Holiday rentals near Waukegan Harbor
We found 461 holiday rentals — enter your dates for availability
Take a look at private holiday rentals close to Waukegan Harbor that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday rentals have the amenities that you expect for your stay, which might include Wi-Fi and a hot tub. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Waukegan Harbor
Showing deals for:17 Oct - 24 Oct
Image gallery for Hensley’s Cornerstone Lakehouse
9.89.8 out of 10 rating
Exceptional
(14 reviews)
Hensley’s Cornerstone Lakehouse
Wauconda, IL
9% off
Price is AU$4,560
AU$4,560
AU$651 per night
includes taxes & fees
Image gallery for Long Lake Lodge. The perfect getaway for friends + family. 1hr from Chi + MKE
1010 out of 10 rating
Exceptional
(10 reviews)
Long Lake Lodge. The perfect getaway for friends + family. 1hr from Chi + MKE
Long Lake, IL
13% off
Price is AU$3,270
AU$3,270
AU$467 per night
includes taxes & fees
Image gallery for Beautiful and spacious lakefront home! Close to everything!
9.69.6 out of 10 rating
Exceptional
(46 reviews)
Beautiful and spacious lakefront home! Close to everything!
Antioch, IL
12% off
Price is AU$6,022
AU$6,022
AU$860 per night
includes taxes & fees
Image gallery for great home in Waukegan for navy graduate families close distance to navy base!!
9.89.8 out of 10 rating
Exceptional
(26 reviews)
great home in Waukegan for navy graduate families close distance to navy base!!
Waukegan, IL
9% off
Price is AU$3,232
AU$3,232
AU$462 per night
includes taxes & fees
Image gallery for Beautiful Huge Lakefront Remodeled Home with Incredible Views
9.89.8 out of 10 rating
Exceptional
(28 reviews)
Beautiful Huge Lakefront Remodeled Home with Incredible Views
Round Lake, IL
8% off
Price is AU$3,954
AU$3,954
AU$565 per night
includes taxes & fees
Image gallery for Family frndly TwnHm by navy base
9.49.4 out of 10 rating
Exceptional
(15 reviews)
Family frndly TwnHm by navy base
Waukegan, IL
13% off
Price is AU$2,092
AU$2,092
AU$299 per night
includes taxes & fees
Image gallery for Charming 3-bedroom house in Grayslake
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Charming 3-bedroom house in Grayslake
Grayslake, IL
8% off
Price is AU$3,592
AU$3,592
AU$513 per night
includes taxes & fees
Image gallery for Windjammer, Lakefront Home-Away-From-Home!!!
1010 out of 10 rating
Exceptional
(12 reviews)
Windjammer, Lakefront Home-Away-From-Home!!!
Antioch, IL
8% off
Price is AU$13,536
AU$13,536
AU$1,934 per night
includes taxes & fees
Image gallery for This is a VACATION spot with a million dollar view!
9.89.8 out of 10 rating
Exceptional
(14 reviews)
This is a VACATION spot with a million dollar view!
Fox Lake, IL
9% off
Price is AU$5,139
AU$5,139
AU$734 per night
includes taxes & fees
Image gallery for Beautiful Lakehouse sleeps 12. Boat,fish kayaks, hot tub, pets. Wilmot ski,tube
9.69.6 out of 10 rating
Exceptional
(58 reviews)
Beautiful Lakehouse sleeps 12. Boat,fish kayaks, hot tub, pets. Wilmot ski,tube
Bristol, WI
28% off
Price is AU$5,219
AU$5,219
AU$746 per night
includes taxes & fees
Image gallery for A Diamond in the Rough
9.49.4 out of 10 rating
Exceptional
(85 reviews)
A Diamond in the Rough
Fox Lake, IL
12% off
Price is AU$2,142
AU$2,142
AU$306 per night
includes taxes & fees
Image gallery for Stunning Lake House with Sunset views!
9.69.6 out of 10 rating
Exceptional
(50 reviews)
Stunning Lake House with Sunset views!
Fox Lake, IL
8% off
Price is AU$6,360
AU$6,360
AU$909 per night
includes taxes & fees
Image gallery for Entire Lake Villa Home!
9.49.4 out of 10 rating
Exceptional
(41 reviews)
Entire Lake Villa Home!
