A sandy beach with waves and a flock of birds.

Winthrop Harbor Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Winthrop Harbor holiday rentals

A modern living room with a sofa, a blue armchair, a coffee table, and a TV mounted on the wall.

1. The Beach Park Retreat

The Beach Park Retreat
Beach Park
10.0 out of 10, Exceptional, (1 review)
"The host, Hugo, was friendly and answered questions promptly, the apartment was spacious and well maintained. The kitchen had everything we needed for a weekend trip. I would recommend this property to anyone staying in the area."
United States
Sara
The price is HK$855
HK$1,987 total
includes taxes & fees
10 Nov - 11 Nov
The Beach Park Retreat
A living room with a sofa, coffee table, lamp, and a staircase.

2. Cute & Cozy, 1bd Condo Apartment/townhouse

Cute & Cozy, 1bd Condo Apartment/townhouse
Zion
9.6 out of 10, Exceptional, (4 reviews)
"Great stay was clean and in a great location overall was a good experience!"
United States
Tristan P.
The price is HK$957
HK$2,087 total
includes taxes & fees
15 Nov - 16 Nov
Cute & Cozy, 1bd Condo Apartment/townhouse
A house with a front porch, steps, and a small garden area.

3. 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 HK$439
HK$784 total
includes taxes & fees
13 Nov - 14 Nov
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
A two-story house with a front porch, a garage, and a well-maintained lawn.

4. 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 HK$3,139
HK$5,939 total
includes taxes & fees
17 Oct - 18 Oct
Beautiful and Cozy With 5 Bedrooms
An outdoor patio area with a covered seating area, artificial grass, and a pool.

5. The Rooftop - Haven!

The Rooftop - Haven!
Waukegan
The price is HK$855
HK$2,116 total
includes taxes & fees
19 Oct - 20 Oct
The Rooftop - Haven!
A kitchen counter with a coffee maker, a water dispenser, a knife block, and a Keurig coffee maker.

6. Greenwood Loft & Rooftop

Greenwood Loft & Rooftop
Waukegan
The price is HK$855
HK$2,046 total
includes taxes & fees
18 Oct - 19 Oct
Greenwood Loft & Rooftop
A bedroom with a large bed, two bedside tables, and decorative wall mirrors.

7. 3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi

3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi
Waukegan
9.6 out of 10, Exceptional, (31 reviews)
"Excellent location for Navy Graduation and clean. 5 minutes to the Metra Train. Property owner is very responsive and flexible. Beds were comfortable and double sink in the 1 bathroom was a plus."
United States
Shannon W.
The price is HK$1,256
HK$3,082 total
includes taxes & fees
1 Nov - 2 Nov
3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi
A modern living room with dark hardwood floors, white sofas, a round mirror, and a dining area with a table and chairs.

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

Great America Getaway | Sleeps 12 | Near Navy Base
Gurnee
10.0 out of 10, Exceptional, (2 reviews)
"Lovely place"
United States
Jack E.
The price is HK$2,099
HK$5,150 total
includes taxes & fees
18 Oct - 19 Oct
Great America Getaway | Sleeps 12 | Near Navy Base
A living room with a green sofa, a glass coffee table, and a black and white striped rug.

9. 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
10.0 out of 10, Exceptional, (1 review)
"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 HK$1,059
HK$2,795 total
includes taxes & fees
18 Oct - 19 Oct
6 Beds Ideal for Crews & Insurance I Close to Naval Base and 6 flags
A living room with a television on a stand, a potted plant, a glass coffee table, and a window with curtains.

10. Apartment Attached to a 1900 historic Farm house

Apartment Attached to a 1900 historic Farm house
Old Mill Creek
8.8 out of 10, Excellent, (21 reviews)
"The place is very cozy and inviting. There was a smell we thought might have been cat urine on a blanket. Otherwise I'd recommend it."
United States
Matt H.
The price is HK$989
HK$1,838 total
includes taxes & fees
19 Oct - 20 Oct
Apartment Attached to a 1900 historic Farm house
A modern living room with a grey sofa, a grey ottoman, and a coffee table. There are large windows with curtains, a flat-screen TV mounted on the wall, and decorative wall art.

11. Navy Graduation ~ 6 Flags ~ Bristol Renaissance Faire ~ Casino ~ Outlet Malls

Navy Graduation ~ 6 Flags ~ Bristol Renaissance Faire ~ Casino ~ Outlet Malls
Gurnee
9.4 out of 10, Exceptional, (43 reviews)
"Great space for the kids and adults.The pool table was very popular. Located close to the Great Lakes Naval Station so it was convenient to pickup/drop off our Sailor during liberty. Host was very accommodating and great in making sure we had a good experience."
United States
Jim L.
Navy Graduation ~ 6 Flags ~ Bristol Renaissance Faire ~ Casino ~ Outlet Malls
A hotel room with a bed, two bedside lamps, a chair, a nightstand, a framed picture on the wall, and a window with a view.

