A sandy beach with waves and a flock of birds.

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Our top choices for Winthrop Harbor vacation homes

1. Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
Kenosha
9.4 out of 10, Exceptional, (96 reviews)
"Comfy, cozy, and clean place to stay!!"
United States
Erin
The price is ¥7,878
¥13,233 total
includes taxes & fees
Nov 11 - Nov 12
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

2. Beautiful and Cozy With 5 Bedrooms

Beautiful and Cozy With 5 Bedrooms
Zion
8.8 out of 10, Excellent, (23 reviews)
"This is a great home with plenty of space!"
United States
randy w.
The price is ¥63,024
¥113,382 total
includes taxes & fees
Nov 3 - Nov 4
Beautiful and Cozy With 5 Bedrooms

3. 6 Beds Ideal for Crews & Insurance I Close to Naval Base and 6 flags

6 Beds Ideal for Crews & Insurance I Close to Naval Base and 6 flags
Waukegan
9.6 out of 10, Exceptional, (4 reviews)
"Great place for overnight stay. Plenty of room for family of 7. Way better than staying at a hotel."
United States
Kim K.
The price is ¥32,930
¥69,463 total
includes taxes & fees
Nov 3 - Nov 4
6 Beds Ideal for Crews & Insurance I Close to Naval Base and 6 flags

4. Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy Base

Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy Base
North Chicago
7.6 out of 10, Good, (7 reviews)
"We enjoyed our stay, just had a few issues with air conditioning, but host was able to get it fixed quickly."
United States
Gregory S.
The price is ¥30,567
¥80,151 total
includes taxes & fees
Nov 3 - Nov 4
Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy Base

5. Great America Getaway | Sleeps 12 | Near Navy Base

Great America Getaway | Sleeps 12 | Near Navy Base
Gurnee
10.0 out of 10, Exceptional, (3 reviews)
"Great stay. Loved property"
United States
Jennifer R.
The price is ¥63,700
¥128,293 total
includes taxes & fees
Nov 7 - Nov 8
Great America Getaway | Sleeps 12 | Near Navy Base

6. Peaceful Family & Fur-Friendly home near Navy Base, Gurnee Mills, Six Flags.

Peaceful Family & Fur-Friendly home near Navy Base, Gurnee Mills, Six Flags.
Lindenhurst
9.4 out of 10, Exceptional, (3 reviews)
"Great house! Great stay! Thanks!"
United States
ks778681
The price is ¥32,772
¥37,738 total
includes taxes & fees
Nov 3 - Nov 4
Peaceful Family & Fur-Friendly home near Navy Base, Gurnee Mills, Six Flags.

7. Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
Mundelein
9.8 out of 10, Exceptional, (76 reviews)
"House was clean. Nice layout. Woodwork is very charming. Fenced in backyard was a lovely place to toss around a frisbee and kick a soccer ball. House was close to a grocery store and other amenities. Kitchen was stocked with everything one needs. Recommend others staying here if you need to be in the area."
United States
Benjamin O.
The price is ¥21,271
¥53,601 total
includes taxes & fees
Nov 3 - Nov 4
Quaint Bungalow, near Great Lakes Naval Base

8. Charming 2-bedroom Channel house and kayaks in Paddock Lake

Charming 2-bedroom Channel house and kayaks in Paddock Lake
Salem
10.0 out of 10, Exceptional, (13 reviews)
"Excellent property and location!"
United States
Rod L.
The price is ¥23,634
¥37,899 total
includes taxes & fees
Nov 3 - Nov 4
Charming 2-bedroom Channel house and kayaks in Paddock Lake

9. Family Stay with Game Garage, Fire Pit, Streaming TVs and Private Yard

Family Stay with Game Garage, Fire Pit, Streaming TVs and Private Yard
Libertyville
Family Stay with Game Garage, Fire Pit, Streaming TVs and Private Yard

10. Hot Tub Retreats

Hot Tub Retreats
Lake Villa
6.0 out of 10, (2 reviews)
"Very disgusting wanted us to throw our poop paper in a waste basket and not flush it down the toilet told me that the previous people that rented took off with the key never changed the locks. Just had to deal with it. Very bad poor communication no information prior to arriving worst place ever."
United States
April R.
The price is ¥37,657
¥50,429 total
includes taxes & fees
Nov 3 - Nov 4
Hot Tub Retreats

11. Private Nature Retreat | King Suite, 2.5 Baths | Near Navy Base & Six Flags

Private Nature Retreat | King Suite, 2.5 Baths | Near Navy Base & Six Flags
Waukegan
9.0 out of 10, Wonderful, (2 reviews)
"Thank you"
United States
Sujung H.
Private Nature Retreat | King Suite, 2.5 Baths | Near Navy Base & Six Flags

12. Salem Vacation Home w/ Dock: Steps to Paddock Lake

Salem Vacation Home w/ Dock: Steps to Paddock Lake
Salem
9.2 out of 10, Wonderful, (12 reviews)
"Was a nice little get away location. "
United States
Shanna D.
The price is ¥19,065
¥124,837 total
includes taxes & fees
Nov 9 - Nov 10
Salem Vacation Home w/ Dock: Steps to Paddock Lake

13. This is a VACATION spot with a million dollar view!

This is a VACATION spot with a million dollar view!
fox lake
9.8 out of 10, Exceptional, (34 reviews)
"Great location!! Beautiful place!!!"
United States
Jason C.
The price is ¥27,573
¥49,762 total
includes taxes & fees
Nov 3 - Nov 4
This is a VACATION spot with a million dollar view!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winthrop Harbor Hotel Reviews

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Winthrop Harbor Vacation Homes information

Number of reviews
247
Accommodation
271 Vacation Homes
Lowest Price
¥13,233
Highest Price
¥128,293