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Compare 259 Vacation Homes in Winthrop Harbor with updated reviews, rates, and availability.

"This property was exactly what we were needing! Cute house, very well maintained and the leasing agents were responsive to any concerns. "

"Great stay by the snow covered beach great communication"

AED 926 total

includes taxes & fees

22 May - 23 May

"We truly enjoyed our time in Waukegan. The house was older but remodeled beautifully. The kitchen was fully stocked, there were plenty of extra blankets and pillows, & lots of towels.Jesse was easy to wirk with and easy to get ahold of if we needed to."

"I loved the stay here! Everything was spacious & there’s plenty games to enjoy!"

"This place "

"Exactly as desribed. Very clean and quiet. Easy to find and very good good communication"

AED 404 total

includes taxes & fees

3 May - 4 May

"Great stay for our Navy Sailor’s graduation, minutes away from the base."

"This property is beautiful. We felt like we were in our house. I will definitely recommend it to others. The owners are very nice too."

"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!"

AED 1,124 total

includes taxes & fees

5 May - 6 May

"Clean property close to everything. Will consider this property when traveling to the area next time."

"Very enjoyable stay--no frills, but several rooms, very clean and a gorgeous view of the lake! We attended a family event--they live across the lake, which was very convenient."

AED 1,208 total

includes taxes & fees

21 May - 22 May

"We needed an ample space to stay for an event we were organizing in the area. It served its purpose in this regard. The owner has done a great job creating an inviting space in an older home. The rooms are quite dark, and the bathroom lighting is less than ideal for getting ready. The master bath mirror light did not work and could not be replaced while we were there. Our group wanted to play ping pong and air hockey, and there were no balls or pucks for the table. The heating in the house is...

AED 3,856 total

includes taxes & fees

3 May - 4 May

"Property was well cared for and clean. Communication with owner was easy and smooth. We ended up having to extend our stay by a day and the owner was very accomodating and responded quickly to our request. I would definitely rent this property again and recommend it to others."

"Great house for friends and kids for a new years stay!"

"Location was close to everything we needed it was also a very mature and quite neighborhood which we appreciated will definitely book again in the future "

"Wonderfully charming home in a great location!"

AED 1,054 total

includes taxes & fees

4 May - 5 May

"We were very pleased with the location of the home. The property seemed to be well maintained and accomodating. The only downfall was that it seemed very pricey for the time of year"

"The owner of the property was easy to communicate with and very helpful. Our family has stayed at two houses from the owner and each house is beautiful and well taken care of. Two graduations from Navy boot camp and two pleasant stays! I would recommend this house or any other of the owners properties."

"We have stayed in many different VRBO houses and this was one of our favorites! House was clean, quiet, and cozy. Many thoughtful details attended to, neighborhood felt very safe, and the views and the beach itself were amazing. We would absolutely stay here again. Highly recommend. Thanks!"

"Owner decorated nicely for our holiday visit."

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"All features needed, it felt like being at home!!!"

"We had an amazing stay with our family group of 30 people! The place is perfectly equipped for a large group, with plenty of kitchen utensils, beds, towels, sheets, and blankets—everything we needed for a comfortable stay. The view is absolutely breathtaking, and the area is so peaceful. We loved every moment and would highly recommend it to anyone looking for a great place for a big family gathering!"