Search vacation rentals in Waukegan, IL from 100+ sites!

350 available vacation rental offers

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

Best Vacation rentals and Airbnb offers in Waukegan, IL

Top-Rated Vacation Rentals near the City Center in Waukegan, IL

From vibrant downtown areas to historic streets, these Waukegan, IL vacation rentals put you close to everything worth seeing.

Retro 2br Apartment Near Navy Base And Casino - Waukegan, IL
9.3 49 reviews

Retro 2br Apartment Near Navy Base And Casino

apartment, Waukegan
This 2-bedroom apartment is located in a duplex just 10 minutes from the Navy Boot Camp, Rosalind Franklin University of Medicine, The Temporary Casino, and Walmart, making it a convenient choice for travelers visiting Waukegan. The surrounding area offers easy access to shopping, dining, and entertainment options, while also providing a quiet and peaceful environment.
The apartment comfortably sleeps up to 5 guests and features a fully equipped kitchen with a fridge and microwave oven. Amenities include air conditioning, parking, and Wi-Fi access, ensuring a comfortable and enjoyable stay.
Modern Comfort 2king Beds, 2full Bath By Navy Base - Waukegan, IL
10 13 reviews

Modern Comfort 2king Beds, 2full Bath By Navy Base

apartment, Waukegan
This two-bedroom, two-bathroom rental unit is situated near downtown Waukegan, offering 5280 feet of access to the Metra station and five miles to the Great Lakes Navy Station.
This spacious apartment accommodates up to five guests with two bedrooms featuring king-size beds, one with an attached full bathroom, and includes internet, a kitchen, and parking for a comfortable stay.
Hidden Gem Apartment - Waukegan, IL
10 37 reviews

Hidden Gem Apartment

apartment, Waukegan
This completely renovated one-bedroom apartment in Waukegan is conveniently located on a quiet street near downtown, offering easy access to Waukegan's restaurants and shops.
The 1-bathroom unit sleeps four guests and features a fully equipped kitchen (fridge, freezer, microwave), air conditioning, parking, Netflix, and real leather furniture.
Apartment In Waukegan L 5 Miles To Naval Base - Waukegan, IL
9.5 83 reviews

Apartment In Waukegan L 5 Miles To Naval Base

apartment, Waukegan
This Waukegan apartment is located near the Great Lakes Naval Station, Abbott Park, Six Flags Great America, and Gurnee Mills Mall, making it a convenient base for exploring the area.
The two-bedroom, one-bathroom apartment comfortably sleeps six guests and features a fully equipped kitchen, free Wi-Fi, and street parking.

Best Waukegan, IL vacation rentals with air conditioning

Pleasant Stay, Convenient Location! 2 Spacious Units, Full Kitchen, Pets Allowed - Waukegan, IL
No reviews

Pleasant Stay, Convenient Location! 2 Spacious Units, Full Kitchen, Pets Allowed

apartment, Waukegan
This Waukegan vacation home, located near The Temporary by American Place (0.7 miles), offers convenient access to Six Flags Great America, Naval Base Great Lakes, and Lake Michigan (all within 6 miles).
This 600-square-foot property features two bedrooms, two bathrooms, accommodates six guests, and includes amenities such as a fitness center, concierge service, and parking.
Pet-friendly Unit W/ Full Kitchen, Onsite Parking! - Waukegan, IL
9.2 5 reviews

Pet-friendly Unit W/ Full Kitchen, Onsite Parking!

resort, Waukegan
This Waukegan resort, offering the "Pet-friendly Unit W/ Full Kitchen, Onsite Parking!" deal, is located immediately adjacent to a golf course and near Six Flags Great America, Launch Trampoline Park Gurnee, Three Brothers Theatre, and Genesee Theater, with Lyons Woods Forest Preserve, O'Plaine Park, and Foss Park also in close proximity.
This 300 sq. ft. accommodation includes one bedroom, one bathroom, and can host up to two guests, featuring air conditioning, internet, a fitness center, and onsite parking, with pets allowed for an additional charge and daily cleaning services provided.
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 Waukegan apartment is located in a quiet neighborhood bordering the Lake County Forest Preserve, just 7 minutes from the Naval base and 5 minutes from Six Flags Great America. The apartment has received excellent ratings for location, cleanliness, and user experience.
This 3-bedroom, 1-bathroom dwelling comfortably accommodates up to 8 guests. The apartment features a fully equipped kitchen, a spacious living room with a pull-out sofa bed, and a shared back patio for outdoor enjoyment.
Relaxing 4br | 2ba Getaway - Great Lakes Navy Base - Waukegan, IL
9.6 21 reviews

