Winthrop Harbor Holiday Rentals from NZ$369: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Winthrop Harbor has to offer?

Riverfront Libertyville Retreat w/ Outdoor Kitchen : This holiday home rental outside of Winthrop Harbor offers a balcony, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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Holiday Rentals in Winthrop Harbor

Enjoy cooking and dining in this well-equipped kitchen with a gas stove, sink, and dining table.

"We stayed here for my son’s Navy boot camp graduation, and overall it was a great experience. The home was clean and had everything we needed. The area was okay and felt safe. Communication with the owner was smooth—she responded quickly and was very helpful. The location was super convenient, only about 10 minutes from the base. I would definitely recommend this place for anyone attending a graduation or visiting the area."

includes taxes & fees

28 July - 29 July

Relax in a spacious room with high ceilings and large windows, featuring a comfortable seating area and a crib for a family-friendly stay.

"Amazing property!! Great location communication with owners throughout our stay. This made our stay with our sailor perfect."

Docked at the marina, the FRECKLED FIN awaits your arrival.

"The boat was super clean, the bed was comfy, the host was communicative, and all the instructions were clear. We enjoyed the onsite hot tub and restaurant, and there’s plenty to do within walking distance as well."

includes taxes & fees

30 July - 31 July

Relax in this spacious living room with a large L-shaped sofa, smaller sofa, and chaise lounge.

"Had fun"

Relax on the patio with a comfortable sectional sofa and enjoy a barbecue.

"We were really looking forward to the stay, and it exceeded our expectations significantly. I appreciate how they turned a small house that could have just been a bit rundown into a very lovely space all around. "

includes taxes & fees

11 Aug - 12 Aug

Enjoy meals in this dining room with a large table and six chairs, a vase with flowers, and a comfortable rug.

"Great experience, lots of cooking materials "

includes taxes & fees

27 July - 28 July

includes taxes & fees

27 July - 28 July

Enjoy a well-lit kitchen with a stainless steel refrigerator, dishwasher, and a large window offering a neighborhood view.

"The view was spectacular!"

Enjoy a bright and airy space with a dining area for two, large windows, and sliding glass doors leading to an outdoor deck.

"wonderful experience from beginning to end"

Relax in a serene oceanfront setting with a hammock and lush greenery.

"A small group of friends and I celebrated a birthday for a weekend here, and we loved it! The house is beautifully decorated (great for pictures) and had everything we needed. We loved the record player and backyard space. Thanks Daniel for the great stay!"

Start your day with a warm cup of coffee at the in-room coffee station.

"Close to our family and friends. "

Relax in this inviting living area with a high ceiling, comfortable sofa, and a beautiful view.

"The home was good. We had some problems but nothing major. Will stay again if we happen to go to Chicago again"

Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, and ample countertop space.

"This was a great experience. Marta was great to work with and responded quickly to my questions before and during the stay. The house was clean and had everything we needed for our stay. The kids enjoyed the games and separate space in the basement. "

includes taxes & fees

29 July - 30 July

"Very nice and newly remodeled property. Would definitely recommend. Property owner was pleasant and attended to maintenance issues promptly. Pool table and air hockey tables were fun to play on. There is even a sauna on the property but we did not use it. Great location for being near the Naval base."

Enjoy cooking in this well-equipped kitchen with a microwave, stove, and oven.

"This property is better than advertised, it was exactly what we were hoping for. Pool area is awesome, all of the teenage boys LOVED the clubhouse, plenty of space to host. Communication with JJ was awesome. Would book again in a heartbeat and will have more stays there."

Relax in this stylish living room with a beige sofa, L-shaped sectional, and fireplace.

"First of all the place looked just like the pictures which we so appreciate! The property was very clean and had everything you would need! Location was very nice and felt like a very safe neighborhood. I would definitely stay there again as it checked all the boxes. Also, I really appreciated how quickly Karla got back to me every time I had a question. Thanks for a great stay....cheers!"

Enjoy a serene lakeside retreat with a docked boat and picnic table on the sandy shore.

"We had a nice time visiting Antioch, IL. The property clean, quiet and well maintained. The camper was adorable and very comfortable. Thank you!"

Enjoy a serene lake view from the comfort of this stylish room, featuring a wooden table, a bench with striped cushions, and a window overlooking the water.

