
Vacation rentals in Waukegan
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Waukegan
Guests agree: these stays are highly rated for location, cleanliness, and more.

*2brApt 3 beds near Naval Base-6 Flags-Casino*
Private Entrance...No contact/Self check in (smart locks). The home is located in a quiet single fam neighborhood, it's a two story brick house. The apartment is on the second floor - 6 steps from the driveway to the front door and 16 steps from the first floor to the second floor with it's own two private entrances. There is No Smoking allowed on the property and No Pets, failure to abide by the rules will result in a $250 charge for extra cleaning personnel, also No Parties or Events allowed.

"Magnolia Farmhouse" inspired 4-bedroom home
Enjoy a spacious, open floor plan on a quiet, dead-end street! This "Magnolia Farmhouse" inspired 4-bedroom ranch home is set on one acre. Located 50 miles from Milwaukee, 45 miles from Chicago, and 2 miles from having your toes in the sand at Lake Michigan! Minutes away for the Great Lakes Naval Station (9mi) and the Cancer Treatment Center of America, Six Flags Great America, Gurnee Mills, and Great Wolf Lodge. Whatever brings you here, make Boyce Lane your home away from home today!

Historical Hideaway near Naval Base
Step back in time at The Pilothouse, a charming historic 1854 home located in Waukegan’s historical district, just 12 minutes from Naval Station Great Lakes. This beautifully preserved home features Navy and aviation-themed décor, 3 cozy bedrooms, a sunroom filled with lush plants, a fully equipped kitchen, and a spacious backyard with a gazebo, large patio, and grill—ideal for relaxing outdoors. Experience the perfect blend of vintage charm and modern comfort in this serene retreat.

Minutes from naval base casino and six flags
Your family will be close to everything when you stay at this centrally-located place. Naval base and six Flags great America and NEW CASINO are just down the road less than 10 minutes . We are only about 45 min from downtown chicago. About 35 from O’Hare. And less than 10 from Gurnee mills. Plenty of restaurants within minutes and Starbucks is only 3 minutes away. 10 mins from Waukegan beach The house sits on 3 property lot, so it’s very private with no real next door neighbors.

Round Lake Getaway Retreat
Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

Chic Oasis/Game Room/Near Base
Welcome to your perfect getaway! This spacious 5-bed, 2-bath ranch house offers a cozy stay just 4 miles from Great America, The American Place Casino, and the beach, and 6 miles from the Great Lakes Naval Station. Ideal for families or groups. Enjoy a fully fenced yard for outdoor fun or pets. Inside, relax in the welcoming living area with plenty of space, plus a fully equipped kitchen for all your cooking needs. This home has everything you need for a memorable stay!

Luxury 4BR near Six Flags & Naval Base
Escape to a stunningly designed 4 bedroom modern home, where luxury meets convenience. Designed for making unforgettable memories, this spacious retreat offers the ideal blend of social spaces and private relaxation, all anchored by a chef's dream kitchen. - 4 Bedrooms - Full Kitchen - 2 Living rooms - 2 full bathrooms - In-unit Laundry room (Washer & Dryer) - Free Parking: 6 Vehicles Ideal for: - Navy Family - Tourist - Workshop - Family time

Cozy & Elegant 2BR | Near Naval Base and Six Flags
Experience refined comfort in our newly renovated 2BR retreat near Six Flags, Gurnee Mills, Naval Station Great Lakes, and Libertyville. Enjoy a king suite, queen bedroom, elegant walk-in shower, gourmet kitchen, and blackout shades. Traveling with a larger group? We offer multiple units in the same building so guests can stay together while enjoying private space. Other unit: https://www.airbnb.com/rooms/1307502918806762104

Updated 1BR| 10 min to Navy Base
Enjoy historic charm with modern comfort in this fully renovated downstairs unit—no stairs to enter. This 1-bed, 1-bath home blends original character with updated finishes, kitchen, and bath. Perfect for work or relaxation and just a 10-minute drive to the Navy base. What you’ll love: ✅ Downstairs, step-free entry ✅ 1 bedrooms / 1 bath ✅ Fully renovated historic home ✅ Modern kitchen & bath ✅ 10 minutes to Navy base

Modern Navy Grad Stay | 3BR 2BA
🏡 Modern 3BR/2BA • 10 Minutes from Naval Base • Perfect for Navy Graduations! Welcome to your home away from home — a clean, comfortable 3BR retreat just 10 minutes from Naval Station Great Lakes. Designed for Navy families, long-weekend trips, and business travelers, this home offers a fenced backyard, full kitchen, fast Wi-Fi, private driveway, and a quiet residential neighborhood.

