A sandy beach with waves and a flock of birds.

Winthrop Harbor Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Winthrop Harbor vacation rentals

A house with a front porch, steps, and a small garden area.

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 AED 172
AED 295 total
includes taxes & fees
15 Nov - 16 Nov
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
A modern living room with a flat-screen TV, a coffee table, a blue armchair, and a gray sofa.

2. 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 AED 432
AED 934 total
includes taxes & fees
8 Dec - 9 Dec
The Beach Park Retreat
A living room with a sofa, coffee table, lamp, and a staircase.

3. 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 AED 403
AED 887 total
includes taxes & fees
15 Nov - 16 Nov
Cute & Cozy, 1bd Condo Apartment/townhouse
A kitchen with wooden cabinets, a black countertop, and a window.

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 AED 643
AED 1,678 total
includes taxes & fees
15 Nov - 16 Nov
Beautiful and Cozy With 5 Bedrooms
A bedroom with a bed, bedside tables, a dresser, a mirror, and a painting on the wall.

5. Greenwood Loft & Rooftop

Greenwood Loft & Rooftop
Waukegan
The price is AED 389
AED 898 total
includes taxes & fees
15 Nov - 16 Nov
Greenwood Loft & Rooftop
A modern living room with a dining table and chairs, a sofa, and a kitchen area with white cabinets and stainless steel appliances.

6. The Modern Loft & Patio

The Modern Loft & Patio
Waukegan
The price is AED 339
AED 830 total
includes taxes & fees
14 Nov - 15 Nov
The Modern Loft & Patio
A backyard with a barbecue area, outdoor seating, and a pool.

7. The Rooftop - Haven!

The Rooftop - Haven!
Waukegan
The price is AED 389
AED 896 total
includes taxes & fees
16 Nov - 17 Nov
The Rooftop - Haven!
A living room with a television on a stand, a potted plant, a glass coffee table, and a window with curtains.

8. 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, (22 reviews)
"Good community"
United States
jennifer c.
The price is AED 463
AED 849 total
includes taxes & fees
15 Nov - 16 Nov
Apartment Attached to a 1900 historic Farm house
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.

9. Studio 6 Vernon Hills|Relax Queen Bed,Nsmk|Kitchen

Studio 6 Vernon Hills|Relax Queen Bed,Nsmk|Kitchen
Chicago
9.2 out of 10, Wonderful, (19 reviews)
"Great place to stay"
United States
Anonymous traveler
The price is AED 249
AED 276 total
includes taxes & fees
19 Nov - 20 Nov
Studio 6 Vernon Hills|Relax Queen Bed,Nsmk|Kitchen
A dining area with a wooden table set for four, a kitchen with white cabinets, and a living area with a sofa and chairs.

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

Great America Getaway | Sleeps 12 | Near Navy Base
Gurnee
10.0 out of 10, Exceptional, (4 reviews)
"Great stay. Loved property"
United States
Jennifer R.
Great America Getaway | Sleeps 12 | Near Navy Base
Interior

11. 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 AED 612
AED 1,543 total
includes taxes & fees
16 Nov - 17 Nov
Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy Base
Unleash your inner chef in our meticulously stocked kitchen with a coffee bar.

12. 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 AED 551
AED 635 total
includes taxes & fees
6 Dec - 7 Dec
Peaceful Family & Fur-Friendly home near Navy Base, Gurnee Mills, Six Flags.
A spacious living room with a wooden floor, a dining area, and a kitchen in the background.

13. 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 AED 599
AED 2,997 total
includes taxes & fees
2 Dec - 3 Dec
Salem Vacation Home w/ Dock: Steps to Paddock Lake
A modern living room with a sofa set, a dining table with placemats, a coffee table, and a television.

14. 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.
6 Beds Ideal for Crews & Insurance I Close to Naval Base and 6 flags
A two-story house with a stone chimney, a front porch with steps, and a flag.

15. Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
Mundelein
9.8 out of 10, Exceptional, (77 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 AED 496
AED 1,242 total
includes taxes & fees
23 Nov - 24 Nov
Quaint Bungalow, near Great Lakes Naval Base
An outdoor patio with a hot tub, wicker chairs, and a table.

16. 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 AED 841
AED 1,483 total
includes taxes & fees
15 Nov - 16 Nov
Tiny Home Retreat with hot tub
A modern living space with a kitchen, dining area, and a cozy seating area.

17. 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 AED 591
AED 922 total
includes taxes & fees
15 Nov - 16 Nov
Charming 2-bedroom Channel house and kayaks in Paddock Lake
A modern kitchen with white cabinetry, a central island with bar stools, a stove, oven, microwave, and a ceiling fan.

18. 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 AED 503
AED 2,149 total
includes taxes & fees
16 Nov - 17 Nov
Family Stay with Game Garage, Fire Pit, Streaming TVs and Private Yard
An outdoor patio with a hot tub, wicker chairs, and a table.

19. 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 AED 878
AED 1,168 total
includes taxes & fees
15 Nov - 16 Nov
Hot Tub Retreats
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
Salem
9.2 out of 10, Wonderful, (12 reviews)
"Was a nice little get away location. "
United States
Shanna D.
The price is AED 444
AED 2,833 total
includes taxes & fees
2 Dec - 3 Dec
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

The Stella Hotel & Ballroom

The Stella Hotel & Ballroom

10/10 Excellent
"Good."
Charles 1-night trip
Posted 2 hours ago
The Stella Hotel & Ballroom

Frequently asked questions

Are there vacation rentals in Winthrop Harbor?

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

What are some of the best vacation rentals in Winthrop Harbor?

Pleasant 3-bedroom house with occupied basement separate entrance.: This vacation 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 vacation rental in Winthrop Harbor like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Winthrop Harbor. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.