"Our family spent Easter weekend at the lake house. The house was filled with thoughtful extras from our host. Snacks in a welcome basket, lots of appliances, cookware, etc., toiletries in the bathrooms and more."

Enjoy cooking in this well-equipped kitchen with a gas stove, microwave, and ample storage.

includes taxes & fees

27 July - 28 July

Enjoy expansive beachfront views and a lush, well-maintained landscape.

"Lots of room, great views, and cozy environment! Right across tge street from Lake Michigan!"

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Top Winthrop Harbor Hotel Reviews

Great Wolf Lodge Illinois

10/10 Excellent

"Loved the waterpark, restaurant options and customer service. "

Illinois Beach Hotel

10/10 Excellent

"This is a great vacation spot for people who are not fans of big crowds. The hotel was very nice, quite clean, with a helpful staff. The beach was great and not crowded at all. It's sandy with a bit of small rocks as you wade in, so if your feet are sensitive, it might be good to wear water shoes. The water was cold, but we got used it easily. The rooms come with a microwave and fridge, so we brought our own food for breakfast and lunch. We ate at Nolan's, the restaurant on site, for dinner each day. The food was delicious and the staff were so friendly. Despite all of the sand and water we tried not to track in from the beach, the lobby is quite clean, and a relaxing place to sit. We also sat in the courtyard by a fire, which was enjoyable. This was our first time at Illinois Beach State Park and at this hotel. It won't be our last. This will be a yearly vacation destination for us!"

Hotel Gurnee

10/10 Excellent

"My partner and I had a great stay at Hotel Gurnee. We stayed at the property for one night while on a roadtrip. The hotel itself is modern with a stunning lobby and a large, well-lit parking lot. The staff at the property were very kind. When checking in, we asked the woman assisting us for the best places to get deep dish pizza in the area and her recommendations were spot on. The room we were provided was clean and spacious. I would recommend staying at Hotel Gurnee for a comfortable stay if you're in the area!"

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 favorite 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 depends 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 NZ$369 per night. Entering your travel dates in the search wizard you might find 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?

Riverfront Libertyville Retreat w/ Outdoor Kitchen: This holiday home rental outside of Winthrop Harbor offers a balcony, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Winthrop Harbor?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Winthrop Harbor stay.

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.

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Winthrop Harbor Holiday Rentals

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Holiday Rentals in Winthrop Harbor

3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi

3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi

Riverfront Libertyville Retreat w/ Outdoor Kitchen

Riverfront Libertyville Retreat w/ Outdoor Kitchen

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

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

Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families

Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families

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

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

Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base

Tiny Home Retreat with hot tub

Tiny Home Retreat with hot tub

Cute and Cozy Cottage by the Lake! Kayaks! Paddleboard! HUGE Deck w/ Great Views

Cute and Cozy Cottage by the Lake! Kayaks! Paddleboard! HUGE Deck w/ Great Views

Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.

Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.

Scenic Waterfront Lake Michigan Escape

Scenic Waterfront Lake Michigan Escape

Roxan Corner

Roxan Corner

Entire Beautiful Grove Home

Entire Beautiful Grove Home

Chic Oasis/Game Room/Near Base/5 Bedroom

Chic Oasis/Game Room/Near Base/5 Bedroom

North Chi Retreat-Near Navel base-Sauna,Pool, Airhokey, grill,King bed,Tikki Bar

North Chi Retreat-Near Navel base-Sauna,Pool, Airhokey, grill,King bed,Tikki Bar

Large Group Retreat w/ secluded party room and private pool

Large Group Retreat w/ secluded party room and private pool

Entire 3 Bedroom Cozy Unit

Entire 3 Bedroom Cozy Unit

Cozy RV in our land with community private beach, fire pit, bring your boat.

Cozy RV in our land with community private beach, fire pit, bring your boat.

Enjoy Spectacular Sunset Views ☀️ On True Lakefront

Enjoy Spectacular Sunset Views ☀️ On True Lakefront

Charming 3-bedroom house in Grayslake

Charming 3-bedroom house in Grayslake

Enjoy Beachfront Living With family!

Enjoy Beachfront Living With family!

Top Winthrop Harbor Hotel Reviews

Great Wolf Lodge Illinois

Find out more about Winthrop Harbor

Find out more about Winthrop Harbor

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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Frequently asked questions