Vacation rentals near Waukegan Harbor
We found 440 vacation rentals — enter your dates for availability
Discover a selection of private vacation rentals near Waukegan Harbor that can be your home away from home. Whether you're traveling with your kids or with friends, vacation rentals have the best amenities for hanging out with the people that matter most, including WiFi and parking. No matter what you're looking for, you'll find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.
Vacation rentals with weekly discounts - Waukegan Harbor
Showing deals for:Nov 14 - Nov 21
Image gallery for Hensley’s Cornerstone Lakehouse
9.49.4 out of 10 rating
Exceptional
(15 reviews)
Hensley’s Cornerstone Lakehouse
Wauconda, IL
10% off
Price is CA $497
CA $497
CA $4,367 total
CA $4,367 total
includes taxes & fees
Image gallery for The Lodge, Sweet Waterfront Cottage, Separate Unit
9.09.0 out of 10 rating
Wonderful
(6 reviews)
The Lodge, Sweet Waterfront Cottage, Separate Unit
Antioch, IL
10% off
Price is CA $1,119
CA $1,119
CA $9,552 total
CA $9,552 total
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
(13 reviews)
Long Lake Lodge. The perfect getaway for friends + family. 1hr from Chi + MKE
Long Lake, IL
15% off
Price is CA $352
CA $352
CA $3,117 total
CA $3,117 total
includes taxes & fees
Image gallery for Charming 3-bedroom house in Grayslake
9.89.8 out of 10 rating
Exceptional
(14 reviews)
Charming 3-bedroom house in Grayslake
Grayslake, IL
10% off
Price is CA $372
CA $372
CA $3,253 total
CA $3,253 total
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
10% off
Price is CA $560
CA $560
CA $4,751 total
CA $4,751 total
includes taxes & fees
Image gallery for Stunning views and amazing sunsets at the lake!
9.89.8 out of 10 rating
Exceptional
(55 reviews)
Stunning views and amazing sunsets at the lake!
Fox Lake, IL
10% off
Price is CA $435
CA $435
CA $3,899 total
CA $3,899 total
includes taxes & fees
Image gallery for great home in Waukegan for navy graduate families close distance to navy base!!
9.69.6 out of 10 rating
Exceptional
(28 reviews)
great home in Waukegan for navy graduate families close distance to navy base!!
Waukegan, IL
10% off
Price is CA $351
CA $351
CA $3,081 total
CA $3,081 total
includes taxes & fees
Image gallery for New Your Home Away From Home! - Near Great Lakes Naval Base!!
9.29.2 out of 10 rating
Wonderful
(26 reviews)
New Your Home Away From Home! - Near Great Lakes Naval Base!!
North Chicago, IL
5% off
Price is CA $538
CA $538
CA $4,680 total
CA $4,680 total
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
(60 reviews)
Beautiful Lakehouse sleeps 12. Boat,fish kayaks, hot tub, pets. Wilmot ski,tube
Bristol, WI
35% off
Price is CA $487
CA $487
CA $4,720 total
CA $4,720 total
includes taxes & fees
Image gallery for Entire Lake Villa Home!
9.49.4 out of 10 rating
Exceptional
(42 reviews)
Entire Lake Villa Home!
Round Lake, IL
10% off
Price is CA $429
CA $429
CA $3,793 total
CA $3,793 total
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
(10 reviews)
3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi
Waukegan, IL
10% off
Price is CA $230
CA $230
CA $2,000 total
CA $2,000 total
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
8% off
Price is CA $370
CA $370
CA $3,187 total
CA $3,187 total
includes taxes & fees
Image gallery for Beautiful Huge Lakefront Remodeled Home with Incredible Views
9.89.8 out of 10 rating
Exceptional
(29 reviews)
Beautiful Huge Lakefront Remodeled Home with Incredible Views
Round Lake, IL
10% off
Price is CA $361
CA $361
CA $3,247 total
CA $3,247 total
includes taxes & fees
Image gallery for Kenosha Lighthouse Retreat
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Kenosha Lighthouse Retreat
Kenosha, WI
10% off
Price is CA $152
CA $152
CA $1,640 total
CA $1,640 total
includes taxes & fees
Image gallery for Windjammer, Lakefront Home-Away-From-Home!!!
1010 out of 10 rating
Exceptional
(13 reviews)
Windjammer, Lakefront Home-Away-From-Home!!!
