Waukegan Harbor Cottage Rentals & Holiday Homes

Find the best cottages in Waukegan Harbor - We found 95 exact matches

About Waukegan Harbor Cottage Rentals on SunSkiResorts

Searching for cottages to rent near Waukegan Harbor? SunSki features more than 95 cottages that are perfect for your next trip. Escape the snow and slopes and discover luxury cottage rentals just a few miles away from the lake or beach. These cottage rentals in Waukegan Harbor offer hot baths, are kid-friendly & family-friendly, and are situated near top local attraction spots, ensuring guests have the best travel experience possible. SunSki’s cottage listings come in all shapes and sizes, catering to large groups, friends, or couples in Waukegan Harbor.

Planning to travel to the lakeside, beach, or mountain area? SunSki’s cottage rentals offer a wide selection, providing direct access to the owners of these cottage rentals and offering you the best opportunity to find a good price.

SunSki boasts of 95 holiday cottages and places to stay in Waukegan Harbor. The site provides unique Airbnb, VRBO, ski-style cottages to fit your trip or getaway with your friends and family. Whether it's a weekend getaway, spring break, summer vacation, or annual holiday, all fit within your budget.

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Frequently Asked Questions About Waukegan Harbor Rental Cottages

There are a lot of options in Waukegan Harbor. If you plan on staying in the Waukegan Harbor area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Waukegan Harbor:

Yes, here are the top cottage rentals in Waukegan Harbor that allow you to bring your pet:

See all pet-friendly vacation rentals in Waukegan Harbor on SunSkiResorts

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Waukegan Harbor to find one that works for you.
As of 2025, the data from SunSkiResorts shows that there are Over 95 private swimming pools or cottages with indoor pools in the Waukegan Harbor area along with other great amenities.
About 95 cottages in Waukegan Harbor boast of premium hot tubs. Some of the popular places to stay with hot tubs include:See all holiday vacation rentals in Waukegan Harbor on SunSkiResorts
Yes, there are luxury cottages in Waukegan Harbor. Find more luxury, lakefront, winter, & last-minute cottage rentals near Waukegan Harbor.