Winthrop Harbor Vacation Rentals

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Vacation Rentals in Winthrop Harbor

Private kitchen
Perfectly Cozy! Close to so many places. Pet friendly. Great private backyard.
6.8 out of 10, (3)
"The home is very cute, nice location, and overall was fine for what we needed. We were in town for a wedding and needed a dog friendly place where he could hang while we were gone, and basically just a place to crash. The host was very responsive and let us check in early which was so helpful. The fenced in yard was great! But, it wasn’t the cleanest place I’ve ever stayed. The tub had bugs in it and was definitely dirty. Thankfully we didn’t need to use it but if we had, I would’ve had to clean...
The price is ￥26,676
per night
Jun 6 - Jun 7
Perfectly Cozy! Close to so many places. Pet friendly. Great private backyard.
Property grounds
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
10.0 out of 10, Exceptional, (41)
"We loved our stay at Cora Cottage. Everything was so beautifully decorated and clean. My husband and I appreciated all the small touches that welcomed us during our stay. We will definitely be coming back"
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
Property grounds
Unique and Charming Private Quarters
10.0 out of 10, Exceptional, (34)
"Sandy does a nice job of welcoming you, with her friendliness and her creative expression seen in every detail of her home. It was a very comfortable stay in all aspects. My one caution, which she has stated, is it is an upstairs apartment, so it is not handicap accessible in any way."
The price is ￥8,631
per night
Jun 2 - Jun 3
Unique and Charming Private Quarters
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Smart TV, stereo
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
9.6 out of 10, Exceptional, (8)
"The proximity to Great Lakes Recruitment Center, Sarge’s Meet & Greet, restaurants, etc. is perfect. We were in town for our son’s boot camp graduation and knew we wanted more room to hang out than a typical hotel room would offer. It was great to be able to relax, watch movies, just hang out with our sailor for the precious two days we had. This place has location, location, location if you’re coming in for boot camp graduation."
The price is ￥19,654
per night
Jun 3 - Jun 4
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
Terrace/patio
Roxan Corner
9.0 out of 10, Wonderful, (18)
"This duplex was perfect for my three sons and myself. We stayed five days to attend one of my son’s Navy Graduation! House was very clean and modern. Had everything we needed, was a nice neighborhood, quiet neighbors? Close to everywhere we needed to go. Only suggestion would be to have the owners secure the rugs, they are very slippery. "
Roxan Corner
View from property
Beautiful and spacious lakefront home! Close to everything!
9.8 out of 10, Exceptional, (24)
"It was so much fun we had a great time!"
Beautiful and spacious lakefront home! Close to everything!
Property grounds
The Beach Life!— Newly Renovated Beach Home awaits you!
10.0 out of 10, Exceptional, (15)
"Don’t be fooled by the modest exterior—the renovated interior of this house is charming and cozy. The owners have gone out of their way to provide the most comfortable bedrooms and fully equipped kitchen. There was autumn decor, new fleece blankets for snuggling, and 3 big TVs. Just a few hundred feet from a huge, clean beach, we also enjoyed the Racine Zoo, giant playground, board games, nearby haunted houses, and local eats. A friendly, diverse neighborhood great for a quiet but enjoyable...
The Beach Life!— Newly Renovated Beach Home awaits you!
TV
New Your Home Away From Home! - Near Great Lakes Naval Base!!
9.4 out of 10, Exceptional, (11)
"We really enjoyed the house, its very confortable, clean and the rooms are big. The house is very close to the base. Thanks."
New Your Home Away From Home! - Near Great Lakes Naval Base!!
Fridge, microwave, oven, stovetop
Pets are welcome! Outdoor BBQ Grill, Near Independence Grove Dog Park!
4.0 out of 10, (1)
"I left early to get another hotel."
The price is ￥14,937
per night
May 30 - May 31
Pets are welcome! Outdoor BBQ Grill, Near Independence Grove Dog Park!
Coffee/tea maker, cookware/dishes/utensils
Pistakee Marina Boat House
10.0 out of 10, Exceptional, (3)
"We brought our boat to the chain o lakes with family. This house was perfect for us. We were able to use the fire pit and gas grill. The house was on the water so we were able to have access to the boat the entire stay. There is a restaurant next door to the house as well. Very quiet neighborhood too. Will stay here again!!"
Pistakee Marina Boat House
TV, books
Quaint Bungalow, near Great Lakes Naval Base
10.0 out of 10, Exceptional, (46)
"Great location, floor plan, water pressure, all the things were well thought out and convenient. Will stay again."
The price is ￥21,184
per night
Jun 11 - Jun 12
Quaint Bungalow, near Great Lakes Naval Base
Outdoor dining
SPACIOUS and Stylish Lakefront Retreat with VIEWS!
9.4 out of 10, Exceptional, (23)
"We booked this home for a long weekend for our book club. Honestly, we are all counting down the days until we have an excuse to do it again! The house is beautiful, well cared for and the hosts were super responsive. The layout is great for multiple couples, offering nice sized bedrooms and multiple full bathrooms. The fire pit on the water was a fan favorite as well, a perfect setting for sunset views. We can’t say enough about our experience and will definitely be returning yearly!"
SPACIOUS and Stylish Lakefront Retreat with VIEWS!
Property grounds
Stunning Lakefront Home on the Chain O'Lakes! ★ Amazing Views & Newly Rehabbed
10.0 out of 10, Exceptional, (62)
"Beautiful, spectacular mornings with the sunrise and the view of the lake. The house is very comfortable. The kitchen is very nice. We were able to prepare all our family meals."
Stunning Lakefront Home on the Chain O'Lakes! ★ Amazing Views & Newly Rehabbed
Private kitchen
Fully Updated home. Great for the entire family!
7.6 out of 10, Good, (10)
"My impression of the inside was good. However the outside needs some work. Maybe some up grades in the furniture would be beneficial. Other then that it was an enjoyable experience Thank u"
Fully Updated home. Great for the entire family!
Fridge, microwave, oven, stovetop
Serene Home! 6 Bed&4.5 Bath w/Kids den, Steam shower, Hot tub, Theatre, Bar..
10.0 out of 10, Exceptional, (1)
"This was a beautiful house with great service and response time. Thank you for making our board retreat special :)"
The price is ￥107,176
per night
Jun 17 - Jun 18
Serene Home! 6 Bed&4.5 Bath w/Kids den, Steam shower, Hot tub, Theatre, Bar..
Exterior
Historic house on tree lined red brick street of historic homes.
10.0 out of 10, Exceptional, (19)
"The house is well situated, just minutes from the lake and Main Street. We felt completely at home; the owners have decorated and appointed the house beautifully - every detail has been considered and implemented. Communication was easy and they solved issues (i.e. getting the drive shovelled in a snow storm) before we could even ask about them. The back porch and yard are wonderful for relaxing. We loved the house and the neighbourhood and found it difficult to leave!"
Historic house on tree lined red brick street of historic homes.
Smart TV
5 min to Naval station Great Lake, Great lakes Commissary, RFU Medical School.
5 min to Naval station Great Lake, Great lakes Commissary, RFU Medical School.
Property grounds
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
10.0 out of 10, Exceptional, (218)
"We stayed here for our family vacation in Kenosha - 7 adults and a 5 year old. The house was a well-appointed and had lots of room for us all to gather in one place or spread out if we wanted to. Good location near restaurants, groceries, etc. Loved the view of Lake Michigan and we were just a short drive to an accessible beach. Owner Dan was easy to work with and responsive. Everyone had a great time!"
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
Exterior
Family Townhome available - 2 Bedroom, 1.5 bath, tv, kitchen, appliances, I94
8.0 out of 10, Very Good, (10)
"I've rented 26 homes in three years since I started using short term rentals. This is the worst I've ever had. Starting with check-in. NOT mentioned in the ad is the fact that you have to download a separate app to open the doors. This is a full-on registration...email/phone/etc. Shouldn't be needed and now I'm already getting fresh new spam! Yay! House rules: Don't use laundry room, it's unsafe. Oh but if you need to clean something, go ahead and use the laundry! OK, now the house. I WISH I...
The price is ￥23,538
per night
Jun 10 - Jun 11
Family Townhome available - 2 Bedroom, 1.5 bath, tv, kitchen, appliances, I94
Private kitchen
Modern Luxe home w/Gameroom and Electric Fireplace
8.4 out of 10, Very Good, (6)
"We really loved our stay at this house with group of our friends. This place was just perfect, newly renovated and exactly looked like it is in pictures. The house has everything needed from games in basement to the cozy beds to rest at night. Host was incredibly responsive and made us feel right at home. Recommended nearby places to explore and we had a great getaway overall. I would stay here again when in town. 10/10!!"
Modern Luxe home w/Gameroom and Electric Fireplace
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See all available properties in Winthrop Harbor
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.

