Winthrop Harbor Station holiday rentals
We found 444 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:7 Nov - 14 Nov
Image gallery for Charming 2-bedroom house with a pier and kayaks in Paddock Lake
1010 out of 10 rating
Exceptional
(5 reviews)
Charming 2-bedroom house with a pier and kayaks in Paddock Lake
Salem, WI
8% off
Price is S$1,487
S$1,487
S$212 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 S$4,690
S$4,690
S$670 per night
includes taxes & fees
Image gallery for Cute and Cozy Cottage by the Lake! Kayaks! Paddleboard! HUGE Deck w/ Great Views
9.89.8 out of 10 rating
Exceptional
(34 reviews)
Cute and Cozy Cottage by the Lake! Kayaks! Paddleboard! HUGE Deck w/ Great Views
Salem, WI
12% off
Price is S$1,518
S$1,518
S$217 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
(11 reviews)
Long Lake Lodge. The perfect getaway for friends + family. 1hr from Chi + MKE
Long Lake, IL
12% off
Price is S$2,900
S$2,900
S$414 per night
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
8% off
Price is S$9,309
S$9,309
S$1,330 per night
includes taxes & fees
Image gallery for Family frndly TwnHm by navy base
9.69.6 out of 10 rating
Exceptional
(17 reviews)
Family frndly TwnHm by navy base
Waukegan, IL
16% off
Price is S$1,820
S$1,820
S$260 per night
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
8% off
Price is S$3,614
S$3,614
S$516 per night
includes taxes & fees
Image gallery for Beautiful and spacious lakefront home! Close to everything!
9.69.6 out of 10 rating
Exceptional
(47 reviews)
Beautiful and spacious lakefront home! Close to everything!
Antioch, IL
12% off
Price is S$4,886
S$4,886
S$698 per night
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
8% off
Price is S$2,867
S$2,867
S$410 per night
includes taxes & fees
Image gallery for Charming 3-bedroom house in Grayslake
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Charming 3-bedroom house in Grayslake
Grayslake, IL
8% off
Price is S$3,147
S$3,147
S$450 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
(60 reviews)
Beautiful Lakehouse sleeps 12. Boat,fish kayaks, hot tub, pets. Wilmot ski,tube
Bristol, WI
28% off
Price is S$4,371
S$4,371
S$624 per night
includes taxes & fees
Image gallery for Roxan Corner
8.68.6 out of 10 rating
Excellent
(37 reviews)
Roxan Corner
Mundelein, IL
8% off
Price is S$1,954
S$1,954
S$279 per night
includes taxes & fees
Image gallery for Hideaway at the Ponderosa- 3bd, 1Ba Country Cottage
9.69.6 out of 10 rating
Exceptional
(15 reviews)
Hideaway at the Ponderosa- 3bd, 1Ba Country Cottage
Salem, WI
11% off
Price is S$1,489
S$1,489
S$213 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
(9 reviews)
3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi
Waukegan, IL
8% off
Price is S$1,863
S$1,863
S$266 per night
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
8% off
Price is S$3,514
S$3,514
S$502 per night
includes taxes & fees
Image gallery for 5-Bedroom Sleeps up to 12 + Spacious!
9.49.4 out of 10 rating
Exceptional
(25 reviews)
5-Bedroom Sleeps up to 12 + Spacious!
Mount Pleasant, WI
7% off
Price is S$4,600
S$4,600
S$657 per night
includes taxes & fees
Image gallery for Amazing summer lake escape in our waterfront cottage!!!
9.49.4 out of 10 rating
Exceptional
(35 reviews)
Amazing summer lake escape in our waterfront cottage!!!
Long Lake, IL
8% off
Price is S$2,047
S$2,047
S$292 per night
includes taxes & fees
Image gallery for Pet Friendly Huge Lake Front Home with Stunning Views
9.89.8 out of 10 rating
Exceptional
(47 reviews)
Pet Friendly Huge Lake Front Home with Stunning Views
Round Lake, IL
8% off
Price is S$4,219
S$4,219
S$603 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 S$1,691
S$1,691
S$242 per night
includes taxes & fees
Image gallery for Enjoy Lakefront living with family!
9.89.8 out of 10 rating
Exceptional
(73 reviews)
Enjoy Lakefront living with family!
Racine, WI
8% off
Price is S$3,671
S$3,671
S$524 per night
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
8% off
Price is S$3,067
S$3,067
S$438 per night
includes taxes & fees
Image gallery for Lake and zoo within blocks
1010 out of 10 rating
Exceptional
(17 reviews)
Lake and zoo within blocks
Racine, WI
7% off
Price is S$2,044
S$2,044
S$292 per night
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
8% off
Price is S$10,364
S$10,364
S$1,481 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
(10 reviews)
Welcome to Lake Michigan Dreamscape - Ideal Getaway and Work-From-Home Retreat!
Racine, WI
15% off
Price is S$2,504
S$2,504
S$358 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
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)
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)
Riverfront Libertyville Retreat w/ Outdoor Kitchen
Sleeps 8 · 3 bedrooms · 3 bathrooms
8.68.6 out of 10
Excellentexcellent
30 reviews(30 reviews)
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
32 reviews(32 reviews)
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
9 reviews(9 reviews)
Family frndly TwnHm by navy base
Sleeps 29 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
17 reviews(17 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