
House holiday rentals in Waukegan
Find and book unique houses on Airbnb
Top-rated house rentals in Waukegan
Guests agree: These houses 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 house rentals
House rentals with a pool

2-Acre Highland Park Retreat with Heated Pool ~ 5*
We had a great stay overall. From start to finish, Kailash was extremely helpful, friendly and responsive. We needed a long-term stay with 2 big dogs, and this house worked great for us. We didn't get to use the pool much because the weather didn't cooperate, but the pool and patio area are gorgeous. The location is great, close to everything - grocery stores, restaurants, etc. There is a trail behind the house (accessible through a gate in the back yard), and it leads to a beautiful and huge forest preserve - beautiful for walks/hikes in the woods! The kitchen was a great space for us, and it had everything we might need for cooking, etc. The house was very comfortable for our family, and we would come again. Thank you, Kailash!

Rosemont 4BD2BA house with Pool
Mike was very responsive leading up to our stay and very helpful whenever I had any questions about the property. The home was very clean and well maintained. Would recommend!

Now Open: Heated Pool with Entire House
Moizs was an amazing host. Very accommodating, quick response, had some great recommendations for local restaurants, shopping, etc. Bloomingdale is a cute and nice suburb of Chicago. We had a great trip and we will definitely be back.

Grand 1800s Victorian Gem: Updated/by Downtown
Fantastic home, we all loved it and had such a great time! Deirdre was right on top of things, so friendly, it was a delight working with her. The home was beautiful, and looked just like the pictures. What a fantastic experience!

Oasis on Oak | Private In-Ground Pool | Hot Tub
House was great and matches the description and photos. House is spacious, good for a group of 6-7 people and private from other neighbors. It’s also less than 10 minutes from downtown Lake Geneva. It is an ideal house if you are looking for a quiet weekend retreat, close to the areas activities. In addition, the host is responsive and helpful. Looking forward to our next stay with you all!

Schaumburg Oasis:Private Pool & Enchanted Garden
We stayed here while our floors were being refinished and Marzena’s Oasis did not disappoint! You can tell she takes great pride in her listing; everything was as described and more. The home was very clean with plenty of linens, dishes, and kitchen/pantry supplies. My kids left more crumbs on the floor than usual during breakfast one day…I could not find a broom so I messaged Marzena. She dropped off a stick vacuum AND some delicious treats. Above and beyond to make us feel welcome and comfortable. Thank you for a home away from home!

Relaxing Summer Getaway near Lake Geneva w/ Pool
The house was a perfect fit for my family of 8. The amenities were great and Nicolet provided excellent communication.

In Ground Pool, Full Ranch Home
Great place and easy to work with.
Weekly house rentals

2BR Lake House | Lake Toys | Views | Dog Friendly
We had the pleasure of staying here over our anniversary weekend with our 2 kiddos; it was our first vacation just our little family and it's was fantastic. Cristle was so helpful and went above and beyond to help us out when we had some issues on our end leading up to our trip. She was very thoughtful and kind and that alone was worth the 5 star rating. The home was very well kept and clean and had everything we needed for a nice relaxing weekend. We had a lot of fun out on the paddle boat and playing in the yard. The screened in porch was also a nice bonus. Our girls enjoyed the park and playing the sand. Overall it was a very nice stay and we'd love to go back sometime soon.

Spacious 2-br, 1 bath home w/AC near Naval Base
This home was chosen because of it's proximity to Recruit Training camp Great Lakes! I wanted to make sure I could get to my son's bootcamp graduation quickly with no issues of traffic. That worked out perfectly especially with Sarges easy directions! As for this home, it is located on a one way street which was extremely easy to find. The home is adorable, extremely clean and well decorated!!! I would highly recommend. They accommodated an earlier check in as we had a few connecting flights from Los Angeles... The beds are extremely comfortable with nice sheets and pillows. The towels in the bathroom were nice and fluffy. Shower was really nice with a filtered shower head! Nice TVs thru out! Shampoos, conditioners, soap in shower. first aid kits, iron and iron board, blow dryer. Kitchen had plenty of essentials to utilize for home cooked meals. If you are coming for Navy bootcamp graduation... do not hesitate to book!! Perfect home to rent! Thank you again to the hosts!

