Family-friendly vacation rentals in Woodridge
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Top-rated family-friendly rentals in Woodridge
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 Woodridge family-friendly rentals
Family-friendly home rentals with a hot tub
Apartment in The Loop
4.97 out of 5 average rating, 29 reviewsThe Playwright's Palace
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!
Home in West Town
4.85 out of 5 average rating, 310 reviewsLux Urban 3BR/3BA Duplex + Parking!
This space was a great fit for our work trip to Chicago. Lots of restaurants within walking distance. Hans was very helpful and responsive!
Loft in West Town
4.81 out of 5 average rating, 283 reviewsArtist Loft Duplex in a 1904 Former Factory
Aaron was very friendly, communicative, and helpful. We loved the space - very cool decor and vibe, big rooms, and very close to the train.
Apartment in Near South Side
5 out of 5 average rating, 26 reviewsLux Loop Retreat: Amazing Views, Free Parking
This is our go to place when available for all the trade shows we do at McCormick. Everything is always perfect
Apartment in Bronzeville
4.45 out of 5 average rating, 20 reviewsSpacious 2bdm unit 15min to Dwtn
This place was extremely great! It was close to downtown and lots of restaurants and food near by the bnb! Only thing I’ll say is the shower head is kind of flimsy but besides that everything is nice clean and the rooms are huge! Very peaceful and quiet over there!
Home in Miller
4.53 out of 5 average rating, 158 reviewsSecluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park
This was a very private, gated home with a beautiful interior and exterior. We loved the hottub and the fact that we were able to bring our fur baby!! Would highly recommend for anybody looking to travel to Chicago on the south shore train line! 5 stars 🌟
Apartment in The Loop
4.75 out of 5 average rating, 52 reviewsThe Professional's Playground
Very nice place, location, wellness center beautiful, highly recommend this place to everyone !!
Condo in Logan Square
4.98 out of 5 average rating, 264 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
We had an awesome and memorable experience for our christmas vacation in Chicago. Bryan was very responsive to any of our questions and was an overall great host with an awesome, super comfy place. During our stay we even had a minor appliance issue and Bryan replaced the whole thing and got it working again within the hour on a Sunday! If you stay here you definitely won't regret it!
Family- and pet-friendly home rentals
Apartment in Logan Square
4.9 out of 5 average rating, 388 reviewsSunny Logan Square Artists' home
Great apartment, very clean and well kept, we really enjoyed our stay!
Apartment in Lincoln Park
4.87 out of 5 average rating, 183 reviewsChicago Lincoln Park North Pond 2 Bedroom Pied-à-Terre
Great visit to Chicago! We loved Heather’s place and found it to be very quiet but close to things. The beds are comfy and the apartment was very clean. Heather was very clear and communicated proactively which was really nice.
Guest suite in Portage Park
4.95 out of 5 average rating, 151 reviewsCozy Home Living, Dogs, Kids, Free Parking, 420 OK
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!
Townhouse in Old Town
4.85 out of 5 average rating, 164 reviewsDowntown Elegance ✨ Private Yard Parking
Great place! Plenty of beds and bathrooms! The garage was a little tight but street parking was easy. Thanks for everything!
Apartment in Andersonville
4.93 out of 5 average rating, 426 reviewsAndersonville Living
Place felt bigger than the pictures and was perfect for myself and pup plus Parents & Aunt who were visiting for Christmas. Great location to the wonderful restaurants of Andersonville and kitchen was great for when we wanted to cook. Would definitely stay again!
Townhouse in Hoffman Estates
4.91 out of 5 average rating, 329 reviewsa SIMPLE place
What a perfect place to spend the weekend with my mom and daughter. Steve was very friendly and responsive. The house is very nice and clean. It was a perfect fit for us.
Apartment in Logan Square
4.95 out of 5 average rating, 498 reviews2nd floor of 1908 brick two-flat in Logan Square
Great location next to the Logan Square stop, easily walkable and convenient from ORD.
Apartment in Palos Hills
4.94 out of 5 average rating, 168 reviewsAunt Linda's Apartment with a View in Palos
Linda's place was very comfortable, tastefully decorated, light and bright. The home had everything we needed for a week stay. It was bigger than I expected and a good place to relax, with some noises from other units, but overall it was quiet. It was close to everything and in a good area. Linda was very pleasant and attentive to our needs. We would definitely stay here on another occasion.
Family-friendly home rentals with a pool
Apartment in The Loop
4.76 out of 5 average rating, 211 reviewsStylish Corner 2 Bedroom in the Heart of Chicago |
Great location great host will stay here again.
Cabin in Union
4.5 out of 5 average rating, 4 reviewsTrailer- 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.
Apartment in The Loop
4.64 out of 5 average rating, 58 reviewsStylish 4 Bedroom / 4 bath in the Loop | Sleeps 12
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 reviewsMusic Hot Spot’s Main Level
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.
Home in Cedar Lake
4.84 out of 5 average rating, 83 reviewsBeautiful Home Oasis
Beautiful house and surroundings. Great place to relax with a large family gathering. Lots for kids to do inside and out. We enjoyed the pool, fire pit, and sports areas. Hosts were very responsive and friendly.
Cabin in Union
4.69 out of 5 average rating, 71 reviewsRustic Cabin
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, 231 reviewsLuxury Corner 2 Bedroom in the Loop | Roof Deck
Loved everything about this place! The views were great! Close to so many restaurants, bars, museums, the bean and so much more. would definitly book this again. Thank you for sharing your place with our family!
Quick stats about vacation rentals that are family-friendly in Woodridge
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ73 before taxes and fees
Total number of reviews
690 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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