival. Would definitely stay again if I visit Chicago.
Quick stats about holiday rentals that are kid-friendly in Oak Park
Total rentals
50 properties
Nightly prices starting at
₹4,327 before taxes and fees
Total number of reviews
5.4K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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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
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Lincoln Park Zoo
- Wicker Park
- Illinois Beach State Park
- Brookfield Zoo
- Washington Park Zoo
- The 606
- The Beverly Country Club
- Flossmoor Golf Club