Kid-friendly holiday rentals in Oak Park

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Oak Park family-friendly rentals

Kid-friendly house rentals

Superhost
Home in Oak Park
4.78 out of 5 average rating, 87 reviews

Rooftop Access with Views and Gym - LCP Collection

CynthiaRating, 5 stars2 weeks ago
Great place in a great location. Would definitely book again!
Top guest favourite
Home in Lombard
4.99 out of 5 average rating, 115 reviews

Modern Boho house in Lombard 7 min to Metra

JaniceRating, 5 stars2 weeks ago
Best Airbnb stay we have had to date. Incredibly comfortable, clean and quiet. Wonderful experience!
Guest favourite
Home in Humboldt Park
4.95 out of 5 average rating, 63 reviews

Private Logan Square Garden Apt

TiffanyRating, 5 stars1 week ago
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!
Top guest favourite
Home in Berwyn
4.99 out of 5 average rating, 146 reviews

Retro Modern Bungalow | fire pit | free parking

JenniferRating, 5 stars1 week ago
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!!
Guest favourite
Home in Oak Park
4.86 out of 5 average rating, 37 reviews

Charming Oak Park 4bd/3.5ba and 2 Private Parking

MattRating, 5 stars2 days ago
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!!
Top guest favourite
Home in Oak Park
5 out of 5 average rating, 41 reviews

Oak Park - Wine House!

AltheaRating, 5 stars1 week ago
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!
Superhost
Home in Oak Park
4.75 out of 5 average rating, 24 reviews

Private Suite Quiet Safe OakPark

CindiaRating, 5 stars2 months ago
It’s a nice, quiet neighborhood. Definitely felt safe. The space was clean and comfortable. Perfect for a one night stay in Chicago.
Guest favourite
Home in Oak Park
4.87 out of 5 average rating, 31 reviews

Charming Retro 2BR Cottage/Train/Laundry/FREE PKG

NolanRating, 5 stars2 weeks ago
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

Top guest favourite
Flat in Oak Park
4.98 out of 5 average rating, 115 reviews

The Chicago Game Room (Oak Park, IL)

TinaRating, 5 stars1 day ago
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.
Guest favourite
Flat in Maywood
4.92 out of 5 average rating, 101 reviews

Cozy guest studio, great for couples!

BrittanyRating, 5 stars1 week ago
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!
Guest favourite
Flat in Forest Park
4.91 out of 5 average rating, 150 reviews

Large Renovated 1st FL Suite Forest Park/Oak Park

MonikaRating, 5 stars3 weeks ago
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.
Guest favourite
Flat in Forest Park
4.84 out of 5 average rating, 183 reviews

Cozy & Convenient Oak Park w Parking / Transit

DevinRating, 5 stars1 week ago
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!
Superhost
Flat in Oak Park
4.78 out of 5 average rating, 32 reviews

2 bedroom apartment in Lovely Victorian house/Deck

KaitlinRating, 5 stars1 month ago
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!
Top guest favourite
Flat in Forest Park
4.95 out of 5 average rating, 325 reviews

Mid-Century Charm. Near Chicago. Low Cleaning Fee!

HaiqingRating, 5 stars6 days ago
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!
Top guest favourite
Flat in Oak Park
4.96 out of 5 average rating, 25 reviews

Treetop Vista Space+Style+Parking by downtown Chi

MonicaRating, 5 stars3 weeks ago
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 !
Superhost
Flat in Berwyn
4.86 out of 5 average rating, 420 reviews

Berwyn Musical Apartment

MadelynRating, 5 stars1 month ago
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

Guest favourite
Apartment in Avondale
4.96 out of 5 average rating, 117 reviews

Lovely top floor 2BR/2BA, steps from everything!

DanielRating, 5 stars1 week ago
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.
Guest favourite
Apartment in Humboldt Park
4.94 out of 5 average rating, 180 reviews

3 BR Summer GetAway, 15mins to Loop+Gated Parking

ThaddeusRating, 5 stars1 day ago
Close to the green line for easy transportation.
Superhost
Apartment in Logan Square
4.78 out of 5 average rating, 258 reviews

Logan Square Beauty with 2 Bedrooms W/parking

JamesRating, 5 stars2 weeks ago
Matt is a great host. Open, responsive and informative…everything you want really when on vacation
Guest favourite
Apartment in Irving Park
4.87 out of 5 average rating, 127 reviews

Newly updated 1BD/1B in Old Irving Chicago!

JoseRating, 5 stars1 month ago
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.
Superhost
Apartment in Humboldt Park
4.84 out of 5 average rating, 198 reviews

3D Tour! Designer Condo near Logan Square

Leny AndreaRating, 5 stars1 week ago
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!
Top guest favourite
Apartment in Logan Square
4.92 out of 5 average rating, 348 reviews

Susie's Space. 2BR easy parking & pet friendly

RachelRating, 5 stars2 days ago
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!
Superhost
Apartment in West Town
4.81 out of 5 average rating, 155 reviews

Cabin 207 at 747 Lofts

KatieRating, 5 stars1 week ago
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!
Top guest favourite
Apartment in West Town
4.97 out of 5 average rating, 807 reviews

Great location. Free parking.

ColmRating, 5 stars1 week ago
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

Destinations to explore