Waukegan holiday lettings

We found 332 holiday rentals — enter your dates for availability
Discover a selection of 49 homes, 25 apartments and other holiday rentals in Waukegan that are perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll find the amenities that you need and want, which might include Wi-Fi and a washer and dryer. At the end of the day, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

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Travel to lively Waukegan

Come and experience Waukegan and its live music, theatre 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

Do you want to discover attractions to visit in the city? Venture out of your holiday home and experience everything that Waukegan has to offer. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Six Flags Great America (4.4 mi / 7.1 km)
  • Great Wolf Lodge Water Park (5 mi / 8.1 km)
  • Valentino Vineyards (14.5 mi / 23.4 km)
  • Chevy Chase Country Club (15.2 mi / 24.4 km)
  • Kemper Lakes Golf Club (15.4 mi / 24.8 km)
  • Sportsman's Country Club (16.1 mi / 25.9 km)

Exploring the natural features in Waukegan

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Waukegan is a great place to get out in nature. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Waukegan Harbor (1.4 mi / 2.2 km)
  • North Beach (1.6 mi / 2.6 km)
  • Waukegan SportsPark (3.9 mi / 6.3 km)
  • Canaan Park (4.4 mi / 7 km)
  • Independence Grove Beach (6.6 mi / 10.7 km)
  • Rosewood Beach (14.6 mi / 23.5 km)

