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
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Winthrop Harbor holiday rentals

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 HK$1,897
HK$7,050 total
includes taxes & fees
20 Jul - 21 Jul
Salem Vacation Home w/ Dock: Steps to Paddock Lake
Interior

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$1,176
HK$3,555 total
includes taxes & fees
19 Jul - 20 Jul
Beautiful and Cozy With 5 Bedrooms
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, (27 reviews)
"Great location!! Beautiful place!!!"
United States
Jason C.
The price is HK$2,352
HK$3,763 total
includes taxes & fees
2 Aug - 3 Aug
This is a VACATION spot with a million dollar view!
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)
"Fantastic location. Very clean. Great/quick communication with host. Definitely recommend!"
United States
Jaclyn Z.
The price is HK$1,058
HK$2,791 total
includes taxes & fees
2 Aug - 3 Aug
Quaint Bungalow, near Great Lakes Naval Base
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 HK$1,795
HK$3,323 total
includes taxes & fees
23 Jul - 24 Jul
Tiny Home Retreat with hot tub
Interior

Irish Mist V @ Reefpoint Marina

Irish Mist V @ Reefpoint Marina
Racine
9.8 out of 10, Exceptional, (31 reviews)
"Nice spot to stay a night!"
United States
Joseph P.
The price is HK$1,058
HK$1,985 total
includes taxes & fees
19 Jul - 20 Jul
Irish Mist V @ Reefpoint Marina
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 HK$1,027
HK$2,160 total
includes taxes & fees
12 Aug - 13 Aug
Cute & Cozy, 1bd Condo Apartment/townhouse
Outdoor dining

3-bedroom vacation home just a short walk to Lake Michigan

3-bedroom vacation home just a short walk to Lake Michigan
Racine
9.2 out of 10, Wonderful, (37 reviews)
"Amazing location. Easy parking and entrance. Wish i was there in the summer. Would definitely stay again"
United States
Michelle C.
The price is HK$1,176
HK$2,286 total
includes taxes & fees
12 Aug - 13 Aug
3-bedroom vacation home just a short walk to Lake Michigan
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 HK$1,873
HK$2,608 total
includes taxes & fees
23 Jul - 24 Jul
Hot Tub Retreats
TV

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, (11 reviews)
"Was a nice little get away location. "
United States
Shanna D.
The price is HK$1,505
HK$7,211 total
includes taxes & fees
27 Jul - 28 Jul
Salem Vacation Home w/ Dock: Steps to Paddock Lake
Exterior

Wisconsin Treehouse Getaway!

Wisconsin Treehouse Getaway!
Racine
9.6 out of 10, Exceptional, (31 reviews)
"Beautiful atmosphere "
United States
Stephanie
The price is HK$1,254
HK$2,287 total
includes taxes & fees
1 Aug - 2 Aug
Wisconsin Treehouse Getaway!
Outdoor dining

Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19

Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19
Racine
9.4 out of 10, Exceptional, (16 reviews)
"A great adventure at the boat, a great hot tub, and a very clean pool, a wonderful location, very great view."
United States
Bogdan S.
The price is HK$1,058
HK$1,745 total
includes taxes & fees
20 Jul - 21 Jul
Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19
Smart TV, fireplace, table football, 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, (42 reviews)
"Lots of space for family to stay for Navy Boot Camp graduation! Close to where we needed to be. "
United States
Gretchen H.
The price is HK$4,664
HK$7,070 total
includes taxes & fees
3 Aug - 4 Aug
Navy Graduation ~ 6 Flags ~ Bristol Renaissance Faire ~ Casino ~ Outlet Malls
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 traveller
The price is HK$840
HK$929 total
includes taxes & fees
13 Aug - 14 Aug
Studio 6 Vernon Hills|Relax Queen Bed,Nsmk|Kitchen
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 HK$2,448
HK$4,700 total
includes taxes & fees
27 Jul - 28 Jul
Serene 4-bedroom house with brook and forest in charming Racine
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, (92 reviews)
"Comfy, cozy, and clean place to stay!!"
United States
Erin
The price is HK$588
HK$952 total
includes taxes & fees
21 Jul - 22 Jul
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
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, (10 reviews)
"Beautiful property and very nice and friendly people "
United States
Jeff K.
The price is HK$706
HK$910 total
includes taxes & fees
19 Jul - 20 Jul
Spacious 27’ RV on horse farm
Outdoor pool, a heated pool

Marina Life II - 28 Carver @ Reef Point Marina

Marina Life II - 28 Carver @ Reef Point Marina
Racine
9.6 out of 10, Exceptional, (53 reviews)
"Great value for an amazing location!"
United States
Douglas E.
The price is HK$1,176
HK$1,894 total
includes taxes & fees
21 Jul - 22 Jul
Marina Life II - 28 Carver @ Reef Point Marina
Interior

Apartment Attached to a 1900 historic Farm house

Apartment Attached to a 1900 historic Farm house
Old Mill Creek
8.6 out of 10, Excellent, (19 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$988
HK$1,800 total
includes taxes & fees
30 Jul - 31 Jul
Apartment Attached to a 1900 historic Farm house
Interior

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)
"Rented this property for my sons navy graduation, Base was only 6 minutes from the home. Tons of places to eat and shop no more then 15 minutes away. The house was super cute, very clean. we flew in at 10am and without even having to ask the host reached out and let us know it was ready for check in a few hours early which was great. left some packaged up congrats grad decor that hopefully didnt get thrown out and the next navy fam can use. "
United States
Linda U.
The price is HK$2,007
HK$4,801 total
includes taxes & fees
3 Aug - 4 Aug
Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy Base
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

Days Inn by Wyndham Waukegan

Days Inn by Wyndham Waukegan

10/10 Excellent
"Went for my brother’s Navy graduation. The place was super clean and quiet (just how I like it, lol). If I’m ever back in Illinois, I would stay here again."
Alexa 2-night trip
Posted 2 hours ago
Days Inn by Wyndham Waukegan

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:

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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?

Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families : This holiday home rental outside of Winthrop Harbor offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Make the most of games in this rental home to help you unwind.

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 favourite places to visit such as Six Flags Great America and Naval Base Great Lakes in the wider area.

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.