Compare Vacation Rentals & Airbnb in Waukegan, IL

350 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Waukegan, IL vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

350 Rentals and Airbnb in Waukegan, IL

Best family friendly Waukegan, IL vacation rentals

Among the 350 accommodations in Waukegan, IL, here are the 4 best family friendly rentals

Downtown Libertyville Apt Near Naval Base - Waukegan, IL
9.4 6 reviews

Downtown Libertyville Apt Near Naval Base

apartment, Libertyville
This two-bedroom apartment is conveniently situated in the heart of Libertyville, just a short walk from the town's main street and within easy reach of restaurants, shops and events. It's approximately 80 kilometres north of Chicago and 160 kilometres south of Milwaukee, making it an ideal base for exploring the area. This property has received excellent guest reviews, highlighting its comfortable and well-equipped nature.
The apartment offers a spacious living area, perfect for families or groups of up to six guests. Amenities include a fully equipped kitchen, air conditioning, free high-speed internet, parking and a convenient location near attractions such as Six Flags Great America, Lambs Farm, the Lake County Fairgrounds and the Chain of Lakes.
Sleeps 7+ Greenbelt Forest 5 Beds 2 Baths - Waukegan, IL
9.7 79 reviews

Sleeps 7+ Greenbelt Forest 5 Beds 2 Baths

apartment, Waukegan
This spacious apartment is located in Waukegan, just a short drive from the lakefront and Waukegan Harbour, making it ideal for exploring the city's waterfront attractions. The property consistently receives excellent ratings for its cleanliness, location, and overall user experience.
This large property features six bedrooms, four bathrooms, two kitchens and two living rooms, providing ample space for multiple families or large groups. The apartment is equipped with all the amenities you need for a comfortable stay, including air conditioning, a garden, parking, and internet access.
Spacious 4br Retreat W/ Back Porch Near Navy Base! - Waukegan, IL
10 3 reviews

Spacious 4br Retreat W/ Back Porch Near Navy Base!

apartment, Waukegan
This Waukegan flat offers a blend of urban convenience and a small-town atmosphere, located 16 kilometres from Six Flags and a 24-kilometre drive from the Great Lakes Naval Base.
This four-bedroom accommodation, suitable for up to nine guests, features a fully equipped kitchen, high-speed internet, and a king-bed master suite, with Waukegan Municipal Beach a short drive away.
Peaceful Tree House Retreat Near Naval Base - Waukegan, IL
10 1 review

Peaceful Tree House Retreat Near Naval Base

apartment, Waukegan
This Waukegan flat offers a peaceful setting in a tree-lined area, with seasonal views of Lake Michigan and proximity to Lyons Woods Forest Preserve, located just 200 metres away.
This three-bedroom, two-bathroom flat accommodates up to eight guests and features a newly renovated main bathroom, a walk-out basement with a stone fireplace and bar, and a fully equipped eat-in kitchen, all within a 16-kilometre drive of Great Lakes Naval Base and Six Flags Great America.

Best Waukegan, IL vacation rentals with parking

Beautiful Updated Home Near Great Lakes Naval Base - Waukegan, IL
9.2 10 reviews

Beautiful Updated Home Near Great Lakes Naval Base

apartment, Waukegan
This Waukegan apartment, located near Six Flags Great America (approx. 6km) and Waukegan Municipal Beach, offers easy access to local attractions and the Great Lakes Naval Base (approx. 9km).
The 59 square metre property features four bedrooms sleeping up to nine guests, two bathrooms, a fully equipped kitchen including a dishwasher, and amenities such as a Roku TV and Keurig coffee maker; pets are welcome for an additional nightly fee.
North Chi Retreatnavysaunatiki Bargames - Waukegan, IL
9.0 1 review

North Chi Retreatnavysaunatiki Bargames

house, North Chicago
This North Chicago holiday rental is located 43 kilometres from Loyola University Chicago and 48 kilometres from Wrigley Field, with Six Flags Great America only 12.7 kilometres away, and is a mere 3.2 kilometres from the Naval Training Center and Great Lakes.
This 204 square metre detached house offers accommodation for up to 17 guests with 4 bedrooms, 2 bathrooms, a fully equipped kitchen including a dishwasher, air conditioning, free WiFi, and a garden, with parking and pets permitted.
Modern 3bd Townhome Near Beach & Base & Six Flags - Waukegan, IL
10 57 reviews

