
Kid-friendly holiday rentals in Waukegan
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Waukegan
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Waukegan family-friendly rentals
Kid-friendly house rentals

Charming Ranch-Style Cottage
We stayed at Alix’s for one night. Our stay at Alix’s place was quite comfortable. Everything was exactly as described. We made use of the devices provided like the iron and ironing table, and the hairdryer. To my wife’s delight, the bathroom also had individually packaged makeup remover wipes! Body lotion was also provided. The air conditioning worked perfectly and we were able to sleep comfortably. Would recommend!

2bed/1bath TH - 7min Six Flags, 14min Navy Base
This was my first Airbnb experience. The house was sooo cute, updated and clean. My son, best friend and myself were there for my daughter’s Navy PIR and stayed 5day so we didn’t want to be stuck in a hotel. It was just like being at home. They was plenty of room nice kitchen and dining room area. I really hope this place is still available during the Christmas holiday because more than likely I’ll be back!

Casa Monarca • 3.5 Bathrooms
Such a gem! Host was amazing! Friendly and accommodating! Many extras were thought of and appreciated! Everything was labeled and made life easy! Extras like fans, blankets, coffee, water bottles, iron, blow dryer, shampoo/conditioner and even bubble bath! A closet full of fun appliances in the kitchen including a waffle maker and hot dog grilled/roller! We loved the basement with bathroom and video games!! There was even a PlayStation upstairs! We roasted marshmallows and made smores outside in the fire pit! Highly recommend! This was the perfect spot to stay and relax with our brand new sailor! He had extended leave after bootcamp since he is attending A school in the area and this was the perfect retreat. Only 20 mins from base. Guillermo even bought us dinner one evening as a thank you for his service! 🇺🇸 ⭐️ ⭐️ ⭐️ ⭐️⭐️

Gorgeous Home Stay | 4BD 1.5BA
We chose this home for its close proximity to the Naval base. Great location for a quiet stay. Close to shopping and restaurants. The home was cozy and the beds so comfortable. The basement area was nice to play ping pong, and also a quiet bedroom for my sailor to take a short nap in. Highly recommend staying here. Jakub’s communication was quick anytime I messaged him.

Lighthouse Retreat
We had a fantastic stay at Keith’s place in Kenosha! The home was clean, exactly as described, and included great small touches (the Keurig with a variety of pods). It was clear that a lot of thought went into making the space comfortable and welcoming. Keith was an excellent host - communication was clear, timely, and helpful throughout our stay. He was easy to work with and made everything seamless. We would definitely stay here again and highly recommend it to anyone visiting the area!

Great Lakes Naval Station-Waukegan- Gurnee-6 Flags
booked this place for the Navy Graduation & it was about 10 minutes from the base. Quiet neighborhood, there is parking available, everything was great!

Spacious 5 Beds 2 baths RTC Navy Casino
Very clean and spacious. It is more than worth the price

*Entire house w/4 LG Bedrms, NAVY 4 miles/baseLake
The host was above and beyond. The place was as described. Large space and well accommodating. Sabrina went above and beyond to make sure we all enjoyed our stay. I highly recommend
Family-friendly apartment rentals

Walk to downtown McHenry. Heart of the Fox River
This apartment was super cozy and warm. Everything was labeled nicely and everything we needed could be found in the kitchen and the bathroom.

Lovely studio near the beach! (and heated floors!)
We stayed at Ariel and Gabby's place several times and we always had a great experience! Their place is very welcoming and comfortable. The neighborhood is beautiful and peaceful, and the hosts are very nice and helpful. We hope to be back soon.

Charming, Sunny Apartment with Backyard Garden
We really enjoyed our stay and Susan was a wonderful host!!!

Sherwood House
Very beautiful old house decorated to match! The library with the stain glass windows is so beautiful. Abundance of space & in a great part of town close to everywhere I needed to get to.

Cute & comfortable apartment on quiet street
What a perfect spot to wake up in and return to at the end of several long days of work! Coffee in a rocker on the sun porch in the morning and an extremely comfortable bed were the ideal bookends. Emily's space is tranquil and unique - I felt like I was staying at the home of a good friend who just happened to have an extra apartment upstairs to spare! I also loved having a separate office/work space and the wifi was terrific. I hope to return the next time I'm in Evanston/Chicago for work!

