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Browse Select Winthrop Harbor Cottages

New Listing!! Cozy Lake Shangri-La Cottage!! Big yard, fire pit, sleeps 4
Exterior

New Listing!! Cozy Lake Shangri-La Cottage!! Big yard, fire pit, sleeps 4

10.0 out of 10, Exceptional, (2)
"We were there for a horse show and it was the perfect place after a long day at the show. "
New Listing!! Cozy Lake Shangri-La Cottage!! Big yard, fire pit, sleeps 4
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
Property grounds

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

10.0 out of 10, Exceptional, (83)
"Very nice home very cozy beautiful view"
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
A Diamond in the Rough
Outdoor dining

A Diamond in the Rough

9.4 out of 10, Exceptional, (89)
"I will be staying here again in the future. Great place at a great location."
A Diamond in the Rough
6 Mi to Naval Base: Spacious Waukegan Home w/ Yard
Interior

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
Amazing summer lake escape in our waterfront cottage!!!
Exterior

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 Cottage with Gorgeous Sunsets
Exterior

Lakefront Cottage with Gorgeous Sunsets

9.4 out of 10, Exceptional, (6)
"Easy weekend getaway. Cottage is no frills and the porch is a perfect spot to catch a sunset."
Lakefront Cottage with Gorgeous Sunsets
Lakefront, Newly Renovated, Tranquil Getaway, Free Water Sports
Property grounds

Lakefront, Newly Renovated, Tranquil Getaway, Free Water Sports

9.6 out of 10, Exceptional, (20)
"Had everything we needed"
Lakefront, Newly Renovated, Tranquil Getaway, Free Water Sports
Salem Vacation Home w/ Dock: Steps to Paddock Lake
House (4 Bedrooms) | Interior

Salem Vacation Home w/ Dock: Steps to Paddock Lake

3.0 star property
The price is CA $238
CA $860 total
includes taxes & fees
Aug 12 - Aug 13
Salem Vacation Home w/ Dock: Steps to Paddock Lake
Lakefront Home w/ Game Room, Theater & Dock!
House (5 Bedrooms) | Front of property

Lakefront Home w/ Game Room, Theater & Dock!

3.0 star property
"Fisherman’s paradise, we caught numerous sizable fish on the dock. Also great for large families or hosting, the house is very well appointed with amenities and entertainment options. Would definitely recommend!"
Lakefront Home w/ Game Room, Theater & Dock!
Driftwood, Cozy Waterfront Cottage, Separate Unit
Property grounds

Driftwood, Cozy Waterfront Cottage, Separate Unit

10.0 out of 10, Exceptional, (3)
"Great location. Girls enjoyed the Country Thunder Festival abut 20 minutes away!! I recommend this rental!!"
Driftwood, Cozy Waterfront Cottage, Separate Unit
The Lodge, Sweet Waterfront Cottage, Separate Unit
Exterior

The Lodge, Sweet Waterfront Cottage, Separate Unit

9.0 out of 10, Wonderful, (6)
"This house is super cute and has a cute, creative layout for a big or small group! My family, friends, and I really enjoyed this rental property. The property manager was very helpful from beginning to end and even left a nice birthday note and some birthday treats, which was above and beyond kind! We would definitely stay here again!"
The Lodge, Sweet Waterfront Cottage, Separate Unit
Waterfront Fox Lake Vacation Rental w/ Fire Pit!
Terrace/patio

Waterfront Fox Lake Vacation Rental w/ Fire Pit!

10.0 out of 10, Exceptional, (10)
"We enjoyed every minute of our stay! The cottage is very comfortable with awesome views and comfort from both decks. We had a great time fishing, making s’mores and playing games!"
Waterfront Fox Lake Vacation Rental w/ Fire Pit!
Riverfront Libertyville Retreat w/ Outdoor Kitchen
House (3 Bedrooms) | Interior

Riverfront Libertyville Retreat w/ Outdoor Kitchen

3.0 star property
Riverfront Libertyville Retreat w/ Outdoor Kitchen
Wisconsin Vacation Rental Retreat w/ Deck
House (2 Bedrooms) | Interior

Wisconsin Vacation Rental Retreat w/ Deck

3.0 star property
Wisconsin Vacation Rental Retreat w/ Deck
Lakefront Antioch Home w/ Dock, Kayaks & Game Room
House (2 Bedrooms) | Interior

Lakefront Antioch Home w/ Dock, Kayaks & Game Room

3.0 star property
Lakefront Antioch Home w/ Dock, Kayaks & Game Room
Lakefront cottage with gorgeous sunset views
Outdoor dining

Lakefront cottage with gorgeous sunset views

Lakefront cottage with gorgeous sunset views
Lake Michigan Vacation Rental w/ Private Beach!
Terrace/patio

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
House (5 Bedrooms) | Interior

Lakefront Oasis w/ Boat Dock, Fire Pit, Grill

3.0 star property
Lakefront Oasis w/ Boat Dock, Fire Pit, Grill
Lakefront Burlington Vacation Rental: Dock + Beach
House (3 Bedrooms) | Interior

Lakefront Burlington Vacation Rental: Dock + Beach

3.0 star property
Lakefront Burlington Vacation Rental: Dock + Beach
Charming Racine Home - Walk to Lake Michigan!
Exterior

Charming Racine Home - Walk to Lake Michigan!

3.0 star property
Charming Racine Home - Walk to Lake Michigan!
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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Top Winthrop Harbor Hotel Reviews

DoubleTree by Hilton Libertyville - Mundelein

DoubleTree by Hilton Libertyville - Mundelein

10/10 Excellent
"I love the style and location of this hotel. The walls were a bit thin, but everything else was wonderful. They had a big pool, a beautiful courtyard and friendly staff. "
Cayla 2-night trip
Posted 1 day ago
DoubleTree by Hilton Libertyville - Mundelein