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
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Winthrop Harbor vacation rentals

Smart TV, fireplace, video games

Harbor Haven/Game Room/Gym

Harbor Haven/Game Room/Gym
Winthrop Harbor
10.0 out of 10, Exceptional, (13 reviews)
"Well maintained, clean, was exactly what we needed and more. "
United States
Derek R.
Harbor Haven/Game Room/Gym
House (4 Bedrooms) | Interior

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 466
AED 2,959 total
includes taxes & fees
30 Jun - 1 Jul
Salem Vacation Home w/ Dock: Steps to Paddock Lake
Outdoor dining

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 1,569 total
includes taxes & fees
24 Jun - 25 Jun
Tiny Home Retreat with hot tub
Exterior detail

Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
Mundelein
9.8 out of 10, Exceptional, (72 reviews)
"We had a great stay! The area was peaceful and felt safe. "
United States
Yoselin V.
The price is AED 496
AED 1,312 total
includes taxes & fees
5 Jul - 6 Jul
Quaint Bungalow, near Great Lakes Naval Base
Marina

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, (26 reviews)
"Beautiful view and host was wonderful to work with!"
United States
Mark
The price is AED 1,653
AED 2,429 total
includes taxes & fees
12 Jul - 13 Jul
This is a VACATION spot with a million dollar view!
Living area

Serene 4-bedroom house with brook and forest in charming Racine

Serene 4-bedroom house with brook and forest in charming Racine
Racine
The price is AED 1,131
AED 2,184 total
includes taxes & fees
6 Jul - 7 Jul
Serene 4-bedroom house with brook and forest in charming Racine
Smart TV

Cute & Cozy, 1bd Condo Apartment/townhouse

Cute & Cozy, 1bd Condo Apartment/townhouse
Zion
10.0 out of 10, Exceptional, (3 reviews)
"Great stay was clean and in a great location overall was a good experience!"
United States
Tristan P.
The price is AED 507
AED 1,055 total
includes taxes & fees
29 Jun - 30 Jun
Cute & Cozy, 1bd Condo Apartment/townhouse
Interior

Beautiful and Cozy With 5 Bedrooms

Beautiful and Cozy With 5 Bedrooms
Zion
9.0 out of 10, Wonderful, (22 reviews)
"This is a great home with plenty of space!"
United States
randy w.
The price is AED 826
AED 1,977 total
includes taxes & fees
24 Jun - 25 Jun
Beautiful and Cozy With 5 Bedrooms
Smart TV, fireplace, offices

SPACIOUS and Stylish Lakefront Retreat, STUNNING Views, Firepit!

SPACIOUS and Stylish Lakefront Retreat, STUNNING Views, Firepit!
Fox Lake
9.6 out of 10, Exceptional, (32 reviews)
"Excellent view nice location"
United States
Dimitar A.
SPACIOUS and Stylish Lakefront Retreat, STUNNING Views, Firepit!
Property grounds

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

Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
Kenosha
9.6 out of 10, Exceptional, (91 reviews)
"Comfy, cozy, and clean place to stay!!"
United States
Erin
The price is AED 268
AED 438 total
includes taxes & fees
24 Jun - 25 Jun
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
Outdoor dining

Hot Tub Retreats

Hot Tub Retreats
Lake Villa
10.0 out of 10, Exceptional, (1 review)
"Very clean and cozy I loved my stay"
United States
Rosilynn B.
The price is AED 878
AED 1,230 total
includes taxes & fees
24 Jun - 25 Jun
Hot Tub Retreats
Shower, hair dryer, shampoo

Navy retreat near Naval Base-Tiki Bar,Sauna,Games

Navy retreat near Naval Base-Tiki Bar,Sauna,Games
North Chicago
10.0 out of 10, Exceptional, (26 reviews)
"Great place to stay. I would definitely stay there again. "
United States
Chris G.
The price is AED 1,062
AED 2,643 total
includes taxes & fees
13 Jul - 14 Jul
Navy retreat near Naval Base-Tiki Bar,Sauna,Games
1 bedroom