Relaxing 4br | 2ba Getaway - Great Lakes Navy Base

apartment, Waukegan
This 4-bedroom, 2-bathroom Waukegan apartment offers proximity to Great Lakes Naval Station, Six Flags, and Lake Michigan, with a 65" UHD 4K Smart TV, contact-free check-in, and 24/7 virtual support.
This family-friendly unit accommodates up to 9 guests with a fully equipped kitchen, in-unit washer and dryer, air conditioning, and parking.

Frequently Asked Questions about vacation rentals in Waukegan, IL

  • What should a first-time visitor not miss in Waukegan, IL?

    You should definitely check out the Waukegan Harbor. It's a great place to walk around, take a boat tour, or grab some food at one of the many restaurants. You'll also want to visit the Waukegan Art Center, which has a variety of exhibits and events throughout the year. And, of course, no trip to Waukegan is complete without a visit to the Waukegan Beach.
  • What are the best Airbnb and vacation rentals in Waukegan, IL?

    J’s Farmhouse Cottage - 2 Bedroom Duplex, The Office Loft and 2 Br Apt Near Great Lakes Naval Base And 6 Flags are the most popular Airbnb and vacation rentals in Waukegan, IL among travelers.

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

    The best neighborhood for a vacation rental in Waukegan is probably the North Shore. It's close to the beach, the harbor, and the downtown area. There are also plenty of restaurants and shops in the neighborhood.
  • What are the most popular Airbnbs in Waukegan, IL?

  • What are the top family-friendly attractions in Waukegan, IL?

    For families, the Waukegan Park District is a great place to visit. They have a lot of different parks and playgrounds, as well as the Waukegan Beach. The Genesee Theatre is also a popular spot for families to enjoy live performances.
  • 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.

  • 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 sunny. You can also find good deals on vacation rentals during the shoulder seasons, which are spring and fall.
  • What are the best rentals for families and kids in Waukegan, IL?

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

    The Waukegan Summerfest is a big event that happens every year in July. It's a week-long festival with live music, food vendors, and family-friendly activities. There's also the Waukegan International Festival, which is held every August and celebrates the city's diverse cultures.
  • 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 budget-friendly activities in Waukegan, IL?

    If you're looking for budget-friendly activities, you can always go for a walk or bike ride along the lakefront. You can also visit the Waukegan Public Library, which has a variety of free programs and events. And, of course, you can always enjoy the beautiful scenery at the Waukegan Beach.
  • What are the best restaurants with local dishes in Waukegan, IL?

    For local dishes, I recommend checking out The Fish Market, which has been a Waukegan staple for decades. They're known for their fresh seafood, especially their fish and chips. Another good option is The Waukegan Tap, which has a more casual atmosphere and serves up classic American fare.
  • What are the best walking or cycling routes in Waukegan, IL?

    The Waukegan Lakefront Trail is a popular walking and cycling route that stretches for miles along the lake. You can also check out the Waukegan Riverwalk, which winds its way through the downtown area.
  • Are there pet-friendly attractions in Waukegan, IL?

    Yes, there are a few pet-friendly attractions in Waukegan. The Waukegan Beach is dog-friendly, and there are a few dog parks in the city as well. You can also find pet-friendly restaurants and shops.
  • What are the benefits of choosing a vacation rental in Waukegan, IL?

    Vacation rentals offer more space and privacy than a hotel room. They also often come with amenities that you wouldn't find in a hotel, like a kitchen and laundry facilities. And, of course, you can often find vacation rentals for a lower price than a hotel.
  • What are the top sports attractions and facilities in Waukegan, IL?

