Search Vacation Homes in Winthrop Harbor

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

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. "

"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. "

AED 913 total

includes taxes & fees

28 Apr - 29 Apr

"Location was so close to Great Lakes book camp. 10 min or less. House was great and homey. "

"The house was so cozy and Fun. Perfect space for our family gathering and less then 15 minutes form the Navy base. Our guest host Coco was so great and personable. "

"Really great location on the lake. The neighborhood is a little sketchy but not dangerous or anything like that. The property is as advertised, it's a lake house vacation home in Fox Lake. The host was awesome and communicated well, lots of amenities, above and beyond what you would normally get with most hosts. I really loved the views and outdoor space. The kids loved the entertainment systems, TVs everywhere in the house. Beds were very comfy and the house was very clean. Thanks for letting...

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

AED 404 total

includes taxes & fees

4 May - 5 May

"Is about 2 miles from great lakes for graduation. Layout is different. Sleeps 11 seats 5 or 6 in the living room, big table...half bath in kitchen...is cold in the winter...have to park in the back...walk around to front.can parknon the street but not overnight. The main bathroom with tyb sbower is high but has handrail. It snowed while we were there...owner shoveled sidewalk once. Overall it suit our need..its not high end but it was nice. Plenty of towels...no wash clothes...clean.."

"Overall nice stay, the master shower didn’t work but there were 2 other bathrooms, "

"This stay was perfect "

AED 1,120 total

includes taxes & fees

3 May - 4 May

"We stayed over the weekend to attend family events. The location is very near where we needed it to be. If you are here to go to Six Flags or Great Lakes Naval Base. You should be good as it’s about 20 minutes out. Quiet neighborhood"

"Loved the view of the lake out the big front window. Perfect place for a family getaway. Apple play on tv worked great. We set up 5 yoga mats in living room and did yoga. Great full length mirror. Cute decor. Couch was comfy and bigger than I thought it would be from the pics. Wish the bunk bed had comfier mattresses - our teen girls were complaining - but they’ll survive lol! Bring coffee for standard coffee maker if you drink coffee. And have fun! Can’t wait to go back this summer. :) "

AED 1,003 total

includes taxes & fees

28 Apr - 29 Apr

"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

28 Apr - 29 Apr

"Our family came to visit for our son's Navy Bootcamp Graduation. This house was very comfortable. There were plenty of spaces to relax & visit with each other. The house was well equipped. The host was extremely helpful & friendly. We highly recommend this home!"

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

"We really enjoyed our stay here. I highly recommend it. "

"Home is an older home but redone nice. Since it is an older home the floors squeak a lot when walking on them. The heat was hard to regulate since it’s the old radiator heat but once it gets warm you will be toasty. The half bath in the basement isn’t appealing since the basement leading to it is old and dreary looking. The bath upstairs is really nice. The backyard is nice. "

AED 1,036 total

includes taxes & fees

28 Apr - 29 Apr

"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!"

"Overall, the property was close to the locations that we needed, the property manager was very responsive and responded quickly to the questions that we had. The property was clean and accurate as listed. The backyard was large and the kids enjoyed playing there. If I had to give a couple areas of improvement/feedback, I would say larger beds and more comfortable mattresses would have made a great stay even better. Overall, very satisfied!"

Save an average of 15% on thousands of hotels when you're signed in

Other property types in Winthrop Harbor

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

AED 1,265 total

includes taxes & fees

5 May - 6 May

"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!"