Winthrop Harbor Holiday Rentals

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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

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$823
HK$5,119 total
includes taxes & fees
15 Jun - 16 Jun
Salem Vacation Home w/ Dock: Steps to Paddock Lake
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 HK$486
HK$836 total
includes taxes & fees
1 Jun - 2 Jun
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
1 bedroom

Spacious 2 Queen Beds,Nsmk|Kitchen|Studio 6 Vernon Hills

Spacious 2 Queen Beds,Nsmk|Kitchen|Studio 6 Vernon Hills
Chicago
10.0 out of 10, Exceptional, (18 reviews)
"Good place to stay,,"
United States
Anonymous traveller
The price is HK$785
HK$868 total
includes taxes & fees
30 Jun - 1 Jul
Spacious 2 Queen Beds,Nsmk|Kitchen|Studio 6 Vernon Hills
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 HK$705
HK$909 total
includes taxes & fees
1 Jun - 2 Jun
Spacious 27’ RV on horse farm
Beach nearby

Beach Lake Michigan King Bed Pet Friendly

Beach Lake Michigan King Bed Pet Friendly
Downtown Kenosha
9.0 out of 10, Wonderful, (18 reviews)
"Great location!"
United States
Cindy E.
The price is HK$1,302
HK$3,163 total
includes taxes & fees
15 Jun - 16 Jun
Beach Lake Michigan King Bed Pet Friendly
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 HK$1,058
HK$2,600 total
includes taxes & fees
28 Jun - 29 Jun
Quaint Bungalow, near Great Lakes Naval Base
Marina

Pistakee Marina Boat House

Pistakee Marina Boat House
Fox Lake
7.2 out of 10, Good, (5 reviews)
"Came with the grandkids to visit Volo from south Indiana, short stay. Exactly what we needed, no more no less. Kids enjoyed and so did the adults. Would definitely stay again if in the area."
United States
Donald C.
Pistakee Marina Boat House
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, (15 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$1,736 total
includes taxes & fees
1 Jun - 2 Jun
Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19
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 HK$1,058
HK$1,976 total
includes taxes & fees
1 Jun - 2 Jun
Irish Mist V @ Reefpoint Marina
Exterior

Wisconsin Treehouse Getaway!

Wisconsin Treehouse Getaway!
Racine
9.6 out of 10, Exceptional, (30 reviews)
"Beautiful atmosphere "
United States
Stephanie
The price is HK$987
HK$1,939 total
includes taxes & fees
1 Jun - 2 Jun
Wisconsin Treehouse Getaway!
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, (48 reviews)
"Fantastic boat stay. This is the second time we’ve stayed with Patrick and it’s been our favorite so far. Boat is immaculate and roomy for two. We really love the location as there’s always something going on at the marina or downtown. Within walking distance to whatever you need. It’s also very reasonable to stay here versus a hotel. One of our favorite places!!! "
United States
Jason D.
The price is HK$1,175
HK$1,885 total
includes taxes & fees
1 Jun - 2 Jun
Marina Life II - 28 Carver @ Reef Point Marina
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, (8 reviews)
"Great place to stay. Easy to find and community is friendly."
United States
Rebecca C.
The price is HK$682
HK$5,165 total
includes taxes & fees
11 Jun - 12 Jun
Salem Vacation Home w/ Dock: Steps to Paddock Lake
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, (35 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$846
HK$1,859 total
includes taxes & fees
8 Jun - 9 Jun
3-bedroom vacation home just a short walk to Lake Michigan
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, (18 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$987
HK$1,902 total
includes taxes & fees
2 Jun - 3 Jun
Apartment Attached to a 1900 historic Farm house
Smart TV, offices

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 HK$2,132
HK$5,478 total
includes taxes & fees
1 Jun - 2 Jun
Navy retreat near Naval Base-Tiki Bar,Sauna,Games
Smart TV

Cute & Cozy, 1bd Condo Apartment/townhouse

Cute & Cozy, 1bd Condo Apartment/townhouse
Zion
10.0 out of 10, Exceptional, (2 reviews)
"The property was very clean and has a very relaxing feel to it. The owner was very responsive when I had any questions and was very helpful. "
United States
Caleb C.
The price is HK$1,144
HK$2,317 total
includes taxes & fees
8 Jun - 9 Jun
Cute & Cozy, 1bd Condo Apartment/townhouse
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, (25 reviews)
"Beautiful view and host was wonderful to work with!"
United States
Mark
The price is HK$1,567
HK$2,815 total
includes taxes & fees
1 Jun - 2 Jun
This is a VACATION spot with a million dollar view!
TV, fireplace, table football, 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 HK$1,755
HK$5,084 total
includes taxes & fees
1 Jun - 2 Jun
Manor creek Vacation Getaway Navy Family home
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
7.6 out of 10, Good, (4 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$1,473
HK$3,206 total
includes taxes & fees
2 Jun - 3 Jun
Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy Base
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$1,911
HK$3,984 total
includes taxes & fees
1 Jun - 2 Jun
Serene 4-bedroom house with brook and forest in charming Racine
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

Wingate by Wyndham Gurnee

Wingate by Wyndham Gurnee

8/10 Good
"The hotel is a little old but it was very clean and smelled good. The rooms are spacious and the beds are nice. They have breakfast every morning. The staff is nice when you can find them. That’s the only downside I would say. No one is ever at the front desk. The price is also very good. I stay 3 nights for $400. The mall is right across the street and there are a lot of places to eat from nearby. Parking is good as well. 8 out of 10"
Sherquetta 3-night trip
Posted 6 hours ago
Wingate by Wyndham Gurnee

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. You’ll find favourite places to visit such as Naval Base Great Lakes and Six Flags Great America 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.