Winthrop Harbor Holiday Rentals

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Check prices for these dates

Tonight
12 Jul - 13 Jul
Tomorrow
13 Jul - 14 Jul
Next weekend
18 Jul - 20 Jul
In two weeks
25 Jul - 27 Jul

Holiday Rentals in Winthrop Harbor

Charming 3-bedroom apartment with AC and WiFi in Waukegan.
Fridge, microwave, oven, stovetop

Charming 3-bedroom apartment with AC and WiFi in Waukegan.

9.0 out of 10, Wonderful, (6)
The price is HK$1,452
HK$2,850 total
includes taxes & fees
16 Jul - 17 Jul
Charming 3-bedroom apartment with AC and WiFi in Waukegan.
Riverfront Libertyville Retreat w/ Outdoor Kitchen
Interior

Riverfront Libertyville Retreat w/ Outdoor Kitchen

8.6 out of 10, Excellent, (28)
"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
Marina

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

9.4 out of 10, Exceptional, (9)
"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 HK$1,060
HK$1,747 total
includes taxes & fees
14 Jul - 15 Jul
Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19
3-bedroom vacation home just a short walk to Lake Michigan
Terrace/patio

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

9.4 out of 10, Exceptional, (23)
"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. "
The price is HK$1,020
HK$2,022 total
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
Dining

Quaint Bungalow, near Great Lakes Naval Base

10.0 out of 10, Exceptional, (61)
"Great experience, lots of cooking materials "
The price is HK$1,060
HK$2,410 total
includes taxes & fees
13 Jul - 14 Jul
Quaint Bungalow, near Great Lakes Naval Base
Cute and Cozy Cottage by the Lake! Kayaks! Paddleboard! HUGE Deck w/ Great Views
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (27)
"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.
Dining

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

10.0 out of 10, Exceptional, (80)
"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
Property grounds

Scenic Waterfront Lake Michigan Escape

10.0 out of 10, Exceptional, (7)
"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
Fridge, microwave, oven, stovetop

Roxan Corner

8.6 out of 10, Excellent, (34)
"Close to our family and friends. "
Roxan Corner
Cozy RV in our land with community private beach, fire pit, bring your boat.
Property grounds

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.
Chic Oasis/Game Room/Near Base/5 Bedroom
Fridge, microwave, oven, stovetop

Chic Oasis/Game Room/Near Base/5 Bedroom

2.0 star property
10.0 out of 10, Exceptional, (3)
"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. "
Chic Oasis/Game Room/Near Base/5 Bedroom
Entire Beautiful Grove Home
Smart TV, fireplace

Entire Beautiful Grove Home

9.0 out of 10, Wonderful, (10)
"The home was good. We had some problems but nothing major. Will stay again if we happen to go to Chicago again"
Entire Beautiful Grove Home
Entire 3 Bedroom Cozy Unit
Smart TV, books

Entire 3 Bedroom Cozy Unit

9.6 out of 10, Exceptional, (17)
"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!"
Entire 3 Bedroom Cozy Unit
Sunset Manor: Opulent Mansion, Ultimate Serenity Awaits
Fridge, microwave, oven, stovetop

Sunset Manor: Opulent Mansion, Ultimate Serenity Awaits

The price is HK$5,589
HK$9,633 total
includes taxes & fees
13 Jul - 14 Jul
Sunset Manor: Opulent Mansion, Ultimate Serenity Awaits
Enjoy Spectacular Sunset Views ☀️ On True Lakefront
Interior

Enjoy Spectacular Sunset Views ☀️ On True Lakefront

10.0 out of 10, Exceptional, (60)
"Love it. Great place but not for babies or toddlers."
Enjoy Spectacular Sunset Views ☀️ On True Lakefront
Large Group Retreat w/ secluded party room and private pool
Fridge, microwave, oven, stovetop

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
Charming 3-bedroom house in Grayslake
Fridge, microwave, oven, stovetop

Charming 3-bedroom house in Grayslake

9.8 out of 10, Exceptional, (10)
Charming 3-bedroom house in Grayslake
Lakefront home with firepit, 2 kitchens, & 2 W/Ds
Property grounds

Lakefront home with firepit, 2 kitchens, & 2 W/Ds

9.0 out of 10, Wonderful, (12)
"This property was perfect for a large group of people! Plenty of space for everyone to spread out and sleep comfortably. Overall we had a great experience at this property! "
Lakefront home with firepit, 2 kitchens, & 2 W/Ds
LESS THAN 1 MILE OFF FREEWAY
Exterior

LESS THAN 1 MILE OFF FREEWAY

9.4 out of 10, Exceptional, (3)
"If you’re looking for a quiet apartment in a safe area of Pleasant Prairie…this is it! While the entrance to the stairway leading to the apartment is in the hosts’ home, the apartment is truly separate and private with a full kitchen!"
LESS THAN 1 MILE OFF FREEWAY
Enjoy Beachfront Living With family!
On the beach, beach towels

Enjoy Beachfront Living With family!

9.8 out of 10, Exceptional, (78)
"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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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?

Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families : This holiday home rental outside of Winthrop Harbor has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

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.