Best Vacation Homes in Waukegan
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
GB £189/Night
For 7 Nights GB £1,321
161.46 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Free Cancellation
Villa
- Balcony/Terrace
- Parking
- Air Conditioner
GB £358/Night
For 7 Nights GB £2,507
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Fireplace/Heating
- Pool
GB £97/Night
For 7 Nights GB £678
1056 ft²
29 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
GB £201/Night
For 7 Nights GB £1,408
904.17 ft²
6 Guests
3 Bedrooms
1 Bathroom
Apartment
- Breakfast
- Parking
- Air Conditioner
GB £257/Night
For 7 Nights GB £1,802
3 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
GB £69/Night
For 7 Nights GB £485
3 Guests
1 Bedroom
1 Bathroom
Couples Retreat
Apartment
- Fireplace/Heating
- Air Conditioner
- Internet
GB £112/Night
For 7 Nights GB £785
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
GB £201/Night
For 7 Nights GB £1,405
Waukegan Luxury Rentals
5 Guests
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Breakfast
GB £1,250/Night
For 7 Nights GB £8,752
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Breakfast
GB £1,222/Night
For 7 Nights GB £8,557
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Breakfast
GB £1,167/Night
For 7 Nights GB £8,170
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Breakfast
GB £1,029/Night
For 7 Nights GB £7,206
3000 ft²
11 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
GB £577/Night
For 7 Nights GB £4,041
2196 ft²
16 Guests
6 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
GB £537/Night
For 7 Nights GB £3,761
15 Guests
6 Bedrooms
3 Bathrooms
Family Friendly
Hotel
- Hot Tub
- Fireplace/Heating
- Pool
GB £531/Night
For 7 Nights GB £3,714
1851.39 ft²
11 Guests
5 Bedrooms
3 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- View
- Pet Friendly
GB £513/Night
For 7 Nights GB £3,588
Waukegan Pet Friendly Vacation Rentals
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
GB £86/Night
For 7 Nights GB £603
3003.13 ft²
11 Guests
1 Bedroom
2 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- View
- Pet Friendly
GB £368/Night
For 7 Nights GB £2,578
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Pet Friendly
- Kitchen
- Parking
GB £66/Night
For 7 Nights GB £465
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
GB £173/Night
For 7 Nights GB £1,211
1001.04 ft²
9 Guests
3 Bedrooms
1 Bathroom
Free Cancellation
House
- Fireplace/Heating
- View
- Pet Friendly
GB £348/Night
For 7 Nights GB £2,434
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
GB £210/Night
For 7 Nights GB £1,468
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
GB £203/Night
For 7 Nights GB £1,422
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
GB £203/Night
For 7 Nights GB £1,422
Waukegan Large Vacation Homes
12 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
GB £467/Night
For 7 Nights GB £3,271
12 Guests
1 Bedroom
2 Bathrooms
Family Friendly
House
- Pet Friendly
- Parking
- Air Conditioner
GB £373/Night
For 7 Nights GB £2,613
15 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Air Conditioner
GB £360/Night
For 7 Nights GB £2,518
2473 ft²
12 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
GB £232/Night
For 7 Nights GB £1,623
15 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
GB £421/Night
For 7 Nights GB £2,945
11 Guests
5 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
GB £290/Night
For 7 Nights GB £2,028
10 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
GB £240/Night
For 7 Nights GB £1,682
12 Guests
6 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Air Conditioner
GB £449/Night
For 7 Nights GB £3,146
Why Choose Rent By Owner for your Waukegan Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Waukegan
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit ensures you enjoy the best weather and activities this destination has to offer, making your stay in the area truly memorable and tailored to your preferences.
Peak Season Highlights
Summer (June to August)
During the warmest months, you'll enjoy longer daylight hours perfect for exploring the area and relaxing by the water. This is the most popular time to visit, so booking your vacation rentals early ensures you secure the best properties.
Average Temperature Daytime: around 80°F - Nighttime: about 60°F
Fall (September to November)
As the region transitions into autumn, the stunning fall foliage makes this an ideal period for outdoor activities and scenic drives. Vacation rentals tend to be in high demand, so planning ahead helps you find your perfect stay comfortably.
