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Waukegan vacation rentals

We found 330 vacation rentals — enter your dates for availability

Discover a selection of 44 homes, 34 apartments, and other vacation rentals in Waukegan that are perfect for your trip. Whether you’re staying in a vacation home with a group or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include WiFi and a fireplace. Whatever you're looking for, you'll be able to choose a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Waukegan

Showing deals for:Apr 3 - Apr 10

Image gallery for New Listing!! Cozy Lake Shangri-La Cottage!! Big yard, fire pit, sleeps 4

Exterior
8.6 out of 10, Excellent, (8 reviews)
Excellent
(8 reviews)

New Listing!! Cozy Lake Shangri-La Cottage!! Big yard, fire pit, sleeps 4

Bristol

8% off
Price is $197
$1,376 for 7 nights
All fees included
New Listing!! Cozy Lake Shangri-La Cottage!! Big yard, fire pit, sleeps 4

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Find out more about Waukegan

Why visit Waukegan

  • Beautiful Beaches: Enjoy relaxing days along the scenic southwest coast, perfect for family outings.
  • Family-Friendly Activities: Discover a variety of attractions catering to all ages, ensuring fun for the whole family.
  • Charming Neighborhoods: Explore the inviting local community filled with friendly residents and unique shops.
  • Urban Parks: Relax and unwind in Waukegan's well-maintained parks, ideal for picnics and outdoor fun.
  • Diverse Accommodations: Choose from private vacation homes, cozy apartments, and stylish condos for your stay.

Popular types of accommodation in Waukegan

If you're looking for the perfect getaway in Waukegan, you've come to the right place. Our most popular vacation rental options include houses, cozy apartments, and stylish condos. Whether you're in search of a spacious bedroom apartment or a convenient studio apartment in Waukegan, we have a variety of options to suit your needs. Discover the ideal rental for your next adventure.

  • Houses: The top choice among travelers to Waukegan, these homes offer spacious accommodations ideal for families and groups.
  • Apartments: A popular option for those seeking convenience and comfort, apartments provide a homely atmosphere in the heart of the city.
  • Condos: These stylish properties combine luxury and practicality, perfect for both short and extended stays.
  • Cottages: Quaint and charming, cottages offer a cozy retreat, perfect for romantic getaways or peaceful escapes.
  • Cabins: Ideal for nature enthusiasts, cabins provide a rustic feel and a closer connection to the great outdoors.**

Top attractions near Waukegan

Waukegan, Illinois, is an ideal destination for family-friendly and outdoor adventures. Visitors can enjoy beautiful beaches, explore modern colleges and universities, and relax in urban parks. Whether you're traveling with family or seeking entertainment, Waukegan's attractions provide a perfect blend of experiences for everyone. Make the most of your trip by discovering the local charm and vibrant community.

  • Six Flags Great America: Experience thrilling rides and family-friendly attractions at this expansive theme park, just 4 miles from Waukegan. From roller coasters to water slides, it offers entertainment for all ages, making it a perfect day out for families and thrill-seekers alike.
  • Illinois Beach State Park: Enjoy the natural beauty of this serene beach, located 4 miles from Waukegan. With sandy shores and scenic views of Lake Michigan, it's an ideal spot for sunbathing, picnicking, and relaxing by the water.
  • Rosalind Franklin University of Medicine and Science: This modern university, located 5 miles away, boasts cutting-edge facilities and a vibrant campus atmosphere. Explore its commitment to education and research in the health sciences, surrounded by a bustling city vibe.

Things to do recommended for couples

For a romantic getaway in Waukegan, enjoy a concert under the stars at Ravinia Pavilion, indulge in luxury at Chevy Chase Country Club, or savor fine wines at Valentino Vineyards, where romance and entertainment intertwine for a perfect couple's experience.

Things to do recommended for families

Families visiting Waukegan can splash around at the Great Wolf Lodge Water Park, relax at the Pleasant Prairie RecPlex, or enjoy fun-filled adventures at The People's Choice Family Fun Center, all perfect for creating lasting memories together.

