A field of white flowers with a line of trees in the background.

Holiday Homes in Waukegan

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Waukegan holiday homes

A modern living room with a sofa set, a dining table with placemats, a coffee table, and a television.

1. 6 Beds Ideal for Crews & Insurance I Close to Naval Base and 6 flags

6 Beds Ideal for Crews & Insurance I Close to Naval Base and 6 flags
Waukegan
The price is NZ$601
includes taxes & fees
30 Sept - 1 Oct
6 Beds Ideal for Crews & Insurance I Close to Naval Base and 6 flags
A dining area with a wooden table set for four, a kitchen with white cabinets, and a living area with a sofa and chairs.

2. Great America Getaway | Sleeps 12 | Near Navy Base

Great America Getaway | Sleeps 12 | Near Navy Base
Gurnee
10.0 out of 10, Exceptional, (1 review)
"Lovely place"
United States
Jack E.
The price is NZ$1,330
includes taxes & fees
29 Sept - 30 Sept
Great America Getaway | Sleeps 12 | Near Navy Base

3. Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy Base

Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy Base
North Chicago
7.8 out of 10, Good, (6 reviews)
"Rented this property for my sons navy graduation, Base was only 6 minutes from the home. Tons of places to eat and shop no more then 15 minutes away. The house was super cute, very clean. we flew in at 10am and without even having to ask the host reached out and let us know it was ready for check in a few hours early which was great. left some packaged up congrats grad decor that hopefully didnt get thrown out and the next navy fam can use. "
United States
Linda U.
The price is NZ$988
includes taxes & fees
29 Sept - 30 Sept
Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy Base
A modern living room with a grey sofa, a grey ottoman, and a coffee table. There are large windows with curtains, a flat-screen TV mounted on the wall, and decorative wall art.

4. Navy Graduation ~ 6 Flags ~ Bristol Renaissance Faire ~ Casino ~ Outlet Malls

Navy Graduation ~ 6 Flags ~ Bristol Renaissance Faire ~ Casino ~ Outlet Malls
Gurnee
9.4 out of 10, Exceptional, (43 reviews)
"Great space for the kids and adults.The pool table was very popular. Located close to the Great Lakes Naval Station so it was convenient to pickup/drop off our Sailor during liberty. Host was very accommodating and great in making sure we had a good experience."
United States
Jim L.
The price is NZ$1,208
includes taxes & fees
19 Oct - 20 Oct
Navy Graduation ~ 6 Flags ~ Bristol Renaissance Faire ~ Casino ~ Outlet Malls
A two-story house with a stone chimney, a front porch with steps, and a flag.

5. Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
Mundelein
9.8 out of 10, Exceptional, (75 reviews)
"Fantastic location. Very clean. Great/quick communication with host. Definitely recommend!"
United States
Jaclyn Z.
The price is NZ$599
includes taxes & fees
29 Sept - 30 Sept
Quaint Bungalow, near Great Lakes Naval Base
A kitchen with wooden cabinets, a black countertop, and a window.

6. Beautiful and Cozy With 5 Bedrooms

Beautiful and Cozy With 5 Bedrooms
Zion
8.8 out of 10, Excellent, (23 reviews)
"This is a great home with plenty of space!"
United States
randy w.
The price is NZ$1,284
includes taxes & fees
28 Sept - 29 Sept
Beautiful and Cozy With 5 Bedrooms
An outdoor patio with a hot tub, wicker chairs, and a table.

7. Hot Tub Retreats

Hot Tub Retreats
Lake Villa
10.0 out of 10, Exceptional, (1 review)
The price is NZ$570
includes taxes & fees
27 Sept - 28 Sept
Hot Tub Retreats
A modern house with a covered porch, large windows, and a well-maintained garden with various plants and flowers.

8. Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
9.8 out of 10, Exceptional, (87 reviews)
"Great spot, safe, clean, and beautiful environment would highly recommend!"
United States
Chris F.
The price is NZ$369
includes taxes & fees
30 Sept - 1 Oct
Master qtr close to nature & easy urban facilities
A modern living room with a sofa, coffee table, and lamps. A staircase is visible in the background.

9. 6 Kings Ping-Pong Gazebo!

6 Kings Ping-Pong Gazebo!
Northbrook
9.0 out of 10, Wonderful, (7 reviews)
The price is NZ$1,083
includes taxes & fees
27 Sept - 28 Sept
6 Kings Ping-Pong Gazebo!
A spacious living room with a wooden floor, a dining area, and a kitchen in the background.

10. Salem Vacation Home w/ Dock: Steps to Paddock Lake

Salem Vacation Home w/ Dock: Steps to Paddock Lake
Salem
9.2 out of 10, Wonderful, (11 reviews)
"Was a nice little get away location. "
United States
Shanna D.
The price is NZ$1,558
includes taxes & fees
24 Sept - 25 Sept
Salem Vacation Home w/ Dock: Steps to Paddock Lake
A house by a lake with docked boats and a flag.

11. This is a VACATION spot with a million dollar view!

This is a VACATION spot with a million dollar view!
fox lake
9.8 out of 10, Exceptional, (32 reviews)
"Great location!! Beautiful place!!!"
United States
Jason C.
The price is NZ$1,118
includes taxes & fees
17 Oct - 18 Oct
This is a VACATION spot with a million dollar view!
A modern living space with a kitchen, dining area, and a cozy seating area.

12. Charming 2-bedroom Channel house and kayaks in Paddock Lake

Charming 2-bedroom Channel house and kayaks in Paddock Lake
Salem
10.0 out of 10, Exceptional, (13 reviews)
"Excellent property and location!"
United States
Rod L.
The price is NZ$431
includes taxes & fees
1 Oct - 2 Oct
Charming 2-bedroom Channel house and kayaks in Paddock Lake
A modern kitchen with white cabinets, stainless steel appliances, a large window, and a bar stool.

13. King bed Crystal Lake Mchenry Cary Cozy

King bed Crystal Lake Mchenry Cary Cozy
2.0 star property
Cary
The price is NZ$869
includes taxes & fees
29 Sept - 30 Sept
King bed Crystal Lake Mchenry Cary Cozy
A wooden deck with a table and chairs, surrounded by lush greenery and trees.

14. Spacious 3 Bedroom

Spacious 3 Bedroom
Cary
9.4 out of 10, Exceptional, (3 reviews)
"Nice quiet spot to rest a Travelers head"
United States
Dan K.
The price is NZ$522
includes taxes & fees
5 Oct - 6 Oct
Spacious 3 Bedroom
A two-story house with a swimming pool, outdoor seating, and a stone chimney.

15. HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
McHenry
9.2 out of 10, Wonderful, (46 reviews)
"We stayed with our wedding bridal party here, and this massive and beautiful house was the perfect location to spend the weekend with all of our best friends! The house is obviously gorgeous, and the pool, hot tub, fire pit and pool table added an extra tier of fun. We hosted our rehearsal dinner on the back lawn and rented tables and chairs through the property, which was incredibly convenient.The property managers were communicative and very helpful throughout the process. I highly...
United States
Brittany B.
The price is NZ$2,576
includes taxes & fees
5 Oct - 6 Oct
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Waukegan Hotel Reviews

Sonesta ES Suites Chicago Waukegan Gurnee

Sonesta ES Suites Chicago Waukegan Gurnee

10/10 Excellent
"Roomsfully equipped,"
JOSUE 3-night trip
Posted 12 hours ago
Sonesta ES Suites Chicago Waukegan Gurnee

Find out more about Waukegan

Waukegan Holiday Homes information

Number of reviews
170
Accommodation
283 Holiday Homes
Lowest Price
NZ$369
Highest Price
NZ$2,576