Average Temperature Daytime: ranging from 70°F to 60°F - Nighttime: around 45°F
Off-Season Highlights
Winter (December to February)
During winter, the area transforms into a quiet retreat, with fewer tourists around. If you're seeking affordable vacation rentals and a peaceful escape, this season offers excellent value and tranquility.
Average Temperature Daytime: around 35°F - Nighttime: close to 20°F
Spring (March to May)
In spring, the region begins to bloom again, offering pleasant weather for exploring. Booking your vacation rentals early can help you enjoy lower prices and availability during this shoulder season.
Average Temperature Daytime: between 50°F and 60°F - Nighttime: about 35°F
Weekly Weather Forecast for Waukegan
How to Book Your Waukegan Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Waukegan
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining options with a patio or picnic area for relaxing meals outside.
- Take advantage of a private or shared garden space to unwind amidst lush greenery.
- Make use of outdoor grilling facilities to prepare delicious barbecues during your stay.
- Relax in a spacious yard or lawn, perfect for outdoor games and family activities.
- Utilize nearby walking or biking trails to explore the scenic surroundings of this destination.
- If available, enjoy a swimming pool or hot tub to refresh after a day of exploring the region.
- Benefit from easy access to waterfront areas or beaches, ideal for water-related activities here.
Top Attractions Around Waukegan
What attractions are nearby?
In this vibrant destination, you can enjoy a variety of outdoor activities, cultural experiences, and waterfront pursuits just moments from your vacation rental in Waukegan, Illinois, ensuring a fun-filled stay for all interests.
Family Activities
- Waukegan Lakefront Trail: Enjoy a scenic walk or bike ride along the shoreline, offering beautiful views and outdoor fun for the whole family.
- Illinois Beach State Park: Discover sandy beaches and nature trails, perfect for picnicking, swimming, and exploring the natural beauty of this area.
- Gurnee Mills Shopping Mall: Experience a family-friendly shopping and entertainment destination with a variety of stores, dining options, and an indoor amusement park.
- Waukegan Harbor Lighthouse: Take a leisurely visit to the historic lighthouse, ideal for family photos and learning about local maritime history in the region.
Adult Activities
- Museum Exploration: Dive into the region's history and culture through engaging exhibits at local museums, perfect for a leisurely day of learning and discovery.
- Lakefront Activities: Enjoy the scenic views and relax with lakeside walks or picnics along the shoreline, capturing the essence of this destination’s outdoor appeal.
- Art and Cultural Events: Attend various art galleries and cultural events that showcase the area's vibrant community spirit and creative expression.
- Dining Experiences: Savor diverse culinary options at local restaurants, offering you a taste of the region’s unique flavors and culinary traditions.
Other Places to Stay in Waukegan, IL
Waukegan SportsPark
The People's Choice Family Fun Center
Park City
Visual Arts Center
Urban Edge Gallery
Genesee Theater
Three Brothers Theatre
Waukegan Harbor
Vista Medical Center - East
North Beach
Jack Benny Center for the Arts
Bonnie Brook Golf Course
Waukegan Travel Tips
How Can You Make the Most of Your Stay?
- Plan your itinerary in advance: Take time to explore local events and dining options to make the most of your stay in this vibrant region.
- Choose a well-located accommodation: Opt for vacation rentals near key attractions or transportation hubs to maximize your convenience here.
- Engage with the local community: Attend neighborhood gatherings or markets to discover authentic experiences unique to this destination.
- Be mindful of the weather: Check the forecast before your trip to pack appropriately and enjoy outdoor activities in this area fully.
Transportation Options
- Waukegan Transit System: Discover local bus services that provide convenient access throughout the area, making it easy to explore nearby attractions and amenities.
- Amtrak Station in Waukegan: Enjoy passenger rail options connecting you to major cities, ideal for travelers seeking a comfortable and scenic journey through the region.
- Chicago O'Hare International Airport: Access this major airport for domestic and international flights, offering seamless travel to and from the area for visitors staying nearby.
