Winthrop Harbor Station vacation rentals
We found 444 vacation rentals — enter your dates for availability
Choose the right vacation home that's close to Winthrop Harbor Station. Vacation homes offer the best amenities for your family, friends, or furry companion, such as parking and a hot tub. At the end of the day, you'll be sure to find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.
Vacation rentals with weekly discounts - Winthrop Harbor Station
Showing deals for:Nov 7 - Nov 14
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
10% off
Price is CA $564
CA $564
CA $5,079 total
CA $5,079 total
includes taxes & fees
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
10% off
Price is CA $185
CA $185
CA $1,587 total
CA $1,587 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 $1,113
CA $1,113
CA $9,497 total
CA $9,497 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
(11 reviews)
Long Lake Lodge. The perfect getaway for friends + family. 1hr from Chi + MKE
Long Lake, IL
15% off
Price is CA $350
CA $350
CA $3,099 total
CA $3,099 total
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
15% off
Price is CA $174
CA $174
CA $1,621 total
CA $1,621 total
includes taxes & fees
Image gallery for Lake it Easy at this beautiful 2 bedroom lake home
9.29.2 out of 10 rating
Wonderful
(7 reviews)
Lake it Easy at this beautiful 2 bedroom lake home
Salem, WI
5% off
Price is CA $140
CA $140
CA $1,378 total
CA $1,378 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 $433
CA $433
CA $3,877 total
CA $3,877 total
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
19% off
Price is CA $221
CA $221
CA $1,942 total
CA $1,942 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 $349
CA $349
CA $3,064 total
CA $3,064 total
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
15% off
Price is CA $596
CA $596
CA $5,292 total
CA $5,292 total
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
10% off
Price is CA $386
CA $386
CA $3,375 total
CA $3,375 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 $535
CA $535
CA $4,653 total
CA $4,653 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 $485
CA $485
CA $4,693 total
CA $4,693 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 $427
CA $427
CA $3,771 total
CA $3,771 total
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
10% off
Price is CA $488
CA $488
CA $4,977 total
CA $4,977 total
includes taxes & fees
Image gallery for Roxan Corner
8.68.6 out of 10 rating
Excellent
(37 reviews)
Roxan Corner
Mundelein, IL
10% off
Price is CA $223
CA $223
CA $2,088 total
CA $2,088 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
(9 reviews)
3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi
Waukegan, IL
10% off
Price is CA $229
CA $229
CA $1,989 total
CA $1,989 total
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
15% off
Price is CA $166
CA $166
CA $1,590 total
CA $1,590 total
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
10% off
Price is CA $508
CA $508
CA $4,564 total
CA $4,564 total
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
10% off
Price is CA $260
CA $260
CA $2,188 total
CA $2,188 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 $467
CA $467
CA $3,797 total
CA $3,797 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 $366
CA $366
CA $3,278 total
CA $3,278 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 $1,044
CA $1,044
CA $8,682 total
CA $8,682 total
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
10% off
Price is CA $587
CA $587
CA $5,279 total
CA $5,279 total
includes taxes & fees
Find spaces that suit your style
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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)
Top rated rentals - Winthrop Harbor Station
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
61 reviews(61 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