Book Holiday Homes in Waukegan

Start date: Check-in selected.
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Waukegan

Charming 3-bedroom house in Grayslake

Charming 3-bedroom house in Grayslake

Grayslake
The price is NZ$674 per night from 7 Sept to 8 Sept
NZ$674
7 Sept - 8 Sept
includes taxes & fees
Stay at this vacation home in Grayslake. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Six Flags Great America and Gurnee Mills are ...
Charming 3-bedroom house in Grayslake
Lake Front 2.20 acre estate  Private boat launch with pier

Lake Front 2.20 acre estate Private boat launch with pier

Johnsburg
Book a stay at this family-friendly vacation home in McHenry. Enjoy a garden, laundry facilities, and a pool table. Popular attractions Volo Bog State Natural ...
Lake Front 2.20 acre estate Private boat launch with pier
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

Kenosha
Stay at this vacation home in Kenosha. Enjoy a water park, a fitness center, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
Save an average of 15% on thousands of hotels when you're signed in
North Chi Retreat-Near Navel base-Sauna,Pool, Airhokey, grill,King bed,Tikki Bar

North Chi Retreat-Near Navel base-Sauna,Pool, Airhokey, grill,King bed,Tikki Bar

North Chicago
Stay at this vacation home in North Chicago. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Six Flags Great America and Three ...
North Chi Retreat-Near Navel base-Sauna,Pool, Airhokey, grill,King bed,Tikki Bar
Entire 3 Bedroom Cozy Unit

Entire 3 Bedroom Cozy Unit

Waukegan
Stay at this vacation home in Waukegan. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Six Flags Great America and Gurnee ...
Entire 3 Bedroom Cozy Unit
Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities

Riverwoods
Stay at this vacation home in Deerfield. Enjoy free WiFi, a garden, and in-room jetted tubs. Popular attractions Marriott Theatre and Chevy Chase Country Club ...
Master qtr close to nature & easy urban facilities
great home in Waukegan for navy graduate families close distance to navy base!!

great home in Waukegan for navy graduate families close distance to navy base!!

Waukegan
Stay at this vacation home in Waukegan. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Six Flags Great America and Gurnee ...
great home in Waukegan for navy graduate families close distance to navy base!!
Cute and Cozy Cottage by the Lake! Kayaks! Paddleboard! HUGE Deck w/ Great Views

Cute and Cozy Cottage by the Lake! Kayaks! Paddleboard! HUGE Deck w/ Great Views

Paddock Lake
Stay at this vacation home in Salem. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Hoag Park and Village Park are located nearby.
Cute and Cozy Cottage by the Lake! Kayaks! Paddleboard! HUGE Deck w/ Great Views
Beach Park Estate: Chef's Kitchen, Nature, Fitness Room, Naval Base, Beach, Lake

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

Beach Park
Stay at this vacation home in Zion. Enjoy a fitness center, laundry facilities, and in-room jetted tubs. Popular attractions Illinois Beach State Park and Carmel ...
Beach Park Estate: Chef's Kitchen, Nature, Fitness Room, Naval Base, Beach, Lake
Don't see what you're looking for?
See all available properties in Waukegan
View all properties
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.

Waukegan Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Waukegan vacation homes are the perfect way for you to wing it.

Holiday houses in Waukegan let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Waukegan in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Waukegan adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Waukegan with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Waukegan vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Waukegan Holiday Homes essential information

Accommodation
273 Holiday Homes
Lowest Price
NZ$163
Highest Price
NZ$674
Popular accommodation
Charming 3-bedroom house in Grayslake, Lake Front 2.20 acre estate Private boat launch with pier, The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft, North Chi Retreat-Near Navel base-Sauna,Pool, Airhokey, grill,King bed,Tikki Bar, Entire 3 Bedroom Cozy Unit, Master qtr close to nature & easy urban facilities, great home in Waukegan for navy graduate families close distance to navy base!!, Cute and Cozy Cottage by the Lake! Kayaks! Paddleboard! HUGE Deck w/ Great Views, Beach Park Estate: Chef's Kitchen, Nature, Fitness Room, Naval Base, Beach, Lake

Top trending hotels in Waukegan

Sonesta ES Suites Chicago Waukegan Gurnee

Sonesta ES Suites Chicago Waukegan Gurnee

3 out of 5
1440 S White Oak Dr, Waukegan, IL
Fully refundableReserve now, pay when you stay
The price is NZ$208 per night from 5 Oct to 6 Oct
NZ$208
5 Oct - 6 Oct
includes taxes & fees
Stay at this 3-star business-friendly hotel in Waukegan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Sonesta ES Suites Chicago Waukegan Gurnee
Courtyard Chicago Waukegan Gurnee

Courtyard Chicago Waukegan Gurnee

3 out of 5
3800 Northpoint Blvd, Waukegan, IL
Fully refundableReserve now, pay when you stay
The price is NZ$276 per night from 5 Oct to 6 Oct
NZ$276
5 Oct - 6 Oct
includes taxes & fees
Stay at this 3-star business-friendly hotel in Waukegan. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
Courtyard Chicago Waukegan Gurnee
Howard Johnson by Wyndham Waukegan Great Lakes

Howard Johnson by Wyndham Waukegan Great Lakes

2 out of 5
619 S Green Bay Rd, Waukegan, IL
Fully refundableReserve now, pay when you stay
The price is NZ$163 per night from 15 Sept to 16 Sept
NZ$163
15 Sept - 16 Sept
includes taxes & fees
Stay at this hotel in Waukegan. Enjoy free WiFi, free parking, and a casino. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Howard Johnson by Wyndham Waukegan Great Lakes
Save an average of 15% on thousands of hotels when you're signed in
Holiday Inn Express & Suites Waukegan by IHG

Holiday Inn Express & Suites Waukegan by IHG

2.5 out of 5
611 Lakehurst Rd, Waukegan, IL
Fully refundable
The price is NZ$192 per night from 6 Oct to 7 Oct
NZ$192
6 Oct - 7 Oct
includes taxes & fees
Book a stay at this business-friendly hotel in Waukegan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Holiday Inn Express & Suites Waukegan by IHG
Don't see what you're looking for?
See all available properties in Waukegan
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.