Casa Monarca • 3.5 Bathrooms • Top 1%
One of very few homes in the area that offer 3.5 Bathrooms, which our larger groups have appreciated for added space & privacy. Also, one of few homes in the area that have earned "Guest Favorite" status - via excellent Guest reviews. If you filter your search by that criteria, you will see this home remain in your search. Please contact Host for Military Discount

3 Bedroom/2 Bath/King Bedrooms/Game room/by Navy
Welcome to the Green Victorian Loft House that features 3 spacious bedrooms, 2 with king beds, including a private en-suite. The upstairs loft offers a fun lounge area plus a bedroom perfect for kids. Enjoy the brand-new kitchen, furniture, and stylish bathrooms. Bright, comfortable, and designed for relaxation—your ideal home away from home.
Popular amenities for Waukegan vacation rentals
Other great vacation rentals in Waukegan

J&J Vacay “Your Navy Graduation Destination”

Pet-friendly Property Near Asylum Skate Park!

Gorgeous Home Stay | 4BD 1.5BA

Kalo House | Mid-Century Modern Retreat with Pool

Large Family Home | Minutes from Naval Base (4 mi)

Beautiful home for Naval families!

Luxury 1 Bed/1 Bath Apartment | Downtown Waukegan

Waukegan Lake House – 8 mins from Navy base
When is the best time to visit Waukegan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 606 | ﺩ.ﺇ 595 | ﺩ.ﺇ 599 | ﺩ.ﺇ 588 | ﺩ.ﺇ 599 | ﺩ.ﺇ 632 | ﺩ.ﺇ 683 | ﺩ.ﺇ 661 | ﺩ.ﺇ 661 | ﺩ.ﺇ 657 | ﺩ.ﺇ 661 | ﺩ.ﺇ 617 |
| Avg. temp | -4°C | -2°C | 4°C | 10°C | 16°C | 21°C | 24°C | 23°C | 19°C | 12°C | 5°C | -1°C |
Frequently Asked Questions
What are the best places to stay in Waukegan?
Downtown Waukegan is often chosen for proximity to theaters, dining, and the lakefront, while residential neighborhoods can provide a quieter atmosphere. Areas near the harbor are convenient for outdoor activities and festivals.
What are the best things to do in Waukegan with kids?
Families can explore Waukegan Beach, play in Bowen Park, or discover hands-on exhibits at local museums. Community events and library programs also create engaging experiences for children of different ages.
What are some of the best things to do in Waukegan?
Explore the Genesee Theatre's lineup, stroll Waukegan Beach for lake views, or discover local art spaces in the downtown district. Visitors often enjoy seasonal festivals and outdoor recreation at the marina.
How is the weather in Waukegan?
Waukegan experiences cold winters with snow, around 19–37°F (-7–3°C), and warm, humid summers near 66–85°F (19–29°C). Spring and autumn are milder, but layers and rain protection are helpful due to variable conditions.
When is the best time to visit Waukegan?
Late spring through early autumn is often recommended, with pleasant temperatures around 60–80°F (16–27°C), blooming parks, and lively outdoor events. Those interested in lake activities or festivals may find this period especially enjoyable.
What are the best places to visit in Waukegan?
Many visitors explore the Genesee Theatre for performances, Waukegan Harbor for lakeside activities, and the Waukegan History Museum to learn about the city’s past. The local arts district also has galleries and murals to discover.
What are some hiking trails in Waukegan?
Waukegan has urban green spaces like Bowen Park with woodland paths and nature trails. The Waukegan Savanna Forest Preserve features walking routes through native prairie and wetlands.
What are some family activities we can do in Waukegan?
Enjoy lakeside picnics at Waukegan Beach, explore play areas in Bowen Park, or attend seasonal community festivals. Many families also visit local museums or take part in arts workshops around downtown.
What are some of the best day trip ideas from Waukegan?
Around Waukegan, explore nature preserves, stroll through nearby botanical gardens, or visit local wineries and farm stands. Prairies, lakeside towns, and vibrant arts communities add variety to day adventures.
Are there any pet friendly accommodations available in Waukegan?
Waukegan has a range of pet-friendly stays, especially around the lakefront and downtown. Many rentals allow pets, making it easier to enjoy nearby parks and walking trails together.
What are some local tips for visiting Waukegan?
Exploring the lakefront and arts district can give a sense of Waukegan's creative spirit. Locals often suggest trying neighborhood restaurants, checking calendars for live theater, and dressing in layers due to changing Lake Michigan breezes.
What is Waukegan known for?
Waukegan is known for its historic downtown, ties to author Ray Bradbury, and a lively performing arts scene anchored by the Genesee Theatre. The lakefront, public murals, and community festivals reflect the city’s cultural diversity.
What are the best hidden gems to explore in Waukegan?
Consider wandering through Waukegan's public murals, tucked-away coffee shops, or the little-known Bowen Park gardens. Locals sometimes suggest the Jack Benny Center for the Arts for community performances and classes.
What are the best foods to try in Waukegan?
Waukegan's culinary scene has Latin American flavors, classic Midwestern fare, and popular local bakeries. People often suggest trying handmade tamales, neighborhood barbecue, and house-made pastries alongside coffee.
What should I bring for a trip to Waukegan?
Pack for changing weather—layers, a light jacket, and comfortable walking shoes are helpful. If visiting the lake or parks, bring sun protection, a reusable water bottle, and a camera for the local art and scenery.
What is the nightlife in Waukegan like?
Waukegan has locally owned bars, live music venues, and performing arts spaces that create a relaxed evening atmosphere. Around downtown, you can explore casual spots, enjoy comedy shows, or sample food and drink with friends.
What are the most popular events or festivals in Waukegan?
Waukegan hosts a Parade of Lights during the winter holidays, bringing the community together for festive displays. Around the arts district and downtown, seasonal celebrations often highlight local music, food, and creative traditions. Many residents look forward to community gatherings and cultural festivals throughout the year.
Are there family friendly vacation rentals in Waukegan?
Many vacation rentals in Waukegan are family friendly, providing space and amenities for children and adults. Listings throughout downtown, the lakefront, and quieter residential areas are frequently suggested for visiting families.
Quick stats about vacation rentals in Waukegan