- Taxis and Rideshare Services: Utilize local taxis or rideshare apps for quick, reliable transportation directly to your vacation rental in Waukegan's surrounding neighborhoods.
Local Customs Options
- Lake Michigan Traditions: You might notice that locals celebrate the region's proximity to Lake Michigan through various seasonal festivals and outdoor activities throughout the year.
- Community Festivals: Here, community gatherings and festivals often highlight local music, food, and arts, providing an authentic experience of the area's vibrant culture.
- Historical Respect: Respect for the area's history is evident in local museums and landmarks, reflecting the community’s pride in its industrial and cultural heritage.
- Casual Dining Etiquette: Many dining establishments prefer a relaxed atmosphere, making casual yet friendly interactions with locals a common part of your visit to this destination.
Frequently Asked Questions About Waukegan?
1. What are the top vacation rentals in Waukegan?
There are a lot of options in Waukegan. If you plan on staying in the Waukegan area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Waukegan:
- ☆2bdrm Apt near Naval Base - 6 Flags - Casino☆
- ☆King Bed/3 bds Home near Naval Base - 6Flags - Casino☆
- Chic Oasis/Game Room/Near Base/5 Bedroom
- Spacious 4 Bed Retreat W/back Porch and large Primary, Near Navy Base!
- ☆Spacious 3bdr near 6 Flags-Naval Base-Casino☆
- 12 Min from Navi Base - Homey House, Finished Basement & Fully Stocked Kitchen
- Colorful 4-bedroom house-Vet owned-NAVAL Academy
- Pet-friendly Hotel! 3 Relaxing 2BR Suites with Free Breakfast, Outdoor Pool!
- Green Magnolia House - Spacious 5-bedroom house close to Navy Base
- Luxury 4BR near Six Flags & Naval Base
2. How many vacation rentals have private pools in Waukegan?
There are 4 vacation rentals with private pools near Waukegan. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Waukegan are best for families?
If you are looking for a family-friendly vacation home in Waukegan, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Waukegan:
4. How many Rentbyowner vacation rentals are available in Waukegan?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 150 in the Waukegan area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Waukegan.
5. What is the cancellation policy for vacation rentals in Waukegan, Illinois?
Cancellation policies vary depending on the individual listing. You should review the specific cancellation terms listed for the property you are interested in or contact the host directly for detailed information.
6. How do I secure my booking for a vacation rental here?
Booking procedures are outlined in each property listing. Typically, you can confirm your reservation through the booking platform by following the instructions provided and ensuring that your payment details are correctly entered.
7. Are there any specific house rules I should be aware of during my stay?
House rules are set by the host and are available in the listing details. It’s advisable to read these rules carefully before finalizing your booking to ensure a smooth stay.
8. What amenities should I expect from vacation rentals in this destination?
Amenities can differ between properties. Check each listing thoroughly to see what amenities are included—such as Wi-Fi, kitchen facilities, or parking—to ensure it meets your needs.
9. How can I get assistance if I encounter issues with my reservation in the region?
If you face any problems, contact the property owner or host directly through the messaging system. For further support, reach out to the customer service team of the booking platform for prompt assistance.
Waukegan Top Rated Vacation Rentals
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Fireplace/Heating
- Pool
GB £109/Night
For 7 Nights GB £766
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
GB £97/Night
For 7 Nights GB £678
350.9 ft²
39 Guests
192 Bedrooms
10 Bathrooms
Family Friendly
Hotel
- Private Pool
- Hot Tub
- Fireplace/Heating
GB £178/Night
For 7 Nights GB £1,243
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
GB £104/Night
For 7 Nights GB £731
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Hotel
- Hot Tub
- Fireplace/Heating
- Pool
GB £353/Night
For 7 Nights GB £2,469
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Pool
- Balcony/Terrace
GB £85/Night
For 7 Nights GB £597
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Fireplace/Heating
- Pool
GB £87/Night
For 7 Nights GB £608
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Pool
- Balcony/Terrace
- Breakfast
GB £75/Night
For 7 Nights GB £523