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

Studio 6 Vernon Hills|Relax Queen Bed,Nsmk|Kitchen
Chicago
10.0 out of 10, Exceptional, (16 reviews)
"Great place to stay"
United States
Anonymous traveler
The price is AED 422
AED 467 total
includes taxes & fees
29 Jun - 30 Jun
Studio 6 Vernon Hills|Relax Queen Bed,Nsmk|Kitchen
Smart TV, fireplace, foosball, video library

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, (41 reviews)
"Lots of space for family to stay for Navy Boot Camp graduation! Close to where we needed to be. "
United States
Gretchen H.
Navy Graduation ~ 6 Flags ~ Bristol Renaissance Faire ~ Casino ~ Outlet Malls
TV, fireplace, foosball, offices

Manor creek Vacation Getaway Navy Family home

Manor creek Vacation Getaway Navy Family home
Beach Park
9.6 out of 10, Exceptional, (4 reviews)
"House was super cute, very welcoming and spacious for our family and fur babies. Host was very responsive and allowed an early check in, last minute. Location was great, close to local stores. Couldnt have found a better home away from home for our stay. "
United States
Rachel N.
The price is AED 867
AED 2,436 total
includes taxes & fees
24 Jun - 25 Jun
Manor creek Vacation Getaway Navy Family home
Smart TV, fireplace, books, music library

Mid-Century Modern Dream Getaway

Mid-Century Modern Dream Getaway
Racine
9.8 out of 10, Exceptional, (19 reviews)
"We had a great stay. The house had everything we needed and plenty of space to spread out and enjoy our time together. The beds were comfortable and the quiet spot near Lake Michigan can't be beat. "
United States
Abby P.
The price is AED 1,413
AED 2,591 total
includes taxes & fees
14 Jul - 15 Jul
Mid-Century Modern Dream Getaway
Shower, hair dryer, towels

Greenbay Paradise-Navy 3 Mile Private Huge outdoor

Greenbay Paradise-Navy 3 Mile Private Huge outdoor
Beach Park
The price is AED 867
AED 2,522 total
includes taxes & fees
29 Jun - 30 Jun
Greenbay Paradise-Navy 3 Mile Private Huge outdoor
Interior

Irish Mist V @ Reefpoint Marina

Irish Mist V @ Reefpoint Marina
Racine
9.8 out of 10, Exceptional, (30 reviews)
"Nice spot to stay a night!"
United States
Joseph P.
The price is AED 496
AED 930 total
includes taxes & fees
26 Jun - 27 Jun
Irish Mist V @ Reefpoint Marina
1 bedroom, in-room safe, free WiFi, bed sheets

Spacious 27’ RV on horse farm

Spacious 27’ RV on horse farm
Bristol
8.8 out of 10, Excellent, (9 reviews)
"Beautiful property and very nice and friendly people "
United States
Jeff K.
The price is AED 331
AED 426 total
includes taxes & fees
28 Jun - 29 Jun
Spacious 27’ RV on horse farm
TV

Salem Vacation Home w/ Dock: Steps to Paddock Lake

Salem Vacation Home w/ Dock: Steps to Paddock Lake
Salem
9.0 out of 10, Wonderful, (9 reviews)
"Great place to stay. Easy to find and community is friendly."
United States
Rebecca C.
The price is AED 419
AED 3,029 total
includes taxes & fees
30 Jun - 1 Jul
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

Sonesta ES Suites Chicago Waukegan Gurnee

Sonesta ES Suites Chicago Waukegan Gurnee

10/10 Excellent
"Amazing"
Ashya Kentris 3-night trip
Posted 3 hours ago
Sonesta ES Suites Chicago Waukegan Gurnee

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 North Point Marina Beach are a couple of lovely local spots to get outside and enjoy nature. You’ll find favorite places to visit like Six Flags Great America and Naval Base Great Lakes in the larger area.

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.