Other types of properties in Winthrop Harbor you may be interested in

Indoor pool
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2.5 star property
7.4 out of 10, Good, (1004)
"Staff was extremely friendly and helpful"
The price is ￥9,489
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Jun 2 - Jun 3
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Exterior
Best Western Executive Inn Kenosha/Pleasant Prairie
2.5 star property
9.0 out of 10, Wonderful, (1002)
"Great!"
The price is ￥12,011
per night
Jun 11 - Jun 12
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Terrace/patio
Sonesta ES Suites Chicago Waukegan Gurnee
3.0 star property
8.8 out of 10, Excellent, (1002)
"Very nice!"
The price is ￥19,231
per night
Jun 16 - Jun 17
Sonesta ES Suites Chicago Waukegan Gurnee
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.

Search for holiday rentals in Winthrop Harbor on Expedia! You can easily find your home rentals, villas, holiday apartments in Winthrop Harbor using one of the methods below:

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Frequently asked questions

Are there vacation rentals in Winthrop Harbor?

Yes, you can find vacation rentals where you'll be just 9.5 mi (15.3 km) from Six Flags Great America, giving you a secluded option to escape the hustle and bustle. Winthrop Harbor is known for its beaches and restaurants.

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

Unique and Charming Private Quarters: This vacation home rental outside of Winthrop Harbor is equipped with a garden, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave, and a coffee maker.

How many vacation rentals are there in Winthrop Harbor?

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

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. You’ll find favorite places to visit like Six Flags Great America and Naval Base Great Lakes in the larger area.

What’s a vacation rental in Winthrop Harbor like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Winthrop Harbor. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.

Recent reviews of Winthrop Harbor properties
Expedia verified reviews

The Stella Hotel & Ballroom

The Stella Hotel & Ballroom

5/5 Excellent
"Clean, beautiful, excellent customer service"
A verified traveler stayed at The Stella Hotel & Ballroom
Posted 2 days ago
The Stella Hotel & Ballroom