12. 1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Chicago
9.0 out of 10, Wonderful, (16 reviews)
"Room was okay, Very basic,"
United States
Anonymous traveller
The price is HK$519
HK$574 total
includes taxes & fees
19 Oct - 20 Oct
1 King Bed | Non-Smoking, Kitchen, Shower
Interior

13. 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
7.8 out of 10, Good, (6 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 HK$1,515
HK$4,159 total
includes taxes & fees
3 Nov - 4 Nov
Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy Base
A two-story house with a stone chimney, a front porch with steps, and a flag.

14. Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
Mundelein
9.8 out of 10, Exceptional, (76 reviews)
"We had a great stay! The area was peaceful and felt safe. "
United States
Yoselin V.
The price is HK$1,059
HK$2,711 total
includes taxes & fees
9 Nov - 10 Nov
Quaint Bungalow, near Great Lakes Naval Base
An outdoor patio with a hot tub, wicker chairs, and a table.

15. Tiny Home Retreat with hot tub

Tiny Home Retreat with hot tub
Lake Villa
9.0 out of 10, Wonderful, (4 reviews)
"Amazing stay, great host! "
United States
Aaron L.
The price is HK$1,797
HK$3,343 total
includes taxes & fees
26 Oct - 27 Oct
Tiny Home Retreat with hot tub
A modern kitchen with white cabinetry, a central island with bar stools, a stove, oven, microwave, and a ceiling fan.

16. 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
The price is HK$1,067
HK$4,808 total
includes taxes & fees
19 Oct - 20 Oct
Family Stay with Game Garage, Fire Pit, Streaming TVs and Private Yard
A spacious living room with a wooden floor, a dining area, and a kitchen in the background.

17. 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 HK$949
HK$6,168 total
includes taxes & fees
15 Nov - 16 Nov
Salem Vacation Home w/ Dock: Steps to Paddock Lake
A modern living space with a kitchen, dining area, and a cozy seating area.

18. 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 HK$1,177
HK$1,987 total
includes taxes & fees
1 Nov - 2 Nov
Charming 2-bedroom Channel house and kayaks in Paddock Lake
A glass-enclosed gazebo with a metal roof, wooden deck, and a statue of a person.

19. Wisconsin Treehouse Getaway!

Wisconsin Treehouse Getaway!
Racine
9.6 out of 10, Exceptional, (32 reviews)
"Beautiful atmosphere "
United States
Stephanie
The price is HK$989
HK$1,951 total
includes taxes & fees
21 Oct - 22 Oct
Wisconsin Treehouse Getaway!
A spacious living room with a wooden floor, a dining area, and a kitchen in the background.

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

Salem Vacation Home w/ Dock: Steps to Paddock Lake
3.0 star property
Salem
The price is HK$1,279
HK$6,403 total
includes taxes & fees
11 Nov - 12 Nov
Salem Vacation Home w/ Dock: Steps to Paddock Lake
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

Motel 6 Libertyville, IL

Motel 6 Libertyville, IL

8/10 Good
"This Motel 6 had refrigerator and microwave oven in the room. This was really good. Only thing negative was that the hotel did not have a water dispenser. You had to either use the vending machine or buy water from outside. Hotel is well located and within walking distance from some nice restaurants ."
Kumar 2-night trip
Posted 9 hours ago
Motel 6 Libertyville, IL

Find out more about Winthrop Harbor

Search for holiday rentals in Winthrop Harbor on Expedia! You can easily find your home rentals, villas, holiday apartments in Winthrop Harbor using one of the methods below:

  • View our selection of featured holiday rentals in Winthrop Harbor
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Look no further and take a look at our great range of rental properties in Winthrop Harbor!

Frequently asked questions

Are there holiday rentals in Winthrop Harbor?

Yes, you can find holiday rentals where you'll be just 9.5 mi (15.3 km) from Six Flags Great America, providing a more secluded option to escape the hustle and bustle. Winthrop Harbor is known for its beaches and restaurants.

What are some of the best holiday rentals that Winthrop Harbor has to offer?

Pleasant 3-bedroom house with occupied basement separate entrance.: This holiday home rental outside of Winthrop Harbor has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

What’s there to see and do in Winthrop Harbor?

Lake Michigan and Spring Bluff Forest Preserve are a couple of lovely local spots to get outside and enjoy nature. While here, North Point Marina and Winthrop Harbor Village Hall are other places worth a visit.

What’s a holiday rental in Winthrop Harbor like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winthrop Harbor. Holiday rentals offer extras like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for a family getaway.