Search Vacation Homes in Winthrop Harbor

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Compare 261 Vacation Homes in Winthrop Harbor with updated reviews, rates, and availability.

Modern 3Bd Townhome Near Beach & Base

9.8 out of 10, Exceptional, (18)
"This property was exactly what we were needing! Cute house, very well maintained and the leasing agents were responsive to any concerns. "
Modern 3Bd Townhome Near Beach & Base

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

9.6 out of 10, Exceptional, (15)
"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 SAR 349
SAR 805 total
includes taxes & fees
5 Apr - 6 Apr
3-bedroom vacation home just a short walk to Lake Michigan

Family frndly TwnHm by navy base

2.0 star property
9.4 out of 10, Exceptional, (10)
"Great little place to stay near the base. "
Family frndly TwnHm by navy base

Riverfront Libertyville Retreat w/ Outdoor Kitchen

9.0 out of 10, Wonderful, (22)
"Amazing property!! Great location communication with owners throughout our stay. This made our stay with our sailor perfect."
Riverfront Libertyville Retreat w/ Outdoor Kitchen

Enjoy Spectacular Sunset Views ☀️ On True Lakefront

10.0 out of 10, Exceptional, (53)
"Had a wonderful time at this property over President's Day weekend. It was cozy and well-appointed, and the view is amazing, even if it was mostly a snowy frozen lake! We got a nice sunset the last evening. We were provided many amenities like coffee and some snacks, and we had what we needed in the kitchen to make yummy meals. The beds and pillows were great, and the bathrooms were nice. The ice maker line might have been frozen, but there were ice cube trays and it was fine. Having the...
Enjoy Spectacular Sunset Views ☀️ On True Lakefront

Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

9.6 out of 10, Exceptional, (81)
"Exactly as desribed. Very clean and quiet. Easy to find and very good good communication"
The price is SAR 244
SAR 413 total
includes taxes & fees
30 Mar - 31 Mar
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

New Your Home Away From Home! - Near Great Lakes Naval Base!!

9.2 out of 10, Wonderful, (23)
"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.."
New Your Home Away From Home! - Near Great Lakes Naval Base!!

Beautiful and spacious lakefront home! Close to everything!

9.6 out of 10, Exceptional, (43)
"Hubby and I were looking for a peaceful getaway and this home didnt disappoint. Would definitely book again."
Beautiful and spacious lakefront home! Close to everything!

Entire 3 Bedroom Cozy Unit

9.2 out of 10, Wonderful, (11)
"This was perfect for our adult family of 5. We had only intended to stay until saturday however my son's liberty got extended and we were easily able to stay the additional time. Everything we needed was there. We were about 15 min from base. It was really a 15 min drive to almost anything we needed to go to. We did have our own vehicle. Rooms were bigger than pictured. It was cold when we got there and since it is radiant heat it did take some time to warm up. Once during our stay the heat went...
The price is SAR 450
SAR 870 total
includes taxes & fees
31 Mar - 1 Apr
Entire 3 Bedroom Cozy Unit

Entire Lake Villa Home!

9.4 out of 10, Exceptional, (37)
"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"
Entire Lake Villa Home!

Lake/Beach Getaway (Remodeled)

9.8 out of 10, Exceptional, (30)
"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. :) "
The price is SAR 563
SAR 1,017 total
includes taxes & fees
1 Apr - 2 Apr
Lake/Beach Getaway (Remodeled)

The Sunset Manor - Luxe Mansion for Serene retreat

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is SAR 2,134
SAR 3,938 total
includes taxes & fees
30 Mar - 31 Mar
The Sunset Manor - Luxe Mansion for Serene retreat

Gurnee Getaway: Modern Oasis Near Six Flags & Naval Base!

9.8 out of 10, Exceptional, (10)
"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!"
Gurnee Getaway: Modern Oasis Near Six Flags & Naval Base!

Lakefront Home w/ Game Room, Theater & Dock!

10.0 out of 10, Exceptional, (22)
"Great house for friends and kids for a new years stay!"
Lakefront Home w/ Game Room, Theater & Dock!

Home in DT Libertyville near Corp HQs & Naval Base

9.6 out of 10, Exceptional, (7)
"Our oldest son graduated from Navy bootcamp and we needed a place to stay. We had a total of 8 family members that made to trip to watch the ceremony. Having a 4 bedroom house somewhat close to the base as well as really close a beautiful little downtown, with shopping and dining was incredible.The only issue we had was parking. We did have 3 vehicles, which worked out, but we weren't sure if there was on-street parking since literally not one car was parked on the street. If that's the worst...
Home in DT Libertyville near Corp HQs & Naval Base

Quaint Bungalow, near Great Lakes Naval Base

10.0 out of 10, Exceptional, (58)
"We drove up from Florida for our son’s Navy graduation. After 2 days on the road, the second day mostly in the freezing ice & snow, it was wonderful to come into this cozy, warm home. I loved the details & character of this older home. The floors squeak a little & there’s some clanging as the heater turns on, but I loved those little bits. It made it feel so much more like a home rather than a hotel. The location was perfect for travel to & from Naval Station Great Lakes. There are plenty of...
The price is SAR 506
SAR 1,129 total
includes taxes & fees
12 Apr - 13 Apr
Quaint Bungalow, near Great Lakes Naval Base

Roxan Corner

8.4 out of 10, Very Good, (32)
"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"
Roxan Corner

New Humble Home! - Near Six Flags & Naval Base!!

8.4 out of 10, Very Good, (26)
"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."
New Humble Home! - Near Six Flags & Naval Base!!

Enjoy Lakefront living with family!

9.8 out of 10, Exceptional, (66)
"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!"
Enjoy Lakefront living with family!

5-Bedroom Sleeps up to 12 + Spacious!

9.4 out of 10, Exceptional, (21)
"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!"
5-Bedroom Sleeps up to 12 + Spacious!
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.
Don't see what you're looking for?
See all available properties in Winthrop Harbor
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Winthrop Harbor

Perfectly Cozy! Close to so many places. Pet friendly. Great private backyard.

6.6 out of 10, (7)
"All features needed, it felt like being at home!!!"
The price is SAR 638
SAR 1,292 total
includes taxes & fees
6 Apr - 7 Apr
Perfectly Cozy! Close to so many places. Pet friendly. Great private backyard.

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

10.0 out of 10, Exceptional, (65)
"We stayed here while skiing in Wilmot. Easy drive there and back. Plenty of room upstairs and down stairs to hang out. "
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.

White House, Amazing Cottage, Lake Front, That Sleeps 34!

9.2 out of 10, Wonderful, (9)
"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!"
White House, Amazing Cottage, Lake Front, That Sleeps 34!
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.