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
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

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 ￥7,883
￥14,673 total
includes taxes & fees
Nov 11 - Nov 12
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
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 ￥17,311
￥39,566 total
includes taxes & fees
Nov 1 - Nov 2
Cute & Cozy, 1bd Condo Apartment/townhouse
A modern living room with a flat-screen TV, a coffee table, a blue armchair, and a gray sofa.

3. 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 ￥17,185
￥40,096 total
includes taxes & fees
Nov 10 - Nov 11
The Beach Park Retreat
A bedroom with a bed, bedside tables, a dresser, a mirror, and a painting on the wall.

4. Greenwood Loft & Rooftop

Greenwood Loft & Rooftop
Waukegan
The price is ￥15,608
￥39,175 total
includes taxes & fees
Nov 2 - Nov 3
Greenwood Loft & Rooftop
A living room with a television on a stand, a potted plant, a glass coffee table, and a window with curtains.

5. 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 ￥19,853
￥38,239 total
includes taxes & fees
Nov 7 - Nov 8
Apartment Attached to a 1900 historic Farm house
A backyard with a barbecue area, outdoor seating, and a pool.

6. The Rooftop - Haven!

The Rooftop - Haven!
Waukegan
The price is ￥17,185
￥42,344 total
includes taxes & fees
Nov 1 - Nov 2
The Rooftop - Haven!
A kitchen with wooden cabinets, a black countertop, and a window.

7. 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 ￥63,064
￥113,454 total
includes taxes & fees
Nov 1 - Nov 2
Beautiful and Cozy With 5 Bedrooms
A living room with a flat-screen TV, a brown leather sofa, a patterned armchair, a large potted plant, and a window with curtains.

8. 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)
"Ada provided an awesome place for us to stay during our son’s navy graduation! Superb cleanliness and helpful if we had any questions! Nice community and close to all attractions nearby!"
United States
Sheri B.
The price is ￥25,226
￥61,414 total
includes taxes & fees
Nov 1 - Nov 2
3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi
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
9.6 out of 10, Exceptional, (17 reviews)
"Great place to stay"
United States
Anonymous traveler
The price is ￥10,305
￥11,401 total
includes taxes & fees
Nov 9 - Nov 10
Studio 6 Vernon Hills|Relax Queen Bed,Nsmk|Kitchen
A two-story house with a stone chimney, a front porch with steps, and a flag.

10. 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 ￥21,271
￥55,772 total
includes taxes & fees
Nov 9 - Nov 10
Quaint Bungalow, near Great Lakes Naval 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 ￥28,852
￥82,207 total
includes taxes & fees
Nov 3 - Nov 4
Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy Base
A dining area with a wooden table set for four, a kitchen with white cabinets, and a living area with a sofa and chairs.

12. 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 ￥59,044
￥124,790 total
includes taxes & fees
Nov 7 - Nov 8
Great America Getaway | Sleeps 12 | Near Navy Base
A modern kitchen with white cabinetry, a central island with bar stools, a stove, oven, microwave, and a ceiling fan.

13. 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 ￥21,599
￥96,074 total
includes taxes & fees
Nov 1 - Nov 2
Family Stay with Game Garage, Fire Pit, Streaming TVs and Private Yard
Unleash your inner chef in our meticulously stocked kitchen with a coffee bar.

14. 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 ￥32,793
￥39,599 total
includes taxes & fees
Nov 2 - Nov 3
Peaceful Family & Fur-Friendly home near Navy Base, Gurnee Mills, Six Flags.
A modern living room with a sofa set, a dining table with placemats, a coffee table, and a television.

15. 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 ￥32,951
￥72,349 total
includes taxes & fees
Nov 1 - Nov 2
6 Beds Ideal for Crews & Insurance I Close to Naval Base and 6 flags
A modern living space with a kitchen, dining area, and a cozy seating area.

16. 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 ￥23,649
￥39,920 total
includes taxes & fees
Nov 1 - Nov 2
Charming 2-bedroom Channel house and kayaks in Paddock Lake
An outdoor patio with a hot tub, wicker chairs, and a table.

17. 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 ￥36,104
￥63,660 total
includes taxes & fees
Nov 1 - Nov 2
Tiny Home Retreat with hot tub
A spacious living room with a wooden floor, a dining area, and a kitchen in the background.

18. 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 ￥25,682
￥128,564 total
includes taxes & fees
Nov 9 - Nov 10
Salem Vacation Home w/ Dock: Steps to Paddock Lake
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 ￥37,657
￥48,091 total
includes taxes & fees
Dec 1 - Dec 2
Hot Tub Retreats
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

DoubleTree by Hilton Libertyville - Mundelein

DoubleTree by Hilton Libertyville - Mundelein

10/10 Excellent
"Clean room. Great staff."
Juan 2-night trip
Posted 4 hours ago
DoubleTree by Hilton Libertyville - Mundelein

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 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.