Title: Winthrop Harbor Vacation Rentals from $225: Search Short-Term Rentals | Expedia.com

[Winthrop Harbor Travel Guide](https://expedia.com/Winthrop-Harbor.dx183192)[Hotels in Winthrop Harbor](https://expedia.com/Winthrop-Harbor-Hotels.d183192.Travel-Guide-Hotels)[Flights to Winthrop Harbor](https://expedia.com/Cheap-Flights-To-Winthrop-Harbor.d183192.Travel-Guide-Flights)[Car Rentals in Winthrop Harbor](https://expedia.com/Car-Rentals-In-Winthrop-Harbor.d183192.Car-Rental-Guide)[Winthrop Harbor Vacation Packages](https://expedia.com/Winthrop-Harbor.d183192.Destination-Travel-Guides)

![Lake Michigan showing a bay or harbor](https://images.trvl-media.com/place/6338716/94ae8062-01b7-4cdf-b3dd-7ea1c75a7654.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6338716/94ae8062-01b7-4cdf-b3dd-7ea1c75a7654.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=183192&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=183192&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=183192&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=183192&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winthrop Harbor vacation rentals

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/101000000/100470000/100464000/100463970/45962439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/101000000/100470000/100464000/100463970/e8906bbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/101000000/100470000/100464000/100463970/440f1a78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/101000000/100470000/100464000/100463970/a0521a4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Salem Vacation Home w/ Dock: Steps to Paddock Lake

[](https://www.expedia.com/Salem-Hotels-Salem-Vacation-Home-W-Dock-Steps-To-Paddock-Lake.h100463970.Hotel-Information)

Salem

$619 nightly

$651 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Salem-Hotels-Salem-Vacation-Home-W-Dock-Steps-To-Paddock-Lake.h100463970.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-02-27&endDate=2026-02-28&regionId=183192&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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The Annual Vacation Sale

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Winthrop+Harbor%2C+Illinois%2C+United+States+of+America&regionId=183192&latLong=42.47891%2C-87.823684&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=CABIN)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Winthrop+Harbor%2C+Illinois%2C+United+States+of+America&regionId=183192&latLong=42.47891%2C-87.823684&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Winthrop+Harbor%2C+Illinois%2C+United+States+of+America&regionId=183192&latLong=42.47891%2C-87.823684&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=COTTAGE)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Winthrop+Harbor%2C+Illinois%2C+United+States+of+America&regionId=183192&latLong=42.47891%2C-87.823684&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=APARTMENT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Winthrop+Harbor%2C+Illinois%2C+United+States+of+America&regionId=183192&latLong=42.47891%2C-87.823684&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=CONDO)

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## Top Winthrop Harbor Hotel Reviews

![Hotel Indigo Chicago-Vernon Hills by IHG](https://images.trvl-media.com/lodging/1000000/50000/42600/42520/a9a70adc_y.jpg)

### Hotel Indigo Chicago-Vernon Hills by IHG

10/10 Excellent

"It was clean."

[](https://expedia.com/Chicago-Hotels-Hotel-Indigo-Vernon-Hills.h42520.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Chicago Gurnee](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/52a8ce1f_y.jpg)

### La Quinta Inn & Suites by Wyndham Chicago Gurnee

10/10 Excellent

"Love the service "

[](https://expedia.com/Chicago-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Chicago-Gurnee.h50124.Hotel-Information)

![Great Wolf Lodge Illinois](https://images.trvl-media.com/lodging/2000000/1880000/1871300/1871214/3388abfa_y.jpg)

### Great Wolf Lodge Illinois

10/10 Excellent

"We had a lovely time, Can't wait to go back, also the room was exactly like the picture "

[](https://expedia.com/Chicago-Hotels-Great-Wolf-Lodge-Illinois.h1871214.Hotel-Information)

![Days Inn by Wyndham Waukegan](https://images.trvl-media.com/lodging/1000000/450000/440100/440023/85c8226f_y.jpg)

### Days Inn by Wyndham Waukegan

10/10 Excellent

"Staff , amenities , and complimentary transportation to Naval base. My stay was wonderful ."

[](https://expedia.com/Chicago-Hotels-Rodeway-Inn-Waukegan-Gurnee.h440023.Hotel-Information)

![Sonesta Simply Suites Chicago Libertyville](https://images.trvl-media.com/lodging/1000000/120000/117000/116912/351eed41_y.jpg)

### Sonesta Simply Suites Chicago Libertyville

10/10 Excellent

"It was great."