Modern 3bd Townhome Near Beach & Base & Six Flags

house, Gurnee
This Gurnee duplex, a two-unit holiday rental, is ideally situated approximately 9-29 km from Lake Michigan beaches, 9.6 km from the Great Lakes Naval Base, and just 3.4 km from Six Flags Great America.
Offering 3 bedrooms and 2 bathrooms in one unit and 2 bedrooms and 1.5 bathrooms in the other, sleeping up to 10 guests, the property features fully equipped kitchens, private decks, and one detached garage parking space; nearby attractions include Great Wolf Lodge (3.8 km).
The Brick Flat - Upper - Waukegan, IL
10 1 review

The Brick Flat - Upper

apartment, Waukegan
This Waukegan residence, a second-floor flat within a brick duplex, offers convenient access to Naval Station Great Lakes, just 15 minutes away, and is a 7-minute drive from the Metra station for onward travel.
This 3-bedroom, 1-bathroom flat accommodates up to six guests and features a fully equipped kitchen, air conditioning, parking, and is ideally located for exploring Waukegan's downtown attractions, Waukegan Harbour, and nearby outdoor recreational areas.

Frequently Asked Questions about vacation rentals in Waukegan, IL

  • Which neighborhood in Waukegan, IL should you consider for a vacation rental?

    The North Shore neighbourhood is a popular choice for visitors. It's close to the lakefront and has a good selection of restaurants and shops.
  • What are the best Airbnb and vacation rentals in Waukegan, IL?

    J’s Farmhouse Cottage - 2 Bedroom Duplex, The Office Loft and Cozy 3-br - 1-bath Apt - With Ac Near Naval Base are the most popular Airbnb and vacation rentals in Waukegan, IL among travelers.

  • When is the best time to book a vacation rental in Waukegan, IL?

    The best time to book a vacation rental in Waukegan is during the summer months, when the weather is warm and there are plenty of outdoor activities to enjoy. However, you can get some good deals if you book during the shoulder seasons, spring and autumn.
  • What are the most popular Airbnbs in Waukegan, IL?

  • What events or festivals should visitors check out in and around Waukegan, IL?

    The Waukegan Summerfest is a popular event, held every July, with live music, food vendors, and family-friendly activities. The Waukegan Art Festival is another great option, held every August, featuring local artists and crafts.
  • What are the best vacation rentals with a pool in Waukegan, IL?

    Corporate Housing By Mgm, Corporate Housing By Mgm - Waukegan and Corporate Housing By Mgm are the best vacation rentals with a pool in Waukegan, IL.

  • What are the best budget-friendly activities in Waukegan, IL?

    Take a stroll along the Lake Michigan shoreline, it's a beautiful and free way to spend an afternoon. You can also visit the Waukegan Public Library, which has a wide variety of free programs and events.
  • What are the best rentals for families and kids in Waukegan, IL?

  • What are the best restaurants with local dishes in Waukegan, IL?

    For authentic Italian fare, try out the family-run restaurant, La Piazza. If you're looking for something a bit more casual, the Waukegan Public House has a great selection of local beers and pub food.
  • What are the best rentals or Airbnbs with a jacuzzi in Waukegan, IL?

    The best vacation rental or Airbnb with a jacuzzi in Waukegan, IL is Minutes From Naval Base Casino And Six Flags.

  • What are the best walking or cycling routes in Waukegan, IL?

    The Waukegan Lakefront Trail is a popular walking and cycling route that runs along the lakefront. It's about 10 km long and offers beautiful views of the lake.
  • Are there pet-friendly attractions in Waukegan, IL?

    Yes, many of the parks in Waukegan are pet-friendly, including Bowen Park and the Waukegan Harbor Park. Just be sure to keep your dog on a leash.
  • What are the benefits of choosing a vacation rental in Waukegan, IL?

    Vacation rentals offer more space and privacy than a hotel, and they're often located in more convenient locations. You'll also have access to a kitchen, which can save you money on meals.
  • What are the top sports attractions and facilities in Waukegan, IL?

    The Waukegan SportsPark is a popular spot for sports enthusiasts, with facilities for baseball, softball, soccer, and football. The Waukegan Yacht Club also offers sailing and boating activities.

