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 NZ$5,015
NZ$5,015
NZ$716 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 NZ$3,596
NZ$3,596
NZ$514 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 NZ$6,575
NZ$6,575
NZ$939 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 NZ$3,554
NZ$3,554
NZ$508 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 NZ$4,345
NZ$4,345
NZ$621 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
12% off
Price is NZ$2,302
NZ$2,302
NZ$329 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 NZ$3,949
NZ$3,949
NZ$564 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 NZ$15,149
NZ$15,149
NZ$2,164 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 NZ$5,620
NZ$5,620
NZ$803 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 NZ$5,736
NZ$5,736
NZ$819 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 NZ$2,357
NZ$2,357
NZ$337 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 NZ$6,945
NZ$6,945
NZ$992 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 NZ$4,357
NZ$4,357
NZ$622 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 NZ$3,959
NZ$3,959
NZ$566 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 NZ$2,506
NZ$2,506
NZ$358 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 NZ$3,685
NZ$3,685
NZ$526 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 NZ$5,759
NZ$5,759
NZ$823 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 NZ$5,150
NZ$5,150
NZ$736 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 NZ$5,805
NZ$5,805
NZ$829 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 NZ$5,146
NZ$5,146
NZ$735 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 NZ$1,321
NZ$1,321
NZ$189 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 NZ$6,637
NZ$6,637
NZ$948 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 NZ$10,317
NZ$10,317
NZ$1,474 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 NZ$2,139
NZ$2,139
NZ$306 per night
includes taxes & fees
Find spaces that suit your style
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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