
Winthrop Harbor Station holiday rentals
We found 450 holiday rentals — enter your dates for availability
Choose the perfect holiday home within close proximity to Winthrop Harbor Station. Holiday homes provide the amenities that you need and want for you and your friends, family or even pets, such as parking and a hot tub. No matter what you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Winthrop Harbor Station
Showing deals for:10 Oct - 17 Oct
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$3,249
AU$3,249
AU$464 per night
includes taxes & fees
Image gallery for The Lodge, Sweet Waterfront Cottage, Separate Unit

9.29.2 out of 10 rating
Wonderful
(5 reviews)
The Lodge, Sweet Waterfront Cottage, Separate Unit
Antioch, IL
8% off
Price is AU$12,247
AU$12,247
AU$1,750 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
8% off
Price is AU$3,259
AU$3,259
AU$466 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 AU$2,335
AU$2,335
AU$334 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$8,431
AU$8,431
AU$1,204 per night
includes taxes & fees
Image gallery for Lake House ON the Water! Unbelievable Views! Hot tub! Kayaks! NEWLY RENOVATED!

1010 out of 10 rating
Exceptional
(18 reviews)
Lake House ON the Water! Unbelievable Views! Hot tub! Kayaks! NEWLY RENOVATED!
Salem, WI
8% off
Price is AU$5,650
AU$5,650
AU$807 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$4,858
AU$4,858
AU$694 per night
includes taxes & fees
Image gallery for Scenic Waterfront Lake Michigan Escape

1010 out of 10 rating
Exceptional
(6 reviews)
Scenic Waterfront Lake Michigan Escape
Racine, WI
8% off
Price is AU$6,214
AU$6,214
AU$888 per night
includes taxes & fees
Image gallery for The Brickmason’s House

9.89.8 out of 10 rating
Exceptional
(11 reviews)
The Brickmason’s House
Racine, WI
8% off
Price is AU$3,366
AU$3,366
AU$481 per night
includes taxes & fees
Image gallery for Country Retreat- Salem WI- 4 Bdrm 2.5 Bath

1010 out of 10 rating
Exceptional
(23 reviews)
Country Retreat- Salem WI- 4 Bdrm 2.5 Bath
Salem, WI
8% off
Price is AU$5,871
AU$5,871
AU$839 per night
includes taxes & fees
Image gallery for 5-Bedroom Sleeps up to 12 + Spacious!

9.49.4 out of 10 rating
Exceptional
(22 reviews)
5-Bedroom Sleeps up to 12 + Spacious!
Mount Pleasant, WI
7% off
Price is AU$5,456
AU$5,456
AU$779 per night
includes taxes & fees
Image gallery for Cute and Cozy Cottage by the Lake! Kayaks! Paddleboard! HUGE Deck w/ Great Views

1010 out of 10 rating
Exceptional
(26 reviews)
Cute and Cozy Cottage by the Lake! Kayaks! Paddleboard! HUGE Deck w/ Great Views
Salem, WI
12% off
Price is AU$2,128
AU$2,128
AU$304 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
9% off
Price is AU$5,132
AU$5,132
AU$733 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$2,155
AU$2,155
AU$308 per night
includes taxes & fees
Image gallery for Entire Lake Villa Home!

9.49.4 out of 10 rating
Exceptional
(40 reviews)
Entire Lake Villa Home!
Round Lake, IL
9% off
Price is AU$3,937
AU$3,937
AU$562 per night
includes taxes & fees
Image gallery for Charming 3-bedroom apartment with AC and WiFi in Waukegan.

9.09.0 out of 10 rating
Wonderful
(6 reviews)
Charming 3-bedroom apartment with AC and WiFi in Waukegan.
Waukegan, IL
8% off
Price is AU$2,370
AU$2,370
AU$339 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$5,275
AU$5,275
AU$754 per night
includes taxes & fees
Image gallery for Gurnee Getaway: Modern Oasis Near Six Flags & Naval Base!

9.69.6 out of 10 rating
Exceptional
(14 reviews)
Gurnee Getaway: Modern Oasis Near Six Flags & Naval Base!
Gurnee, IL
16% off
Price is AU$4,256
AU$4,256
AU$608 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
12% off
Price is AU$6,205
AU$6,205
AU$886 per night
includes taxes & fees
Image gallery for Enjoy Lakefront living with family!

9.89.8 out of 10 rating
Exceptional
(69 reviews)
Enjoy Lakefront living with family!
Racine, WI
8% off
Price is AU$4,337
AU$4,337
AU$620 per night
includes taxes & fees
Image gallery for Charming, luxe, modern home near Naval base, Six flags, Casino, Gurnee Mills

9.69.6 out of 10 rating
Exceptional
(14 reviews)
Charming, luxe, modern home near Naval base, Six flags, Casino, Gurnee Mills
Waukegan, IL
8% off
Price is AU$3,991
AU$3,991
AU$570 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
9% off
Price is AU$13,200
AU$13,200
AU$1,886 per night
includes taxes & fees
Image gallery for Welcome to Lake Michigan Dreamscape - Ideal Getaway and Work-From-Home Retreat!

9.29.2 out of 10 rating
Wonderful
(9 reviews)
Welcome to Lake Michigan Dreamscape - Ideal Getaway and Work-From-Home Retreat!
Racine, WI
11% off
Price is AU$3,134
AU$3,134
AU$448 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$4,380
AU$4,380
AU$626 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Winthrop Harbor Station
Showing deals for: 4 Oct - 7 OctSpacious Budget-friendly Room w/ Kitchenette Ideal for Extended or Short Stays
Sleeps 2 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
The current price is AU$644
AU$644
for 3 nights, 1 home
AU$215 per night
includes taxes & fees
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
Sleeps 6 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
30 reviews(30 reviews)
The current price is AU$1,029
AU$1,029
for 3 nights, 1 home
AU$343 per night
includes taxes & fees
Your Home Away From Home! Outdoor Pool, Pets Allowed, Near Lindholm Park!
Sleeps 3 · 1 bedroom · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
The current price is AU$757
AU$757
for 3 nights, 1 apartment
AU$252 per night
includes taxes & fees
Charming 3-bedroom apartment with AC and WiFi in Waukegan.
Sleeps 6 · 3 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
6 reviews(6 reviews)
The current price is AU$1,246
AU$1,246
for 3 nights, 1 home
AU$415 per night
includes taxes & fees
New Your Home Away From Home! - Near Great Lakes Naval Base!!
Sleeps 11 · 4 bedrooms · 1+ bathroom
9.29.2 out of 10
Wonderfulwonderful
25 reviews(25 reviews)
The current price is AU$2,556
AU$2,556
for 3 nights, 1 home
AU$852 per night
includes taxes & fees
Entire 3 Bedroom Cozy Unit
Sleeps 6 · 3 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
The current price is AU$1,151
AU$1,151
for 3 nights, 1 home
AU$384 per night
includes taxes & fees
- 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