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Family-friendly vacation rentals in Woodridge

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Woodridge family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite

Apartment in The Loop

4.97 out of 5 average rating, 29 reviews

The Playwright's Palace

CarlosRating, 5 stars1 month ago
We had a wonderful stay at this apartment! The location was perfect—convenient and close to everything we needed. The apartment itself was comfortable, clean, and well-equipped. Our host was incredibly attentive and made sure we had everything we needed for a smooth stay. Highly recommend this place!
Guest favorite

Home in West Town

4.85 out of 5 average rating, 309 reviews

Lux Urban 3BR/3BA Duplex + Parking!

MarcellusRating, 5 stars1 month ago
Very beautiful home that’s a short walk from pretty much everything I’m Chicago! Would 100% recommend staying here especially because it’s right by the blue line. Hans is very responsive and helpful i really appreciated having him as my host. I hope to stay here again one day.

Loft in West Town

4.81 out of 5 average rating, 283 reviews

Artist Loft Duplex in a 1904 Former Factory

KevinRating, 5 stars4 months ago
Aaron was very friendly, communicative, and helpful. We loved the space - very cool decor and vibe, big rooms, and very close to the train.
Superhost

Apartment in The Loop

4.75 out of 5 average rating, 48 reviews

The Professional's Playground

TaylorRating, 5 stars3 weeks ago
This was an excellent place to stay for a work trip. Close to the office and plenty to do around it. Check in was easy and the room was clean and comfortable!
Guest favorite

Condo in Logan Square

4.98 out of 5 average rating, 262 reviews

Urban Luxury 1BR/2BA Logan Square Condo w/Garage

CheriRating, 5 stars2 weeks ago
We had a superb Airbnb experience at Bryan’s comfortable and well-appointed condo in an upscale Chicago neighborhood. This is our second stay because it is simply a first class living space in the Logan Square neighborhood.

Apartment in Bronzeville

4.59 out of 5 average rating, 17 reviews

Spacious 2bdm unit 15min to Dwtn

PrestonRating, 5 stars3 weeks ago
Max is a very helpful responder. Everything was as listed and I enjoyed the stay. Couple issues, one fixed, other will be fixed. Overall, nice place, spacious, definitely a home away from home. Will be back in the future!

Family- and pet-friendly home rentals

Guest favorite

Apartment in Logan Square

4.9 out of 5 average rating, 383 reviews

Sunny Logan Square Artists' home

GaryRating, 5 stars1 month ago
The apartment felt roomy and comfortable. Interior was nicely decorated (came away with a few ideas!!). Location is as other reviews. A bit of walking if you like but buses are very close to get you to Blue Line stations. Plenty of shops and food options close by. Aleks and Kyle were as you would want hosts to be, present but not overbearing. Point of note, stairs up to front door are quite steep and might be troublesome for some if carrying large, heavy suitcases. Overall, would thoroughly recommend a stay here.
Guest favorite

Apartment in Lincoln Park

4.87 out of 5 average rating, 180 reviews

Chicago Lincoln Park North Pond 2 Bedroom Pied-à-Terre

BeatriceRating, 5 stars6 days ago
This was the perfect place to stay for our week in Chicago. Right in the heart of Lincoln Park, steps from the park, and plenty of restaurants and stores nearby. We felt at home in this well appointed, clean property. We had been concerned about parking our rental car, but we were provided with a handy map. And it turns out we were able to find parking on that same street/block, and just once around the corner. We will definitely stay here again!
Guest favorite

Guest suite in Portage Park

4.95 out of 5 average rating, 151 reviews

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

MeggieRating, 5 stars2 weeks ago
Jamie was an amazing host and the stay far exceeded expectations! From the detailed information about the city to the decor in the apartment, it was a stay to remember! Jamie was warm and accommodating as was the neighborhood and apartment! I hope to make this a yearly trip and stay here, with Jamie as my host I would always have a great time!
Guest favorite

Townhouse in Old Town

4.85 out of 5 average rating, 163 reviews

Downtown Elegance ✨ Private Yard Parking

JoanRating, 5 stars1 week ago
Great place! Plenty of beds and bathrooms! The garage was a little tight but street parking was easy. Thanks for everything!
Guest favorite

Apartment in Andersonville

4.93 out of 5 average rating, 423 reviews

Andersonville Living

ChloeRating, 5 stars1 month ago
We had a wonderful stay at Joseph’s place in Andersonville. The beds were very comfortable, the apartment is located on a quiet street yet very near restaurants and stores. The communication with the hosts was very easy. Our family thoroughly enjoyed our stay at Joseph’s.
Guest favorite

