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Compare 29 Cottages in Winthrop Harbor with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (70)
"Very nicely updated cottage on Fox Lake. We booked in December but this would be a great place during the summer. An amazing view over the lake. "
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.

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

8.4 out of 10, Very Good, (10)
"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!

A Diamond in the Rough

9.4 out of 10, Exceptional, (85)
"Very cosy & nice. The backyard was wonderful. We enjoyed the privacy. The location was convenient to restaurants, etc."
A Diamond in the Rough

Lakefront, Newly Renovated, Tranquil Getaway, Free Water Sports

9.6 out of 10, Exceptional, (19)
"Had everything we needed"
Lakefront, Newly Renovated, Tranquil Getaway, Free Water Sports

6 Mi to Naval Base: Spacious Waukegan Home w/ Yard

3.0 star property
10.0 out of 10, Exceptional, (1)
6 Mi to Naval Base: Spacious Waukegan Home w/ Yard

The Lodge, Sweet Waterfront Cottage, Separate Unit

9.2 out of 10, Wonderful, (5)
"We loved the place and location of this property, Nice view to lake!"
The Lodge, Sweet Waterfront Cottage, Separate Unit

Driftwood, Cozy Waterfront Cottage, Separate Unit

10.0 out of 10, Exceptional, (2)
"Newly remodeled- everything is clean and bright! Owners had thought of just about everything to make our stay comfortable. Just bring your favorite food and beverages- there's a fully functional range and a large outdoor grill. At the end of the grassy space is the water! Cute, unique property. The owners were easy to reach, responded to questions promptly, and were very accommodating and nice!"
Driftwood, Cozy Waterfront Cottage, Separate Unit

Lakefront Cottage with Gorgeous Sunsets

9.4 out of 10, Exceptional, (6)
"Beautiful area. Warm and cozy place."
Lakefront Cottage with Gorgeous Sunsets

Amazing summer lake escape in our waterfront cottage!!!

9.4 out of 10, Exceptional, (35)
"A perfect place to get away and not have to worry about crowds of people! The boats, the lake and pier access were the best! The owners were so kind to leave my grandkids a huge strong blowup which we tied to the pier and the kids spent hours jumping off into the water! All three of my grandkids caught their first fish right off the pier! We all kayaked for the first time! Highly recommend!"
Amazing summer lake escape in our waterfront cottage!!!

Lakefront Home w/ Game Room, Theater & Dock!

3.0 star property
Lakefront Home w/ Game Room, Theater & Dock!

Riverfront Libertyville Retreat w/ Outdoor Kitchen

3.0 star property
Riverfront Libertyville Retreat w/ Outdoor Kitchen

Waterfront Fox Lake Vacation Rental w/ Fire Pit!

10.0 out of 10, Exceptional, (8)
"Loved the property, location and the Lake House Sunsets on the deck were amazing"
Waterfront Fox Lake Vacation Rental w/ Fire Pit!

Lakefront Antioch Home w/ Dock, Kayaks & Game Room

3.0 star property
Lakefront Antioch Home w/ Dock, Kayaks & Game Room

Salem Vacation Home w/ Dock: Steps to Paddock Lake

3.0 star property
Salem Vacation Home w/ Dock: Steps to Paddock Lake

Lakefront cottage with gorgeous sunset views

Lakefront cottage with gorgeous sunset views

Wisconsin Vacation Rental Retreat w/ Deck

3.0 star property
Wisconsin Vacation Rental Retreat w/ Deck

Lake Michigan Vacation Rental w/ Private Beach!

3.0 star property
Lake Michigan Vacation Rental w/ Private Beach!

Lakefront Oasis w/ Boat Dock, Fire Pit, Grill

3.0 star property
Lakefront Oasis w/ Boat Dock, Fire Pit, Grill

Lakefront Antioch Cottage w/ Dock & Gas Grill!

10.0 out of 10, Exceptional, (2)
"This cottage is a must if you are looking for a quiet place with a spectacular view of the lake. The house is cozy, clean and quiet! It’s close to great restaurants if you are looking to eat out but the kitchen has everything you need after a quick trip to the grocery store or an Instacart delivery. We have every intention of coming back in the summer when we can actually enjoy some water activities in the backyard!"
Lakefront Antioch Cottage w/ Dock & Gas Grill!

Waterfront Fox Lake Vacation Rental w/ Fire Pit!

3.0 star property
Waterfront Fox Lake Vacation Rental w/ Fire Pit!
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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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!!!"
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, (70)
"Very nicely updated cottage on Fox Lake. We booked in December but this would be a great place during the summer. An amazing view over the lake. "
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.

Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families

9.0 out of 10, Wonderful, (25)
"My wife and I had a wonderful stay for our son's graduation for boot camp. The house was located 5 minutes from Great Lakes, and our host was very responsive and accommodating whenever we needed anything."
The price is SAR 506
SAR 930 total
includes taxes & fees
5 May - 6 May
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
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.