Things to do recommended for groups

Groups visiting Waukegan can enjoy a shopping spree at Gurnee Mills, take in a show at the historic Genesee Theater, or hit the links at the Bonnie Brook Golf Course for a fun day outdoors. Each venue offers unique experiences perfect for group travelers.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Waukegan

When traveling with a group, your family, or pets, or if you're planning an extended stay, be sure to prioritize your preferences in the search filters. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Waukegan with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Waukegan with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Waukegan: For many families, a vacation isn’t truly special unless their furry companion is along for the ride. If that resonates with you, be sure to explore Vrbo listings that welcome pets. Most of these pet-friendly homes come equipped with feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Waukegan: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Waukegan

Waukegan, Illinois, offers a delightful blend of family-friendly activities and relaxing outdoor adventures. From exploring the charming neighborhoods filled with friendly locals to enjoying summer days along the scenic southwest coast, there's something for everyone. Whether you're seeking vibrant entertainment or a budget-friendly getaway, Waukegan serves as a perfect base to experience the welcoming atmosphere of nearby cities and attractions. Get ready to create lasting memories in this inviting community.

  • Gurnee: Gurnee is a vibrant city located a mere 3 miles from Waukegan, making it an easy and exciting destination for families and thrill-seekers alike. Known for its entertainment-themed attractions, Gurnee is home to the famous Six Flags Great America, a thrilling theme park that promises fun for all ages. Visitors can also enjoy the Gurnee Mills shopping mall, which offers a wide array of shopping and dining options. Nature lovers can explore nearby national and state parks, perfect for a day of outdoor recreation.
  • North Chicago: Also located just 3 miles from Waukegan, North Chicago is a city that embraces family-oriented activities and outdoor experiences. The city features several shopping areas and educational facilities, making it a great spot for families. One of its standout attractions is the Great Lakes Naval Station, which offers historical insights and events. Sports fans can catch a game at the local stadium, while those looking for leisure can explore the various parks and green spaces that North Chicago has to offer.
  • Kenosha: Situated 15 miles from Waukegan, Kenosha is a charming city perfect for those seeking outdoor activities and scenic views. The waterfront offers beautiful beaches and parks, making it an ideal spot for a romantic getaway or family outing. The Kenosha Harbor is a lovely area to relax, while the nearby national and state parks provide opportunities for hiking and exploring nature. With its fairgrounds hosting seasonal events and a vibrant arts scene, Kenosha promises a delightful experience for visitors looking to enjoy both nature and culture.

Best time to go to Waukegan

If you're planning a trip to Waukegan, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in June to July and September, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January23.7°F (-4.6°C)Light RainMostly CloudySlightly LowSlightly Low
February25.2°F (-3.8°C)Light RainMostly CloudyAverageSlightly Low
March35.8°F (2.1°C)Light RainMostly CloudyAverageSlightly Low
April44.2°F (6.8°C)Light RainMostly CloudyAverageAverage
May54.9°F (12.7°C)Light RainMostly SunnyAverageAverage
June65.1°F (18.4°C)Light RainMostly SunnySlightly HighSlightly High
July71.6°F (22.0°C)Light RainMostly SunnySlightly HighSlightly High
August71.2°F (21.8°C)Light RainMostly SunnyAverageSlightly High
September65.1°F (18.4°C)Light RainMostly SunnySlightly HighAverage
October52.9°F (11.6°C)Light RainMostly SunnyAverageAverage
November40.5°F (4.7°C)Light RainMostly SunnySlightly LowAverage
December31.3°F (-0.4°C)Light RainMostly CloudySlightly LowAverage

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can change significantly. Additionally, extending your stay can lead to substantial savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your booking. Being the planner has its perks. When you join our travel rewards program, One Key, you'll gain immediate access to member savings and have the opportunity to earn and redeem OneKeyCash on eligible reservations. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning made easy

Vrbo's Trip Board is designed to help you plan your next adventure, manage your travel arrangements, and keep track of your bookings with ease. Your saved or booked properties are conveniently categorized into Potential, Upcoming, or Current Trips for your convenience. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Travel to lively Waukegan

