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    Check prices for these dates, 14 – 15 December 2026

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    Our top choices for Waukegan holiday rentals

    1. Greenwood Loft & Rooftop

    A bedroom with a bed, bedside tables, a dresser, a mirror, and a painting on the wall.

    2. The Beach Park Retreat

    A modern living room with a flat-screen TV, a coffee table, a blue armchair, and a gray sofa.

    3. The Rooftop - Haven!

    A modern kitchen with white cabinets, a marble floor, and a painting of sunflowers.

    4. 6 Beds Ideal for Crews & Insurance I Close to Naval Base and 6 flags

    A modern living room with a sofa set, a dining table with placemats, a coffee table, and a television.

    5. Great America Getaway | Sleeps 12 | Near Navy Base

    A dining area with a wooden table set for four, a kitchen with white cabinets, and a living area with a sofa and chairs.

    6. Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

    A house with a front porch, steps, and a small garden area.

    7. Cute & Cozy, 1bd Condo Apartment/townhouse

    A living room with a sofa, coffee table, lamp, and a staircase.

    8. Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy Base

    Interior

    9. Apartment Attached to a 1900 historic Farm house

    A living room with a television on a stand, a potted plant, a glass coffee table, and a window with curtains.

    10. Stunning & Stylish Downtown Studio - Highland Park

    A modern kitchen with white cabinets, a microwave, and a stove. There is a yellow armchair with a white pillow next to a large gray and white flower painting on the wall.

    11. Studio 6 Vernon Hills|Relax Queen Bed,Nsmk|Kitchen

    A hotel room with a bed, two bedside lamps, a chair, a nightstand, a framed picture on the wall, and a window with a view.

    12. Master qtr close to nature & easy urban facilities

    A modern house with a covered porch, large windows, and a well-maintained garden with various plants and flowers.

    13. Quaint Bungalow, near Great Lakes Naval Base

    A two-story house with a stone chimney, a front porch with steps, and a flag.

    14. King Bed Non-Smoking

    A building with a stone facade and a large window displaying the text 'LAUNDRY MAT'.

    15. Beautiful and Cozy With 5 Bedrooms

    A kitchen with wooden cabinets, a black countertop, and a window.

    16. Little Fox Cottage - A Cozy Riverview Getaway

    An outdoor patio with stone flooring, a wooden table and chairs, a stone wall, and a fire pit.

    17. Peaceful Family & Fur-Friendly home near Navy Base, Gurnee Mills, Six Flags.

    Unleash your inner chef in our meticulously stocked kitchen with a coffee bar.

    18. Chic 1BR Apt -Arlington Heights

    A kitchen with granite countertops, stainless steel appliances, wooden cabinets, and a ceiling fan.

    19. 1 Bedroom | Free Breakfast, Indoor Pool Access

    A large, two-story building with a stone facade, a prominent entrance with a glass door, and a landscaped garden with flowering plants.

    20. Spacious 3 Bedroom

    A wooden deck with a table and chairs, surrounded by lush greenery and trees.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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    Top Waukegan Hotel Reviews

    Courtyard Chicago Waukegan Gurnee

    A Courtyard by Marriott hotel entrance with a landscaped garden and a sign.

    Candlewood Suites Kenosha – Pleasant Prairie by IHG

    A modern hotel room with a wooden floor, a sofa, a desk with two chairs, a television, and a kitchen area with a refrigerator and a microwave.

    Holiday Inn Express & Suites Waukegan by IHG

    A hotel room with a blue sofa, a wooden coffee table, a black leather chair, a bed with white bedding, a flat-screen TV mounted on the wall, and a large window.

    Hampton Inn & Suites Chicago Waukegan

    A modern hotel lobby with a bar area, seating arrangements, and a large abstract artwork on the wall.

    The Inn on Sheridan

    A spacious living room with a stone fireplace, leather sofas, and a modern chandelier.

    Homewood Suites by Hilton Chicago-Lincolnshire

    An outdoor patio with a stone fire table, seating, and a grill.

    Find out more about Waukegan

    Everything you need to know about Waukegan holiday rentals

    Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Waukegan holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

    There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Waukegan holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

    Waukegan holiday rentals: An excellent choice for every season

    Whenever you want to travel, a warm welcome awaits you in Waukegan. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

    Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Waukegan holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Waukegan holiday rentals we have selected for you start as low as £56 per night. Entering your travel dates in the search wizard you might find even better deals!

    How to find incredible deals on Waukegan rentals

    At Expedia, we put the best Waukegan holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

    To find some top Waukegan rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Waukegan holiday.

    If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Waukegan. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

    Frequently Asked Questions

    Can I find a holiday rental in Waukegan?

    Yes, there are holiday rentals in Waukegan close to The People's Choice Family Fun Center, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the fun-filled theme parks and scenic lakeside in Waukegan. Make sure to also enjoy the array of shops and top-notch restaurants during your holiday.

    What are some of the best holiday rentals that Waukegan has to offer?

    Entire 3 Bedroom Cozy Unit: This highly rated holiday home rental in Waukegan is equipped with a selection of books, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Some other top choices in Waukegan are Chic Oasis/Game Room/Near Base/5 Bedroom and Private Retreat w Swim Spa & Pool Table Near Naval Station Great Lakes.

    How many holiday rentals are there in Waukegan?

    Expedia has 49 holiday rentals for your stay in Waukegan.

    What can I see and do in Waukegan?

    Cultural attractions include Genesee Theater and Three Brothers Theatre, whereas Lake Michigan and Waukegan Harbor are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include The Temporary by American Place and American Place Casino.

    What are holiday rentals like in Waukegan?

    Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Waukegan. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a family getaway.