    Waukegan is home to the Waukegan SportsPark, which has a variety of athletic fields and courts. The city also has a number of golf courses, including the Waukegan Country Club.

Popular destinations

Guest-Favorite Vacation Rentals with a Terrace in Waukegan, IL

Start your morning right with a vacation rental in Waukegan, IL featuring a private balcony and stunning views.

Cute & Cozy, 1bd Condo Apartment/townhouse - Waukegan, IL
9.6 4 reviews

Cute & Cozy, 1bd Condo Apartment/townhouse

apartment, Beach Park
This Beach Park condo rental is minutes from Walmart and restaurants, with easy access to Great Lakes Naval Base, Six Flags Great America, Gurnee Mills, and downtown Milwaukee and Chicago.
The one-bedroom, one-bathroom unit features a queen bed, sleeper sofa (sleeps 3), a modern split-level design, stainless steel appliances, and amenities including air conditioning, parking, internet, and a microwave.
3br Apartment, Split Level House, In Waukegan, 7min. To The Naval Base With Wifi - Waukegan, IL
9.6 26 reviews

3br Apartment, Split Level House, In Waukegan, 7min. To The Naval Base With Wifi

apartment, Waukegan
This Waukegan townhome, near Great Lakes Naval Base and Waukegan Lake (5-minute drive to each), offers easy access to Gurnee Mills (20 minutes) and Six Flags Great America (15 minutes).
The three-bedroom, one-bathroom house sleeps six guests and includes a king, queen, and full bed, a fridge, microwave, air conditioning, Wi-Fi, and is close to parks like Independence Grove and Spring Bluff Forest Preserve.
Elegant Private Retreat W All Season Swim Spa  Near Naval Station Great Lakes - Waukegan, IL
9.4 13 reviews

Elegant Private Retreat W All Season Swim Spa Near Naval Station Great Lakes

apartment, Waukegan
This Waukegan apartment is located within walking distance of Bowen Park and a 15-minute walk from the Jack Benny Center for the Arts.
This 1940 square foot vacation home accommodates up to 10 guests and features 4 bedrooms, 2 bathrooms, air conditioning, Wi-Fi, a swimming pool, a jacuzzi, a terrace/balcony, a garden, and on-site parking.
Charming 2bd Townhome Near Beach & Base, Six Flags - Waukegan, IL
10 29 reviews

Charming 2bd Townhome Near Beach & Base, Six Flags

apartment, Gurnee
This Gurnee vacation home offers convenient access to Six Flags Great America and Great Wolf Lodge Water Park, both within 3 miles.
This 1000-square-foot property features two bedrooms, two bathrooms, sleeps four guests, and includes a private balcony, swimming pool, spa, and fully equipped kitchen.

Choose the Right Family-Friendly Vacation Rentals in Waukegan, IL

Make family travel to Waukegan, IL seamless with spacious vacation rentals located just minutes from top city attractions.

The Sage Retreat - Waukegan, IL
9.9 40 reviews

The Sage Retreat

apartment, Waukegan
This Waukegan home is located in the historic district, just a block from Upton Park and a short drive from Lake Michigan, the Naval base, and the Genesee Theater. It has excellent ratings for location, cleanliness, and user experience.
This 4-bedroom, 1-bathroom house can accommodate up to 10 guests. It has a fully equipped kitchen, air conditioning, a garden, parking, and internet access, making it perfect for families looking for a comfortable and relaxing stay.
Spacious 4br Brick Retreat | Minutes To Everything - Waukegan, IL
9.4 17 reviews

Spacious 4br Brick Retreat | Minutes To Everything

apartment, Waukegan
This spacious 4-bedroom residence is located in Waukegan, offering quick access to Great Lakes Naval Station, Six Flags Great America, and Lake Michigan.
This family-friendly dwelling accommodates up to 9 guests with 4 bedrooms, 1 bathroom, and features a fully equipped kitchen, air conditioning, and complimentary Netflix on a 65" UHD 4K Smart TV.
Great Home In Waukegan For Navy Graduate Families Close Distance To Navy Base!! - Waukegan, IL
9.6 41 reviews