Come and experience Waukegan and its live music, theater scene and churches. This city's lake, theme park and shopping draw many visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Waukegan

Are you hoping to find top things to see and do during your stay? Venture out of your cozy vacation rental and experience everything that Waukegan has to offer. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Six Flags Great America (4.4 mi / 7.1 km)
  • Great Wolf Lodge Water Park (5 mi / 8.1 km)
  • Chevy Chase Country Club (15.2 mi / 24.4 km)
  • Kemper Lakes Golf Club (15.4 mi / 24.8 km)
  • Jet Funn (17.2 mi / 27.7 km)
  • Northbrook Sports Complex (17.2 mi / 27.8 km)

Exploring the natural features in Waukegan

Whether you're an active traveler or just want to appreciate the scenery, Waukegan is a great place to get outside. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city center:

  • Waukegan Harbor (1.4 mi / 2.2 km)
  • Waukegan SportsPark (3.9 mi / 6.3 km)
  • Simmons Island Beach (15.2 mi / 24.4 km)
  • Chicago Botanic Garden (15.8 mi / 25.4 km)
  • Cook Memorial Park (16.7 mi / 26.8 km)
  • Bristol Trails Park (16.9 mi / 27.2 km)

Transportation to and around Waukegan

The nearest airport is in Kenosha, WI (ENW-Kenosha Regional), located 16 mi (25.7 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Chicago, IL (PWK-Chicago Executive), which is 17.8 mi (28.6 km) away.

If you prefer train travel, the main station serving the city is Waukegan Station.

Frequently asked questions

What is the best area to stay in Waukegan when booking a vacation rental?
When considering a vacation rental in Waukegan, Illinois, a popular area to stay is the downtown district. This vibrant neighborhood offers a mix of cultural attractions, dining options, and access to beautiful Lake Michigan. Visitors can explore the Genesee Theatre, a historic venue that hosts a variety of performances and events. Additionally, the nearby Waukegan Harbor offers scenic views and opportunities for leisurely walks along the waterfront.

Another great option is the North Beach area, which provides a more relaxed atmosphere with its sandy shores and recreational opportunities. This area is great for those who enjoy outdoor activities, like swimming or picnicking by the lake. The Waukegan SportsPark is also nearby, offering facilities for sports and family-friendly events.

In both of these neighborhoods, you'll find a range of vacation rental properties, from cozy apartments to spacious homes, making it easy to find accommodations that suit your needs.
How much does it cost to rent a vacation home in Waukegan?
Prices for vacation rentals in Waukegan vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Waukegan to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Waukegan vacation house rentals?
You can find great discounts on house rentals in Waukegan on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Waukegan?
For renting a beach house in Waukegan, consider the waterfront area along Lake Michigan, particularly near the Waukegan Municipal Beach. This location offers a variety of rental options that provide stunning views of the lake and easy access to sandy shores. Many properties in this area feature amenities such as spacious decks, outdoor grills, and fully equipped kitchens, making them superb for families or groups looking to enjoy a beach getaway.

Additionally, the nearby North Beach Park is a great spot for beach house rentals, where you can find charming cottages and larger homes that often include features like private yards, fire pits, and access to walking trails. The park itself offers picnic areas and swimming spots, enhancing the overall beach experience.

Travelers can also explore the downtown Waukegan area, which is close to the lakefront and offers a mix of dining, shopping, and entertainment options. Properties in this vibrant neighborhood often come with modern amenities like Wi-Fi, air conditioning, and laundry facilities, ensuring a comfortable stay while being just a short drive from the beach.
What is the most popular type of vacation rental accomodation in Waukegan?
In Waukegan, vacation houses are the most popular type of rental, with about 42 available throughout the area. These houses offer spacious rooms, making them ideal for families or groups, and often feature multiple bedrooms, fully equipped kitchens, and private outdoor spaces for relaxing after a day of exploring. Additionally, there are around 16 apartments available, which provide a more compact option for travelers seeking convenience and comfort. These apartments generally include cozy living areas, kitchen facilities, and easy access to local amenities.
Are there any family house rentals in Waukegan?
In Waukegan, Illinois, there are numerous family-friendly house rentals available, totaling around 43 properties. The city offers a variety of accommodations, many situated close to popular attractions like the scenic Waukegan Harbor and the beautiful beaches along Lake Michigan.