Transport to and around Waukegan

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

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

Frequently asked questions

What is the best area to stay in Waukegan when booking a holiday rental?
When considering a holiday rental in Waukegan, Illinois, a popular area to stay is the vibrant downtown district. This area offers a delightful mix of restaurants, shops, and entertainment options, making it an ideal base for exploring the city. The downtown area is home to the Genesee Theatre, a beautifully restored venue that hosts a variety of performances, from concerts to theatrical productions. Additionally, the nearby Waukegan Harbor provides scenic views and opportunities for leisurely walks along Lake Michigan, superb for those looking to unwind by the water.Another great neighbourhood to consider is the North Beach area, which is known for its lovely beaches and outdoor activities. Here, you can enjoy the picturesque shoreline and visit the local parks, which often host community events and festivals during the warmer months. The North Beach also offers easy access to various recreational activities such as boating and fishing, making it an excellent choice for those looking to immerse themselves in nature.Overall, Waukegan has a range of properties available, particularly in these key areas, suiting different preferences and budgets.
How much does it cost to rent a holiday home in Waukegan?
Prices for holiday 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 holiday 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, the best areas to consider are along the shores of Lake Michigan, particularly near the Waukegan Municipal Beach and the adjacent Bowen Park. This region offers a variety of holiday rentals, including spacious waterfront homes and cosy cottages that provide stunning views of the lake. Many properties in this area come equipped with amenities such as private decks, outdoor grills, and fully stocked kitchens, making them superb for families and groups looking to enjoy a relaxing getaway by the water.The vicinity around the beach is also dotted with parks where travellers can find picnic areas and walking trails, enhancing the outdoor experience. Additionally, the Waukegan Harbor area provides access to local marinas and recreational activities such as boating and fishing, adding to the appeal of a beachside stay. Rentals near this area often feature comfortable living spaces, air conditioning, and easy access to the beach, making them ideal for those looking to enjoy both the sun and the local attractions.If you're interested in exploring local culture, the downtown area of Waukegan is just a short drive away, offering dining options and entertainment.
What is the most popular type of holiday rental accomodation in Waukegan?
In Waukegan, holiday houses are the most popular type of holiday rental, with approximately 126 available throughout the area. These properties typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and often outdoor spaces, making them ideal for families or larger groups looking for a comfortable stay. Many are situated in residential neighbourhoods, providing a quiet atmosphere while still being conveniently located near local attractions. Additionally, there are around 78 apartments in Waukegan, which offer a more compact living space with amenities such as kitchenettes and cosy living areas, appealing to couples or solo travellers.
Are there any family house rentals in Waukegan?
In Waukegan, Illinois, there are numerous family-friendly house rentals available, with around 51 options to choose from. This area offers a variety of homes suitable for families, featuring spacious living areas, full kitchens ideal for preparing meals together, and often outdoor spaces where children can play safely.Visitors can explore nearby attractions such as the beautiful beaches along Lake Michigan, great for a day of sun and sand, or enjoy a stroll through the scenic Waukegan Harbor. The locale also boasts parks like Bowen Park, which offers playgrounds, picnic facilities, and walking trails, ensuring plenty of opportunities for family activities.
Can I rent a holiday home with a pool or hot tub in Waukegan?
In Waukegan, there are several holiday homes available for rent that feature pools and hot tubs. This charming city along the shores of Lake Michigan offers a variety of neighbourhoods where travellers can find these desirable amenities. Many of these properties come equipped with private swimming pools, inviting hot tubs, and spacious outdoor areas, superb for relaxation and entertaining. Inside, guests can expect fully equipped kitchens, comfortable living spaces, and amenities such as air conditioning and Wi-Fi, ensuring a pleasant stay.
Can I find long-stay holiday rentals in Waukegan?
A long-stay holiday rental in Waukegan is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Waukegan?
In Waukegan, there are numerous pet-friendly house rentals available, with around 45 options to choose from. Many of these properties come equipped with essential amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces where pets can enjoy some fresh air.The neighbourhood is conveniently located near several parks, including the expansive Waukegan Municipal Beach, which offers waterfront views and walking paths great for leisurely strolls with pets. Additionally, the nearby Beulah Park features open green spaces and trails, allowing for enjoyable outings.
Are there any remote work holiday rentals in Waukegan?
In Waukegan, Illinois, there is a substantial selection of remote work holiday rentals available, with around 183 options to choose from. This vibrant city, located on the shores of Lake Michigan, offers a variety of properties suitable for those looking to balance work and leisure. Many of these rentals come equipped with essential remote work amenities such as free Wi-Fi, dedicated desk spaces, and comfortable desk chairs, ensuring a productive environment.Travellers can expect to find a mix of apartments and houses, often featuring spacious living areas, fully equipped kitchens, and outdoor spaces where one can relax after a day of work. The proximity to local attractions, including the scenic Waukegan Harbor and the historic downtown area, adds to the appeal, with opportunities for dining, shopping, and enjoying the lakefront. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Waukegan holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Waukegan with parking available—perfect for families or travellers 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 holiday rental amenities include onsite parking, which is a significant convenience for travellers. Most rentals come equipped with a kitchen, allowing guests to prepare their meals and enjoy the comforts of home. Additionally, many properties permit pets, making it easier for those who wish to bring their furry companions along. For guests requiring them, service animals are also accommodated. To enhance the experience, rentals typically feature a coffee and tea maker, great for enjoying a warm beverage at any time of day.
When is the best time to visit Waukegan for a holiday rental?
The best time to visit Waukegan for a holiday rental is during the peak season from June to August. This vibrant period attracts both families and outdoor enthusiasts eager to enjoy the lakeside charm of Lake Michigan. With warm temperatures averaging between 20 to 30 degrees Celsius, visitors can revel in a host of activities such as swimming, boating, and exploring the scenic waterfront parks.July stands out as the most popular month, bringing a lively option and a variety of local events, including summer festivals and concerts. The warm weather creates ideal conditions for outdoor adventures, whether you're strolling along the beach or indulging in a picnic at one of the many parks.If you're looking for more budget-friendly options, consider planning your visit in December. While this month is quieter, it offers a great experience, as you can enjoy the festive decorations and charm of the holiday season without the crowds.Ultimately, the best time for your holiday rental in Waukegan will depend on whether you prefer the bustling summer activities or the peacefulness of winter festivities.
How early should I book a Waukegan holiday rental?
Book your Waukegan holiday 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 holiday 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 enjoy a variety of attractions that showcase the city's charm and natural beauty. The Waukegan Harbor, located along Lake Michigan, offers picturesque views and access to recreational activities such as boating and fishing. Nearby, the scenic Waukegan Municipal Beach provides a lovely spot for sunbathing and swimming during the warmer months.The Genesee Theatre, situated in the downtown area, is a historic venue that hosts a range of performances, from concerts to theatrical productions, making it a cultural highlight of the city. For those interested in the arts, the Waukegan Arts Council often features local exhibitions and events that celebrate regional talent.Additionally, the area around Bowen Park is popular for its lush greenery, walking trails, and picnic spots, providing an excellent outdoor escape for families and nature enthusiasts. The park is also home to the Waukegan History Museum, where visitors can learn about the city's rich heritage.
Can I change or cancel my Waukegan home rental booking on Vrbo?
To find Waukegan holiday 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 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 travellers 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 cosy cabin or a beach house, 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 holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo also offers support via live chat through our Help Centre, 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 organising 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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