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 326 reviews

a SIMPLE place

SpencerRating, 5 stars5 days ago
Great place to stay for the price! Neighborhood was quiet and safe, the home was cozy and beds were very comfortable.
Guest favorite

Apartment in Logan Square

4.95 out of 5 average rating, 491 reviews

2nd floor of 1908 brick two-flat in Logan Square

Sammy JoeRating, 5 stars1 week ago
Loved this classic Chicago apartment. Paul and Sarah were extremely responsive and accommodating and went out of their way to make sure we were comfortable. Loved the games, guitar, and super comfortable beds. Logan square is a super cool neighborhood with tons of great restaurants. Had an amazing stay. Thank you!
Superhost

Apartment in Logan Square

4.94 out of 5 average rating, 258 reviews

Explore Hip Logan Square from a Modern Apartment

CarinaRating, 5 stars2 months ago
This charming Airbnb exceeded all my expectations! The cozy decor and thoughtful touches made it feel like a true home away from home. The location was perfect, just a short walk from attractions and restaurants. I highly recommend this place to anyone seeking a relaxing and memorable getaway!

Family-friendly home rentals with a pool

Apartment in The Loop

4.77 out of 5 average rating, 209 reviews

Stylish Corner 2 Bedroom in the Heart of Chicago |

EricRating, 5 stars4 weeks ago
Perfect location for a visit to Chicago. You can walk to everything…Magnificent Mile, Millennium Park, the river, amazing restaurants, etc. Also, the apartment is wonderful with excellent hosts. Highly recommend!
Guest favorite

Guest suite in Bridgeport

4.96 out of 5 average rating, 82 reviews

Sweet Home Chicago-9min downtown/pool/free parking

WyattRating, 5 stars3 months ago
The shower was spacious and the towels were incredibly soft. I found the mattress and sheets were very comfortable and clean. The pool looked well kept, even though I did not use it, and the yard/gardens are beautiful. It is close to the Sox's park, whatever they call it now. Also the amenities are outstanding, especially for the price. I could have easily paid twice as much to stay at a hotel. I would highly recommend patronizing this property to anybody.

Apartment in The Loop

4.64 out of 5 average rating, 58 reviews

Stylish 4 Bedroom / 4 bath in the Loop | Sleeps 12

ParitoshRating, 5 stars1 week ago
I had an amazing stay at this place. Felt like home.The space was clean, beautifully decorated, and thoughtfully equipped with everything I needed for a comfortable visit. The host was incredibly welcoming and responsive, making sure every detail was perfect. The location was ideal, close to local attractions yet peaceful and quiet. It truly felt like a home away from home, and I can’t wait to book again for my next trip. Highly recommended!

Guest suite in Berwyn

4.67 out of 5 average rating, 42 reviews

Music Hot Spot’s Main Level

MichaelRating, 5 stars2 months ago
Rose is a totally lovely and nice landlady. Very helpful. I felt super comfortable and taken care of during my stay with her and her family.
Superhost

Home in Cedar Lake

4.84 out of 5 average rating, 82 reviews

Beautiful Home Oasis

JenniferRating, 5 stars5 months ago
The house is absolutely amazing. The huge trees in the backyard are so beautiful. The pool was perfectly refreshing and it was especially nice not to have to worry about the kids making noise while swimming. We have a big group which is sometimes challenging with finding places to all hang out but the layout inside and out has plenty of room for everyone which was nice. The hosts are very attentive and even preserves us a new volleyball when we couldn’t find one, which was so nice. Overall, we loved it and are already booking another week next year!

Cabin in Union

4.69 out of 5 average rating, 71 reviews

Rustic Cabin

JustinRating, 5 stars3 months ago
Lovely hosts and easy check-in/out. Great inexpensive no-frills option. I would come back for sure!

Apartment in The Loop

4.77 out of 5 average rating, 228 reviews

Luxury Corner 2 Bedroom in the Loop | Roof Deck

AndrewRating, 5 stars3 weeks ago
Great stay. Great location. Timely communication 5 stars!

Quick stats about vacation rentals that are family-friendly in Woodridge

  • Total rentals

    20 properties

  • Nightly prices starting at

    $20 before taxes and fees

  • Total number of reviews

    640 reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

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