Winthrop Harbor Holiday Rentals

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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

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$760
HK$5,051 total
includes taxes & fees
9 May - 10 May
Salem Vacation Home w/ Dock: Steps to Paddock Lake
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, (24 reviews)
"Beautiful view and host was wonderful to work with!"
United States
Mark
The price is HK$1,175
HK$2,300 total
includes taxes & fees
19 Apr - 20 Apr
This is a VACATION spot with a million dollar view!
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, (89 reviews)
"Beautiful neighborhood homes. The lake is very close with great views. Clean room and a comfortable bed."
United States
Lynette C.
The price is HK$509
HK$862 total
includes taxes & fees
27 Apr - 28 Apr
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
Exterior detail

Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
Mundelein
9.8 out of 10, Exceptional, (69 reviews)
"The home was a perfect spot for our family while we visited extended family. Quaint home and matched what was advertised online."
United States
Kayla C.
The price is HK$1,058
HK$2,574 total
includes taxes & fees
28 Apr - 29 Apr
Quaint Bungalow, near Great Lakes Naval Base
Fridge, microwave, oven, stovetop

Navy Family home -Near Lake 4BR Hot Tub

Navy Family home -Near Lake 4BR Hot Tub
Gages Lake
10.0 out of 10, Exceptional, (8 reviews)
"The property was beautiful and relaxing. Our host was wonderful and responded quickly to any questions we had. "
United States
Danielle S.
The price is HK$1,206
HK$3,685 total
includes taxes & fees
19 Apr - 20 Apr
Navy Family home -Near Lake 4BR Hot Tub
1 bedroom, in-room safe, free WiFi, bed sheets

Spacious 27’ RV on horse farm

Spacious 27’ RV on horse farm
Bristol
8.6 out of 10, Excellent, (8 reviews)
"Beautiful property and very nice and friendly people "
United States
Jeff K.
The price is HK$705
HK$909 total
includes taxes & fees
20 Apr - 21 Apr
Spacious 27’ RV on horse farm
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$776
HK$1,818 total
includes taxes & fees
21 Apr - 22 Apr
Cute & Cozy, 1bd Condo Apartment/townhouse
Outdoor dining

Hot Tub Retreats

Hot Tub Retreats
Lake Villa
The price is HK$1,559
HK$2,208 total
includes taxes & fees
22 Apr - 23 Apr
Hot Tub Retreats
Interior

Beautiful and Cozy With 5 Bedrooms

Beautiful and Cozy With 5 Bedrooms
Zion
9.2 out of 10, Wonderful, (21 reviews)
"Host, house and it was very relaxing "
United States
kodiak d.
The price is HK$1,763
HK$4,217 total
includes taxes & fees
27 Apr - 28 Apr
Beautiful and Cozy With 5 Bedrooms
Smart TV

Charming 2-bedroom house with a pier and kayaks in Paddock Lake

Charming 2-bedroom house with a pier and kayaks in Paddock Lake
Salem
10.0 out of 10, Exceptional, (12 reviews)
"Wonderful little lakefront home. Quiet, clean, and the owners are just fantastic. We loved staying with them in their beautiful getaway cottage."
United States
R A.
The price is HK$1,058
HK$1,843 total
includes taxes & fees
28 Apr - 29 Apr
Charming 2-bedroom house with a pier and kayaks in Paddock Lake
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)
"It was really nice and the host very understanding when my dog got sick and messed in the house "
United States
Ceceilia R.
The price is HK$1,128
HK$2,009 total
includes taxes & fees
24 Apr - 25 Apr
Apartment Attached to a 1900 historic Farm house
Exterior

Wisconsin Treehouse Getaway!

Wisconsin Treehouse Getaway!
Racine
9.6 out of 10, Exceptional, (29 reviews)
"We had incredible experience/ stay at this place. The host is very friendly and flexible! The place is absolutely gorgeous with amazing view of the lake. Very clean well kept home! Definitely recommend this place!!"
United States
Mohammed A.
The price is HK$987
HK$1,938 total
includes taxes & fees
24 Apr - 25 Apr
Wisconsin Treehouse Getaway!
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.
The price is HK$793
HK$4,888 total
includes taxes & fees
3 May - 4 May
Pistakee Marina Boat House
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)
"Convenient location, comfortable house, thoughtful amenities, easy walk to lake, quick drive for food and various activities. "
United States
Beth S.
The price is HK$940
HK$1,974 total
includes taxes & fees
10 May - 11 May
3-bedroom vacation home just a short walk to Lake Michigan
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$1,410
HK$3,352 total
includes taxes & fees
19 Apr - 20 Apr
Serene 4-bedroom house with brook and forest in charming Racine
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$1,246
HK$2,665 total
includes taxes & fees
20 Apr - 21 Apr
Tiny Home Retreat with hot tub
Living area

Studio in a quiet neighborhood

Studio in a quiet neighborhood
Waukegan
The price is HK$705
HK$913 total
includes taxes & fees
1 May - 2 May
Studio in a quiet neighborhood
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, (23 reviews)
"Great place to stay. I would definitely stay there again. "
United States
Chris G.
The price is HK$1,535
HK$3,812 total
includes taxes & fees
20 Apr - 21 Apr
Navy retreat near Naval Base-Tiki Bar,Sauna,Games
Room

1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Chicago
The price is HK$619
HK$685 total
includes taxes & fees
3 May - 4 May
1 Queen Bed | Non-Smoking, Kitchen
Dining

Greenbay Paradise-Navy 3 Mile Private Huge outdoor

Greenbay Paradise-Navy 3 Mile Private Huge outdoor
Beach Park
Greenbay Paradise-Navy 3 Mile Private Huge outdoor
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

Antioch Hotel & Suites

Antioch Hotel & Suites

10/10 Excellent
"I was pleasantly surprised with the location, staff, and room quality for the price. Well above what I expected and on par with hotels I pay double for on my business trips. "
Brian 1-night trip
Posted 8 hours ago
Antioch Hotel & Suites

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?

Beach Park Estate: Chef's Kitchen, Nature, Fitness Room, Naval Base, Beach, Lake: This holiday home rental outside of Winthrop Harbor offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

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 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.