Great Home In Waukegan For Navy Graduate Families Close Distance To Navy Base!!

apartment, Waukegan
This centrally-located apartment in Waukegan offers a peaceful neighborhood near the beach and is within 2 miles of major shopping plazas. It has excellent user ratings and is family-friendly with pet accommodations.
The tri-level home has three bedrooms and three bathrooms and can accommodate up to ten guests. It features a home theater with surround sound, TVs in every room, a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a Jacuzzi, and parking. The apartment is also conveniently located across the street from a food market, bakery, and Mexican food takeout.
Perfect Family Spot Near Great Lakes Naval Base! - Waukegan, IL
9.0 17 reviews

Perfect Family Spot Near Great Lakes Naval Base!

apartment, Waukegan
This Waukegan family-friendly apartment rental is located less than a mile from Lake Michigan and the Urban Edge Gallery, with Genesee and Three Brothers Theatres within a 15-minute drive.
The three-bedroom, one-bathroom unit sleeps eight, features a fully equipped kitchen, private fenced yard, free Wi-Fi, and access to a shared garden and barbecue grills.

Best Waukegan, IL vacation rentals with parking

Short Drive To Genesee Theatre! 4 Relaxing Units, Full Kitchen, Pet-friendly! - Waukegan, IL
No reviews

Short Drive To Genesee Theatre! 4 Relaxing Units, Full Kitchen, Pet-friendly!

apartment, Waukegan
Prairie Place - Waukegan, IL
9.9 28 reviews

Prairie Place

apartment, Waukegan
Family Frndly Twnhm By Navy Base - Waukegan, IL
9.8 53 reviews

Family Frndly Twnhm By Navy Base

apartment, Waukegan
Sailor's Escape With 3 Bedrooms Near Naval Base! - Waukegan, IL
10 2 reviews

Sailor's Escape With 3 Bedrooms Near Naval Base!

apartment, Waukegan

Our Favorite 5-Star Vacation Rentals in Waukegan, IL

Elevate your stay in a luxury vacation rental or Airbnb in Waukegan, IL, featuring high-end finishes and a prime location.

The Brick Flat - Upper - Waukegan, IL
10 1 review

The Brick Flat - Upper

apartment, Waukegan

Top-Rated Pet-Friendly Vacation Rentals in Waukegan, IL

Experience a pet-friendly stay in Waukegan, IL with vacation rentals located steps away from city dog parks and walking trails.

Ray Bradbury Experience Museum Tour! Kitchen, Pets Allowed - Waukegan, IL
No reviews

Ray Bradbury Experience Museum Tour! Kitchen, Pets Allowed

apartment, Waukegan
Great Lakes Family Home - Waukegan, IL
9.1 49 reviews

Great Lakes Family Home

apartment, Waukegan
Family Frndly Twnhm By Navy Base - Waukegan, IL
9.5 55 reviews

Family Frndly Twnhm By Navy Base

house, Waukegan
Ranch Home With Air Hockey And Pacman Near Naval Base - Waukegan, IL
No reviews

Ranch Home With Air Hockey And Pacman Near Naval Base

house, Libertyville

Search Vacation Rentals with Swimming Pool in Waukegan, IL

Choose a vacation rental in Waukegan, IL with a swimming pool for a proper workout or a leisurely dip right in the heart of the city.

Great Wolf Lodge Chicago/gurnee - Waukegan, IL
8.6 1091 reviews

Great Wolf Lodge Chicago/gurnee

resort, Gurnee

Explore Vacation Rentals with Jacuzzi in Waukegan, IL

Unwind after a day of urban exploration with a private hot tub at your own vacation rental in Waukegan, IL.

Elegant Private Retreat W All Season Swim Spa  Near Naval Station Great Lakes - Waukegan, IL
9.4 13 reviews

Elegant Private Retreat W All Season Swim Spa Near Naval Station Great Lakes

apartment, Waukegan
©2026 cozycozy.com