[](https://expedia.com/Chicago-Hotels-Sonesta-Simply-Suites-Chicago-Libertyville.h116912.Hotel-Information)

![Wingate by Wyndham Gurnee](https://images.trvl-media.com/lodging/1000000/10000/4800/4715/51b2dfd0_y.jpg)

### Wingate by Wyndham Gurnee

10/10 Excellent

"Very kind and helpful staff. Clean rooms. Comfortable pillows and beds. "

[](https://expedia.com/Chicago-Hotels-Wingate-By-Wyndham-Gurnee.h4715.Hotel-Information)

![Days Inn by Wyndham Great Lakes Naval Base](https://images.trvl-media.com/lodging/1000000/210000/200300/200202/e28d6ba4_y.jpg)

### Days Inn by Wyndham Great Lakes Naval Base

10/10 Excellent

"Clean rooms and friendly staff."

[](https://expedia.com/Chicago-Hotels-Days-Inn-By-Wyndham-Great-Lakes-N-Chicago.h200202.Hotel-Information)

![The Stella Hotel & Ballroom](https://images.trvl-media.com/lodging/34000000/33550000/33542800/33542786/5eb9597a_y.jpg)

### The Stella Hotel & Ballroom

10/10 Excellent

"Staff was very friendly, our room was adorable and clean, and the lobby is great!"

[](https://expedia.com/Milwaukee-Hotels-The-Stella-Hotel-Ballroom.h33542786.Hotel-Information)

![Sonesta ES Suites Chicago Waukegan Gurnee](https://images.trvl-media.com/lodging/1000000/290000/283200/283122/bfa6f6a9_y.jpg)

### Sonesta ES Suites Chicago Waukegan Gurnee

10/10 Excellent

"We had a wonderful stay here! The room was very comfortable, and everything went smoothly with no issues at all. The staff were kind, helpful, and made us feel very welcome. My boyfriend and I loved our experience and are already planning to come back and book the same place again."

[](https://expedia.com/Chicago-Hotels-Sonesta-ES-Suites-Chicago-Waukegan.h283122.Hotel-Information)

## Find out more about Winthrop Harbor

**Everything you need to know about Winthrop Harbor vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winthrop Harbor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winthrop Harbor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Winthrop Harbor vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Winthrop Harbor. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winthrop Harbor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $225 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Winthrop Harbor rentals**

At Expedia, we put the best Winthrop Harbor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winthrop Harbor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winthrop Harbor vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winthrop Harbor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

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- All accommodation types in Winthrop Harbor

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- [Vacation Homes in Winthrop Harbor ](https://expedia.com/Winthrop-Harbor-Private-Vacation-Homes.d183192-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Winthrop Harbor ](https://expedia.com/Winthrop-Harbor-Apartments.d183192-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Winthrop Harbor ](https://expedia.com/Winthrop-Harbor-Cottages.d183192-aaCottages.Travel-Guide-Accommodation)
- [Motels in Winthrop Harbor ](https://expedia.com/Winthrop-Harbor-Motels.d183192-aaMotels.Travel-Guide-Accommodation)
- [Cabin Rentals in Winthrop Harbor ](https://expedia.com/Winthrop-Harbor-Cabins.d183192-aaCabins.Travel-Guide-Accommodation)
- [Houseboats in Winthrop Harbor ](https://expedia.com/Winthrop-Harbor-Houseboats.d183192-aaHouseboats.Travel-Guide-Accommodation)
- [Condo Rentals in Winthrop Harbor ](https://expedia.com/Winthrop-Harbor-Condos.d183192-aaCondos.Travel-Guide-Accommodation)
- [Aparthotels in Winthrop Harbor ](https://expedia.com/Winthrop-Harbor-Apart-Hotels.d183192-aaApartHotels.Travel-Guide-Accommodation)
- [Resorts in Winthrop Harbor ](https://expedia.com/Winthrop-Harbor-Resorts.d183192-aaResorts.Travel-Guide-Accommodation)
- [Inns in Winthrop Harbor ](https://expedia.com/Winthrop-Harbor-Inns.d183192-aaInns.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Winthrop Harbor?

### What are some of the best vacation rentals in Winthrop Harbor?

### What’s there to see and do in Winthrop Harbor?

### What’s a vacation rental in Winthrop Harbor like?

### Expedia's Latest Trends

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