Holiday Rentals in Winthrop Harbor

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Holiday Rentals in Winthrop Harbor

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

9.0 out of 10, Wonderful, (7)
"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."
The price is €325
includes taxes & fees
5 Aug - 6 Aug
3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi

Riverfront Libertyville Retreat w/ Outdoor Kitchen

8.6 out of 10, Excellent, (29)
"Amazing property!! Great location communication with owners throughout our stay. This made our stay with our sailor perfect."
Riverfront Libertyville Retreat w/ Outdoor Kitchen

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

9.2 out of 10, Wonderful, (11)
"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."
The price is €197
includes taxes & fees
3 Aug - 4 Aug
Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19

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

9.0 out of 10, Wonderful, (31)
"Had fun"
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families

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

9.4 out of 10, Exceptional, (26)
"Great location close to the water cute house clean comfortable. Host was very accommodating to my allergy. Needs really enjoyed our stay highly recommend."
The price is €220
includes taxes & fees
11 Aug - 12 Aug
3-bedroom vacation home just a short walk to Lake Michigan

Quaint Bungalow, near Great Lakes Naval Base

10.0 out of 10, Exceptional, (61)
"Great experience, lots of cooking materials "
The price is €279
includes taxes & fees
10 Aug - 11 Aug
Quaint Bungalow, near Great Lakes Naval Base

Tiny Home Retreat with hot tub

The price is €256
includes taxes & fees
11 Aug - 12 Aug
Tiny Home Retreat with hot tub

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

9.8 out of 10, Exceptional, (33)
"The view was spectacular!"
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.

10.0 out of 10, Exceptional, (82)
"wonderful experience from beginning to end"
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.

Scenic Waterfront Lake Michigan Escape

10.0 out of 10, Exceptional, (11)
"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!"
Scenic Waterfront Lake Michigan Escape

Roxan Corner

8.4 out of 10, Very good, (35)
"Close to our family and friends. "
Roxan Corner

Entire Beautiful Grove Home

9.0 out of 10, Wonderful, (11)
"The space of the house was great. Didnt use any of the big back yard. Had a lot of loud music the last two nights. Kept us awake . Even heard with earplugs."
Entire Beautiful Grove Home

Chic Oasis/Game Room/Near Base/5 Bedroom

2.0 star property
10.0 out of 10, Exceptional, (4)
"Overall it was a very good experience for my family. It was just like described on the site. Marta answered my questions in timely manner."
Chic Oasis/Game Room/Near Base/5 Bedroom

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

10.0 out of 10, Exceptional, (1)
"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."
North Chi Retreat-Near Navel base-Sauna,Pool, Airhokey, grill,King bed,Tikki Bar

Large Group Retreat w/ secluded party room and private pool

8.4 out of 10, Very good, (16)
"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."
Large Group Retreat w/ secluded party room and private pool

Entire 3 Bedroom Cozy Unit

9.6 out of 10, Exceptional, (18)
"Came for Navy event and had a good night's rest"
Entire 3 Bedroom Cozy Unit

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

2.0 star property
10.0 out of 10, Exceptional, (2)
"We had a nice time visiting Antioch, IL. The property clean, quiet and well maintained. The camper was adorable and very comfortable. Thank you!"
Cozy RV in our land with community private beach, fire pit, bring your boat.

Enjoy Spectacular Sunset Views ☀️ On True Lakefront

10.0 out of 10, Exceptional, (62)
"This clean and well appointed property was the perfect place for our stay to celebrate and spend time with family! The hosts were available and kind and there were so many thoughtful extras provided that made us feel more than at home. We will be back!!!"
Enjoy Spectacular Sunset Views ☀️ On True Lakefront

Charming 3-bedroom house in Grayslake

9.8 out of 10, Exceptional, (12)
"We had a wonderful stay! The home was immaculate and had a great layout that made it easy for our family to relax and connect. The pictures do not to the home justice, it’s even nicer than it appears. Kelly was incredibly kind and responsive throughout our visit. We’d be happy to return the next time we’re in the area!"
Charming 3-bedroom house in Grayslake

Enjoy Beachfront Living With family!

9.8 out of 10, Exceptional, (79)
"Lots of room, great views, and cozy environment! Right across tge street from Lake Michigan!"
Enjoy Beachfront Living With family!
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

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.