Winthrop Harbor Holiday Rentals from AU$158: Search Short-Term Rentals

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Our top choices for Winthrop Harbor holiday rentals

A living room with a sofa, coffee table, lamp, and a staircase.

1. Cute & Cozy, 1bd Condo Apartment/townhouse

Zion

Tristan P.

includes taxes & fees

21 Sept - 22 Sept

A kitchen with wooden cabinets, a black countertop, and a window.

2. Beautiful and Cozy With 5 Bedrooms

Zion

randy w.

includes taxes & fees

22 Sept - 23 Sept

A modern living room with a sectional sofa, a coffee table, and a herringbone-patterned hardwood floor.

3. Beach Park Estate: Chef's Kitchen, Nature, Fitness Room, Naval Base, Beach, Lake

Beach Park

Michael B.

A two-story building with a brick facade and a blue upper section.

4. The Beach Park Retreat

Beach Park

Sara

includes taxes & fees

22 Sept - 23 Sept

A modern living room with a grey sofa, a grey ottoman, and a coffee table. There are large windows with curtains, a flat-screen TV mounted on the wall, and decorative wall art.

5. Navy Graduation ~ 6 Flags ~ Bristol Renaissance Faire ~ Casino ~ Outlet Malls

Gurnee

Jim L.

A multi-story hotel with a prominent '6' sign, a parking lot, and a clear sky.

6. 1 Queen Bed | Non-Smoking, Kitchen

Vernon Hills

A dining area with a wooden table set for four, a kitchen with white cabinets, and a living area with a sofa and chairs.

7. Great America Getaway | Sleeps 12 | Near Navy Base

Gurnee

Jack E.

An outdoor patio with a hot tub, wicker chairs, and a table.

8. Tiny Home Retreat with hot tub

Lake Villa

Aaron L.

includes taxes & fees

27 Sept - 28 Sept

9. Hot Tub Retreats

Lake Villa

Rosilynn B.

includes taxes & fees

27 Sept - 28 Sept

A living room with a sectional sofa, a patterned armchair, a coffee table, and a lamp.

10. The Rooftop - Haven!

Waukegan

includes taxes & fees

20 Sept - 21 Sept

A modern living room with a grey sofa, a blue armchair, and a dining area with a table and chairs.

11. Greenwood Loft & Rooftop

Waukegan

includes taxes & fees

22 Sept - 23 Sept

A small kitchenette area with a coffee maker, a toaster, a bottle of champagne, and a sign that reads "Welcome Mr. Cong."

12. Irish Mist V @ Reefpoint Marina

Racine

Joseph P.

includes taxes & fees

16 Sept - 17 Sept

A living room with a television on a stand, a potted plant, a glass coffee table, and a window with curtains.

13. Apartment Attached to a 1900 historic Farm house

Old Mill Creek

Matt H.

includes taxes & fees

16 Sept - 17 Sept

A swimming pool with a curved edge and a single visible lane.

14. Marina Life II - 28 Carver @ Reef Point Marina

Racine

Paul

includes taxes & fees

16 Sept - 17 Sept

A spacious living room with a wooden floor, a dining area, and a kitchen in the background.

15. Salem Vacation Home w/ Dock: Steps to Paddock Lake

Salem

Shanna D.

includes taxes & fees

16 Sept - 17 Sept

16. Salem Vacation Home w/ Dock: Steps to Paddock Lake

Salem

includes taxes & fees

16 Sept - 17 Sept

A wooden picnic table with benches in front of a house with a tree overhead.

17. 3-bedroom vacation home just a short walk to Lake Michigan

Racine

Michelle C.

A two-story house with a stone chimney, a front porch with steps, and a flag.

18. Quaint Bungalow, near Great Lakes Naval Base

Mundelein

Jaclyn Z.

includes taxes & fees

29 Sept - 30 Sept

A group of people seated around a round table with a fire pit in the center, overlooking a marina with boats and a cityscape in the background.

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

Racine

Carrie

includes taxes & fees

16 Sept - 17 Sept

20. Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy Base

North Chicago

"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. "

Linda U.

includes taxes & fees

22 Sept - 23 Sept

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Top Winthrop Harbor Hotel Reviews

Country Inn & Suites by Radisson Kenosha - Pleasant Prairie

8/10 Good

"Muy limpio"

Sonesta ES Suites Chicago Waukegan Gurnee

8/10 Good

"We stayed for 7 days and 6 nights for my stepdaughter graduation from the Navy. The only complaints I have was the mattress on the queen bed and the pull out sofa. The mattresses was very uncomfortable. I also would like to have seen a machine in the laundry room to give you change instead of having to go to the front office to get change. Other than that our stay was good great location close ( 10 mins from the Navy base)to a lot of restaurants, stores and some local attractions. The morning breakfast was good and the staff was friendly and helpful. I also liked that they televised the Navy graduation for guests that couldn’t attend."

Find out more about Winthrop Harbor

Everything you need to know about Winthrop Harbor holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winthrop Harbor holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Winthrop Harbor holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winthrop Harbor holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winthrop Harbor holiday rentals we have selected for you start as low as AU$158 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Winthrop Harbor rentals

At Expedia, we put the best Winthrop Harbor holiday 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 holiday.

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.

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?

The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft: This holiday home rental outside of Winthrop Harbor is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a pool table and 1 hot tub so that you can immerse yourself in your holiday.

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. While here, North Point Marina Beach and Winthrop Harbor Village Hall are other places worth a visit.

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.

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Check prices for these dates

Our top choices for Winthrop Harbor holiday rentals

1. Cute & Cozy, 1bd Condo Apartment/townhouse

2. Beautiful and Cozy With 5 Bedrooms

3. Beach Park Estate: Chef's Kitchen, Nature, Fitness Room, Naval Base, Beach, Lake

4. The Beach Park Retreat

5. Navy Graduation ~ 6 Flags ~ Bristol Renaissance Faire ~ Casino ~ Outlet Malls

6. 1 Queen Bed | Non-Smoking, Kitchen

7. Great America Getaway | Sleeps 12 | Near Navy Base

8. Tiny Home Retreat with hot tub

9. Hot Tub Retreats

10. The Rooftop - Haven!

11. Greenwood Loft & Rooftop

12. Irish Mist V @ Reefpoint Marina

13. Apartment Attached to a 1900 historic Farm house

14. Marina Life II - 28 Carver @ Reef Point Marina

15. Salem Vacation Home w/ Dock: Steps to Paddock Lake

16. Salem Vacation Home w/ Dock: Steps to Paddock Lake

17. 3-bedroom vacation home just a short walk to Lake Michigan

18. Quaint Bungalow, near Great Lakes Naval Base

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

20. Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy Base

Find holiday rentals that suit your style

Top Winthrop Harbor Hotel Reviews

Country Inn & Suites by Radisson Kenosha - Pleasant Prairie

Sonesta ES Suites Chicago Waukegan Gurnee

Hampton Inn Chicago - Gurnee

La Quinta Inn & Suites by Wyndham Chicago Gurnee

Great Wolf Lodge Illinois

Motel 6 Libertyville, IL

Hampton Inn & Suites Chicago Waukegan

Courtyard Chicago Waukegan Gurnee

Motel Sun Inn

Find out more about Winthrop Harbor

Frequently asked questions

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