Families can find homes featuring spacious living areas, fully equipped kitchens ideal for preparing family meals, and outdoor spaces for kids to enjoy. Many properties also include amenities such as Wi-Fi and air conditioning, ensuring a comfortable stay for everyone.

Visitors can explore nearby points of interest, such as the historic Genesee Theatre for live performances and the local parks that provide opportunities for outdoor activities and picnics.
Can I rent a vacation home with a pool or hot tub in Waukegan?
In Waukegan, there are several vacation homes available for rent that come with pools and hot tubs, with around 10 options to choose from. This city, located on the shores of Lake Michigan, offers a mix of charming neighborhoods where these properties can be found, including areas close to scenic parks and the waterfront.

Travelers can expect a variety of amenities in these rentals, such as private pools, hot tubs for relaxation, spacious outdoor areas for gatherings, and fully equipped kitchens for home-cooked meals. Some homes may also feature outdoor entertainment spaces, making them ideal for family gatherings or group vacations.
Can I find long-stay vacation rentals in Waukegan?
A long-stay vacation rental in Waukegan is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Waukegan?
In Waukegan, travelers will find a variety of pet-friendly house rentals available, with around 40 options to choose from. Many of these vacation homes are equipped with amenities that cater to both pets and their owners, including spacious backyards, dog-friendly features, and comfortable living spaces. Expect to find properties with fully equipped kitchens, multiple bedrooms, and outdoor areas superb for relaxation and playtime with pets.

The neighborhood offers easy access to local parks that are ideal for walking dogs, such as the expansive Waukegan SportsPark and the scenic Bowen Park, which features trails and open spaces. Additionally, Waukegan's proximity to Lake Michigan provides opportunities for outdoor activities, including pet-friendly areas along the shoreline where pets can enjoy the fresh air.
Are there any remote work vacation rentals in Waukegan?
In Waukegan, Illinois, there are plenty of vacation rentals suitable for remote work, with around 46 options available. Many of these properties come equipped with essential amenities such as reliable Wi-Fi, dedicated workspaces including desks and comfortable desk chairs, ensuring a productive environment for those working remotely.

Travelers can expect a variety of accommodations, ranging from cozy apartments to spacious homes, often featuring modern kitchens, comfortable living areas, and sometimes outdoor spaces for relaxation after work hours. The city also offers proximity to local attractions like the scenic Waukegan Harbor and beautiful beaches along Lake Michigan, providing a nice balance of work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Waukegan vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Waukegan with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Waukegan?
In Waukegan, popular vacation rental amenities include WiFi, which allows travelers to stay connected during their stay. Most rentals also feature kitchens, enabling guests to prepare their own meals, along with coffee and tea makers for a quick caffeine fix. Additionally, onsite parking is commonly available, making it convenient for those traveling with vehicles. Many properties are also pet-friendly, accommodating travelers who wish to bring their furry companions along.
How early should I book a Waukegan vacation rental?
Book your Waukegan vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Waukegan?
In Waukegan, visitors can explore a variety of attractions that highlight the area's natural beauty and cultural heritage. The Waukegan Harbor and Marina offer picturesque views of Lake Michigan, making it a great spot for outdoor activities like fishing and boating. Nearby, the scenic Lakefront Park features walking trails, picnic areas, and access to the beach, great for a relaxing day by the water.

For those interested in the arts, the Genesee Theatre, located in the downtown area, hosts various performances and events throughout the year, showcasing everything from concerts to theatrical productions.
Can I change or cancel my Waukegan home rental booking on Vrbo?
To find Waukegan vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Waukegan vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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