Antioch, IL
10% off
Price is CA $1,243
CA $1,243
CA $10,586 total
CA $10,586 total
includes taxes & fees
Image gallery for Pet Friendly Huge Lake Front Home with Stunning Views
9.89.8 out of 10 rating
Exceptional
(49 reviews)
Pet Friendly Huge Lake Front Home with Stunning Views
Round Lake, IL
10% off
Price is CA $463
CA $463
CA $4,165 total
CA $4,165 total
includes taxes & fees
Image gallery for Beautiful and spacious lakefront home! Close to everything!
9.69.6 out of 10 rating
Exceptional
(48 reviews)
Beautiful and spacious lakefront home! Close to everything!
Antioch, IL
15% off
Price is CA $599
CA $599
CA $5,322 total
CA $5,322 total
includes taxes & fees
Image gallery for IVP Manor House Close to Lake, Beach & Naval Base
9.69.6 out of 10 rating
Exceptional
(62 reviews)
IVP Manor House Close to Lake, Beach & Naval Base
Grayslake, IL
10% off
Price is CA $524
CA $524
CA $4,537 total
CA $4,537 total
includes taxes & fees
Image gallery for Re-imagined 1880's cottage walking distance to Highwood, Metra, Lake Michigan
1010 out of 10 rating
Exceptional
(23 reviews)
Re-imagined 1880's cottage walking distance to Highwood, Metra, Lake Michigan
Chicago (and vicinity), IL
15% off
Price is CA $360
CA $360
CA $3,034 total
CA $3,034 total
includes taxes & fees
Image gallery for Beautifully Decorated Ranch, minutes from Lakefront, Beach and Downtown
9.89.8 out of 10 rating
Exceptional
(115 reviews)
Beautifully Decorated Ranch, minutes from Lakefront, Beach and Downtown
Lake Forest, IL
15% off
Price is CA $470
CA $470
CA $3,818 total
CA $3,818 total
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
10% off
Price is CA $964
CA $964
CA $8,403 total
CA $8,403 total
includes taxes & fees
Image gallery for Near Lake 4BR w/ Hot Tub & Games | LCP Collection
1010 out of 10 rating
Exceptional
(13 reviews)
Near Lake 4BR w/ Hot Tub & Games | LCP Collection
Grayslake, IL
11% off
Price is CA $498
CA $498
CA $4,422 total
CA $4,422 total
includes taxes & fees
Image gallery for Chic Oasis/Game Room/Near Base/5 Bedroom
1010 out of 10 rating
Exceptional
(6 reviews)
Chic Oasis/Game Room/Near Base/5 Bedroom
Waukegan, IL
10% off
Price is CA $541
CA $541
CA $4,923 total
CA $4,923 total
includes taxes & fees
Image gallery for Gurnee home with King Queen beds for Vacations,six flags Celebrate Eid, Navy GL
9.09.0 out of 10 rating
Wonderful
(6 reviews)
Gurnee home with King Queen beds for Vacations,six flags Celebrate Eid, Navy GL
Gurnee, IL
5% off
Price is CA $1,050
CA $1,050
CA $8,732 total
CA $8,732 total
includes taxes & fees
Find spaces that suit your style
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Chalet
Find the best place to stay - Waukegan Harbor
A Diamond in the Rough
Sleeps 6 · 2 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
89 reviews(89 reviews)
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
5 reviews(5 reviews)
Spacious Budget-friendly Room w/ Kitchenette Ideal for Extended or Short Stays
Sleeps 2 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
7 reviews(7 reviews)
Cute & Cozy 2/1 Lakeview House on Chain O Lakes with Hot Tub
Sleeps 6 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Monthly and Seasonal Luxury Lakefront 5 bed 5.5 bath Estate with Private Beach
Sleeps 13 · 5 bedrooms · 5+ bathrooms
3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi
Sleeps 6 · 3 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
10 reviews(10 reviews)
Top rated rentals - Waukegan Harbor
Very clean and super cozy
1010 out of 10
Exceptionalexceptional
33 reviews(33 reviews)
We loved the place, it had everything we needed and was very clean. Only few things missing the owners could add is a dish drying rack, and more kitchen towels :)
ilana l.
Stayed Oct 2023
Convenient location
1010 out of 10
Exceptionalexceptional
62 reviews(62 reviews)
Comfortable, safe and convenient location. Check in process was easy and communication with owners was very efficient
Oscar Y.
Stayed Jun 2020
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, yards and more
More for lessMore space, more privacy, more amenities — more value