Popular destinations

Best Waukegan, IL vacation rentals with a balcony

Modern 4br Near Six Flags & Naval Base - Waukegan, IL
10 6 reviews

Modern 4br Near Six Flags & Naval Base

house, Gurnee
This modern five-bedroom house is located in Gurnee, just 3.2 kilometres from Six Flags Great America and 11.4 kilometres from the Naval Training Center Great Lakes.
The 929 square metre property features a fully equipped kitchen with a dishwasher and microwave, a terrace, a garden and free parking, and can comfortably accommodate up to 19 guests.
Great America Getaway Sleeps 12 Near Navy Base - Waukegan, IL
8.0 1 review

Great America Getaway Sleeps 12 Near Navy Base

house, Gurnee
This Gurnee holiday home is situated 5 kilometres from Six Flags Great America and 25.7 kilometres from Ravinia Pavilion.
This spacious three-bedroom, two-bathroom property offers 167 square meters of living space, accommodating up to 23 guests with amenities including free WiFi, a fully equipped kitchen, air conditioning, a garden, and a games room.
Luxury 4br Near Six Flags & Naval Base - Waukegan, IL
10 2 reviews

Luxury 4br Near Six Flags & Naval Base

house, Waukegan
This Waukegan villa is situated 7.9 kilometres from Six Flags Great America and 10.5 kilometres from the Naval Training Centre, Great Lakes.
This property offers 162 square metres of living space, accommodating up to 19 guests with 2 bathrooms, air conditioning, free Wi-Fi, and private parking, plus a kitchen and a balcony.
Beach Park Estate: Chef's Kitchen, Nature, Fitness Room, Naval Base, Beach, Lake - Waukegan, IL
10 15 reviews

Beach Park Estate: Chef's Kitchen, Nature, Fitness Room, Naval Base, Beach, Lake

apartment, Beach Park
This holiday home in Zion offers a prime location for exploring Beach Park, situated just 6 kilometres from Lake Michigan and an 11-minute walk to Illinois Beach State Park, with Six Flags Great America and The People's Choice Family Fun Centre also nearby.
This spacious 669 m² holiday home boasts a private terrace and garden with outdoor furniture, complemented by in-home amenities including Wi-Fi, air conditioning, a barbecue, and a fully equipped kitchen, alongside a washing machine and dryer for convenience.

Best Waukegan, IL vacation rentals with air conditioning

Sleeps 16+: 6 Bdrms 5 Baths Multiple Families - Waukegan, IL
9.7 64 reviews

Sleeps 16+: 6 Bdrms 5 Baths Multiple Families

apartment, Waukegan
This three-bedroom flat is situated in a peaceful neighbourhood bordering the Lake County Forest Preserve, just a short drive from the Naval base and Six Flags Great America. The apartment has received excellent ratings for its location, cleanliness, and overall user experience.
This spacious home can accommodate up to eight guests and features a well-equipped kitchen with a fridge, microwave, and dishwasher. Enjoy the outdoors on the shared patio or take advantage of the dedicated parking space for two cars.
Cozy Lake County House 3 Bdrms & 2 Baths - Waukegan, IL
10 3 reviews

Cozy Lake County House 3 Bdrms & 2 Baths

apartment, Waukegan
This four-bedroom house, near Green Oaks, Illinois, is conveniently located approximately 14.5km from Six Flags Great America, 8km from Abbott Park, and 14.5km from Libertyville.
The spacious property, sleeping up to 10 guests, boasts two bathrooms, ample parking, a fully equipped kitchen with fridge and microwave, air conditioning, and access to the main and upper levels; basic kitchen essentials and bathroom amenities are provided.
The Blue House ~ Spacious & Near Naval Academy - Waukegan, IL
9.6 88 reviews

The Blue House ~ Spacious & Near Naval Academy

apartment, Waukegan
This apartment is situated in Waukegan, offering easy access to the city's attractions and amenities. It has received excellent ratings for its cleanliness, location, and user experience.
The apartment is split into two units, suitable for large families or groups of up to 16 guests. It is fully equipped with modern amenities such as high-speed internet, smart TVs, and a well-stocked kitchen, ensuring a comfortable and convenient stay.
Charming Home W/ Pingpong Table By Gl Naval Base! - Waukegan, IL
9.5 24 reviews

Charming Home W/ Pingpong Table By Gl Naval Base!

apartment, Waukegan
This three-bedroom Waukegan house, offering a suburban setting, is conveniently located approximately 6km from Six Flags Great America and 8km from the Great Lakes Naval Training Center.
Sleeping eight guests, this self-catering property boasts a fully equipped kitchen including a fridge, microwave, and dishwasher, high-speed internet, Roku TV with YouTube TV, a garden, parking, and a garage.
©2026 cozycozy.com