House holiday rentals in Waukegan

Find and book unique houses on Airbnb

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Popular amenities for Waukegan house rentals

House rentals with a pool

Guest favourite
Home in Highland Park
4.91 out of 5 average rating, 145 reviews

2-Acre Highland Park Retreat with Heated Pool ~ 5*

MaryRating, 5 stars2 weeks ago
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!
Superhost
Home in Des Plaines
5 out of 5 average rating, 4 reviews

Rosemont 4BD2BA house with Pool

HannahRating, 5 stars3 weeks ago
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!
Guest favourite
Home in Bloomingdale
4.92 out of 5 average rating, 51 reviews

Now Open: Heated Pool with Entire House

TaraRating, 5 stars1 month ago
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.
Top Guest favourite
Home in Woodstock
4.89 out of 5 average rating, 63 reviews

Grand 1800s Victorian Gem: Updated/by Downtown

MikeRating, 5 stars6 days ago
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!
Superhost
Home in Lake Geneva
5 out of 5 average rating, 6 reviews

Oasis on Oak | Private In-Ground Pool | Hot Tub

ADAMRating, 5 stars1 week ago
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!
Guest favourite
Home in Schaumburg
4.92 out of 5 average rating, 26 reviews

Schaumburg Oasis:Private Pool & Enchanted Garden

SarahRating, 5 stars1 week ago
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!
Top Guest favourite
Home in Genoa City
5 out of 5 average rating, 54 reviews

Relaxing Summer Getaway near Lake Geneva w/ Pool

BenjaminRating, 5 stars2 weeks ago
The house was a perfect fit for my family of 8. The amenities were great and Nicolet provided excellent communication.
Guest favourite
Home in Crystal Lake
5 out of 5 average rating, 6 reviews

In Ground Pool, Full Ranch Home

MarkRating, 5 stars3 days ago
Great place and easy to work with.

Weekly house rentals

Top Guest favourite
Home in Castle Manor
5 out of 5 average rating, 22 reviews

2BR Lake House | Lake Toys | Views | Dog Friendly

MagenRating, 5 stars1 week ago
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.
Guest favourite
Home in North Chicago
4.89 out of 5 average rating, 79 reviews

Spacious 2-br, 1 bath home w/AC near Naval Base

KathleenRating, 5 stars1 week ago
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!
Top Guest favourite
Home in Gurnee
5 out of 5 average rating, 12 reviews

2bed/1bath TH - 7min Six Flags, 14min Navy Base

JorindaRating, 5 stars2 weeks ago
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!
Top Guest favourite
Home in Beach Park
4.98 out of 5 average rating, 58 reviews

Casa Monarca • 3.5 Bathrooms

SonyaRating, 5 stars5 days ago
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! 🇺🇸 ⭐️ ⭐️ ⭐️ ⭐️⭐️
Top Guest favourite
Home in Grayslake
5 out of 5 average rating, 27 reviews

Lake House Walk to Train-Chicago

JamesRating, 5 stars2 weeks ago
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.
Top Guest favourite
Home in Kenosha
4.94 out of 5 average rating, 17 reviews

Lighthouse Retreat

RobertRating, 5 stars6 days ago
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!
Guest favourite
Home in Waukegan
4.96 out of 5 average rating, 71 reviews

Large Family Home | Minutes from Naval Base (4 mi)

JodyRating, 5 stars2 weeks ago
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.
Top Guest favourite
Home in Gurnee
4.98 out of 5 average rating, 83 reviews

Gurnee Gathering Place Near Navy Base

StephanieRating, 5 stars1 week ago
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

Guest favourite
Home in Elgin
4.9 out of 5 average rating, 77 reviews

Little house on the river

AnneRating, 5 stars1 day ago
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.
Guest favourite
Home in North Chicago
4.96 out of 5 average rating, 24 reviews

J&J Vacay 2 story

DannyRating, 5 stars1 week ago
Great spot for a bigger family gathering! Tons of space, clean, and very accommodating. Would definitely stay again if traveling to that area.
Guest favourite
Home in Salem
5 out of 5 average rating, 30 reviews

Lago Amore - Channel house, pier, kayaks

AlexisRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Round Lake Park
4.91 out of 5 average rating, 56 reviews

Lake House Retreat Near Navy Base

HeatherRating, 5 stars3 weeks ago
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!
Guest favourite
Home in Kenosha
4.83 out of 5 average rating, 53 reviews

Bekahs Boho House

Veronica Rating, 5 stars6 days ago
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!
Top Guest favourite
Home in McHenry
5 out of 5 average rating, 24 reviews

The Acorn @ The Oaks on The Fox

BethRating, 5 stars7 months ago
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!
Top Guest favourite
Home in Winthrop Harbor
4.94 out of 5 average rating, 18 reviews

The Harbor House - Amazing!

HoraceRating, 5 stars1 week ago
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!
Guest favourite
Home in Lake Villa
4.99 out of 5 average rating, 82 reviews

Peaceful Lakefront/2 kings +/Near Navy/Family Time

AmyRating, 5 stars3 weeks ago
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

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  2. United States
  3. Illinois
  4. Lake County
  5. Waukegan
  6. House rentals