
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

Spacious Designer Oasis: Game Room - Yard - Garage
Rameez was an amazing host! Making the experience even more enjoyable with his quick responses & fast accommodations. The home is more spacious than it looks in the photos and it truly exceeded my expectations. I had a great stay for my birthday!

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

Private Logan Square Garden Apt
O espaço da Janice é extremamente aconchegante. A cozinha é super equipada (geladeira, fogao, cafeteira, panelas e demais utensílios... alem de manteiga e temperos básicos). O quarto é lindo e a cama super confortável. O banheiro estava limpo e havia itens de higiene de ótima qualidade, além de um excelente secador de cabelo. A televisão era grande e a sala super confortável. Amamos tudo. Quando voltar à Chicago, será a minha escolha!!

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 AWESOME!! Everything was great and homie. David was awesome with responding and made sure we were good. I had two past reviews in which they could have easily sparked David to not let me book with him. But he was open minded and heard me out unlike some other host. All reviews are not honest and the details can be off by mishaps. But I appreciate his openness, niceness and overall just awesomeness. Definitely an awesome place for an affordable price. The neighborhood is nice as well and a great out door seating area in the back yard. I’ll be booking again. THANK YOU DAVID ❤️

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.

Spacious 4BR Home in Oak Park
Beautiful home, exactly as described and uploaded. Jaime/Erika were amazing in regards to questions, concerns and communication! Will definetly book with them again in the future!
Family-friendly apartment rentals

Spacious Oasis Berwyn with Free Parking
Safe and quiet location with easy access to various business and restaurants in very close proximity! Spacious and bright rooms that can literally sleep 8, making it especially spacious for 4 of us. All amenities listed in the ad are functional and easy to use. Plenty of parking spaces for up to 3 cars, a big plus in the Chicago area. Hosts are fantastic for providing all needed services without interfering privacy! We felt like at home!!! Great organic cup coffee is a huge plus to start the morning with! Extremely kids friendly with so many toys, games, and books offered, together with a fancy bunker bed set! Definitely our first choice whenever we visit Chicago!

1bd/1bth Berwyn Grden Apt 20 mins frm Chgo
Kendra’s place was fantastic! It was exactly as we expected, clean and well set-up for our arrival.

The Chicago Game Room (Oak Park, IL)
Very nice house for our family. L station really close to visit Chicago. Game room to enjoy evening with family. We have enjoyed our stay in Keith and Valerie house.

Lovely 2-bedroom rental in the heart of Oak Park
We had a great stay and would recommend this place to people looking to explore Oak Park and Chicago. We traveled with two young kids and thought it was a good place for families, although it could be tricky for little ones who are learning to walk on stairs. The kitchen is clean and nice, only downside is there aren’t many pots & pans if you’re looking for a place to cook during your stay. All in all we really enjoyed our stay!

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy
5 star for sure! This place is a hidden gem, its so clean and has so many little extras to make you feel at home. I found seasoning to cook with,.coffee, tea, cream and sugar..and even a couple of pods for laundry. All of that plus an easy check-in, great parking space in the back (which you will need since street parking can be dicey) and the friendly neighbors made my stay wonderful. I stayed 7 nights and it is quiet at night so I felt very safe and got a good nights rest each night. I will definitely book 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!

1K 2Q Oak Park FLWright studio 1 free parking
Very cute place close to a lot of restaurants. Loved our stay

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!
Family-friendly apartment rentals

Lovely top floor 2BR/2BA, steps from everything!
When we were first looking for a place to stay, none of the available AirB&Bs looked great. A week later, we looked again, and suddenly Julia's place popped up. It was so much better looking, and with a fairer price, than any others I could find in the list. A two-bedroom that is a *real* two-bedroom, for the price that others were charging for a pull-out bed in the living room. It was just as beautiful in-person. We felt immediately at-home and comfortable. I'm someone who has insomnia, especially while traveling, but there, I had no problem sleeping somehow. Also, it truly is a short walk to the Blue Line, or even a just few steps from the 77 bus route, which goes to the Blue Line, or all the way right into downtown Chicago.

Modern Izakaya Studio in Wicker Park
My daughter and I stayed at Izakaya Studio on a recent visit to Chicago. The studio is great and Brett made it so easy to locate everything we needed to make our stay enjoyable. The next time we stay I hope to spend more time exploring the neighborhood because there were so many restaurants and shops to choose from (lots of open-air patios and decks which would be so nice during the summer season). The walk to the blue line El stop felt safe and quick. We loved the studio's layout. The kitchen and bedroom areas were separate and Brett has two big, comfy chairs for relaxing, and ample island space for eating or using as a work space. My daughter had some virtual work meetings and the Wi-Fi was reliable. The kitchen was well stocked with everything you'd need for meal prep. We ate out each day, but our delicious breakfast take-out came from a place right up the street called Yolk. I highly recommend the Izakaya Studio for a relaxing and fun visit to Chicago.

Lincoln Square Gem!
Great location, and easy access to all main streets. The neighborhood is quiet, and very safe. The people in the neighborhood were very welcoming. The condo was nice, very spacious and a great value for the cost.

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!

Ultra clean/cozy condo, 10 mins south of Downtown!
Crazy clean, super breezy place to stay. Neighborhood is fine, but not a lot of amenities. But it was a great place for us to be.

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
₹4,339 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