Downtown-Treetop Deck-2Bd/2Bth
This is a perfect place to stay in downtown Kenosha. The rooftop deck is outstanding. Comfortable beds, well equipped and very clean. The hosts are the best.

Kenosha! Enjoy your stay as you work or play!
Stayed here before and it’s just as he says. It’s away from the downtown traffic and noise but close enough to everything that it’s not out the way. It’s a spectacular place to stay and he is very friendly and very responsive if you have any questions or anything he always is willing to help and responded in a timely manner. Would recommend this place to anyone to stay. Will be back in the future due to the hospitality and location. He is an awesome host and you get exactly what’s in the description. 10 out of 10

Chic Studio in Downtown Highland Park near Metra
The host was very helpful, me and my husband enjoyed our stay although im a white light kinda person which i thought the bathroom gonna be but it’s yellow light. We love the place.
Family-friendly apartment rentals

Lovely top floor 2BR/2BA, steps from everything!
The location was great. About 15 min from downtown. The place was beautiful and clean. I would definitely book with Julia again.

Picture Perfect 3Bed Steps from Train and FLW
Great stay at Anne’s place. She was very communicative and went out of her way to ensure we were comfortable. We would definitely recommend to anyone coming to the Chicago area!

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
I had an amazing stay! Place was very accurate to the post on Airbnb and the host was very polite with clear instructions, and check in! Thank you for providing such an amazing Chicago experience for me and my husband!

Cozy 1bdr Rogers Park, Loyola, Northwestern.
This is a WONDERFUL one bedroom apartment that is both private and spacious! The owner/host has the space fabulously decorated with an eclectic mix of original contemporary artwork and antiques. Nothing is generic about the space and it has been outfitted for guests with loving care. The host, Kaye, clearly puts much trust in her guests with her charming decor and furnishings. The amount of space, the privacy and the home-y feel make it a place we'd love to return to.

Modern Hyde Park Getaway | UChicago
The apartment was clean and spatious, better than in the pictures. It's located in a corner of Hyde Park, at a 15 minute walking distance from the University of Chicago. It is a very residential area, with not many shops or restaurants near by, but if you walk 15 minutes east you will find bars, grocery stores and a few restaurants. I came to do research in the library's archive so it was very convenient. I had some problems with the door code sequence, but Erika was very helpful and responsive. My only suggestion is that more detailed information about the check in is provided, because not everbody is familiarized with lockers and codes! But my general impression was very positive! I'd definitely stay there again.

Cabin 301 at 747 Lofts
The room is great. You get everything you see on the photos. The kitchen is clean and well-equipped. The location is very close to CTA Chicago train station and you get easy access to downtown. What's more, there's a CVS and Asian supermarket nearby, you can easily get everything you need.

Parking Terrace Near Universities Up to 20%OFF
Such an awesome place to stay, very safe neighborhood. Mark was very responsive in the chat and asked us if we needed anything else right after we checked in. The best part was that their is a dedicated parking space which is very convenient and easy access to the place. For sure will be checking in next time when going to Chicago.
Quick stats about holiday rentals that are kid-friendly in Waukegan
Total rentals
30 properties
Nightly prices starting at
$64 SGD before taxes and fees
Total number of reviews
2.8K reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Madison Holiday rentals
- Lake Geneva Holiday rentals
- West Side Holiday rentals
- North Side Holiday rentals
- South Bend Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
- South Side Holiday rentals
- Saugatuck Holiday rentals
- Chicago Holiday rentals
- Rentals with a washing machine and dryer Waukegan
- Family-friendly rentals Waukegan
- Rentals with a fireplace Waukegan
- Rentals with a firepit Waukegan
- Pet-friendly rentals Waukegan
- House rentals Waukegan
- Fitness-friendly rentals Waukegan
- Rentals with outdoor seating Waukegan
- Rentals with a patio Waukegan
- Flat rentals Waukegan
- Family-friendly rentals Lake County
- Family-friendly rentals Illinois
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- 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
- Milwaukee Public Museum
- The Field Museum
- Alpine Valley Resort
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Lincoln Park
- Lincoln Park Zoo
- Geneva National Resort & Club
- Garfield Park Conservatory
- Illinois Beach State Park
- Wicker Park
- Willis Tower
- Brookfield Zoo
- The 606