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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sep - 14 Sep

Cottages in Winthrop Harbor

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

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

10.0 out of 10, Exceptional, (80)
"wonderful experience from beginning to end"
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
6 Mi to Naval Base: Spacious Waukegan Home w/ Yard
TV, fireplace, books

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
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
A Diamond in the Rough
Outdoor dining

A Diamond in the Rough

9.4 out of 10, Exceptional, (85)
"I will be staying here again in the future. Great place at a great location."
A Diamond in the Rough
Lakefront, Newly Renovated, Tranquil Getaway, Free Water Sports
Property grounds

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
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
Salem Vacation Home w/ Dock: Steps to Paddock Lake
Driftwood, Cozy Waterfront Cottage, Separate Unit
Beach nearby

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
The Lodge, Sweet Waterfront Cottage, Separate Unit
Beach nearby

The Lodge, Sweet Waterfront Cottage, Separate Unit

9.2 out of 10, Wonderful, (5)
"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
Lakefront Home w/ Game Room, Theater & Dock!
Terrace/patio

Lakefront Home w/ Game Room, Theater & Dock!

3.0 star property
Lakefront Home w/ Game Room, Theater & Dock!
Waterfront Fox Lake Vacation Rental w/ Fire Pit!
Terrace/patio

Waterfront Fox Lake Vacation Rental w/ Fire Pit!

10.0 out of 10, Exceptional, (9)
"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
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
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
Property grounds

Lakefront cottage with gorgeous sunset views

Lakefront cottage with gorgeous sunset views
Lake Michigan Vacation Rental w/ Private Beach!
House (5 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Lake Michigan Vacation Rental w/ Private Beach!

3.0 star property
Lake Michigan Vacation Rental w/ Private Beach!
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
Lakefront Oasis w/ Boat Dock, Fire Pit, Grill
Outdoor dining

Lakefront Oasis w/ Boat Dock, Fire Pit, Grill

3.0 star property
Lakefront Oasis w/ Boat Dock, Fire Pit, Grill
Charming Racine Home - Walk to Lake Michigan!
Terrace/patio

Charming Racine Home - Walk to Lake Michigan!

3.0 star property
Charming Racine Home - Walk to Lake Michigan!
Lakefront Antioch Cottage w/ Dock & Gas Grill!
Terrace/patio

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!
Lakefront Antioch Cottage w/ Dock & Gas Grill!
Terrace/patio

Lakefront Antioch Cottage w/ Dock & Gas Grill!

3.0 star property
Lakefront Antioch Cottage w/ Dock & Gas Grill!
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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