Round Lake, IL
9% off
Price is AU$3,963
AU$3,963
AU$566 per night
includes taxes & fees
Image gallery for Beautiful Spacious Escape On The Chain O'Lakes
9.29.2 out of 10 rating
Wonderful
(59 reviews)
Beautiful Spacious Escape On The Chain O'Lakes
Fox Lake, IL
6% off
Price is AU$3,603
AU$3,603
AU$515 per night
includes taxes & fees
Image gallery for 3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi
9.09.0 out of 10 rating
Wonderful
(7 reviews)
3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi
Waukegan, IL
8% off
Price is AU$2,279
AU$2,279
AU$326 per night
includes taxes & fees
Image gallery for Re-imagined 1880's cottage walking distance to Highwood, Metra, Lake Michigan
1010 out of 10 rating
Exceptional
(22 reviews)
Re-imagined 1880's cottage walking distance to Highwood, Metra, Lake Michigan
Chicago (and vicinity), IL
13% off
Price is AU$3,352
AU$3,352
AU$479 per night
includes taxes & fees
Image gallery for Near Lake 4BR w/ Hot Tub & Games | LCP Collection
1010 out of 10 rating
Exceptional
(11 reviews)
Near Lake 4BR w/ Hot Tub & Games | LCP Collection
Grayslake, IL
9% off
Price is AU$5,267
AU$5,267
AU$752 per night
includes taxes & fees
Image gallery for Pet Friendly Huge Lake Front Home with Stunning Views
9.69.6 out of 10 rating
Exceptional
(45 reviews)
Pet Friendly Huge Lake Front Home with Stunning Views
Round Lake, IL
8% off
Price is AU$4,704
AU$4,704
AU$672 per night
includes taxes & fees
Image gallery for Lake Retreat with Hot Tub and Kyaks near Great Lakes Naval, Great America
1010 out of 10 rating
Exceptional
(10 reviews)
Lake Retreat with Hot Tub and Kyaks near Great Lakes Naval, Great America
Round Lake, IL
8% off
Price is AU$5,309
AU$5,309
AU$758 per night
includes taxes & fees
Image gallery for IVP Manor House Close to Lake, Beach & Naval Base
9.69.6 out of 10 rating
Exceptional
(59 reviews)
IVP Manor House Close to Lake, Beach & Naval Base
Grayslake, IL
9% off
Price is AU$4,701
AU$4,701
AU$672 per night
includes taxes & fees
Image gallery for Master qtr close to nature & easy urban facilities
9.89.8 out of 10 rating
Exceptional
(57 reviews)
Master qtr close to nature & easy urban facilities
Deerfield, IL
8% off
Price is AU$1,203
AU$1,203
AU$172 per night
includes taxes & fees
Image gallery for Navy Graduation ~ 6 Flags ~ Bristol Renaissance Faire ~ Casino ~ Outlet Malls
9.89.8 out of 10 rating
Exceptional
(30 reviews)
Navy Graduation ~ 6 Flags ~ Bristol Renaissance Faire ~ Casino ~ Outlet Malls
Gurnee, IL
13% off
Price is AU$6,082
AU$6,082
AU$869 per night
includes taxes & fees
Image gallery for Huge Lake Retreat Spa near Lk Geneva, Wilmot, Gurnee- Swimming, Fishing, Boating
1010 out of 10 rating
Exceptional
(37 reviews)
Huge Lake Retreat Spa near Lk Geneva, Wilmot, Gurnee- Swimming, Fishing, Boating
Bristol, WI
8% off
Price is AU$9,411
AU$9,411
AU$1,344 per night
includes taxes & fees
Image gallery for Kenosha Lighthouse Retreat
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Kenosha Lighthouse Retreat
Kenosha, WI
7% off
Price is AU$1,945
AU$1,945
AU$278 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Waukegan Harbor
Your Home Away From Home! Outdoor Pool, Pets Allowed, Near Lindholm Park!
Sleeps 3 · 1 bedroom · 1 bathroom
8.08.0 out of 10
Very goodvery good
4 reviews(4 reviews)
Monthly and Seasonal Luxury Lakefront 5 bed 5.5 bath Estate with Private Beach
Sleeps 13 · 5 bedrooms · 5+ bathrooms
The Sage Retreat - Updated Historic Charm with Plenty of Room
Sleeps 11 · 5 bedrooms · 1+ bathroom
9.49.4 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Charming Family home near Great Lakes Naval Base!
Sleeps 8 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Chic Oasis/Game Room/Near Base/5 Bedroom
Sleeps 12 · 5 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Boat, Fish & Swim: Waterfront Fox Lake Gem!
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value