House vacation rentals in Waukegan

Find and book unique houses on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Waukegan house rentals

House rentals with a pool

Guest favorite
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
A sunny backyard features a round in-ground pool surrounded by lush green grass and vibrant flower pots. The house showcases a two-story design with a balcony and large windows, providing views of the serene outdoor space and nearby landscaping.
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 favorite
A spacious basement game area features a classic pool table with a vibrant green felt surface, complemented by cues and an arranged set of colored balls. Nearby, a seating area with leather couches and an arcade machine is visible along the wooden-paneled wall.
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 favorite
A welcoming sitting area features original inlaid floors and large leaded glass windows, allowing natural light to fill the space. Traditional furniture includes a wooden loveseat and two accent chairs, with a round ottoman positioned centrally, enhancing the room's charm.
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
The backyard features a large in-ground pool surrounded by a wooden deck, adorned with comfortable seating areas and a pergola. Lush greenery frames the space, contributing to a peaceful atmosphere. Sunlight reflects off the water, offering a refreshing contrast to the well-maintained surroundings.
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 favorite
A spacious backyard is illuminated by soft evening light, showcasing a lush green lawn framed by well-maintained gardens. Multiple seating areas are visible, including a hammock, lounge chairs, and patio furniture. A large tree offers shade, while a pool is partially seen beyond the greenery.
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 favorite
A wooden deck features two blue chairs accompanied by a small white table and a potted plant. The sparkling heated pool is visible, surrounded by a wooden fence and greenery, providing a serene outdoor setting.
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 favorite
A fenced-in backyard features a landscaped yard with well-maintained grass surrounding a heated in-ground pool. The pool area includes a comfortable covered patio, providing shade with ample space for relaxation. Lush green trees and shrubs create a serene atmosphere.
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 favorite
A screened-in porch features a seating arrangement with plush chairs and a central table. Natural light streams through the screens, offering views of the serene lake and surrounding landscape. A ceiling fan hangs above, providing a comfortable breeze in the inviting space.
Home in Trevor
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 favorite
A spacious living area features a blue couch facing a large television mounted on the wall. A decorative rug complements a wooden dining table set for four, accented with plates and glassware. Natural light filters through large windows, enhancing the inviting layout.
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 favorite
A welcoming living area features a large brown sectional sofa adorned with decorative pillows. A coffee table sits on a striped area rug, complemented by a stylish floor lamp and indoor plant. Natural light is filtered through sun-blocking shades on the windows.
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 favorite
A close-up view features a vibrant monarch butterfly delicately perched on a wooden flag pole, displaying an American flag. The flag's red and white stripes are contrasted with blue and white stars, creating a striking visual connection to patriotic themes.
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 favorite
A spacious living area features large floor-to-ceiling windows, allowing natural light to illuminate the space. The view of Grayslake is visible through the windows, complemented by indoor plants and comfortable seating arrangements. A cozy rug lies on the wooden floor, enhancing the inviting atmosphere.
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 favorite
An airy living area is highlighted by natural light filtering through large windows. A gray sofa with patterned cushions faces a round coffee table and is complemented by green accent chairs. A dining area is visible in the distance, featuring a wooden table and chairs.
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 favorite
A warm living space features a brown leather couch, a wooden coffee table, and a decorative sculpture. A small fountain adds a calming element, while a light fixture provides soft illumination. Decorative columns are present along one side, enhancing the room's inviting layout.
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 favorite
A spacious living area features two dark leather sofas arranged around a large area rug, creating a comfortable setting. The open layout includes views of the dining area and kitchen, with bright lighting enhancing the inviting atmosphere. The surrounding walls are painted in neutral tones.
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 favorite
A spacious living area features two gray sofas and an ottoman, arranged on a light-colored rug. Large windows offer views of the river and allow natural light to fill the space. A dining table is situated nearby, enhancing the inviting layout.
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 favorite
The side of a light-colored house is depicted, featuring a well-maintained lawn and a flowerbed with blooming plants. Two windows are visible, allowing natural light to filter into the interior. A concrete pathway runs alongside the house, leading to an inviting exterior.
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 favorite
A wooden deck steps lead to the entrance of a recently renovated home, framed by flower pots and outdoor seating. Decorative string lights are visible above, and an American flag is displayed on the left, adding to the welcoming atmosphere.
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 favorite
A relaxing jacuzzi hot tub is situated under a shaded area with a view of the calm lake. Bubbles are visible in the water, reflecting sunlight, while white chairs are positioned along the dock in the background.
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 favorite
A spacious living area features a large sectional sofa with an ottoman, complemented by a mid-century modern coffee table. Two ceiling fans provide airflow. A large window allows natural light, and a television stands on a stylish cabinet. A decorative rug adds color to the hardwood floor.
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 favorite
A light-filled living space features a cozy sofa adorned with blue throw pillows, complemented by a wooden coffee table. A ceiling fan aids air circulation, while a kitchen area with granite countertops and modern appliances is visible in the background.
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 favorite
The exterior showcases a welcoming covered porch with a stone facade, complemented by large windows that allow for ample natural light. Lush landscaping with flowering plants flanks the stone pathway leading to the entrance, providing an inviting approach to the home.
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 favorite
A wooden pier extends over the calm water, surrounded by lush greenery. The shoreline is visible, with houses dotting the distant landscape under a clear blue sky. The tranquil lake invites relaxation and outdoor activities.
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

    R717 ZAR 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

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