Total vacation rentals
Explore 270 vacation rentals in Waukegan

Nightly prices starting at
Waukegan vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

Verified guest reviews
Over 9,880 verified reviews to help you choose

Family-friendly vacation rentals
190 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 120 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wi-Fi availability
270 of Waukegan vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Waukegan rentals

4.7 Average rating
Waukegan stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Chicago Vacation rentals
- Indianapolis Vacation rentals
- St. Louis Vacation rentals
- Cincinnati Vacation rentals
- Detroit Vacation rentals
- Milwaukee Vacation rentals
- Traverse City Vacation rentals
- Downtown Chicago Vacation rentals
- Ann Arbor Vacation rentals
- Windsor Vacation rentals
- Grand Rapids Vacation rentals
- Madison Vacation rentals
- Family-friendly rentals Waukegan
- Fitness-friendly rentals Waukegan
- Rentals with breakfast Waukegan
- Rentals with pools Waukegan
- Rentals with lake access Waukegan
- Rentals with outdoor seating Waukegan
- Rentals with a fireplace Waukegan
- Pet-friendly rentals Waukegan
- Rentals with a patio Waukegan
- Rentals with a fire pit Waukegan
- House rentals Waukegan
- Hotel rooms Waukegan
- Rentals with a washer and dryer Waukegan
- Apartment rentals Waukegan
- Wrigley Field
- Lincoln Park
- United Center
- Soldier Field
- Grant Park
- Navy Pier
- Millennium Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- Shedd Aquarium
- The Field Museum
- Humboldt Park
- Chicago River Walk
- Alpine Valley Resort
- University of Chicago
- SeatGeek Stadium
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Donald E Stephens Convention Center
- Union Park
- Frank Lloyd Wright Home and Studio
- Wilmot Mountain Ski Resort