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! 🇺🇸 ⭐️ ⭐️ ⭐️ ⭐️⭐️

Lake House Walk to Train-Chicago
This is not out first stay at Lori's home and not the last. Other than some not-so-good Chicago weather, our stay was great. Looking forward to the next one.

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!

Large Family Home | Minutes from Naval Base (4 mi)
Four adults stayed for my granddaughter’s graduation from navy boot camp. Two of her friends also hung out with us during the day. It was close (10-12 minutes) from the base so easy to get to the ceremony and pick up/drop off. The space was super clean and I appreciated that there were 2-1/2 bathrooms with 4 of us getting ready at the same time graduation morning. The screened porch off the kitchen is bigger than it appears in the pictures and there’s a patio as well. Communication with Tawny was also great. We would definitely stay here again.

Gurnee Gathering Place Near Navy Base
We came to stay for our son's Navy Boot Camp graduation. I didn't expect it, but they had some cute graduation decor and everything that was super thoughtful. The house was super clean, with lots of amenities and even a pack n play that we were able to use for our grandson. We used the outdoor grill to make burgers and catch up with our Sailor, it was a great comfortable home with plenty of space for our 8 adults and one 3 month old. I had looked at reserving at the Navy lodge, and this was similar pricing for 3 rooms that would have required, but with much higher quality and amenities. Getting to the home, and getting inside were very easy with the provided instructions and there home was in a nice, quiet, safe neighborhood. I would highly recommend for other boot camp grads families and/or anyone visiting the local area. Thanks again for the comfy, clean, and safe stay! We made many great memories there.
Private house rentals

Little house on the river
Beautiful view! The house was cute and clean and very comfortable. The pictures don’t do it justice! Also, the Fox River Trail is right out the back door. It’s great for walking, biking or running along the river.

J&J Vacay 2 story
Great spot for a bigger family gathering! Tons of space, clean, and very accommodating. Would definitely stay again if traveling to that area.

Lago Amore - Channel house, pier, kayaks
Talk about fully loaded! This place has it all. Ample space, stocked necessities, incredible views. Don’t get me started on the neighbors, so much fun! Alexis was super helpful and made our stay so comfy and honestly unforgettable. We loved every minute of this place & can’t wait to come back again!

Lake House Retreat Near Navy Base
Larry was a very accommodating and responsive host! The place was amazing and exactly as described. Plenty of room, amenities, and beautiful views. He made sure we had plenty of supplies and all the stuff for Smores!

Bekahs Boho House
Rebecca’s place was very easy to find. Entry was a breeze, the house was very nice, clean, quiet, and absolutely beautiful. Everything was just as she described and showed in photos. She’s also a very helpful, flexible, friendly, understanding, supportive, and responsive host! I loved her and her place! Would absolutely recommend 10/10!

The Acorn @ The Oaks on The Fox
What a beautiful space! Squeaky clean. Great layout. 2 outdoor seating areas . Perfect relaxation! I’ve found my home away from home when I need to run away from home!

The Harbor House - Amazing!
My family and I stayed at Karen’s place for my sister’s Navy graduation, and it was perfect. As a host myself, I was genuinely impressed by the cleanliness and quality of the home. It had everything we needed—and more. We instantly felt at home, even comfortable enough to go barefoot in the backyard. Highly recommend!

Peaceful Lakefront/2 kings +/Near Navy/Family Time
Karen was friendly, kind, gracious and helpful! She communicated with us promptly and gave me a few fun ideas! The place is well stocked with the right amount, comfortable beds and linens and just lovely. Peaceful, Very relaxing and just right for my parents celebrating their anniversary and attending a graduation!
Quick stats about house rentals in Waukegan
Total rentals
100 properties
Nightly prices starting at
$67 NZD before taxes and fees
Total number of reviews
3.6K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
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
- Family-friendly rentals Waukegan
- Rentals with a patio Waukegan
- Fitness-friendly rentals Waukegan
- Kid-friendly rentals Waukegan
- Rentals with a fire pit Waukegan
- Rentals with a fireplace Waukegan
- Apartment rentals Waukegan
- Rentals with a washing machine and dryer Waukegan
- Pet-friendly rentals Waukegan
- Rentals with outdoor seating Waukegan
- House rentals Lake County
- House rentals Illinois
- House 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
- Willis Tower
- Wicker Park
- Brookfield Zoo
- The 606